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August 15, 2022 By Lyndsay

The 12+ Best New England Towns in Fall You Need to Visit

  • 1 What makes autumn in New England so extraordinary? 
  • 2 Tips for Planning a Fall Visit to New England
  • 3.1 Kennebunkport
  • 3.2 Bar Harbor
  • 4.1 Lincoln
  • 4.2 Laconia
  • 5.1 Danville
  • 7.1 New Haven
  • 7.2 Middlefield & Durham
  • 8.1 Providence
  • 8.2 Newport

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Fall is here, and there are plenty of reasons to celebrate. From pumpkin spice lattes to apple orchards, fall has its own unique flavors and traditions. It’s crisp and cool outside, bringing a sense of calm. 

It’s the perfect time to explore new places and enjoy the beautiful scenery around you. 

But did you know that some charming towns in New England offer visitors a taste of autumnal beauty? Whether you’re looking for a quaint town with a rich history or a picturesque village with a charming downtown, these are the best New England towns in fall to visit for an autumn adventure.

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What makes autumn in New England so extraordinary? 

The region’s combination of climate, soil, and tree species make it one of the few places in the world that can produce a spectacular array of colors during fall. Leaves on the trees start to turn the last 10 days of September and stay in their autumnal colors throughout October.

The further north you go, the earlier the leaves turn–if you need to see a visual representation, here’s a great foliage tracker of  New England’s peak foliage timing .

Many towns are located along scenic drive routes with stunning scenery, plus plenty of things to do in the fall in New England. Some of these places even offer fall festivals and other outdoor activities. 

Tips for Planning a Fall Visit to New England

  • Be prepared to walk  – You’ll find many of the best fall foliage views in New England within the many parks, mountains, and hiking trails in the six states. Makes sure you have quality travel essentials , like comfortable walking or hiking shoes, as well as coats, jackets, sweaters, and scarves–really, anything you’d need to be outside in the cool autumn weather.
  • Make lodging reservations early  – Due to high demand, make reservations early if you intend to travel during the first two weekends of October. During the fall foliage season, hotels frequently request a two-night minimum stay on weekends. While weekends are typically booked months ahead of time, you can probably secure a weekday room closer to your travel dates if you have some flexibility.
  • Ask about policies at the time of booking  – It’s a good idea to make an advance deposit for your reservation. At the time of booking, be sure to ask about the hotel’s cancellations and refunds policy. No-shows are typically charged full price.

Kennebunkport

Kennebunkport Maine in fall

Let’s start with one of the best New England towns to visit in fall! Kennebunkport is a beautiful coastal town in southern Maine, about an hour and a half from Boston and 40 minutes from Portland. The classic New England tiny town has a beautiful main street with local shops and services. 

Every autumn, the Seashore Trolley Museum hosts an annual  Pumpkin Trolley Patch , where you have the opportunity to ride a vintage trolley train to pick out your own pumpkins in a patch.

Wear a costume to go enjoy the museum and paint your picked-out pumpkin! Kennebunkport also goes all out for Halloween. The historic mansions created by sea captains of ages gone by line Summer Street and are decorated in their spooky best.

Seafood is popular in the area’s eateries at all times of the year and is always fresh. Stop at the Clam Shack for two New England classics, a hot Maine lobster roll with butter, and a cup of clam chowder. Both of these delicious dishes are on just about every restaurant’s menu, and you can’t go wrong with them. 

If you want to learn more about the city and see it in its fall beauty, try taking a  2-hour walking tour . You’ll have an opportunity to learn about the history of how this sleepy fisherman town was once bustling in the shipmaking business.

The Beach House Inn ( Booking | Hotels | TripAdvisor ) is a lovely inn on the waterfront with beautiful views of the sea and a beautiful beach to wander along. At this quaint spot, you’ll feel perfectly at home, and for a touch of luxury, there’s a great restaurant and spa on-site.

new england towns to visit in october

If you love national parks, you’re sure to enjoy Bar Harbor–home to Acadia National Park–in the autumn. Fall is the best time to visit Acadia National Park , located on Mount Desert Island, Maine. In addition to the beautiful scenery, visitors have many activities, including hiking, biking, canoeing, fishing, horseback riding, and wildlife viewing. 

Walk the Shore Path, a 1-mile long path along the coastline, or the more challenging 5-mile Jordan Pond path around the lake. Then, grab a bite at Jordan Pond House Restaurant while you’re in the park.

Make sure you leave enough time to drive up Cadillac Mountain for incredible foliage views and watch the waves roll in on both the Sand Beach and the rocky Thunder Hole. If you’d like a guide through Acadia National Park, you can take either a  3-hour private driving tour  or purchase a really inexpensive  self-guided audio tour .

Back in Bar Harbor, you need to visit Atlantic Brewing Midtown , the downtown location of the popular local Atlantic Brewing Company, for a bite and a beer. You also need to take a  2-hour tall ship cruise , which takes you out on Frenchman Bay for waterfront views of Acadia National Park’s beautiful fall foliage.  

If you’re looking for a great place to stay, the Balance Rock Inn ( TripAdvisor ) offers a luxe experience with breathtaking views right along the coast in a beautifully restored turn-of-the-20th-century mansion. Or, if you want to stay somewhere a little more budget-friendly in the center of town, check out the charming Maples Inn ( TripAdvisor ).

New Hampshire

The Best New England Towns in Fall to Visit - autumn at the base of Loom Mountain in Lincoln New Hampshire

If you want to experience the beauty of the autumn season, then you should visit Lincoln, New Hampshire. As you drive along the Kancamagus Highway to reach the town, you’ll already be met with panoramic views on one of the prettiest scenic drives. 

Since parts of the White Mountains are located within the town, there are many excellent walks and hikes through local mountains to appreciate their peak color in fall. There’s a great paved walking trail running through Franconia Notch State Park to enjoy, or the Flume Gorge has a visitors center and walking path to take you safely through the ravine. You can also drive through the forests in pursuit of moose sightings on a Moose tour .

Or, if you’d rather see the foliage from above, you can take the Aerial Tramway at Cannon Mountain or the ride in a gondola over the Pemigewasset River to the top of Loon Mountain. 

If you’re willing to drive about 45 minutes, you can experience a scenic train ride along The Mount Washington Cog Railway . This steam train takes you up to the highest summit in the Northeast and is the only mountain-climbing cog railway operating in North America.

Fun Fact : In 1869, P.T. Barnum declared the scenic train ride to reach the summit of Mount Washington “The Second Greatest Show on Earth!”

There are also plenty of cozy bed-and-breakfasts where you can stay the night. The ​​Woodstock Inn ( Booking ) is a Victorian inn with beautiful rooms and an on-site brewery. And just a few doors down, you’ll find the Woodstock Pie and Coffee Company, which serves up fresh-baked bread, pastries, and other tasty treats. You can also enjoy an outdoor movie night at Weirs Beach, the town’s drive-in movie theater.

new england towns to visit in october

This New England fall town, Laconia, New Hampshire, hosts a two-day family-friendly event–the  New Hampshire Pumpkin Festival . This fall festival incorporates a zombie walk, pumpkin bowling, and rides for the kids, while all ages can enjoy the car show and concerts, and the finale–lighting of the 34-foot tower of jack-o-lantern carved pumpkins. 

Although the New Hampshire Pumpkin Festival is canceled for the 2021 season, the area offers other seasonal activities, too. While Funspot , the world’s largest indoor arcade, provides an inside escape any time of year, you can enjoy the fall views around the lake walking along the Lake Winnisquam Scenic Trail. And if you head just north to Meredith, you can experience a fall foliage ride on the Winnipesaukee Scenic Railroad. 

The Margate Resort ( TripAdvisor ) is right along the lake with its own private beach area for an accommodation option. They have traditional rooms or suites available, with views of the lake or that open to the beach or gardens. And there’s a spa, gym, and an indoor and outdoor pool on the property for your use.

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'Fall Time', Vermont, Danville Area, Barnet Center Road, Countryside, Farm

If you’re heading up to Danville, Vermont, you have to experience the Great Vermont Corn Maze . The biggest corn maze in New England is a must-see autumn attraction.

The labyrinth takes between 15 minutes and two hours to finish, depending on your speed, and is divided into two sections: a big maze and a small maze. The earlier you go in the season, the more challenging it is. Families can easily spend upwards of six hours here exploring all of the games, including a play area, wacky miniature golf, a hay castle, and a kids’ village.

The town also hosts an annual Autumn on the Green on the first Sunday of October. Every year, the craft fair features over 200 local artisans to showcase their works to the thousands of visitors who come to enjoy the fall season. 

If you need lodging in the area, there are several RV campgrounds in the area and a Comfort Inn & Suites near Burke Mountain ( Booking | Hotels | TripAdvisor .)

new england towns to visit in october

Up in the northern region of Vermont, you’ll find Stowe. Overlooked by Mount Mansfield, this historic town is well known for the Trapp Family Lodge ( Booking | Hotels | TripAdvisor ).

Originally from Salzburg, Austria , the real-life story of the von Trapp family was immortalized in the Oscar-winning classic movie and Broadway musical The Sound of Music . 

But the film stops with the family escaping Austria during World War II. The von Trapps story continued; they settled in Stowe, Vermont, and ran the Trapp Family Lodge after leaving Europe. With its Austrian architecture and luxury accommodation, the resort offers its own Oktoberfest celebration every fall.

Stowe also hosts the annual Pumpkin Chuckin’ Festival. Hosted at the Stoweflake Mountain Resort & Spa ( Booking | Hotels | TripAdvisor ) for two days every September, you can enter to participate in one of the five divisions as a solo thrower or in a team of up to eight people.

There are  several rules  regarding the weight and measurement requirements for the trebuchets–the object being thrown–so make sure you check out the rules before entering.

Trebuchet (n.): treb·​u·​chet – A medieval military engine for hurling heavy missiles (such as rocks). “Trebuchet.” Merriam-Webster.com Dictionary

Massachusetts

new england towns to visit in october

Since we’re talking about the best New England towns in fall, no list is complete without Salem, Massachusetts! Immortalized by scary stories of the Salem Witch Trials like The Crucible by Arthur Miller and in Halloween movies like Hocus Pocus , the city is a must-see autumn destination. 

In the fall, everything about the city screams for the spooky season. Dine at the Witches Brew Cafe and stop for a treat at Ye Olde Pepper Candy Companie , the country’s oldest candy shop.

Walk around the Salem Witch Village to learn about the myths of witchcraft before venturing over to The Olde Burying Point Cemetery and the Salem Witch Trials Memorials . 

To learn more about the history behind the Salem Witch Trials, visit the Salem Witch Museum , or watch a performance by Cry Innocent Salem . The interactive production takes you from Essex Street to the Town Hall, where you’ll have an opportunity to take your seat on the jury. 

You can also catch a scary showing at Gallows Hill or the House of the Seven Gables for more theatrical entertainment. And if you love spooky night walks, take a History & Hauntings of Salem guided walking tour to hear more about the city’s mysterious history.

new england towns to visit in october

During the fall season, Boston is filled with beautiful scenery, great food, and fun activities. The city offers a wide variety of things to do in the fall in New England, such as visiting museums, shopping at local boutiques, going to concerts, and enjoying the famous New England autumn foliage.

Take a Boston fall foliage tour to truly appreciate the beauty of the city’s green spaces, like the Boston Commons and the Lagoon in the Public Garden, or a Ghosts and Gravestones Tour to hear about the city’s haunted past.

You can also visit other great attractions such as the Freedom Trail, Faneuil Hall Marketplace, and Quincy Market to enjoy some of the city’s Colonial history. 

The 2.5 mile Freedom Trail guides you through 16 historic sites that led to Boston’s nickname “The Cradle of the American Revolution.”

Attractions include Paul Revere’s home, the site of the Boston Massacre, and the USS Constitution. Make sure you check out the food stands in Faneuil Hall or Quincy Market for some piping hot clam chowder and other local seafood options.

If you’re a sports fan, autumn is the best time to cheer on your favorite athletes and teams. Similar to how one of the best fall activities in New York City is to cheer on the NYC Marathon runners, supporting the Boston Marathon runners is easily one of the best fall activities in New England. 

While the regular Red Sox baseball season has ended, if we’re lucky and made the playoffs, you might be able to grab tickets for a home game !

You can also head to the TD Garden in the city’s center for both the Bruins hockey matches or a Celtics basketball game . If you really want to head outside of the city to catch a Patriots football game , you can grab the “Patriot Train,” which departs from North Station before home games. 

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Connecticut

Looking for things to do in New Haven, Connecticut? If you're planning to visit this historic city or one of its many colleges, here's your 3-day itinerary!

New Haven, Connecticut, is one of the best fall towns in New England. Nicknamed the “Elm City” for its Elm trees, the city is filled with beautiful foliage during the fall season.

There are several things to do in New Haven once you arrive.

Yale University is a historic Ivy League university located right on the New Haven Green. Start at the Visitor’s Center and take a tour of the school grounds with a student guide or wander around the beautiful campus grounds on your own, enhanced by the autumn colors.

As evening falls, discover all of  New Haven’s spookiest haunts on a walking tour . You’ll explore New Haven with a local guide, who will tell you about the city’s scariest sites and, of course, about the most interesting historical and architectural places like the Skull and Bones Society, the New Haven Public Library, and New Haven City Hall.

And, you can’t leave autumn in New Haven without getting apizza. Apizza is a type of pizza that originated in New Haven, Connecticut, due to an influx of Neapolitan immigrants at the beginning of the twentieth century. It’s also primarily regarded as the greatest in the country (sorry, New York City , but it’s true!)

Frank Pepe Pizzeria Napoletana, Sally’s Apizza, and Modern Apizza are the top pizzerias in New Haven, while BAR is a great pizzeria and one of the best breweries in Connecticut ; you can’t go wrong with any of them.

Middlefield & Durham

Apple picking in Connecticut is one of the best fall activities in the state. Here are some of the best places for pick-your-own!

Two tiny neighboring towns in Connecticut–Middlefield, and Durham–are excellent fall towns in New England to visit.

Lyman Orchards , located in Middlefield, Connecticut, is one of my favorite places to go apple picking in Connecticut . The farm was established in 1741 when John and Hope Lyman purchased 37 acres of property, which included the current location of the Homestead and Apple Barrel.

They extended to more than 1,500 acres of land by the 1890s, covering food, cattle, and hay production. They also built the Apple Barrel, where you can shop for fresh vegetables and delicious sweets.

Play a game of golf on the lakefront Lyman Orchards Golf Course, or try your luck in their massive Corn Maze, which is specially designed each year to celebrate a Connecticut hero or event. The orchard has excellent apple picking and pumpkin picking, two of the best fall activities in Connecticut .

Fun Fact : Lyman Orchards is the 12th-oldest family-owned business in the United States, and it is a member of the Connecticut Freedom Trail. In 1986, the Lyman Homestead was listed on the National Register of Historic Places.

The next town over, Durham, Connecticut, is home to a fun fall festival in Connecticut , the Durham Fair.

This massive 4-day event takes place the third weekend of September each year, and the community comes out to celebrate.

From the farm museum showcasing antique equipment to events like the tractor pull, the ox pull, and a demolition derby, and opportunities to interact with animals, local artisans, and great food, you’ll leave with an appreciation of the hard work and dedication that goes into the harvest season. 

Rhode Island

new england towns to visit in october

After all of the excellent summer activities in Rhode Island , Fall is a great time to visit Providence because of the beautiful foliage and cool temperatures. With several colleges in town, there are some stunning campuses to walk through and enjoy the changing leaves every autumn. 

The biggest event of the season is the  Jack-O-Lantern Spectacular  in the Roger Williams Park Zoo. More than 5,000 carved pumpkins light up the sky every night on the Zoo’s Wetlands Trail during the Halloween season, with music and special effects to tell each year’s story. It takes about 45 minutes to fully experience Rhode Island’s most giant pumpkin Spectacular. 

With Johnson & Wales College’s culinary program within the city’s limits, you’re bound to find some outstanding cuisine in Providence, too. Visit Enoteca Umberto for incredible Italian food, Nick’s on Broadway for casual American fare, or head out of the city to reach Matunuck Oyster Bar for delicious seafood pretty much straight from the sea. 

Since this is a college town, you can’t go wrong staying at the Providence Graduate Hotel ( Booking | Hotels | TripAdvisor .) Formerly the Providence Biltmore, they have grand locations near many major universities in the United States at reasonable rates.

new england towns to visit in october

While winter in Newport is beautiful too, fall is one of the best times to visit Newport, Rhode Island, because the weather is gorgeous, and the scenery is breathtaking. The town known for its Gilded Age mansions has smaller crowds, and the restaurants are a bit less packed. You can also find great deals on hotels and rentals this time of year. 

One of my favorite places to stay is the Admiral Fitzroy Inn ( Booking | Hotels | TripAdvisor ,) right on Thames Street. They’re located right in the heart of downtown Newport within walking distance of all the major sites, and they offer complimentary breakfast during your stay.

Every autumn, Bowen’s Wharf comes alive with its annual Seafood Festival. While seafood is a major food group throughout New England no matter the time of year, the Bowen’s Wharf Seafood Festival showcases the “Harvest of the Sea”–fresh seafood.

As you wander through the Wharf’s various colorful tents, you’ll find delicious dishes made from just about every type of crustacean or fish alongside traditional fair favorites. Enjoy the music, sunshine, and cool weather at one of the finest natural harbors in the region.

Whether you’re looking for a new place to live or just want to explore a new town, make time to visit one of the best towns in New England in fall. You’ll even find many of these spots make for great winter getaways in New England , too!

Whether you're looking for a quaint town with a rich history or a picturesque village with a charming downtown, these are the best New England towns in fall to visit for an autumn adventure.

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What The Fab

16 Charming Towns in New England for Fall Foliage

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New England is undoubtedly the capital of fall in the United States. The region’s mountains practically glow with warm red, oranges, and yellows. The weather cools down to a comfortable but crisp temperature, ideal for hiking and exploring the fall colors.

Book your leaf-peeping getaway early—hotels, rental cars, and flights surge to New England’s most coveted towns during peak colors. Peak foliage in the region usually starts in late September or early October and lasts until mid-to-late October.

These are the colorful towns in New England you should know about:

Woodstock, Vermont

New England fall foliage destinations, by travel blogger What the Fab

Maple trees line the streets of Woodstock, turning into vibrant shades of red, orange, and gold as fall settles in. Wander across covered bridges, through streets filled with historic homes, and past the iconic white steeple of the First Congregational Church peeking through the treetops.

When you’re not heading out searching for fall colors, pick apples at a local orchard or check out a farm stand for fresh cider and homemade pies. The town’s inns make for a cozy home base to relax after a full day outside.

Franconia, New Hampshire

New England fall foliage destinations, by travel blogger What the Fab

For most of the year, New Hampshire is one of the most underrated U.S. states . In the fall, the state crowds up with visitors hoping to catch a glimpse of the fall colors in the White Mountains. In the heart of the White Mountains, Franconia Notch State Park is where the peaks of Cannon Mountain and Mount Lafayette serve as a dramatic setting for a sea of changing leaves. Hike the Franconia Ridge Loop, one of the best leaf-peeping trails in New England, with views that stretch for miles.

If you’re looking for a unique way to take in the fall colors, hop on the Cannon Mountain Aerial Tramway. This tram ride whisks you to the top of Cannon Mountain, where you’ll be greeted with a 360-degree view of the White Mountains.

Bar Harbor, Maine

New England fall foliage destinations, by travel blogger What the Fab

On Mount Desert Island, a weekend in Bar Harbor means leaf-peeping with a side of ocean breeze. Acadia National Park is the crown jewel of Bar Harbor, and in the fall, the park’s rugged cliffs, serene lakes, and dense forests transform with color. Hike the trails up Cadillac Mountain to catch the first rays of sun beaming down on red and orange trees—it’s the first place in the U.S. to see the sunrise.

If hiking isn’t for you, the Park Loop Road offers a leisurely drive through some of New England’s most stunning landscapes. You’ll coast past tunnels of trees with the Atlantic Ocean crashing against the rocky shores in the background.

Stowe, Vermont

New England fall foliage destinations, by travel blogger What the Fab

Vermont is one of the most beautiful U.S. states , and in the fall, Stowe makes it easy to see why. The Green Mountains surround Stowe with fiery reds, deep oranges, and golden yellows. This town gives you the full New England experience: charming covered bridges, crisp mountain air, and an urge to wear cozy sweaters and drink hot cider.

For the best views, cruise down Smugglers’ Notch or hike up Mount Mansfield. When you need a break, sit down for farm-to-table dining or grab a pint of some of the best local craft beer around.

North Conway, New Hampshire

New England fall foliage destinations, by travel blogger What the Fab

After landing in Portland, Maine , the drive up to North Conway is half the fun, with the Kancamagus Highway offering incredible views. This scenic byway is world-famous for a reason—every twist and turn reveals another panorama.

North Conway, nestled in a valley of the White Mountains, is surrounded by towering peaks that are set ablaze during peak foliage You can spend your mornings hiking trails through colorful forests or take a ride on the Conway Scenic Railroad, where the vintage train cars glide through landscapes. For a bird’s-eye view, take a ride on the aerial tramway at nearby Cannon Mountain.

Montpelier, Vermont

New England fall foliage destinations, by travel blogger What the Fab

Nature and history come together in this pint-sized capital city. Surrounded by the Green Mountains, Montpellier’s trees change into spectacular warm hues in October. Start your day with a stroll down State Street, where the golden leaves loom over pedestrians. The Vermont State House is beautiful year-round, enhanced in the fall by colorful trees surrounding it.

Nearby Hubbard Park offers miles of wooded trails perfect for a fall hike. Climb up to the stone tower at the park’s highest point for the park’s best views. If you’re up for a short drive, head to the Green Mountain Audubon Center, where you can hike through forests and along rivers. The trails are well-marked and range from easy walks to more challenging hikes, so there’s something for everyone. Plus, the center’s location in the Winooski River Valley means you’ll get a mix of wooded hillsides and open meadows, offering various leaf-peeping opportunities.

Bretton Woods, New Hampshire

New England fall foliage destinations, by travel blogger What the Fab

With the Presidential Range as a setting, trees around Bretton Woods show some of the most beautiful fall colors in the White Mountains. To see them, take a leisurely ride on the Mount Washington Cog Railway, which journeys up to the highest peak in the Northeast. Alternatively, seek thrills at Bretton Woods’ zipline canopy tour. You’ll soar through the red, orange, and yellow treetops.

Of course, hiking in Bretton Woods is always an acceptable method of leaf viewing. Conquer the challenging trails of Crawford Notch or take a stroll around the Ammonoosuc River. To ease your sore muscles, check yourself into the Omni Mount Washington Resort, a destination in and of itself.

Kent, Connecticut

New England fall foliage destinations, by travel blogger What the Fab

In the Litchfield Hills is Kent, which is a base for some of Connecticut’s most impressive fall foliage. Drive along Route 7 to speed past fiery trees or hike at Kent Falls State Park, home to a series of waterfalls cascading down a 250-foot drop .

Another prime spot for leaf-peeping is the Macedonia Brook State Park. The Blue Blaze Trail is particularly popular, taking you on a loop through the park’s most covetable areas. From the top of Cobble Mountain, you’ll have picturesque views from every angle. Kent is also close to the Appalachian Trail, a more rigorous way to take in fall views from above.

Jackson, New Hampshire

New England fall foliage destinations, by travel blogger What the Fab

Jackson’s covered bridge—known as the Honeymoon Bridge—is worth writing home about. This historic landmark is a must-see, especially when the leaves peak. After viewing the landmark, get out of town and drive along the Kancamagus Highway. This scenic byway is one of the most famous leaf-peeping routes in the country. The road turns through the White Mountain National Forest, which is home to impressive views.

Try the Black Mountain trail for a moderate hike with worthwhile views, or trek up to the summit of Mount Jackson for a challenge with rewarding overlooks. After, unwind by staying at the Wentworth Inn. The inn’s restaurant serves up farm-to-table dishes that highlight local flavors, and you can view fall colors from the dining room.

Woodstock, New Hampshire

New England fall foliage destinations, by travel blogger What the Fab

Woodstock is the gateway to some epic hiking trails. The Lincoln Woods Trail is a popular starting point for hikes that range from easy strolls to challenging treks. If you’re up for a challenge, Mount Pemigewasset and the Flume Gorge await, where the views from the top are even more stunning.

The town goes all out for autumn, with events like the New Hampshire Highland Games & Festival, where you can immerse yourself in Scottish culture while surrounded by the fall landscape. Otherwise, check out the nearby Woodstock Fair, a classic New England fair complete with agricultural exhibits, live music, and all the fried food you can eat.

Manchester, Vermont

New England fall foliage destinations, by travel blogger What the Fab

The summit of Mount Equinox is where Manchester’s fall foliage really shines. The Skyline Drive is a must-do during the fall season, making its way up the mountain with a view of the colors and countryside. From the top, you can see miles of unspoiled forest, all lit up with the colors of autumn. Hike the Lye Brook Falls Trail when you’re ready to get active, which takes you through the forest, ending at a waterfall.

In the fall, Manchester’s markets are brimming with seasonal produce, artisanal goods, and fresh Vermont maple syrup. Indulge in a warm cider donut before heading out for the day. The Dorset Farmers Market, just a short drive away, is another great spot to get into local culture.

Lenox, Massachusetts

New England fall foliage destinations, by travel blogger What the Fab

This small town in the Berkshires is known for its artsy vibe and deep history. When autumn comes, historic homes and boutique shops are surrounded by warm-toned leaves. Begin at Tanglewood, the summer home of the Boston Symphony Orchestra. Even though the music season is over, the grounds are open for visitors to view the estate’s sprawling lawns and wooded trails while the trees put on their autumn show.

For a more immersive leaf-peeping experience, head to the nearby Pleasant Valley Wildlife Sanctuary. The sanctuary’s trails move through forests, wetlands, and meadows, offering an escape into nature. After, drive the Berkshire Scenic Byway, which has miles of breathtaking views that seem to go on forever. Pull over at one of the many overlooks to fully admire the scenery.

Newfane, Vermont

New England fall foliage destinations, by travel blogger What the Fab

Start your day in Newfane with a visit to the Newfane Village Historic District. Here, 18th and 19th-century architecture is encased by saturated fall foliage. When surrounded by changing leaves, the town’s courthouse and Congregational Church are striking.

Ride down Route 30, which runs through the village, boasting some of southern Vermont’s most impressive views. Then, kick into adventure mode at nearby Townshend State Park to hike the trail up Bald Mountain, where you’ll see the colors from above.

Hanover, New Hampshire

New England fall foliage destinations, by travel blogger What the Fab

Situated in the Upper Valley along the Connecticut River, this college town is surrounded by forests that come alive with color every autumn. The Appalachian Trail passes right through town, and its nearby sections have fantastic hiking with beautiful fall foliage views. One of the best is the climb up to Velvet Rocks, which is also ideal for picnicking.

Nothing screams New England prep in the fall like ivy-covered buildings and expansive green spaces, which Dartmouth College delivers plenty of. Stroll along the college campus after your hike. The next day, take the opportunity to explore some of Hanover’s nearby day trips, like Quechee Gorge, known as Vermont’s “Little Grand Canyon,” or Norwich, Vermont, home to the famous King Arthur Baking Company.

Bethel, Maine

New England fall foliage destinations, by travel blogger What the Fab

Tucked away in the western mountains of Maine, Bethel’s rolling hills are blanketed in shades of red, orange, and gold in the fall, with the White Mountains as a backdrop. The Androscoggin River winds through the landscape, its blue waters contrasting with the vibrant foliage.

For the best colors near Bethel, hike the trails at Grafton Notch State Park or take a scenic drive along Route 2. Mount Will, Table Rock, and Baldpate Mountain hikes also have top-tier opportunities for gorgeous views. For a more laid-back approach to getting outdoors, the Sunday River Resort offers chairlift rides that whisk you to the top of the mountain for a bird’s-eye view of the season’s splendor below.

Stockbridge, Massachusetts

New England fall foliage destinations, by travel blogger What the Fab

Stockbridge transforms with fall colors as the leaves turn, framing the town’s charming colonial architecture. Famously painted by Norman Rockwell, Stockbridge’s historic Main Street is covered by a golden canopy of leaves, and shop windows are decked out in fall décor.

The Naumkeag estate is a Gilded Age mansion surrounded by gardens that put on a spectacular fall display. Wander through the landscaped grounds, and you’ll take in views of the Berkshires, where the forests burst with color. To see more of the Berkshires, drive up to nearby Monument Mountain. There, you can hike to the summit for panoramic vistas.

Chase fall foliage across the U.S.

new england towns to visit in october

If you can’t make it to New England this year, you’re not out of luck. Fall colors will sweep this nation this year, and we have the best places to see it.

18 of the Best Places to View Fall Foliage in the US

Escape for a warm-weather weekend

Best weekend trips in the South, by travel blogger What the Fab

As temperatures in the United States start to cool down, the South stays warm. Visiting in the fall means fewer crowds, better prices, and ideal weather.

13 Enchanting Weekend Escapes In The South

new england towns to visit in october

Elise Armitage is an entrepreneur and founder of  What The Fab , a travel + lifestyle blog based in California. At the beginning of 2019, Elise left her corporate job at Google to chase her dreams: being an entrepreneur and helping women find fabulous in the everyday. Since then, she’s launched her SEO course Six-Figure SEO, where she teaches bloggers how to create a passive revenue stream from their website using SEO. Featured in publications like Forbes, Elle, HerMoney, and Real Simple, Elise is a firm believer that you can be of both substance and style.

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Underrated fall foliage destinations

Where Are Those Morgans

How To Plan Your First New England Fall Foliage Road Trip: Dates, Places + Itinerary

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by Mark and Kristen Morgan

Published: August 23, 2021

Updated: August 20, 2024

Drone photo from above looking down on a narrow road cutting through a forest in New England with vibrant fall foliage colors in the trees including greens, yellows, oranges and reds

There are many places you can visit in the world to see leaves transform into vibrant yellows, oranges, browns and reds. But those places pale in comparison to the US northeast’s New England, where science and nature combine to dazzle visitors with an extraordinary light show each year. We’ve driven two New England fall road trips for a total of 6 weeks, and we can honestly say they’re some of the best weeks we’ve had since we began traveling full time in 2018. In this comprehensive guide we explain everything you need to know about planning your first New England fall road trip itinerary, based on our extensive experiences. We’ll show you the dates you should travel, the places you should visit and itineraries for 5, 7, 10 and 14 days.

Our Experience

Two hikers standing next to each other on a rocky outcrop with a small lake behind in between hill slopes covered in trees

So you know we’ve spent a lot of time in New England during the fall foliage season. But where did we go and how did we plan our trips?

2020 : We spent the last few days of September and the first 2 weeks of October driving a lot of miles through New York, Vermont, New Hampshire and Maine. We tried to fit in every place on the map, so we were constantly on the move. It was amazing but it was also exhausting. We included Acadia and even coastal towns like Boothbay Harbor and Portland, along with popular fall foliage spots like Stowe, Woodstock and Franconia.

2023 : We learned our lesson! Instead of trying to cram, we focused mainly on Vermont and New Hampshire for almost 4 weeks. They were the two states we enjoyed most from our first trip because they had the quintessential rolling hills, dense forests, quaint towns, fun hikes and stunning photo spots we expected from a New England road trip in fall. We also did a few days in New York at the beginning and a few days in Massachusetts at the end. Now, we did not have peak fall colors for our whole trip, but we knew that would be the case. The goal was to slow down and spend more time in each place.

Using the knowledge we’ve gained, we’re going to help you plan your own road trip in this guide. But if you’re a serious planner like us, don’t forget to take a look at our popular New England fall road trip guidebook which goes into far greater detail with maps, itineraries and much more.

The Science Behind Fall Colors

Wooden covered bridge crossing a small creek with trees in the background on a sunny day driving a New England road trip in fall

First things first, you absolutely want to plan your trip so that you’re in New England for peak fall foliage colors. The peak is a small window of around 3-5 days when the colors are most vibrant in any given place. But each place has a different peak time and it’s very hard to predict. So what did we know about the science behind fall colors to give us the best chance of being in the right place at the right time?

Well, we knew that fall colors peak in the north first and then slowly work south. For instance, New England’s peak fall foliage season is a few weeks before the Blue Ridge Parkway’s peak season because that region is much further south. We also knew that elevation played an important role. Colors change first in the mountainous regions of New England before they do at lower elevations.

But the most important aspect each year is the weather conditions leading into autumn. The timing of peak colors can be impacted by climate events like a late spring or an intense summer drought.

In addition to latitude, elevation and weather conditions, there are more specific conditions once we reach autumn:

  • Soil moisture levels
  • Amount of sunlight during the day
  • Length of night
  • Day and night temperature (important)

So what are the perfect conditions for peak fall colors being their most radiant and predictable?

  • Wet and warm spring conditions
  • Summer without drought or unusually high/low temperatures
  • Warm autumn days and cool but not freezing nights

And what causes the colors to change once conditions are right?

Sunlight pumps leaves full of chlorophyll during spring and summer. Once daylight wanes in autumn, so does the amount of chlorophyll. That leaves room for other pigments in the leaves, such as anthocyanin and carotenoids to shine. And that’s when you see the vibrant colors.

Prioritizing Vermont + New Hampshire

Road with lots of leaves on the ground leading to a farm in a rural setting on a sunny day

New England contains 6 states: Connecticut, Rhode Island, Massachusetts, Maine, New Hampshire and Vermont. In autumn, the entire region transforms into an adventure playground for leaf-peepers and passionate photographers. But there are two states that we think you have to prioritize when planning your first New England fall road trip, especially if you’re short on time:

  • Vermont : Rolling hills overflowing with charming rural towns, barns and covered bridges. The state is 80% covered in forest and that can only mean one thing, spectacular fall foliage everywhere you look. We think it’s the most photogenic place in New England.
  • New Hampshire : Mountains, hikes and dramatic scenery. We think it’s the best place in New England for outdoor activities and hiking during the fall foliage season, and it even has a wonderful mini road trip called the Kancamagus Highway.

In our opinion, Vermont’s Green Mountains and New Hampshire’s White Mountains have the best scenery, colors, towns, hikes and photo spots. We also love New York’s Adirondacks (which technically isn’t in New England, gasp!) and think it’s the next best place to visit. And we also really like Acadia but it’s a long way from the core foliage areas in Vermont and New Hampshire.

You also need to make a decision about whether you want to focus on fall foliage destinations only, or combine the major fall spots with popular New England coastal cities like Boston, Portland and Providence.

We know there’s more to New England, but you should stick to inland Vermont and New Hampshire if you’re visiting primarily for the fall colors. If you do decide to tag on some days in the cities or coastal towns during peak foliage dates, you’ll have to compromise on the places we’ll cover in this guide.

What If You Have More Time?

Waterfall cutting through a narrow gorge with a wooden walkway to the side and lots of trees on both banks

If you have 10 days or more, you might want to consider tagging on one or two places in New York, Maine or Massachusetts. We recommend Lake Placid, NY and Acadia, ME above all other places. They offer the most bang for your buck based on the extra driving and organizing you’d have to do to accommodate them.

Lake Placid isn’t too far from Burlington and Stowe in Vermont, so it’s easy enough to include in your itinerary. Conversely, Acadia is a long way from the core foliage areas in Vermont and New Hampshire, but it’s a fantastic national park so it’s worth the effort. Our advice is to only include Acadia if you have enough time or you desperately want to see the park, otherwise leave it for another trip.

Lastly, we drove the Mohawk Trail (US-2) in Massachusetts at the end of our second New England fall road trip. It was nice, but it wasn’t as great as the other places we’ve already discussed. Maine is beautiful in the fall season but it’s enormous so you’d end up losing a lot of time driving between places.

New England Road Trip Dates For Peak Fall Colors

Drone photo looking down over a road in New England cutting through a forest in fall with colorful leaves

It’s near impossible to come up with the exact dates for a perfect New England peak fall foliage road trip itinerary. But you can give yourself the best shot by being savvy.

Here’s why dates are hard to plan:

  • You can’t predict the dates for peak colors. So how do you know when to book hotels for each place?
  • You can only be in one place at any given time. If Lake Placid, Stowe and Franconia have peak colors at the same time, how do you choose where to be and when?

But here’s how you can be savvy:

  • You can follow the peak fall colors from north to south. If you’re lucky with your dates, you’ll start with the peak and follow it down. This is best case scenario and it’s why we always start our New England fall road trips furthest north and work south.
  • Historical data can be used to play the percentages. Look at when places have peaked in the last 10 or 20 years, draw and average and aim for that date. It might not end up working, but it’s at least an educated guess rather than a stab in the dark.

Historically, the last 2 weeks of September and the first 2 weeks of October are when the colors change in New England. That means the middle of September in the far north of Maine and at altitude. And it means the middle of October in the lower lying regions of southern New England. So that would put October 1st in the middle and therefore a peak fall foliage target for northern Vermont and New Hampshire.

Here are the exact dates we recommend you aim for:

  • 5 day trip : September 29-October 3
  • 7 day trip : September 28-October 4
  • 10 day trip : September 27-October 6
  • 14 day trip : September 26-October 9
  • 21 day trip : September 23 – October 13

Note : Search online for foliage trackers in the weeks leading up to your trip. They won’t be exact, but they will take live conditions leading into fall into account.

Should You Book In Advance?

Curving bend in a road carving through a forest with yellow and green leaves

We’ve always said the hardest part about planning a New England fall road trip is deciding whether to book in advance or book it all last minute. We booked last minute in 2020 and we booked the whole thing in advance in 2023. Both had pros and cons.

Booking last minute:

  • Pros : Monitor live fall foliage trackers to guarantee hitting peak colors, itinerary flexibility to combat bad weather days, can choose how long to stay in each place.
  • Cons : Limited hotel availability, higher hotel prices, stressful having to find and book hotels each night on the go.

Booking in advance:

  • Pros : Don’t have to worry about planning on the go, can book better and cheaper hotels months earlier, far more relaxing.
  • Cons : Lose all itinerary flexibility, risk not seeing peak colors, tough luck on bad weather days.

So in the end it comes down to your personal travel preferences. Are you willing to sacrifice flexibility to have it all planned before you arrive into New England? We can honestly say of all the people we met on both trips, it was 50/50 between people booking in advance and last minute.

Need help planning your New England road trip?

Our popular New England fall travel guidebook helps you with planning every aspect of your road trip, including the best places to stop, where to see fall colors, where to eat and stay, itinerary ideas and map!

Where Are Those Morgans New England fall travel guidebook

Places To Visit On A New England Fall Road Trip

Let’s move onto the fun part, choosing which places you’ll add to your itinerary. Now, there’s a bunch of great spots to visit all across New England. But you might have a different style to the next visitor, so we think it’s important to cover various types of destination so you can pick the best places for your preferences. For instance, some are relaxing but others are adventurous.

Personally, we think there are certain places that absolutely should not be missed. But that’s because we’re hikers and photographers, both of which may or may not interest you. So instead of listing just the spots we like the most, we’re going to show you a total of 15 places to consider including into your itinerary, then you can decide for yourself. We’ve been to all of them, which you can see in our photos below.

1. Acadia National Park, ME

Metal ladder built into a tall rock with a steep drop to one side overlooking the ocean

Acadia is one of our favorite US national parks . We love its short but steep hikes leading to magical views over lakes, rolling hills and the ocean. It also has lots of great photo spots and it does transform into a stunning fall foliage destination. We saw vibrant colors from mountain summits, carriage roads, the park loop road and especially around Jordan Pond. Our favorite hikes were Beehive Trail and Precipice Trail .

The problem with Acadia is figuring out how to make it fit into your New England fall road trip. It’s awesome, but it’s also 200 miles from the nearest place we cover in this guide, North Conway. We drove across to Acadia in 2020, before driving the coast to Boothbay Harbor and Portland. They were all great, but Acadia was so busy and we missed out on peak foliage colors in Vermont and New Hampshire. In hindsight, we’d have saved the coast and Acadia for a separate trip.

Things to do:

  • Hike the best Acadia trails
  • Walk around Jordan Pond
  • Drive the park loop road
  • Visit Bass Harbor Head Lighthouse
  • See waves crash at Thunder Hole
  • Watch sunrise at Cadillac Mountain

READ : What you can’t miss in Acadia

2. Burlington, VT

Two tourists taking a selfie on Church Street in Burlington VT on a sunny day with a church in the background

Burlington is a fun college town that might appeal if you’d prefer to stay in a lively part of New England, rather than a quaint and quiet town. You can eat and drink along the famous Church Street, walk along the shores of Lake Champlain, visit museums, taste chocolate and even cycle along a causeway cutting through the lake. We visited Burlington on both our road trips, and we enjoyed our time but we didn’t stay for long.

You can see fall colors at Ethan Allen Homestead, but it’s not a classic New England fall foliage destination so only plan to stay here if you want to include a bit more of a built up area into your itinerary for a night or two. We struggled to book hotels in Burlington because they are very limited and expensive in the fall, so you might need to look in surrounding areas like Colchester for cheaper rates.

  • Eat, drink and soak up the atmosphere along Church Street
  • Walk through Waterfront Park alongside Lake Champlain
  • Cycle the Island Line Trail to Grand Isle
  • Explore Ethan Allen Homestead
  • Stand on top of Ethan Allen Tower for fall foliage views
  • Taste chocolate at Lake Champlain Chocolates flagship store

READ : Top things to do in Burlington VT

3. Crawford Notch State Park, NH

Photo of a rock ledge leading to far reaching views over a narrow road cutting through a canyon filled with trees on a sunny day

Crawford Notch is a hugely underrated state park located between Mount Washington and North Conway in the White Mountains. We missed it on our first road trip, but after researching more thoroughly for our second road trip we knew we couldn’t miss it. The star attraction is a 3-mile roundtrip hike with less than 1,000 feet elevation gain to the summit of Mount Willard.

So we hiked up to Mount Willard and the views were truly outstanding. If you’re a hiker and you’re looking for off the beaten path trails with great views, you should include Mt Willard into your New England fall road trip itinerary. We also hiked Arethusa Falls Trail, which was great but not essential by any means.

  • Hike Mount Willard Trail
  • Hike Arethusa Falls Trail
  • Visit Willey House

4. Franconia Notch State Park, NH

Two hikers crouching down for a photo together on a rocky outcrop overlooking a lake and hill slopes covered in trees on a cloudy day in New England

Franconia Notch State Park has 2 places you simply can’t miss. First is Artists Bluff, a very short but steep hike leading to a summit with sensational views. We’d actually say it’s one of the most iconic fall photo spots in New Hampshire. And the second is Flume Gorge, a 2-mile walk through narrow gorges, forested paths and waterfalls. Our favorite part of Flume Gorge is the picturesque Flume covered bridge.

There are more things to do in the area, but these are the two things you should prioritize. We’ve done both twice, and we’d do them again next time. And a bonus tip, when you hike Artists Bluff we advise you to complete the loop with Bald Mountain for more amazing views over Echo Lake. Franconia Notch is definitely one of our favorite parts of the core New England fall road trip route.

  • Hike Artists Bluff Trail
  • Walk through the popular Flume Gorge
  • Take the Cannon Mountain Aerial Tramway
  • Hike lots more trails

5. Kancamagus Highway, NH

Two tourists standing together for a photo with far reaching views over rolling hills covered in radiant foliage

The Kancamagus Highway is a magnificent 35-mile scenic drive through New Hampshire’s White Mountains. It’s loaded with far reaching vistas, great hiking trails and cozy riverside picnic spots. But you absolutely don’t have to hike to see the best bits along the route, it’s main highlights are accessible for everyone.

Despite only being 35 miles long, we recommend you allow at least 4 hours to drive the Kancamagus Highway. And plan for longer if you’ll be hiking. Stop as often as you can because this is pure fall foliage bliss, especially if you hit it at peak. We’ve driven it twice and it’s easily one of our favorite parts of the New England fall road trip route. You shouldn’t miss it.

  • Stop at the many scenic vistas
  • Hike to Sabbaday Falls
  • Walk on the Rocky Gorge boulders
  • Hike Mount Chocorua
  • Photograph Russell-Colbath House
  • See the Albany Covered Bridge

READ : How to drive the Kancamagus Highway in fall

6. Keene, NH

Two hikers stood together at the summit of a mountain on a New England road trip in fall

Keene is a small but vibrant and attractive city in southern New Hampshire. It has a great downtown area with highly rated restaurants and it’s surrounded by quaint covered bridges. We missed this area first time around, but after learning that nearby Mount Monadnock was one of the most hiked trails in the world, we couldn’t miss it on our second road trip and Keene was the perfect place to use as a base.

Mt Monadnock via White Dot and White Cross is a fun and challenging trail leading to sensational 360 degree summit views. It instantly became one of our favorite hikes in the US northeast, so we highly recommend including Mt Monadnock into your itinerary if you enjoy hiking. You’ll need to buy a hiking permit in advance, but it’s well worth it.

  • Hike Mt Monadnock
  • Drive south to covered bridges
  • Relax in town

7. Killington, VT

Still lake leading to a reflection of a hillside covered in fall foliage colors and a white building at sunrise in New England

Killington is the most popular ski resort in New England, so it’s peak season is winter. But it’s also a magical fall foliage destination because the mountain resort is surrounded by nothing but trees in all directions. We prioritized nearby Woodstock first time around, but we decided to spend a night at the mountain resort second time around and we’re so glad we did.

When you spend your trip in jam-packed places like Stowe and Woodstock, it’s nice to have a break, sit back and soak up the tranquility in a place like Killington mountain resort. We sat in the Grand Resort Hotel’s outdoor hot tub staring at mountain slopes covered in deep reds and oranges for hours, then the next morning we flew our drone at sunrise to capture photos with soft light. Highly recommend!

  • Take a day off and recharge
  • Stay at Killington Grand Resort Hotel
  • Eat on the mountain road
  • Cable car to Killington Peak
  • Mountain biking in the forest
  • Hike to Thundering Brook Falls

8. Lake Placid, NY

Hiker crouched on a rock next to a sign at the summit of Whiteface Mountain with far reaching views over a lake in the distance

Lake Placid is a charming four season mountain resort village in the heart of New York’s Adirondack Mountains. Although it isn’t considered New England, we’ve started both our fall road trips in Lake Placid and we will do the same again next time because it’s awesome. There’s a ton of great things to do nearby, including mountain drives, hikes and even Olympic history.

If you’re looking for a relaxing road trip with few activities, don’t bother with Lake Placid. But if you prefer to visit places overflowing with attractions and hikes, you should seriously consider making the extra effort to fit it in. Other than Stowe, we’d say Lake Placid is the best town on the New England road trip route to use as a base for adventurous outdoor activities.

  • Walk around serene Mirror Lake
  • Tour the Olympic ski jumping complex
  • Visit John Brown barn
  • Drive Whiteface Mountain auto toll road
  • Take the Cloudsplitter cable car to Little Whiteface
  • Walk through picturesque High Falls Gorge
  • Hike Mount Marcy , the tallest peak in New York
  • Visit the Olympic Museum

READ : The things you can’t miss in Lake Placid NY

9. Lake George, NY

Tourist in a flannel shirt standing next to flowers and a sign for Lake George with a steamboat on a lake behind

Lake George is definitely a bit of a wildcard entry into our list. We spent a few days here at the very beginning of our second New England fall road trip, before going to Lake Placid. Now, it’s a lovely spot, there’s plenty to do and we enjoyed it. But for us Lake George is not a quintessential fall foliage destination.

It’s a slow pace kind of place, so it’ll be a great addition to your itinerary if you’re going with a relaxing, easy going road trip theme. But don’t bother if you prefer places with lots of outdoor adventure or if you just want to see the core foliage spots. Our favorite activity was the Lake George cruise with audio tour, closely followed by Fort William Henry Museum.

  • Take the Lake George steamboat
  • Visit Fort William Henry Museum
  • Relax at the beach
  • Drive up to Prospect Mountain summit
  • Hike Shelving Rock Falls

10. Lake Winnipesaukee, NH

Purple flowers, trees and far reaching views over Lake Winnipesaukee in New England on a sunny day in the fall

Lake Winnipesaukee is a popular New England vacation spot for tourists and locals year round. The lake is surrounded by trees, which means stunning colors light up its shoreline during peak fall foliage. What sets Lake Winnipesaukee apart is that it has 4 very different towns to visit: Meredith, Weirs Beach, Laconia and Wolfeboro. It also has a fantastic hike to Mt Major for awesome lake views.

We spent 3 full days driving the 81 mile loop road around the entirety of the lake. In that time we took to the waters aboard M/S Mount Washington, played arcade games, visited Castle in the Clouds and hiked to Mount Major. The hike is excellent, so don’t miss it. We also took the scenic railroad which we think is great for kids but not for adults. We liked Meredith the most out of the towns, so book your hotel there.

  • Cruise on M/S Mount Washington
  • Visit Castle in the Clouds
  • Tent a boat for the day
  • Visit the Belknap Mill Society
  • Ride the Lake Winnipesaukee scenic railroad
  • Play arcade games in Weirs Beach
  • Hike Mount Major Trail
  • Visit the Wright Museum of World War II

11. Manchester, VT

Drone photo from high up looking down at two roads cutting through an ocean of colorful trees in the autumn

Manchester is located in the heart of Green Mountain National Forest. It’s a small and quaint town enveloped by rolling hills covered in trees, so this is another unmissable stop for your New England road trip in fall. One of our favorite things to do in Manchester is simply drive around narrow roads in the area looking for great photo spots of the colors. Some of our most unique fall foliage photos are from this part of the Green Mountains.

Manchester can be split into an old historic district and a newer modern resort town. The newer part is livelier and closer to amenities but the historic district is quieter, prettier and more colorful. Two of our favorite hotel experiences across both our trips were here, first was the luxurious The Inn at Manchester and second was the budget friendly but fantastic Arcady Mountain Motor Lodge. We drove the auto toll road to Mount Equinox but Hildene was closed both times we were in town.

  • Drive Skyline Auto Toll Road to Mount Equinox
  • Explore Hildene , the Lincoln Family Home
  • Walk around Manchester Historic Village District
  • See the American Museum of Fly Fishing Museum
  • Buy a book in Northshire bookstore
  • Visit nearby covered bridges
  • See the Bennington Battle Monument
  • Visit Robert Frost stone house museum
  • Hike Lye Brook Falls Trail

READ : Unmissable things to do in Manchester VT

12. Mount Washington, NH

Cog trains on a railway line going down Mt Washington with views as far as the eye can see on a clear day

Standing at a towering 6,288-feet, Mount Washington is the tallest peak in northeastern United States. It’s renowned for wild and unpredictable weather, including the recording of a world record wind speed over 230 mph. You can hike, drive or take a cog railway to reach the summit of Mt Washington. The colors were vibrant for our first visit in 2020 but it rained heavily. And for our second visit in 2023 we had a beautiful sunny day but the colors weren’t at peak. That’s just the way it goes sometimes.

We’d love to hike it one day but we didn’t have time. We also considered the cog, but tickets were expensive and only middle seats were available so it wasn’t worth it. So we drove up instead, which was equal parts incredible and terrifying! But it was definitely worth it to stand on the summit. The views are immense in all directions, plus there’s a bunch of great educational exhibits about the mountain. We highly recommend you get up to the summit one way or another.

  • Hike to the summit via Tuckerman Ravine Trailhead
  • Or hike from Ammonoosuc Ravine Trailhead
  • Drive Mt Washington Auto Road to the summit
  • Take the Cog Railway to the summit
  • Visit nearby Glen Ellis Falls

13. North Conway, NH

Train on a track surrounded by trees and flowers

North Conway is a popular place to use as a base for exploring the White Mountains. It’s on the east side of the Kancamagus Highway, and it’s not far south of both Mt Washington and Crawford Notch State Park. We stayed there on both our trips because it made sense logistically. But it also has great restaurants, a few fun attractions and a tax-free shopping outlet.

We visited Echo Lake State Park, Cathedral Ledge Lookout and Diana’s Baths. Of the three, we recommend Diana’s Baths. We also took the cheapest route on North Conway Scenic Railroad, which wasn’t great. With that said, there is a special fall foliage route which looks much better, but it’s also more expensive. The nearby small town of Jackson is also worth visiting to see covered bridges.

  • Hike to Diana’s Baths
  • Drive to Cathedral Ledge Lookout
  • Visit Echo Lake State Park
  • See covered bridges in Jackson
  • Shop at the outlet mall

14. Stowe, VT

White church surrounded by vibrant fall foliage colors and hills on a cloudy day

Stowe is arguably the most unmissable place to visit on a New England fall road trip. We love Stowe because it has fun hikes, scenic drives, waterfalls, stunning photo spots, great restaurants and awesome breweries. So it really ticks a lot of boxes. There’s a handful of New England fall foliage photos that you’ll see in every calendar, and Stowe’s white church is one of them. We recommend you photograph it from Salon Salon and Sunset Rock. And don’t miss a drive through the scenic Smugglers Notch, it’s awesome.

Stowe consists of three different areas: Downtown, Mountain Road and Stowe Mountain Resort. Downtown is nice to walk around and the Mountain Road is where you’ll find most hotels, restaurants and breweries. The Mountain Resort is where you’ll find Mount Mansfield, which you can drive, hike or take a gondola. We did the gondola first which was expensive and there’s not much to do at the end unless you hike up a steep trail to the summit. So we also drove the auto toll road and then hiked a gentle trail across the ridge which was amazing.

  • Photograph Stowe church
  • Drive Mt Mansfield auto road
  • Take the SkyRide Gondola to Mt Mansfield
  • Hike Mt Mansfield nose to chin
  • Drive through Smugglers Notch
  • Take a walk on Stowe Rec Path
  • Ride a bike through Lamoille Valley
  • Hike to Bingham Falls
  • Hike to Moss Glen Falls
  • Visit von Trapp Brewery
  • Don’t miss the other breweries

READ : What you cant miss in Stowe VT

15. Woodstock, Vermont

Road leading into a farm in a rural countryside setting with orange leaves and fall foliage colors in trees

Woodstock is the most picturesque and charming town you’ll visit on your New England fall road trip. It’s not adventurous but it’s extremely attractive, so this is a place to relax and pull out your camera. Two more photos you’ll find on every New England fall calendar are Sleepy Hollow Farm and Jenne Road Farm near Woodstock. Unfortunately, the roads to those farms were closed when we visited in 2023 because inconsiderate tourists were littering and even entering the properties, which is a real shame.

But the whole town of Woodstock is photogenic, so walk around the streets, find lots of covered bridges, see the cows at Billings Farm, visit Marsh Billings Rockefeller park and maybe even hike up to a Woodstock viewpoint at Mt Tom. You should also visit nearby Quechee. Woodstock is one of the most expensive places to stay in New England, but you might get a good price if you book way in advance. We’d love to stay at the Woodstock Inn but it’s not cheap!

  • Walk around the charming town
  • Photograph Jenne Road Farm and Sleep Hollow Farm
  • Visit the various covered bridges
  • Explore Marsh Billings Rockefeller Park
  • See Jersey dairy cows at Billings Farm and Museum
  • Visit nearby Quechee Gorge and village

READ : Fun things to do in Woodstock VT

Itinerary Considerations

Tourist in hat walking across a wooden path to a wooden covered bridge on a New England fall road trip

Okay, so you know the best places to visit but how do you string them together to plan an efficient New England fall road trip itinerary? Well, everyone will have different ways of traveling based on things like hiking or not hiking, budget, preferring cities over villages and most importantly time frames.

So we’re going to cover two different itinerary ideas for 5 days, 7 days, 10 days and 14 days to give you lots of options and references to work with. The first itinerary for each time frame assumes flying into Montreal (or another airport further north) and out from Boston (or NYC), and the second itinerary assumes flying into and out from Boston (or NYC). This should cover most visitors.

Here are a few questions to ask yourself before we get into the itinerary ideas:

  • How many days do you have available for your trip?
  • Which places are top of your list? Vermont? New Hampshire? Acadia?
  • Are you in New England primarily for fall colors?
  • Or are you focused on hiking with foliage as an added bonus?
  • Do you want to book accommodation in advance or take it day by day?
  • Will you stay in towns or remote rural areas?
  • What is your budget? Can you afford to splurge on activities?

Remember, the itineraries below are just examples. Use them to help plan your route, but adapt them to suit your style of travel. For instance, we like to see and do as much as we can when we travel, whereas you might prefer to take things slow and spend more time in each place. Note : We cover 15 different itinerary ideas in much greater detail in our New England fall guidebook .

5 Days New England Fall Road Trip Itinerary

Rusty metal barn in a green field next to a sloping hill filled with colorful leaves on a New England road trip in fall

We’ll be honest, 5 days isn’t a lot of time to get through much. You have 2 choices, either spend your trip in just a few places or drive a lot to pack in as much as you can. We’d do the latter, so here are two different ways to plan a 5 day trip:

Itinerary 1: Stowe VT to Manchester VT

  • Day 1 : Stowe
  • Day 2 : Franconia Notch and Crawford Notch
  • Day 3 : Kancamagus Highway
  • Day 4 : Woodstock
  • Day 5 : Manchester

This itinerary hits the major fall foliage spots in both Vermont and New Hampshire in just 5 days. You won’t have long in each place and there’s a fair bit of driving involved, but you’ll see the best bits.

Itinerary 2: Lake Winnipesaukee to Manchester VT

  • Day 1 : Lake Winnipesaukee
  • Day 2 : Kancamagus Highway and Franconia Notch
  • Day 3 : Stowe and Burlington
  • Day 4 : Lake Placid
  • Day 5 : Woodstock and Manchester

This itinerary has even more driving and even less time in each place. But it takes in 3 more places than the itinerary above. We’d cut Lake Winnipesaukee first if we wanted to free up more time somewhere else.

7 Days New England Fall Road Trip Itinerary

Empty road carving through trees with green, yellow and red leaves

With a week you can relax a bit more, but we’d still stick to those core fall foliage spots to save losing time on longer drives. Here are two different ways to plan a 7 day trip:

Itinerary 1: Lake Placid NY to Manchester VT

  • Day 1 : Lake Placid
  • Day 2 : Stowe
  • Day 3 : Franconia Notch
  • Day 4 : Mt Washington and Crawford Notch
  • Day 5 : Kancamagus Highway
  • Day 6 : Woodstock
  • Day 7 : Manchester

This itinerary is action packed but it covers the best spots in a week. You can accomplish quite a lot with one full day for each stop, so this is a great route to follow if you have 7 days and prefer to fit in as much as you can.

  • Day 2 : Kancamagus Highway
  • Day 3 : Franconia Notch and Stowe
  • Day 4 : Burlington and Lake Placid
  • Day 5 : Lake Placid and Woodstock

This itinerary shows how you can split up certain places into half day visits. Combining stops can significantly increase your efficiency if you’re shorter on time. Again, we’d cut Lake Winnipesaukee first if we wanted to free up another day.

10 Days New England Fall Road Trip Itinerary

Hiker on a rocky summit with far reaching views over a large lake on a sunny day

Having 10 days available is when you start to get into the more difficult decisions like including Acadia or Keene for Mt Monadnock versus spending more time in each of the core spots. Here are two different ways to plan a 10 day trip:

  • Day 3 : Stowe
  • Day 4 : Franconia Notch and Crawford Notch
  • Day 5 : Mt Washington
  • Day 6 : Kancamagus Highway
  • Day 7 : Woodstock
  • Day 8 : Woodstock and Killington
  • Day 9 : Manchester
  • Day 10 : Manchester

This itinerary gives you more time in the most popular fall foliage spots like Stowe, Woodstock and Manchester. This is how we would do 10 days if seeing the fall colors was our top priority.

Itinerary 2: Acadia ME to Keene NH

  • Day 1 : Acadia
  • Day 2 : Acadia
  • Day 3 : North Conway and Crawford Notch
  • Day 4 : Mt Washington
  • Day 5 : Kancamagus Highway and Franconia Notch
  • Day 6 : Stowe
  • Day 7 : Stowe
  • Day 8 : Lake Placid
  • Day 9 : Lake Winnipesaukee
  • Day 10 : Keene

This itinerary is how we would spend 10 days if hiking was our top priority. It involves and awful lot of driving, but this route has amazing trails at each of the stops.

14 Days New England Fall Road Trip Itinerary

The shores of a still lake with fog rising at dawn

Two weeks gives you a good balance between being able to see more places at a slower pace and also keeping costs at a reasonable level. Although an even longer trip would be great, you do start to get into the super expensive trip category. Here are two different ways to plan a 14 day trip:

Itinerary 1: Lake Placid. NY to Keene NH

  • Day 2 : Burlington
  • Day 4 : Franconia Notch
  • Day 6 : Mt Washington
  • Day 7 : Acadia
  • Day 8 : Acadia
  • Day 9 : Acadia
  • Day 10 : Lake Winnipesaukee
  • Day 11 : Woodstock
  • Day 12 : Woodstock and Manchester
  • Day 13 : Manchester
  • Day 14 : Keene

This itinerary hits plenty of great spots at a quick pace and it includes Acadia. Three days in Acadia might sound a lot but remember it’s a 4 hour drive there and back to pick up the route.

Itinerary 2: Lake Winnipesaukee to Keene VT

  • Day 2 : Franconia Notch
  • Day 5 : Stowe
  • Day 7 : Burlington
  • Day 8 : Burlington and Lake Placid
  • Day 9 : Lake Placid
  • Day 10 : Lake Placid and Woodstock

This itinerary doesn’t include Acadia so you can see how much more time that gives you in places like Lake Placid and Stowe. We think this route has a fantastic mixture of hiking, photo spots, relaxing and limited driving.

Planning Tips

Tourist stood on a wall looking at a lake during sunset

  • It’s logistically better to start in the north and work south
  • Drive VT Route 100 from Woodstock to Manchester
  • Booking hotels in advance is cheaper but you’ll lose flexibility
  • Plan your trip around a core of places you like the look of
  • Pack for all types of weather
  • We had a very rainy first trip and a very sunny second trip
  • Always carry lots of water and snacks in the car
  • Try to find elevated vantage points as often as possible
  • Some of the most unique fall photos are along rural country roads
  • Take multiple spare batteries and SD cards for your camera
  • Read our road trip packing essentials guide
  • You can use a drone in certain parts of New England
  • Don’t worry too much if you miss peak colors
  • Read our road trip planning guide

The Morgan Conclusion

Two tourists stood together on a road for a photo in front of a wooden covered bridge with trees surrounding

What we like : We absolutely love how photogenic New England is in the fall. It’s such a diverse road trip route with great places to hike and take photos. Vermont and New Hampshire in particular are stunning when the colors turn. We really like the towns of Stowe, Woodstock, Manchester, Lake Placid and Keene. They’re great places to spend a night or two along the way.

What we don’t like : The weather can be hit or miss, it rains a lot and without flexibility that can put a real damper on the experience. Hotels are limited and expensive in many of the towns along the route, especially when left until the last minute. Places like Stowe and Woodstock are jam-packed during the peak fall foliage weeks, which can make it slightly less fun.

Is a New England fall road trip worth it? Yes, New England in fall is one of the most memorable road trip routes you can drive in the US. It’s beautiful, rural, picturesque, and it’s filled with quirky attractions and great hikes. After spending almost 6 weeks driving around New England in the fall, we can confidently say it’s one of our favorite road trip destinations.

Photo of Where Are Those Morgans New England fall road trip guidebook for sale

More From New England

  • Fun things to do in Burlington VT
  • Top things to do in Woodstock VT
  • Best Kancamagus Highway stops
  • How to visit the Flume Gorge
  • Top things to do in Lake Placid NY
  • Unmissable things to do in Stowe VT
  • Top things to do in Manchester VT
  • Fun Acadia National Park activities

We hope this New England fall foliage road trip guide helps you plan the perfect leaf-peeping vacation!

Please let us know if you have any questions in the comments below.

Happy Travels,

Mark and Kristen

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new england towns to visit in october

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new england towns to visit in october

Mark and Kristen Morgan are travel, hiking and photography experts. Over the last 6 years traveling full time, they have explored more than 40 countries and 30 US states.

Where Are Those Morgans has been featured in USA Today, Gestalten, Get Your Guide, CityPASS and Condé Nast Traveler along with various other publications. Read more about us .

29 thoughts on “How To Plan Your First New England Fall Foliage Road Trip: Dates, Places + Itinerary”

I really appreciate your compressive guide to New England for travel in the Fall. We have enjoyed most of the areas you mention in years past and loved it. My sister is visiting from Australia at perfect Fall Foliage time so we’re planning to do your 10-day roadtrip this year. I was wondering if you have an App you prefer to use to plan each segment of the roadtrip. I used Roadtrippers earlier this year and found it good, but would welcome your suggestions for a roadtrip App. I plan to download your digital guide as well. Thank you and happy travels.

Hi Sharon, we’re happy to hear you will be visiting New England again and this time with your sister. If you are looking for alternatives to Roadtrippers you could check out Wanderlog which is another useful resource. But to be honest we don’t use any apps for our road trips except for the basic and free Google Maps app. We plot points for attractions, restaurants and hotels as we research before visiting a new place, and we plan ahead so we can really get organized. If you download our digital guide and go to the end, you will find a map we created that will open in your Google Maps app and it already contains the locations for top attractions, foliage photo spots, hikes, restaurants and hotels that we discuss throughout the guide. You can of course see more places but we have preloaded the map with the essential spots to visit around New England in fall. Have a fantastic trip!

@Mark and Kristen Morgan, Thank you so very much for your advice. I downloaded the digital guide to use. So looking forward to this trip and having your guide to get organized makes this a lot less daunting. Keep up the great work and happy traveling.

Hi Sharon, Visiting New England in fall is an amazing trip and you will have a wonderful time! Thanks so much for taking the time to leave a nice comment and downloading our guide. Just let us know if you have any specific questions as we get closer to fall season 🙂

@Mark and Kristen Morgan, I have accommodations booked from Lake Placid to Woodstock. Since we want to add a couple of nights in Boston to walk the Freedom Trail and visit the Boston Tea Party site, would you recommend skipping Manchester, Vermont and going directly to Boston from Woodstock. Or, would we be missing out if we skip Manchester. Appreciate your advice.

Hi Sharon, you will have covered almost all of the best fall spots between Lake Placid and Woodstock. We like Manchester but it isn’t going to ruin your trip if you skip it, especially if you really want to see more of Boston. After 10 days or so you will have had your fill of fall colors anyway, so Boston will be a welcome change of scenery and pace. Have a fantastic time!

I would love a copy of the book as well, to use as we travel Thank you for a wealth of information!

Wow, amazing information, thank you. Have you written it in book form by any chance? I would love to drive with the book on hand for reference.

Hi Helen, you have asked at just the right time. We are currently in the process of creating a digital guidebook filled with key information and itinerary ideas for the New England fall road trip. It will be ready within the next week or so and we will email you once it is live. You will be able to either keep it on your smartphone or print it if you prefer to have a paper copy.

@Mark and Kristen Morgan, I’m using this article to plan our New England fall leaves trip and would also be interested in a copy of your digital guidebook, please. The information you provide is outstanding — thank you! ~ Carol

Thank you, Carol! We’re happy to hear you are planning a New England trip this fall. You can follow this link to see more details about our digital guidebook. If you do purchase the guidebook, remember to open up the map on page 45 when you are in each place to see the best hikes, foliage spots, attractions, restaurants and hotels. And if you have any specific questions, feel free to ask away. Have a fantastic trip!

Hello! What a wonderful site you have given us :). Question…do any of the New England fall road trips include the Berkshires? I would love to include a quick visit to The Mount/Edith Wharton’s home. Thanks, Jo

Thank you, Jo! Yes absolutely, you could easily add The Mount / Edith Wharton’s Home to the end of our 10 day New England fall road trip itinerary because it is just 1 hour 30 minutes drive to the south of Manchester VT (which is the last stop in our guide), before heading back to the Boston / NY airports. It wouldn’t be much of a detour and if you are heading that way you might also want to consider including a short drive along scenic highway 2, also known as The Mohawk Trail. Have a fantastic trip later this year!

Hi There! We are flying into Portland, (Sept 23rd) Maine and flying out of Boston, Mass (October 2nd) We have about one full week for our Fall Foliage road trip. Knowing we arrive Portland and depart Boston, what would you map out for itinerary.

Part II question, I prefer staying at one hotel for a few days and taking day trips as opposed to staying one night in several places.

Would it be wise to stay 3 nights near Acadia Nat’l Park and then 3 nights in New Hampshire (near all of the Franconia State Park and Kancamagus Hwy ?

Hi Erin, yes staying 3 nights in Bar Harbor and then 3 nights somewhere near Franconia Notch sounds like the best idea if you would prefer to stay in one hotel for each part of your trip. You can easily visit the most popular fall foliage areas in VT and NH from Franconia. Depending on how much driving you want to do, you could split your days into Vermont and New Hampshire. So one day you do Stowe, Woodstock and Manchester (the driving in between is just as picturesque as the towns), then another day you do Mt Washington, Kancamagus, Artists Bluff and Flume Gorge (which are all much closer together). Then stop at Lake Winnipesaukee on the way down to Boston. Hopefully the peak colors will be in north / central VT and NH early Oct for your trip – have a great time!

Love your site! we are planning a a Fall Foliage trip for 2023 over our 34th Anniversary. thinking any where from 10 – 14 days from the last week in Sept. to the first week of Oct. We are thinking to end our trip in Boston for a few days. If I followed tour 10 day trip guide would it make sense to fly into Albany, NY and out of Boston. Or are we better off to make Boston a long weekend trip?

Hi Randy, thanks for getting in touch and we’re happy to hear you’re planning a trip to New England next year, congrats on the 34th! Absolutely, flying into Albany and out of Boston makes perfect sense. If you make your trip 14 days total, you can follow the 10 day itinerary in our guide and then spend 2 or 3 days in Boston at the end. Something to consider is whether or not you want to see Acadia NP, it is a stunning place but it’s a long way out from the rest of New England’s top foliage spots. If you don’t include Acadia, you can spend longer in the fall color hotspots of Stowe, Woodstock and Manchester in VT, plus Franconia Notch, Kancamagus Highway and Lake Winnipesaukee in NH. Let us know if you have any more questions and best of luck with planning!

We are planning a trip to Maine in the fall of 2023 for our 40th anniversary for a total of 7 days. We would be interested in mainly leaf peeping,Arcadia NP, sight seeing/boat tours, driving the back roads and easy hikes. I really like the coast. Now that I have run across this post, I am rethinking our trip. What city should we fly into? Do you recommend spending 2 days in Arcadia NP? Should we hit some of the areas you mentioned in NH? I don’t think we have time to do your whole itinerary in 7 days. Your thoughts?

Hi Randi, glad to hear you have a trip planned to Maine for your 40th anniversary – congrats! Honestly, 7 days isn’t enough time to be rushing around New England trying to cram in everything. If you like the coast and you want to do Acadia, why not fly into Portland in Maine and slowly drive up to Bar Harbor via the back roads? Acadia is great but it is touristy and expensive, plus you won’t get the best fall colors (when compared to NH or VT). Boothbay Harbor is a nice place to stop between Portland and Bar Harbor, and you can do whale watching tours right out of the small town. If Portland doesn’t work for flight times or prices, Boston will be your best bet. Let us know if you need any more help before you travel next year.

Hi. I’m glad I found this. We are planning our 50th Anniversary to see Vermont and Maine in late September. Is it possible to stay in one place and drive to see the sights? We don’t want to keep changing hotels. This is a lifetime dream for us. Thank you.

Hi Jan, congrats on your 50th anniversary! Without knowing exactly which places in Vermont and Maine you want to see, it is possible to stay in one place but that would mean quite a lot of time spent in the car. If you have a 50/50 split, maybe stay somewhere in New Hampshire in the middle? Or if you plan to spend more time in VT, stay somewhere just inside VT near the NH border? Somewhere near Franconia NH might be a good fit so you are central to most of the fall hot spots and far enough North to see peak colors at the end of September. Have a great time!

Great article! While planning and researching for our New England Fall Foliage Adventure we saw right away that trying to predict “peak” conditions was a difficult proposition, at best. With that in mind and because we have a bit of time on our hands we decided our adventure would be from mid September to mid October 2022. We have booked all of our accommodations and now it’s all about deeply researching the areas and filling in the days. Finding your well written and in depth blog helped confirm our research was spot on and added to our happiness that we are actually going to pull this off. Plus, now we have an excellent study guide to boot! Bring on the trails, the mountains, the breweries, the lobster, cheese, cider donuts, Octoberfests and even the rain! Thank YOU and keep up the fantastic and insightful work!

Hi Jeff, thanks for getting in touch and we are so happy to hear you have planned a full month up in New England! Your list of activities is spot on – hiking, scenery, fall colors, food and beer … recipe for a perfect trip! Good luck filling in the days and hopefully you’ll get optimal weather conditions leading into the peak, just remember to keep an eye on the peak fall colors tracker when you are on site in New England. Have a wonderful trip!

Hello! This post is really very useful! We are planning to go to New England from September 30th to October 8th (we have already booked our flight from Italy). Since we would like to spend a couple of days in Boston too, do you recommend to begin with Boston and then start our road trip or to do the other way round? We would very glad if you could give us more details! Thanks a lot!

Hi Simonetta, thanks for getting in touch and we’re happy to hear you will be visiting New England this fall! This is a tough question because nobody can predict when “peak” fall colors will be in each part of New England. You can keep an eye on a live peak foliage tracker and book everything last minute, but that is risky as accommodation will book up. So, we would suggest starting with Boston and then driving up as far North as you will go on your trip (ie Stowe in VT or Franconia in NH) and then working down South to follow the peak. Please let us know if you have any more questions and you might even see us up there somewhere this year! Have a great time 🙂

I’m so happy to have found your blog post. I know how much time and effort goes into planning these type of trips, so I appreciate you writing about it and sharing it. We are looking at doing a mix of rural/city for both NH, VT, and ME. Looking closer to a 10 day trip and flexible on the dates. Would you say the hikes are fairly easy, medium, or difficult? Do you think looking into Air BNB’s out there would be better vs. hotels?

Hi Ani, thanks for getting in touch and we’re glad to hear you have a trip planned for VT, NH and ME. There are countless hikes spanning the difficulty range on this road trip route, so you do have a lot of flexibility over how long you want to spend hiking and how hard the trails are. Artists Bluff is short but has a steep climb, so we would say it is moderate but well worth it. Flume Gorge is easy and shouldn’t be missed. Acadia (if you make it that far) has a host of easy through hard hikes. Lake Winnipesaukee has plenty of hikes to suit all. If you’re looking for hard hikes take on Mt Washington or Mt Mansfield, tallest in NH and VT. You’ll likely only be spending one night or a maximum of 2 at any given place so we would say go for hotels. AirBnB’s are great for uniqueness and meeting people but for one night they are always more expensive with cleaning fees / service fees etc. By all means check prices and see if you can find any good deals or special places but we will be sticking to hotels ourselves the next time we are in New England. Let us know if you need any more help and have a fantastic trip!

Great information, love your post! We have never been to New England and would like to go see the fall colors in late Sept. or Oct. We also want to spend some time in Boston and Cape area. We are flexible on dates and number of days in itinerary. We would be interested in some hikes. After looking at you post I’m thinking Vermont and New Hampshire might work after seeing Boston. Can you help with an itinerary? We would be flying from San Diego, CA. Would appreciate any information! Thank You!

Thanks for getting in touch, Marilen – we’ll respond through email so we can provide more information.

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October in New England: Weather, What to Pack, and What to See

new england towns to visit in october

October is the best month to visit New England—by far. It's the month when trees across the region are burning with deep shades of red, amber, gold, and orange that New England is most famous for. Timing the perfect moment to see peak foliage requires some luck and planning, but you're essentially assured to see dramatic landscapes and vibrant colors regardless of where you are in October.

Fall foliage is far from the only reason to love October in New England. To accompany the seasonal transformation, the month of October is filled with events in all six states to celebrate all things autumn, from pumpkin festivals to harvest season to Halloween frights. Whether you're in a big city or small town, look for an events calendar to see what locals have planned.

Perhaps the only downside of visiting New England in October is that it's so desirable that everyone wants to be there. It's the most popular time for travel to the Northeast and you need to plan well in advance in order to reserve accommodations.

New England Weather in October

October is a transitional month nestled between the warm days of September and the blistering cold of winter. Pleasantly sunny days are common, perfect for foliage hikes and exploring without the need for heavy gear. However, even a small amount of wind can be brisk, so you'll definitely need some layers to stay warm. Nighttime can be particularly cold, even reaching freezing temperatures in some locations, especially later in the month.

While snow isn't likely in October, it's definitely possible, especially if you're visiting higher elevations. It is even possible for a hurricane to make its way to New England in October, bringing damaging winds and rain that can be particularly problematic in coastal regions. New England is a large area and the weather varies drastically, so make sure you look at a local forecast for your destination shortly before departing to get the best idea of what to expect.

What to Pack

As the month progresses, temperatures begin to slide. A well-packed suitcase for the first week of October may be very different from a well-packed suitcase during the last week of October. Your packing list also depends a lot on what your trip entails. Are you staying in a big city? Do you plan to go hiking? Are you traveling with an organized tour ? All of these factors will affect what items you need to bring along.

As a general rule of thumb, you'll want to pack layers that keep you warm, protect from the wind, are easy to carry around, and—ideally—are water-resistant. At least one heavy jacket and other cold-weather items like a beanie, scarf, and gloves will be appreciated for chilly evenings and nights. You'll likely be walking around a lot, so comfortable shoes are a must, and maybe even some boots if you plan to go hiking.

If you have a nice camera, this is the time to dig it out and pack along for taking stellar photos of the changing leaves .

October Events in New England

There's neverending fun on tap at October events in New England. Non-stop fall events, harvest festivals, Oktoberfest, and spooky Halloween nights are just a small part of what you can do around New England in October.

  • Salem Haunted Happenings : Throughout the month of October, Salem, Massachusetts, the "City of Witches," celebrates its spooky history with seances, graveyard tours, haunted attractions, special exhibitions, and more. It's perhaps the quintessential Halloween city and there's nowhere better for fans of the occult.
  • Jack-O-Lantern Spectacular : Roger Williams Park Zoo in Providence, Rhode Island, hosts a nightly display of more than 5,000 artistically designed and expertly carved pumpkins. The 2020 Spectacular is a drive-through event and runs every night from October 1 until November 1. Advance tickets are required to attend.
  • Harpoon Octoberfest : Celebrate fall with German food and music (and beer, of course!) at Harpoon Brewery's annual Octoberfest, with one celebration at their Boston brewery and another in Windsor, Vermont. The 2020 event has been scaled back and instead is a sit-down meal with food specials and beer pairings to match.
  • Topsfield Fair : This agricultural fair in Topsfield, Massachusetts, lasts for 11 days and visitors can ride carnival attractions, see live shows, feast on fair food, and view agricultural exhibits including New England's best display of giant pumpkins. The 2020 Topsfield Fair is canceled but returns October 1–11, 2021.
  • Connecticut Renaissance Faire : Spend a day with knights, jousting, ye olde games, and medieval costumes in Lebanon, Connecticut. In 2020, the Connecticut Renaissance Fair is canceled.
  • King Richard's Faire : The biggest Renaissance fair in New England takes place in Carver, Massachusetts, and includes enthralling entertainment, giant turkey legs to gnaw on, and more medieval merriment. The 2020 King Richard's Faire is canceled in 2020 and returns September 4 to October 24, 2021.
  • North American Wife Carrying Championship: This madcap 278-yard obstacle race is inspired by a 19th-century Finnish legend, and the championship in Newry, Maine, determines the North American winners who then are eligible to compete for the world championship title in Finland. The race takes place on October 9, 2020, at the Sunday River Ski Resort.
  • Damariscotta Pumpkinfest & Regatta : Giant pumpkins go on parade, fall from the sky, and become motor and paddle boats. And that's just the start at this one-of-a-kind, over-the-top Maine festival always held the second weekend in October. The 2020 Pumpkinfest and Regatta is canceled in 2020.
  • Harvest on the Harbor : Portland, Maine, is a foodie city and this multi-event harvest celebration culminates with an incomparable culinary market. Harvest on the Harbor is canceled in 2020.
  • New Hampshire Pumpkin Festival : Famous for its jack-o-lantern towers, there's so much more to this annual, pet-friendly fall festival held in Laconia, New Hampshire. The festival is canceled in 2020 but come back in 2021 to carve a pumpkin or two and get in on the fun.
  • Wellfleet OysterFest : Enjoy an abundance of oysters, plus music, crafts, and more at this annual festival in Wellfleet, Massachusetts. The 2020 festival is a virtual event where you can learn delicious oyster recipes and watch online the annual shuck-off competition.
  • The 55th Head of the Charles Regatta : New England's most famous crew meet attracts world-class rowers and thousands of spectators to the banks of the Charles River in Boston and Cambridge. In 2020, there will be a global event that participants can take part in, but the Massachusetts festivities are canceled.

October Travel Tips

  • The second weekend in October is usually the busiest weekend of the year in New England, so be sure to book accommodations far in advance.
  • Visit a cranberry bog during their harvest in October. There are 400 bogs in Massachusetts alone, and it's a fun autumn activity to accompany a day of leaf peeping.
  • Autumn is pumpkin season in New England. Pick your own pumpkin at one of the region's many pumpkin patches and then carve your own jack-o-lantern for this classic Halloween activity.
  • Many of the ski resorts in the area aren't open yet for winter sports, but you can ride their gondolas for a bird's eye view of the fall colors below.
  • Autumn is also apple season, so head to one of the local apple orchards where you can pick your own apples, sip on hot apple cider, or snack on freshly baked apple treats.

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Fall foliage on Mount Mansfield in Stowe, Vermont, one of the best things to do in October in New England

October in New England is what they put into postcards. The forests explode with color, the air is crisp, and there’s a buzz of excitement everywhere. Whether you’re chomping on fresh cider doughnuts, picking apples, or snapping pumpkin patch photos, there’s something magical about fall in New England .

From scenic road trips through quiet towns to new museum exhibits and cozy spa weekends, New England in October has it all.

Ready to discover the best things to do in October in New England ? Let’s get into it:

Peak Foliage : Explore Acadia National Park and scenic byways bursting with fall colors.

Seasonal Fun : Enjoy apple picking, whale watching, and the spooky sites of Salem, MA.

Diverse Attractions : From historic lighthouses and quaint towns to local breweries and coastal retreats.

The Best Things to do in October in New England

Vibrant fall foliage in the White Mountains of New Hampshire

New England in October is a feast for your eyes. The fall foliage is legendary, and people from all over the world come to see the fiery reds, bright oranges, and golden yellows. But there’s more to do than just leaf-peeping. The cooler weather brings out all sorts of activities celebrating the harvest and the unique charm of the area.

Whether you’re into scenic drives, hiking, cozy inns, or hopping fall festivals, New England has so much to discover. Nature lovers, history buffs, foodies—you’ll find something that steals your heart this October. Check out these top activities to make the most of your fall getaway:

Witness Peak Foliage

Scenic drive along the White Mountains

The fall foliage in New England is a must-see. The landscape transforms into a canvas of reds, oranges, and yellows, perfect for photography or just soaking in the beauty.

White Mountains, NH : Early October is prime time. Drive the Kancamagus Highway for stunning views of gorges, waterfalls, and valleys. Visit Franconia Notch State Park where Cannon Mountain reflects in Echo Lake for a picture-perfect scene.

Green Mountains, VT : Equally breathtaking. Check out the Northeast Kingdom Fall Foliage Festival for a celebration of all things autumn.

The Berkshires, MA : Drive through the charming towns of the Berkshires, admiring the scenery along the way: Lenox , Lee, MA , and North Adams are personal favorites.

Explore Acadia National Park

Rocky shores of Acadia National Park on Mount Deseret Island in Southern Maine

From coastal cliffs to rugged mountains and charming fishing villages, there’s plenty to keep you busy on the Maine coast at Acadia National Park . Take a drive on the Loop Road for views that’ll take your breath away. And if you’re up early, catch the sunrise from Cadillac Mountain.

The Great Head Trail offers stunning ocean views and ends at the serene Sand Beach. The Jordan Pond Path, on the other hand, is perfect for a peaceful walk with views of the pond and surrounding mountains. If cycling’s your thing, the park has 45 miles of historic carriage roads just waiting for you. And birdwatchers, get ready to spot loons, peregrines, snowy owls, and bald eagles.

Nearby Bar Harbor is the gateway to Acadia, buzzing with energy and scenic beauty. Hop on a whale-watch tour or browse the Eden Farmers’ Market. It’s the perfect way to wrap up a day of exploring Acadia.

Drive Along Scenic Byways

Picturesque drive through the rolling hills along the Kancamagus Highway through the White Mountains

Nothing says fall in New England like a scenic road trip.

Start with the Kancamagus Highway in New Hampshire. This 54-mile stretch connects Mount Washington Valley with Lincoln, and it’s packed with jaw-dropping views and photo ops. The Currier & Ives Scenic Byway is another 30-mile scenic drive in southern New Hampshire

Vermont’s Route 100 Scenic Byway is another gem. Spanning 216 miles, it takes you through charming towns, farm stands, cideries, and breweries. It’s like driving through a postcard.

Don’t miss the Essex Coastal Scenic Byway or the Mount Washington Auto Road . The latter takes you to the 6,288-foot summit of Mount Washington. Each byway offers its own unique views and attractions, each an unforgettable New England road trip .

Whale Watching

A humpback whale breaching while on a whale watch

Ready for some whale-sized fun? October through early November is prime time for whale watching in New England. Debark from Provincetown, MA , to spot humpback, finback, and minke whales as they migrate.

Bar Harbor, Maine , is another fantastic spot. Tours here give you a chance to see finbacks, humpbacks, and sometimes even the rare North Atlantic right whale. It’s a whale of a time for nature lovers!

Discover Salem’s Spooky Side

The Salem Witch Museum, which honors the Salem witch trials

October is the perfect time to explore Salem, Massachusetts . This place is Halloween central, with a history that’ll send shivers down your spine. Check out:

The Witch House : The only remaining building in Salem with direct ties to the Witch Trials. It hosts a slice of eerie history.

The Witch’s Burial Ground : Pay your respects at this solemn site.

The Rebecca Nurse Homestead : A 17th-century home that gives you a peek into the life of one of the accused witches.

Modern-day Salem isn’t all spooky though. Visit the Salem Witch Museum , Peabody Essex Museum , and take lantern-lit walking tours. After your ghostly adventures, grab a bite at Finz for seafood or Ledger for brunch. Salem mixes history, culture, and a bit of fun into one bewitching brew.

Hike Through Colorful Trails

A hike through fall foliage

Hiking in New England during the fall is a feast for the eyes. Echo Lake State Park in New Hampshire is a top pick with eight trails for all levels. The Echo Lake Trail is great for families, circling the lake with views of Cathedral Ledge.

For a bit more challenge, try the Whitehorse Ledge Loop Trail or Cathedral Ledge via Bryce Path Trail . They offer stunning views of the Saco River Valley and surrounding mountains.

Mount Snow in Vermont also has trails galore, each a unique hike. The fall foliage combined with the crisp air makes hiking here a must-do in October.

Celebrate the New England Harvest Season

October in New England is one of the best times of year. The leaves turn into a rainbow of colors, the air gets that perfect crispness, and the whole region buzzes with harvest festivals, apple picking, and farm-to-table dining. Read on for classic fall traditions to savor all the seasonal treats that make this time of year so special:

Visit a Cranberry Bog

Cranberry bog

Ever been to a cranberry bog? If not, October is the perfect time to check one out in Massachusetts. Harvest season runs from mid-September to mid-November, and let me tell you, it’s a sight to see! The cranberries float on top of the water, turning it a bright red – it’s like nature’s own red carpet event.

A great spot to start is Annie’s Crannies in Dennis, MA . They offer tours and have a farm stand with cranberry-infused goodies, honey, beeswax, and cute gift boxes. It’s like a cranberry lover’s dream!

Another must-visit is the A.D. Makepeace Company in Wareham, MA . It’s the world’s largest cranberry grower and just 40 minutes from Cape Cod . They offer tours from spring through fall, and they partner with the Cape Cod Cranberry Growers’ Association . You’ll get the full scoop on cranberry farming and enjoy some beautiful fall scenery. Just a heads-up – tours sell out fast, so book early!

Mix a visit here with a trip to Cape Cod , and you’ve got a fantastic fall adventure lined up. Trust me, seeing a cranberry harvest in action is something you won’t forget!

Attend Fall Festivals

Fall festival with live music and crafts

New England fall festivals are the heart and soul of the region. The Harvest Festival in Rhode Island celebrates the season with local artisans, live music, and all the seasonal foods your heart desires.

In Keene, New Hampshire, the Pumpkin Festival is a must-see. You’ll find thousands of creatively carved pumpkins and fun activities for the whole family. And in Maine, the Damariscotta Pumpkinfest & Regatta turns the town into a pumpkin paradise, complete with giant pumpkin boat races on the river.

Other notable festivals include:

Maine’s Common Ground Country Fair , which celebrates organic farming and sustainable living

And the Southington Apple Harvest Festival , drawing over 100,000 visitors each year to this Connecticut fall festival

These festivals are where memories are made, so grab your favorite sweater and join the fun!

Go Apple Picking

Crates full after you pick apples at a top apple orchard

As far as classic New England fall fun goes, apple picking is where it’s at. Head over to family-run orchards to pick your own apples and munch on freshly pressed cider and cider donuts.

In Vermont, check out Shelburne Orchards and Happy Valley Orchard . They’ve got the apple picking down to a science in their apple orchard and throw in treats like cider donuts and squash. In New Hampshire, Meadow Ledge Farm is famous for its piping hot cider donuts. While you’re at it, swing by the Vermont Country Store for a unique shopping trip.

Connecticut’s apple orchards , especially those in Washington Depot, are a hit from September to October. Many of these spots offer more than just apple picking – think picnic areas, play zones, and even petting paddocks. It’s a perfect recipe for a fun-filled day.

Indulge in Farm-to-Table Dining

Polly's pancake parlor in Sugar Hill, New Hampshire, is a must, with local maple syrup slathered on everything

If you’re a foodie, New England’s farm-to-table dining is a treat you can’t miss. Restaurants like:

Woods Hill Pier 4 in Boston

The Garden Room at Mayflower Inn in the Litchfield Hills of CT

And Prairie Whale in Great Barrington, MA , (a personal favorite)

Source ingredients from local farms to create fresh, sustainable dishes.

In Maine, Project Social Kitchen & Bar partners with local farms for a seasonal menu. Indulging in these meals lets you savor the best of New England’s local produce, straight from the farm to your fork.

Savor Local Breweries

A craft brewery pour in a tasting room in North Adams, MA, on a weekend getaway

If you’re a craft beer lover, New England is your paradise. In Portland, Maine , visit Allagash Brewing Company for Belgian-style beers, or Bissell Brothers Brewing Company for innovative craft brews.

Burlington, Vermont , is another hot spot for a brewer’s weekend getaway. Check out Zero Gravity Craft Brewery and Foam Brewers . They offer excellent beers and focus on sustainability and community. It’s a unique taste of New England’s lively beer scene.

Discover New England’s Pumpkin Patches and Farm Stands

Pumpkins on display at a picking patch

Fall in New England isn’t complete without a trip to a pumpkin patch or a cozy farm stand. Here are some of the best spots to get your fall fix and have a blast.

Top Pumpkin Patches across New England:

Ellsworth Hill Farm in Sharon, CT : Delight in CT pumpkin picking along with other seasonal fruits.

March Farm in Bethlehem, CT : A family-friendly farm featuring pumpkin picking, hayrides, and a fun corn maze.

Buell’s Orchard in Eastford, CT : Famous for its scenic pumpkin patches and apple orchards, perfect for a fall day out.

Blue Jay Orchards in Bethel, CT : Besides pumpkin picking, enjoy their delicious apple cider and baked goods.

Castle Hill Farm in Newtown, CT : Offers a picturesque setting for pumpkin picking, along with hayrides and a corn maze.

Fletcher Farm in Southampton, MA : This is the spot for finding that perfect pumpkin.

Scott’s Yankee Farmer in East Lyme, CT : Great for pumpkins and fun farm activities.

Kingdom Corn Maze & Pumpkin Patch in Sutton, VT : Get lost in the corn maze and find your ideal pumpkin.

Lavoies Farm in Hollis, NH : A family-friendly patch with lots to offer.

Dame Farm and Orchards in Johnston, Rhode Island : Enjoy pumpkin picking and more at this charming farm.

Relax at a Coastal Retreat

The sand dunes of Cape Cod are quite serene after Labor Day and into October

October is the perfect time to kick back and unwind at a coastal retreat in New England. Cape Cod’s beaches are nearly empty during their shoulder season, perfect for a peaceful stroll. Or, head to the charming town of Chilmark, Massachusetts , for a quaint escape that feels like stepping into a storybook.

In Rhode Island, check out the beautiful beaches of Westerly, RI and the scenic, tree-lined country roads. For a cozy spot in Massachusetts, the Addison Choate in Rockport, MA , on Cape Ann , and the Platinum Pebble on Cape Cod offer luxurious stays and easy access to local attractions.

Take a High-Speed Ferry

Hop on a high-speed ferry to Nantucket or Martha’s Vineyard for a quick and scenic adventure. Ferries from Hyannis, New Bedford, and Harwich Port whisk you away to these gorgeous islands in no time.

With operators like Hy-Line Cruises and Seastreak , you’ve got plenty of departure times to choose from. Once you’re there, explore charming towns, beautiful beaches, and unique shops. It’s a day trip that feels like a mini-vacation!

Discover Covered Bridges of New England

Covered bridge in Cornwall, CT, in October

New England’s historic covered bridges are full of charm and nostalgia. Vermont alone has over 100 of these beauties, many dating back to the 19th century. They’re well-maintained and perfect for a leisurely visit.

Must-see covered bridges include:

Cornish-Windsor Covered Bridge : Spanning the Connecticut River between Vermont and New Hampshire.

Taftsville Covered Bridge : Nestled in Woodstock, Vermont .

Bull’s Bridge in Kent, Connecticut .

Cornwall Bridge across the Housatonic in Cornwall, Connecticut .

These picturesque spots are ideal for photography and relaxing walks.

Visit Historic Lighthouses

Portland Head Light

Touring New England’s historic lighthouses is a step back in time. Start with Portland Head Light in Maine, one of the most iconic lighthouses, first lit in 1791. It’s a beacon of coastal history.

The Long Island Sound coastline also boasts several historic lighthouses in CT , guiding sailors since the 18th century. Check out the ones along Long Island Sound for fascinating stories and stunning views. It’s a great way to spend a day soaking up maritime heritage.

Enjoy a Spa Day

Treat yourself to a lavish spa day at some of New England’s best spas . The Mirbeau Inn & Spa in Plymouth, Massachusetts , boasts a 14,000-square-foot spa with tranquil views of a Monet pond garden.

In Kennebunkport, Maine , Hidden Pond offers yoga, Pilates, serene gardens, and a tranquil Tree Spa. These resorts mix modern relaxation technology with traditional therapies for a truly rejuvenating moment.

Visit Roger Williams Park Zoo

Head to the Roger Williams Park Zoo in Providence, Rhode Island , for some family fun this October. They host the Jack-O-Lantern Spectacular , where over 5,000 pumpkins light up the Wetlands Trail. It’s like walking through a pumpkin wonderland!

You can only get tickets online with timed entry to keep things smooth and quick. Plus, your visit helps fund the zoo’s animal care, education programs, and conservation efforts. It’s a fun way to support a good cause!

Discover Quaint Small Towns

Montpelier, Vermont, in October

New England’s small towns are straight out of a postcard. Take Woodstock, Vermont , for example. With buildings on the National Register of Historic Places and the charming Middle Covered Bridge, it’s a perfect blend of history and beauty.

Or head to Mystic, Connecticut , famous for its shipbuilding past. Visit the Mystic Seaport Museum and explore a re-created 19th-century village. The town’s maritime charm and cute streets make it ideal for a day trip.

Other gems include:

Greenwich, Connecticut : a posh mix of seaside charm and outdoor activities.

Stowe, Vermont : Famous for its stunning fall foliage and year-round activities.

Washington Depot, Connecticut : The inspiration for Stars Hollow in “Gilmore Girls.”

Each town has its own unique vibe with local shops and scenic walks.

Take a Trolley Tour

Trolley tours are a fun way to explore New England’s history and culture. In Boston , the tours cover iconic spots like the USS Constitution and Faneuil Hall , with a lively narration to bring the past to life.

Newport trolley tours offer a scenic overview of historic downtown, the Newport Waterfront, and the Bellevue Avenue Mansion Area. With over 150 points of interest in just 90 minutes, these tours are both educational and entertaining.

Plan a Leaf-Peeping Road Trip

Classic car on an annual celebration of the fall with a foliage road trip through northern Maine near the Canadian border

Leaf-peeping season is the best time for a New England road trip. You could drive in any direction for stunning fall foliage:

Head up the east coast from Boston to Bar Harbor on Mount Desert Island

Along New Hampshire’s Kancamagus Highway

The Mohawk Trail in Western Massachusetts

Along Route 7 or Route 169 , top picks among CT fall foliage driving routes

Or through Vermont’s Green Mountain National Forest .

Check out Dixville Notch State Park and Smugglers Notch for dramatic mountain scenery and winding roads. Bear Notch Road has plenty of roadside pullouts for those perfect fall photos. Get ready to capture the best colors of the season!

Stay at a New England Inn

A charming guest bedroom at an inn near Lake Winnipesaukee or Lake Champlain

Stay at a New England bed and breakfast inn for a cozy fall weekend getaway. These places have been welcoming guests since the 1700s, each a unique mix of history and hospitality.

From the quaint inns of Cape Cod to luxury hotels in Bar Harbor , you’ll find warm and inviting atmospheres everywhere. Whether you pick a bed and breakfast or a historic inn, a memorable stay is guaranteed.

October in New England is pure magic. Whether you’re here for the jaw-dropping fall foliage, charming small towns, or lively festivals, there’s plenty to enjoy on an October New England trip.

Adventure seekers, history buffs, or anyone looking for a relaxing escape, pack your bags and hit the road. Dive into the rich hues and inviting warmth of a New England fall getaway you’ll never forget.

Frequently Asked Questions

What is the best time to visit new england for fall foliage.

The best time is from mid-September to late October, with peak colors usually in early to mid-October. Fall foliage doesn’t arrive in Southern New England, along the Connecticut shoreline, until early November, if you can’t make it until then. Get ready to see nature’s fireworks show!

Are there any family-friendly fall festivals in New England?

Absolutely! Check out the Pumpkin Festival in Keene, New Hampshire, or the Southington Apple Harvest Festival in Connecticut. Fun for the whole family!

Can I go whale watching in October in New England?

Yes, you can! October through early November is prime whale-watching time. Head to Cape Cod or Bar Harbor for a fantastic adventure.

What are some popular scenic byways for a fall road trip in New England?

For a beautiful drive, try the Kancamagus Highway in New Hampshire, Vermont’s Route 100 Scenic Byway, or the Essex Coastal Scenic Byway. Enjoy stunning fall foliage and picturesque views!

Where can I find farm-to-table dining in New England?

For fresh, sustainable dishes, visit Woods Hill Pier 4 in Boston or The Garden Room at Mayflower Inn in Washington, Connecticut. Your taste buds will thank you!

Related posts:

Chatham Lighthouse, one of the best things to do in Cape Cod, MA

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Best weekend getaways in new england.

new england towns to visit in october

Known for its historical roots, rugged landscape, savory seafood and rich sports culture, New England is home to a variety of vacation destinations. But with so many picture-perfect towns spread from the coast to the mountains, it's hard to decide where to head for a weekend getaway. That's why U.S. News took into account sights, culture, food and more to determine the best weekend getaways in New England. Cast your vote below to help us decide next year's ranking. Considering a fall trip to New England? Read our top travel tips »

Newport, RI

Portland, me, martha's vineyard, acadia national park, kennebunkport, white mountains, block island, the berkshires, sugarloaf mountain.

new england towns to visit in october

Visitors heading to Newport, Rhode Island, will be treated to breathtaking coastal vistas, glamorous seaside homes and top-notch sailing. Soak up some sun at Easton's Beach, or enjoy the sound of crashing waves while strolling the scenic Cliff Walk. If you'd rather treat yourself during your trip, hit up Thames Street, a bustling strip with delicious eateries, small boutiques and historic Colonial structures. Don't forget to save time for a tour (or two) of Newport's elaborate mansions, including The Breakers and Marble House.

new england towns to visit in october

An ideal destination for foodies and culture hounds, Portland, Maine, is filled with award-winning restaurants, museums, breweries, art galleries, boutiques and more. Spend some time wandering the cobblestone streets of the historical Old Port, where boats line the harbor and seafood is aplenty. Or, venture southeast of the city to Cape Elizabeth to snap a picture of the iconic Portland Head Light – one of the most photographed lighthouses in America – and hike or picnic in Fort Williams Park.

new england towns to visit in october

A popular summertime island retreat for New Englanders and politicians alike, Martha's Vineyard appeals to all types of travelers. Fly or take the ferry from the mainland to explore the Massachusetts island's six towns and numerous beaches. Don't miss the colorful gingerbread cottages in Oak Bluffs, the fresh seafood in the village of Menemsha or the boutiques in Vineyard Haven. While the island's eastern side is walkable, it's best to take a bus or car to the dramatic Aquinnah Cliffs on the more rugged western side.

new england towns to visit in october

Many pass through Bar Harbor on their way to Acadia National Park , but this charming seaside town is definitely worth a stop. Located on Maine's Mount Desert Island, Bar Harbor is bursting with locally owned boutiques, fresh seafood restaurants and gorgeous coastal views. Walk the scenic Shore Path for views of Frenchman Bay and multimillion-dollar mansions, or take a ride on a lobster boat to learn about the craft firsthand. While the town is popular in summer, its smaller crowds and vibrant foliage in autumn make it equally appealing during the shoulder season.

new england towns to visit in october

For a quintessential New England getaway, head to this Massachusetts peninsula known for its laid-back vibe. Vacationers can bask in the sun somewhere along Cape Cod National Seashore's 40 miles of sand before digging into a plate of fried clams or retreating to a quaint bed-and-breakfast . When planning your visit, keep in mind that each Cape Cod town is a little different. You'll find upscale shops in Chatham, historical landmarks in Sandwich, sky-high sand dunes in Wellfleet and a thriving LGBTQ community in Provincetown. Cape Cod's ample restaurants, boutiques, art galleries and ocean views are enough to keep you busy for days.

new england towns to visit in october

In the mood for an adventure? This more than 47,000-acre national park in Maine, one of the state's top attractions , is perfect for hiking, biking and rock climbing, among other outdoor activities. Your top priority should be to hike 1,530-foot-tall Cadillac Mountain – it's the first spot in the country to catch a sunrise from October to March. If you're not a fan of hiking, rent a car and make the drive along the 27-mile Park Loop Road. You'll pass the dramatic edge of Otter Cliffs and the cave at Thunder Hole, as well as other wonders visible from the road's pull-off observation areas.

new england towns to visit in october

The largest city in New England is fairly compact and walkable – perfect for sightseeing in just a few days. History buffs can follow the Freedom Trail to learn about the American Revolution before stopping for a beer at the historic Bell in Hand Tavern. Foodies can get a taste of Italy in the North End or indulge in some fresh oysters and clam chowder in the Seaport District. Meanwhile, fashionistas can browse the many shops on Newbury Street, and souvenir hunters can visit Faneuil Hall Marketplace. No matter your interests, your trip to Boston would not be complete without visiting Fenway Park.

new england towns to visit in october

Despite its small size, Nantucket has no shortage of activities. Board a ferry from Cape Cod or fly into the island's airport to enjoy a unique Massachusetts vacation. Visit Cisco Brewers for private brewery, vineyard and distillery tours, or simply enjoy the food trucks and live music. While Nantucket is a walkable island, many visitors enjoy renting bikes or mopeds to explore the area, especially tiny Siasconset Village. You'll want to also save time for watching the sunset at Madaket Beach on the island's west coast.

new england towns to visit in october

It doesn't get more relaxing than Kennebunkport, Maine. You can lay on sandy beaches, stroll through quaint boutiques and sample local specialties like lobster rolls, oysters and blueberry pies. There are also plenty of unique ways to see the town, including on foot during a food tour, by boat while on a lobster boat tour and by trolley with Intown Trolley. Plus, you can stop along the way to take pictures of Walker's Point – the Bush family compound. Keep your eyes peeled for other famous faces, as Kennebunkport is a popular celebrity vacation destination.

new england towns to visit in october

Although Stowe's small-town charm and dramatic vistas make it a beautiful destination year-round, snow lovers won't want to miss this Vermont retreat in all its winter glory. Stowe is dubbed the "Ski Capital of the East," but this New England hideaway is also ideal for snowboarding, snowshoeing and dog sledding. If you'd rather visit during the warmer months, consider hiking the Stowe Recreation Path or driving the Auto Toll Road to the top of Mount Mansfield for unbeatable views of the Adirondack Mountains. Whichever season you prefer, fans of "The Sound of Music" can't miss a visit to Stowe's Trapp Family Lodge.

new england towns to visit in october

If historic walking tours, charming bistros and tax-free shopping describe your ideal New England weekend, book your ticket to Portsmouth, New Hampshire, today. Take a narrated boat tour of the Isles of Shoals, or spend the day exploring Market Square, the gem of downtown Portsmouth. For a breath of fresh air, sink your toes in the sand at nearby Wallis Sands State Beach or stroll through the gardens at Prescott Park. Time your visit for summer to attend the Prescott Park Arts Festival, which transforms this beautiful green space into a vibrant outdoor performance venue.

new england towns to visit in october

Whether you're looking for a quiet mountain hideaway or an activity-filled weekend, potential abounds in the White Mountains. Designated as a protected national forest, the White Mountains cover parts of New Hampshire and Maine. Take the scenic route along the Kancamagus Highway, and consider stopping at a campground along the way. If you're visiting in summer, hike, drive or take the Mount Washington Cog Railway to the summit of its namesake for spectacular views. In winter, shred powder on some of the best ski slopes in New England before curling up with a cup of hot cocoa at a bed-and-breakfast.

new england towns to visit in october

Walk any direction on Block Island and you'll end up at a free public beach. This oasis off the southern coast of Rhode Island features 17 miles of shoreline, as well as old-fashioned cottages and two historical lighthouses. Take in sweeping ocean views from Mohegan Bluffs, or look for animals at Block Island National Wildlife Refuge. If you want an adrenaline rush, try snorkeling in the island's crystal-clear waters, biking around its picturesque perimeter or hiking its Clayhead Trail. A quick ferry ride from the mainland will take you to Block Island, making it an easy weekend retreat.

new england towns to visit in october

The rolling mountains of the Berkshires attract everyone from artists to nature lovers to city dwellers looking for an escape. This region of western Massachusetts has long been a culture and history hub. Charming towns like Great Barrington and North Adams draw visitors with their quaint main streets and historic homes. The town of Lenox is home to the famous Tanglewood concert venue, while the town of Pittsfield boasts many theaters and art galleries. You'll find a variety of festivals to attend in summer, vivid foliage in fall and plenty of skiing in winter.

new england towns to visit in october

Situated in western Maine's Carrabassett Valley, Sugarloaf Mountain has a lot to offer travelers looking for an exciting weekend getaway in New England. In winter, enjoy a range of cold-weather activities – including cross-country skiing, snowboarding, snowshoeing, ice skating, tubing and more – at the mountain's namesake ski resort. In summer, take advantage of the warmer temperatures by mountain biking, zip lining or hiking sections of the famous Appalachian Trail.

new england towns to visit in october

About 20 miles northeast of Boston, this Massachusetts town is best known for the witch trials of the late 17th century, which you can learn all about on a historical walking tour. For an even bigger dose of local culture, visit in October when the town hosts Halloween-themed events all month long. You'd also be remiss to skip top sights like the Peabody Essex Museum and The House of the Seven Gables, the setting of Nathaniel Hawthorne's 1851 novel of the same name.

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Field Guide to Boston

Chasing fall foliage in new england: best spots, timing and what to expect.

  • Danielle Noyes

Storrow Drive and the Back Bay skyline are seen, Friday, Nov 4, 2022, in Boston. (Michael Dwyer/AP)

As the air turns crisp and the days grow shorter, New England gears up for one of its most stunning displays: the vibrant colors of fall foliage.

Whether you’re a local or a visitor, there’s no better time to appreciate the region's breathtaking scenery. Here's what to know as you plan your leaf peeping adventures this season.

How leaves get their color

What makes New England’s foliage so spectacular? It’s all about the science of leaves. During the growing season, leaves are filled with chlorophyll, which gives them their green color. As the days shorten and temperatures drop in the fall, chlorophyll production slows down, allowing other pigments to shine through.

Carotenoids are responsible for the yellows and oranges, and they’re present in leaves throughout the year but become visible when the chlorophyll fades. Anthocyanins produce the reds and purples and are created in the fall as sugars get trapped in the leaves.

The balance of colors we see each fall depends on several factors, including temperature, moisture and sunlight. The best fall colors occur when we have sunny days and cool (but not freezing) nights. Warm days encourage sugar production in leaves, while cool nights help trap those sugars, particularly in red maples, producing vibrant red hues.

A maple tree shows its fall colors in Woodstock, Maine. (Robert F. Bukaty/AP)

Foliage so far: Early start, stress concerns

The dry weather in New England over the past month has kicked off a vibrant, early foliage season.

While the northern mountains are showing many red hues and some yellows mixed in, colors are emerging throughout the region in random pockets. It's not uncommon to have mostly green areas, then a few bright trees or even a some that are dull or losing leaves. This variability has come from our lack of rain, which is causing trees some stress.

Overall, a faster, more widespread color change due to this dry spell is possible, which would result in a slightly shorter foliage season overall. But since things are just getting started, there's still plenty of time to catch the colors as they begin to make their way southward!

When and where to visit

The timing of peak fall colors varies across New England due to the region’s diverse geography. Higher elevations and northern regions will see the change first.

In northern New England, around Vermont, New Hampshire and Maine, peak colors typically arrive in late September to early October. Across central New England, including southern Vermont, southern New Hampshire, Massachusetts and Connecticut, the best colors come out from early to mid-October. And around southern New England, along coastal Connecticut and Rhode Island, expect peak colors in mid to late October, often lasting into early November.

New England is home to some of the most picturesque autumn landscapes in the country, and there’s no shortage of spots to catch the best views. Whether you’re looking for mountain views or coastal scenes, fall in the region never seems to disappoint. Here are a few must-visit destinations:

The Kancamagus Highway, N.H. : This scenic 34.5-mile drive through the White Mountains offers endless opportunities to see brilliant foliage alongside rivers, mountains and valleys.

Leaves begin to change color along the Swift River off the Kancamagus Highway in Albany, N.H. (Jim Cole/AP)

Stowe, Vt. : Dubbed " Fall's Color Capital ," Stowe boasts vibrant reds and oranges along mountain roads, with Mount Mansfield providing a perfect backdrop.

Mohawk Trail, Mass. : Winding through the Berkshires, the Mohawk Trail offers a classic New England foliage experience, with rolling hills and historical sites about two hours west of Boston.

Acadia National Park, Maine : If you’re looking for coastal views mixed with fall colors, Acadia delivers. The park's blend of rocky shores and hardwood trees makes for an unforgettable autumn scene.

Litchfield Hills, Conn. : For a southern New England escape, the Litchfield Hills are perfect, offering winding roads through quaint towns and forests awash in golden and red hues.

  • The air and apples are crisp: What to know about fall in Boston
  • Vermont town to close popular leaf-peeping road to tourist traffic
  • 2023: 'Moisture stressed' trees will likely produce less vibrant fall foliage this year

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Danielle Noyes Meteorologist, 1°Outside Meteorologist Danielle Noyes is co-founder of 1°Outside and and regularly offers weather analysis and forecasts to WBUR.

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The Best Things to Do in New England This Fall

New England Fall Guide 16 Best Things to Do in New England this Autumn

When you live in the northeast , every season has its own charm—but nothing beats a New England fall. The forests and mountains erupt into a riot of colors, and locals embrace every bit of the fall-themed splendor. Join in on the fun by heading to regional farms and roadside stands for fresh cider doughnuts, apple picking, and pumpkin patch photo opps (not to mention the frenzy of baking they do at home), or opt for a long, rambling road trip through the region’s quieter locales. This fall in particular feels especially energetic, with new museum exhibits, new hotels and spas, and new events for both locals and visitors to explore. Whether you’re looking to get out into nature and appreciate the region’s natural beauty, visit a pumpkin show illuminated by over 1,500 jack-o-lanterns, or you simply want to hunker down for a glamorous spa weekend, these are our picks for the best things to do in New England this fall .

This gallery has been updated with new information since its original publish date. All products featured on Condé Nast Traveler are independently selected by our editors. If you buy something through our retail links, we may earn an affiliate commission.

AWOL Massachusetts

1. Enjoy Provincetown all to yourself

While everyone’s out leaf peeping across the New England mainland, consider escaping to Provincetown . You’ll have the tip of Cape Cod —and its wealth of historic lighthouses, sand dunes, humpback whales, and seaside charm—all to yourself. Yes, the summer crowds thin out at this time of year, but there is still lots to explore in town, thanks to a bustling lineup of festivals which, since the pandemic, basically extends until the holiday season: from Women’s Week, to TransWeek, Spooky Bear, Provincetown Food & Wine Festival, and Holly Folly. . Base yourself in the center of the action at the lovely Gifford House Inn , which just underwent a renovation this year,or opt for something a little removed from the action such as AWOL Provincetown, which overlooks the serene moors at the far West End of downtown. Amble through the boutique-lined “downtown,” bike or walk one of the surrounding nature trails, explore the uninhabited sand dunes of the northern Cape with Art’s Dune Tours (bookings until November 15, 2023), or set sail on a highly rewarding whale watch with eco-conscious company Dolphin Fleet (sailings run through October 29, 2023t).

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2. Drive the Vermont Cheese Trail

Many destinations love to organize themselves with wine trails, street art walks, public art districts, and so forth–but did you know that Vermont has its very own Cheese Trail? The Vermont Cheese Council has done all of us the very important public service of putting together a circuit of the state’s top cheesemakers, which makes for an excellent diversion no matter where you find yourself in the state. Some stops are small, family-owned dairy farms on sleepy country roads; others are larger institutions with museums and formal tours. Check out the Vermont Cheese Council’s website for an interactive map with all the stops.

Ocean House Massachusetts

3. Sharpen your kitchen skills at a hotel

There’s no shortage of charming inns and hotels in New England, many of which have really upped their culinary game in recent years—and several of which now invite guests to do the same. The intimate 22-room Relais & Chateaux property The Inn at Hastings Park , located in historic Lexington 30 minutes outside of Boston, offers immersive culinary instructional workshops and supper clubs taught by inn owner and chef Trisha Pérez Kennealy. Down along the coast in sleepy Watch Hill, Rhode Island, summer hotspot Ocean House makes a compelling case for visiting during the off-season with its Center for Wine and Culinary Arts, which offers an educational lineup of classes and wine tasting dinners each fall. A full listing of available classes (some of which are open to the public, not just hotel guests, as single sessions for a fee) is available here .

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4. Visit a Trustees of Reservations Property

New Englanders wear their history proudly, and few organizations in the region–or perhaps the country–can compete with Massachusetts’ Trustees of Reservations in terms of historic preservation and land conservation. This non-profit, first established by the Massachusetts Legislature over 130 years ago, owns and cares for over 100 sites of historic or natural significance around the state, from historic estates to sculpture museums to working farms. If you’re coming from Boston, the World’s End Reservation in Hingham or the Harold Parker State Forest in Andover are just about half an hour’s drive from the city proper. If you have time to venture further afield, the Naumkeag Pumpkin Show uses over 1500 jack-o-lanterns to bring a historic Berkshires estate to life. .

Institute of Contemporary Art Boston

5. Soak up some culture and history

If it’s looking like more of an indoor kind of day, turn your attention to the multitude of museums and historic sites New England has to offer, many of which are located in Boston—or as a convenient day trip away. There are the institutional biggies like the classic Museum of Fine Arts Boston (which this fall welcomes “Fashioned by Sargent,” an exhibition about the role of fashion in Sargent’s portraiture), the Institute of Contemporary Art Boston (catch the new exhibit Forecast Form, about art of the Caribbean Diaspora), the intimate Isabella Stewart Gardner Museum , and the great-for-kids Museum of Science . Or turn your eye outside of the city limits where more options abound. Drive out to the Berkshires and visit The Clark for impressionism and old masters, or Mass MoCA , a sprawling contemporary art museum set in a former mill complex. The nine-installation James Turrell: Into the Light exhibit (note that advanced reservations are required), is now accompanied by C.A.V.U .—Turrell's largest free-standing circular Skyspace that was three decades in the making, and opened earlier last year.

Lodge at Spruce Peak

6. See the leaves via zip line

There's driving through autumnal foliage from the comfort of your car. But then there's getting a thrilling bird’s-eye view via a zip line. Many of New England’s ski areas offer zip line activities during the summer and fall months, such as Gunstock Mountain Resort in the heart of New Hampshire’s Lakes Region (go there for epic water views over Lake Winnipesaukee), or at Catamout Mountain Resort in the Berkshires (the longest zip line in New England, at over 5,500 feet long).

Contessa

7. Get to know Boston’s rising farm-to-table scene

With new regional developments in year-round farming and hydroponics, there's been a rise in popularity for seasonal, locally-sourced farm-to-table cuisine—and fall is the best time to try it all. In Boston, head over to the Seaport District for dinner at Woods Hill Pier 4 , or to Puritan & Company in Cambridge, where Robert Downey, Jr. and Scarlett Johanssen were recently spotted dining. Rooftop apertivo bar Contessa (pictured) has also maintained its appeal (think inventive Northern Italian menu and Public Garden-view) since Carbone-famous Major Food Group opened it in 2021 atop the Newbury Hotel —a perfect urban leaf-peeping spot. Outside of the city, consider a stop by Gilson’s farm in Groton, about forty minutes west of Boston where the suburbs quickly give way to bucolic, rolling hillsides. Chef Will Gilson’s popular “Herb Lyceum” dinner series returns this year on select Fridays and Saturdays throughout the season. These dinners feature five courses of Gilson’s seasonal produce, starting with passed appetizers in the gardens and then moving inside to an open air carriage house for a communal dining experience capped at just 30 guests.Keep an eye on Herb Lyceum’s website for updated dates and ticket info. And if your travels bring you to Cape Cod, the Chatham Bars Inn’s popular Fall Greenhouse Dinner Series returns this year with four unique culinary experiences held at the hotel’s Farm in Brewster.

Boston Harbor City Cruises

8. Go whale watching

Between Cape Ann and Cape Cod in Massachusetts, the Stellwagen Bank National Marine Sanctuary is one of the top spots for whale watching in the country, where you’ll typically end up on organized trips from the Cape, the North Shore, or even Boston . Most don’t realize that the best time to whale watch is October through early November, when the boat crowds have thinned and the humpbacks are out in full-force—it’s a great time of year to get breaching photos. Boston Harbor Cruises offers its whale watching trips through mid-November this year.

The Witch Memorial in Salem Massachusetts

9. Explore modern-day Salem

The history of Salem, Massachusetts, may be steeped in witchcraft, but its modern-day magic is hard to miss. Base yourself at The Merchant , a 200-year-old home that once belonged to sea merchant Joshua Ward and is now a colorful and creative boutique hotel in close proximity to the Salem Witch Trials Memorial and the Salem Witch Museum. Then browse the American decorative art collections at the oldest continuously operating and collecting museum in the U.S., the Peabody Essex Museum (catch the new exhibit The Salem Witch Trials: Restoring Justice, which wraps November 26th). Book a spooky, lantern-lit walking tour to learn more about Salem’s nefarious past, then dine at one of the city’s buzzy restaurants like Ledger , which serves dishes like spaghetti alle vongole made with Duxbury clams in the spectacular setting of a former bank.

Colorful cranberry bog in the Shouth Shore region of Massachusetts. The cranberry is Massachusetts' number one...

10. Experience cranberry season

Live the Ocean Spray dream and sign up for a tour at A.D. Makepeace Company in Wareham —the world’s largest cranberry grower. In non-pandemic times, guests are invited to throw on a pair of overalls and wade through the bogs, but this year, they've linked up with the Cape Cod Cranberry Growers’ Association for an industry-wide bus tour.

Castle Hill Inn

11. Discover a different side of Rhode Island

Since it’s more about the coast than the forest in America’s smallest state, Rhode Island may not be an obvious choice for fall—but it's prime time to experience the "locals' summer." Split your days between walks on vast, near-empty beaches, and drives along colorful, canopied country roads. Head down oceanfront Scenic Route 1A from Westerly to Wickford—it’s about 40 miles, a long distance in Rhode Island terms—for the ultimate juxtaposition of seaside backdrops and changing leaves, and base yourself in tony Newport, which has a markedly low-key vibe this time of year. For overnights, book a room at the adorable new Gardiner House , nestled on a quiet waterfront street, or at the Brenton Hotel, which overlooks the iconic Bowen’s Wharf Marina and sits across the street from buzzy new Mother Pizzeria.

Mount Katahdin near Baxter State Park in Maine

12. Go hiking

Take advantage of the crisp fall weather to work up a sweat in New England’s wilder regions. For something truly rugged, head up north to Maine, where Baxter State park, the Nahmakanta Public Reserved Land and the Appalachian Mountain Club 100-Mile Wilderness Conservation Area offer a truly unspoiled outdoors experience. There are enough hiking trails—lined with brightly colored trees and towering evergreens, punctuated by boulder-strewn streams, lakes, and ponds—to keep all skill levels busy and happy.

Closer to Boston, the World’s End Reservation in Hingham or the Harold Parker State Forest in Andover are just about half an hour’s drive from the city proper. If the weather is clear and you’re still up for a mountainous challenge, the Tuckerman’s Ravine Trail on Mount Washington in New Hampshire offers some of the best alpine hiking on the east coast.

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13. Explore Maine’s many lighthouses

If some Coastal Grandma vibes are up your alley this fall, consider a choose-your-own-adventure road trip up and down the Maine coast (or down and up, or whichever way you please). The state offers an astonishing 65 historic lighthouses, many of which are open to the public, and some of which even allow access to the keeper’s quarters, for an up-close view of how these iconic structures work. Many of them are still, today, actively used for offshore navigation. Check out the Maine Office of Tourism’s website for an interactive map of where you can find each lighthouse.

The Glen House hotel

14. Go apple (and pumpkin) picking

Nothing says fall in New England like pumpkin patches and apple orchards (and the cider doughnuts produced therein). At family-run Shelburne Orchards in northern Vermont, pick your own apples, feast on crispy cider doughnuts, sip fresh-pressed cider, and sample seven-year-old cask-aged Apple Brandy made on the premises. (Don't miss the Pommeau, a fortified cider, either.) In Loudon, New Hampshire, savor piping-hot cider doughnuts at Meadow Ledge Farm (so good they often command a 45-minute line), and in Meredith, New Hampshire, get lost in a mega-corn maze, pick your own pumpkins, and try cider doughnuts with a twist (think chocolate drizzle and sprinkles) at Moulton Farm . And while pick-your-own apples are common across much of New England, there seems to be a slightly higher concentration of these farms down in Connecticut–like at the tenth-generation family owned Averill Farm in Washington Depot, operating since 1746.

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15. Treat yourself to a five-star spa day

Autumn tends to bring plenty of mild weather, but it also requires plans for the occasional rainy day. Book some time at the glamorous new Guerlain Spa inside Raffles Boston for some time at the city’s buzziest new urban spa sanctuary (it’s scheduled to open in late October). . On Massachusetts’ South Shore, locals love the Mirbeau Inn & Spa for its luxurious spa treatments, as well as year-round Acqua Terrace, an outdoor space with a waterfall, fireplace, relaxing oversized whirlpool tubs, and drinks service.

And don’t make the mistake of assuming the Encore Boston Harbor only offers its rowdy nightlife and casino scenes–this enormous property, located in Everett just beyond Boston proper, is also home to one of New England’s largest, most glorious spas. Facials, in particular, are a strong suit here, with offerings from HydraFacial, Biologique Recherche and Dr. Babor. You’ll leave positively glowing—and perhaps with a little more luck on your side, too.

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16. Plan a leaf-peeping road trip

Yes, it's the worst phrase ever, but there's nothing cringe-inducing about New England's highways in October—there's even a handy fall foliage map to help you plan the ideal weekend away. Make sure your road trip includes one of the following: New Hampshire’s Kancamagus Highway, a 34.5-mile National Scenic Byway through the state’s White Mountain National Forest, an itinerary through Vermont’s Green Mountain National Forest, or the famed 63-mile Mohawk Trail through Massachusetts’s Berkshire Mountains. Each showcases the region’s most dramatic colors.

new england towns to visit in october

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Adventures in New England

Adventures in New England

A local's guide to savoring the history, culture, food and nature of the Northeast USA

Day trips in New England in fall

22 of the Best Things to Do in New England in Fall

new england towns to visit in october

Table of Contents

The Best Fall Activities in New England

1. bake a fresh apple pie after visiting an apple orchard..

A little apple love from Narrow Lane Orchard in North Kingstown, RI

Getting outside is good for the soul, and apple orchards smell heavenly. For your efforts, you will be rewarded with healthy snacks for the following weeks. Look for an apple orchard near you , or check out a few of my favorites:

  • In North Kingstown, RI, Narrow Lane Orchard has a small orchard with well-marked apples and peaches and a level hiking trail.
  • Belkin Family Lookout Farm  in Natick, MA, features a more extensive orchard with a train ride into the fields and a children’s play area.
  • Dame Farm,  Johnston, RI, also has gorgeous pick-your-own flower fields.

2. Be a l eaf peeper.

Leaf peeping is generally more intensely colored the more north you travel. Our foliage turns first in the north, then slowly works its way south. Refer to these foliage maps to see the best place to view when you are visiting. New Hampshire and Vermont are top on my list of places to see amazing fall colors.

  • Read about a family weekend in Lincoln, New Hampshire .
  • Acadia National Park is an incredible spot to see brightly colored leaves set amongst Maine’s rocky shores. Read on about my fall visit to Acadia.
  • Take a 4-Day New Hampshire road trip.

3.  Have a romantic sleep away among the leaves.

Long walks through the leaves, followed by cold nights by the fire, are pretty romantic.

  • Darby Field Inn is an old rustic inn in the White Mountains of New Hampshire.
  • Red Lion Inn, Stockbridge, Massachusetts – escape to the Berkshires in Western Massachusetts.

4. Explore any of New England’s many harvest festivals.

Here are a few of the ones I go to, but there are a few in every state each weekend to choose from that you can look for here .

  • Cape Cod Cranberry Harvest Celebration –  The colors and tastes of cranberries are synonymous with fall. See how the fruit is harvested in this cute fall festival on the beautiful peninsula of Cape Cod.  My family acquired a couple of our recipes at Thanksgiving from this fair, such as our Cranberry P’Cake .
  • Plymouth Cranberry Festival – Climb into a cranberry blog.

5. Drink freshly pressed apple cider.

  • BF Clyde’s Apple Cider Mill in Old Mystic, Connecticut, is the oldest steam-powered cider mill in the US. After your tour, you can munch on homemade cider donuts while listening to live music on the lawn.

6. Hiking  is the best way to get a close-up view of our beautiful leaves.

Nature never disappoints. Get out into it, and it will elevate your mood! Here are some of my favorite spots!

  • Stepping Stone Falls , West Greenwich, RI, has small, long falls with trails that follow the river.
  • Heublein Tower in Talcott  Mountain State Park, Simsbury, CT, overlooks the whole state.
  • Purgatory Chasm, Sutton, MA   is great for bouldering and one of my kid’s favorite hikes.
  • Tumbledown Mountain in Byron, ME, has spectacular views and a pond for fishing at the top.
  • Warren Falls , VT, has massive falls and swimming holes.
  • 5 Scenic, Family Hikes in Lincoln, New Hampshire
  • Mount Major , New Hampshire, has spectacular views of Mount Washington as well as the Lakes Region.

7. Go to a pumpkin festival.

Best New England fall activities www.thedailyadventuresofme.com

  • Jack-O-Lantern Spectacular  is a beautiful display of cut and lit pumpkins at Providence’s Roger William’s Zoo. Go on weeknights when it opens (at 6 p.m.) or expect long lines. Spooky Zoo is also at the zoo with trick-or-treating for kids in costume on designated days.
  • Vermont Pumpkin Chuckin’ Festival – I  love the beauty of pumpkins, but there is something very satisfying in watching one flying through the air after being slung from a trebuchet. Apparently, enough people agree to hold a festival around this idea.

Look at the list of   New England’s Five Best Pumpkin Festivals .

8. Waterfire, Providence

Fall things to do in New England

9. Get scared at a haunted something.

Haunted spots abound in New England, but we put on quite a show even where we don’t have real hauntings. Check out our numerous haunted houses, hayrides, and trails .

  • Scary Acres  in   West Greenwich, RI, is one of our favorites and boasts four adventures, including shooting scary zombies with paintballs.

10. Carve a jack-o-lantern from a pumpkin picked from the field.

Find a pumpkin patch near you!

11.  King Richard’s Faire

This massive renaissance celebration in Carver, MA, is a recreation of England’s 16th century complete with jousts, marketplace, colossal turkey legs, and many shows. Although costly, it is always a day that my children adore.

12.  The Big E

The Eastern States Exposition takes place in West Springfield, Massachusetts. It is a huge New England fair, with everything you could imagine to eat, ride, and see. My favorite part is the statehouses, which are replicas of the New England capital buildings full of vendors with state-specific foods and items.

13.  Visit some real-life colonial history.

Nothing says fall like Thanksgiving, native Americans, and pilgrims. Take this opportunity to learn about our country’s history first hand by visiting a few of these attractions located in New England:

  • Plimoth  Plantations  (yes, that’s the original spelling)-  Visit this living history museum to see how the pilgrims and Native Americans lived and celebrated their first fall in the New World after fleeing England. Did you know that you can eat Thanksgiving dinner here?
  • The Mayflower Boat and Plimoth Rock – Here, you can see a model of the Mayflower and the actual Plimoth Rock, which is admittedly underwhelming.

14. Visit a vineyard.

fall things to do in New England

  • We love to dine at  Sharpe Hill Winery in Pomfret, CT, in the old farmhouse with fantastic food in a  rustic fall setting.  You must have reservations well in advance.
  • Jonathan Edward’s Winery-  read about my fall wine tour there.
  • The Newport Vineyards is a great place to have a relaxing lunch on the patio overlooking the vines. You can read more about it and the fun you can have in Newport, Rhode Island, here .

A Romantic Day in Newport, Rhode Island www.thedailyadventuresofme.com

15. Take a spooky ghost tour.

Be regaled by our area’s history, both real and lore. You may find yourself hearing things or looking over your shoulder more once you hear about what things have gone on here. Find a ghost tour in any New England state.

16. Visit Salem, Massachusetts.

Salem, Massachusetts www.thedailyadventuresofme.com

Salem, Massachusetts, is scary and commercial, full of tours, museums, and real and imagined haunted houses. This town was the locale of the famous Salem Witch Hunt Trials. Be sure to read my post A Day with My Boy Looking for Ghosts .

17. Embrace the season with some pumpkin-flavored everything.

  • New Englanders are crazy about fall and Dunkin’ Donuts, which makes a delicious pumpkin muffin and spiced coffee.
  • After hiking Purgatory Chasm in Sutton, Massachusetts, try some pumpkin ice cream at the West End Creamery .

 18. Take a hayride.

Best fall new england activities www.thedailyadventuresofme.com

  • Foster Family Farm –   This family-run farm in South Windsor, Connecticut, has an interactive corn maze, pumpkin patch, animals, and lots of fall activities.  You can even buy your mums here!
  • Connors Farm-   Read all about our full day of family fall fun.

19. Get lost in a corn maze.

Find a complete list of corn mazes and hayrides in New England.

20. Have a picnic among the leaves.

Read on for some ideas for the best spots., 21. learn all about how cranberries are harvested by visiting a cranberry farm..

Please read  all about my time at Stone Bridge Farm in Massachusetts.

22. Take in the Highland Games and Festival on Loon Mountain in Lincoln, New Hampshire.

Grab your kilt and head into the beauty of the White Mountains to watch the strength games, listen to Scottish music, eat Scottish food and try your hand at some of the games yourself. It is officially the last weekend of summer, but feels like fall in this setting.

23. View the foliage from the top of a mountain by taking a ski gondola up.

Find one near you here.

24. Enjoy the backdrop of fall foliage against a garden built on a bridge in a typical New England village.

Read about The Bridge of Flowers and the town of Shelburne, Massachusetts in the Berkshires.

25. Visit the site of one the most famous patricides in the colonial US.

At the Lizzie Bor den Bed & Breakfast  not only can you tour 92 Second Street in Fall River, Massachusetts, the house where Lizzie Borden was said to have butchered her parents with an ax, but you can also stay the night.

Please have a great fall, Y’all!

What are your favorite fall activities? I would love to hear in the comments. If you are planning a trip, be sure to read my Local’s Guide to New England and subscribe to get all my new New England posts as they are published.

Click through to explore the best things to do in New England in fall in the perfect US autumn destination. #fallinnewengland #thingstodoinnewengland #fall

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13 thoughts on “22 of the Best Things to Do in New England in Fall”

I really need to get to New England and explore more, and fall seems like the perfect time! I definitely want to go to Salem and do some spooky ghost tours, and the Highland Games and Festival sounds like a lot of fun!

I hope that you get to visit soon, Paige.

I’ve been wanting to visit New England and learn more about it, and fall seems like the perfect time to do so! I’d love to visit Salem and do some creepy ghost tours, plus the Highland Games and Festival seems like a blast!

Fall is definitely the best time to visit. I hope that you get here soon!

Thank you for sharing the information!

I’ve been needing to visit New Britain and study it, and fall seems like the ideal chance to do as such! You wrote and share useful information. Thankyou.

Thank you so much for sharing all this wonderful info with the how-to’s!!!! It is so appreciated!!!

I’ve been needing to visit New England and get familiar with it, and fall seems like the ideal opportunity to do as such! I’d very much want to visit Salem and do some unpleasant phantom visits, in addition to the Highland Games and Festival appears to be an impact!

This is an excellent article! You’ve written a fantastic article. Thanks and keep sharing

New England sounds like a great spot to explore in the Fall. I love hiking when the weather is cooler. Especially if I get a fresh hot apple pie at an apple orchard. Although I am not a pumpkin flavour fan, so I am passing on anything but looking at fun carved designs for pumpkins. But you know we won’t pass on a wine tour in the Fall.

We’ve had a hot couple of weeks here in Chicago and this post is making me look forward to cooler fall weather and all these festive activities that much more! I would love to see the leaves change color in Vermont, New Hampshire, or Maine. Jack-O-Lantern Spectacular in Providence sounds awesome too! I love your tip to visit during the week for minimal crowds.

“Glad to have come across your insightful post, thanks for sharing your expertise with us!”

Absolutely stunning list! New England’s fall foliage, charming towns, and seasonal delights make it a must-visit destination. 🍁🍂

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How to Have the Perfect New England Fall Getaway, According to a Local

You won't find better leaf peeping anywhere in the U.S.

new england towns to visit in october

Fall in New England is the stuff of fairy tales. The sweat of summer is behind you, and the frost of winter is ahead. The transition between the two seasons becomes a vibrant spectacle, with trees changing from emerald green to burnt orange, crimson, amber, and deep purple. It's a place where holiday cheer is near mandatory from Labor Day through Christmas. By the time fall rolls around, hot apple cider is flowing like a river across the Northeast.

I speak from experience as someone who grew up in Rhode Island, went to college in Boston, learned to ski in Vermont , and even married a Mainer. New England is what I know, and I'm happy to share some expert tips so you can explore this glorious region at its best.

What to Know Before You Go to New England in the Fall

New England is made up of six states: Connecticut, Rhode Island, Massachusetts, New Hampshire, Vermont, and Maine. The region covers more than 70,000 square miles and is home to more than 15 million people. Needless to say, there's a lot of ground to cover, so you should start your trip planning by determining whether you want to visit a particular state or take a road trip through multiple New England destinations.

The drive from the capital of Connecticut (Hartford) to the capital of Maine (Augusta) takes about four hours, but following the highway between the two won't allow you to meander as you should. Your best bet is to pick a destination (for example, Newport, Rhode Island; Salem, Massachusetts; or Stowe, Vermont) or a route that will take you to some of the most pristine landscapes (think: New Hampshire's Kancamagus Highway). Hikers might even want to travel New England on foot via the Appalachian Trail, which snakes through Connecticut, Massachusetts, Vermont, New Hampshire, and Maine.

It's also important to consider the varied weather. Day by day and state by state, things can change in a moment. Be prepared for chilly mornings, warm afternoons, and cold nights. Pack layers, and bring gloves and a hat. You won't regret it.

Best Things to Do in New England in the Fall

New England is packed with things to do all year long, but fall is a prime time to visit as it's a semi-shoulder season for most communities — just after the summer surge for beach towns and before ski season for the mountains. That means you can explore many popular spots with thinner crowds.

Head to a city like Boston to snag hard-to-get reservations at the hottest hotels like The Newbury , XV Beacon Hotel , and The Langham . While there, check out The Freedom Trail to both soak in some history and see a good chunk of the city in one go.

Another can't-miss — albeit cliché — New England fall activity is apple picking . There are hundreds of apple orchards sprinkled around New England, but some of the best can be found in New Hampshire. Spots like Alyson's Orchard in Walpole offer hundreds of acres to explore, along with farm animals to pet and game areas to play in. Riverview Farm in Plainfield provides the same picking experience, but with the added bonus of a seasonal corn maze.

Fall in New England is also a perfect time for a hike, thanks to the pristine weather. Again, you can hop on and off the Appalachian Trail at dozens of entrance points or make your way to Maine to hike in Acadia National Park , the only national park in New England. With more than 150 miles of trails traversing forest, coastline, and mountains, this gem will keep you literally on your toes.

Of course, there's also leaf peeping , but that's worthy of its own section, so keep reading.

Festivals in New England

Fall is harvest season in New England, which means festivals and fairs are in full swing. Those include the New Hampshire Pumpkin Festival in downtown Laconia, the Topsfield Fair in Topsfield, Massachusetts, and the Deerfield Fair in Deerfield, New Hampshire. The largest pumpkin weighed in the U.S. was featured at the Deerfield Fair in 2018.

There are many more events happening throughout the region. Odds are you'll find at least a fair or two in the state you're visiting.

New England Fall Foliage

In New England, leaf peeping is a sport won by all who get to enjoy it. The prime time to admire fall foliage is toward the end of September and into early October. It's a bit dependent on location, as the leaves in northern Maine will most certainly change faster than in southern Rhode Island. After picking your destination, try checking weekly foliage reports and real-time trackers for that area (or check Instagram, even) for status updates.

As for where to go, you're spoiled for choice. A few favorites include sleepy Camden, Maine; the more bustling area of Portsmouth, New Hampshire; the adorable Old Lyme, Connecticut; and the aforementioned Kancamagus Highway, New Hampshire, ideal for those who want to feel like they're driving through a kaleidoscope.

Hotels in New England

New England's charm certainly extends to its hotels and bed-and-breakfasts. Here's a small selection to choose from, including a couple that made Travel + Leisure 's World's Best Awards list .

Pickering House Inn, Wolfeboro, New Hampshire

The Pickering House Inn is a perfect mix of old meets new. The boutique hotel sits in a restored home originally built in 1813. Guests can expect many of the perks of a B&B, including breakfast, cozy accommodations, and more. From the inn, you can walk to the edge of Lake Winnipesaukee and to shops and restaurants downtown.

Ocean House, Westerly, Rhode Island

The historic Ocean House will cater to almost any desire with fine dining, easy access to beachside walks, on-site wellness experiences, and even special amenities for pets. It's a time-honored favorite tucked away in one of the most stunning corners of New England, and it will absolutely make you feel like Rhode Island royalty.

The Wauwinet, Nantucket, Massachusetts

For another coastal getaway, book a stay at The Wauwinet , a Relais & Châteaux property. One of the best hotels in Nantucket , it has been welcoming guests since 1875 and offers private beach access, tennis courts, fine dining, and complimentary bikes so you can get out and explore the surroundings.

The Wanderer, Kennebunk, Maine

Looking for something a little different? At The Wanderer , you can claim your own Instagram-worthy cottage. Each is a self-sufficient studio with its own bathroom and wet bar. The decor is described as "coastal-cool," clearly taking inspiration from its proximity to Kennebunk Beach. The Wanderer is open only until the end of October, so make sure to time your trip correctly.

Trapp Family Lodge, Stowe, Vermont

Stowe gets a lot of attention in the fall and winter, especially for its mountainside accommodations. But if you're willing to travel just down the road, you'll be rewarded with a more local-feeling stay at the Trapp Family Lodge . Founded (and still owned) by the very family featured in "The Sound of Music," the lodge is a throwback to alpine living at its finest. Plus, it's set in 2,600 acres of pristine Vermont landscapes to explore.

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7 Small Towns In Connecticut For Cozy Fall Vibes

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Connecticut is an East Coast gem for year-round outdoor exploration. The southern New England state boasts incredible natural wonders, from state parks to forests and dams. While Connecticut's coastline offers plentiful activities and beautiful scenery during the summer, the fall season in Connecticut's small towns is more inviting.

During the fall, visitors can enjoy mild temperatures; the October daily average is 57 degrees Fahrenheit , comfortable enough for outdoor adventuring, followed by cozy nights in town center restaurants and strolling along historic streets before settling down for the night in a cozy cottage or quaint hotel with a cup of hot cocoa in hand.

Connecticut ticks all the boxes if you enjoy layering up your clothing for nature walks amid fall foliage, cozy cafés, cute downtowns, and leaf-peeping. For that and much more, check out these small towns with cozy vibes that are the perfect places to celebrate fall in Connecticut away from its larger cities.

10 Small Fall Towns In Vermont With Beetlejuice Vibes

With the sequel, Beetlejuice Beetlejuice, being released, these small towns in Vermont capture the essence of these movies and fall's spooky vibes.

Kent is a quaint town with New England charm and wonderful fall scenery

Kent is a small scenic town in Connecticut with a lot to offer , boasting New England charm and wonderful scenery during the fall. Nestled in the Litchfield Hills, you won't be short of nature walks and fall foliage here. Visit in late September and watch the leaves turn a warm golden brown.

Historically, Kent was an iron ore-producing town with a bustling farming community. Now, the town boasts a small population of around 3,066 and is famed for Kent Fall State Park, boasting views of 17 magical waterfalls. You will love Kent if you are a hiking enthusiast who desires to visit local waterfalls on foot.

Visitors can also head to Macedonia Brook State Park, where extensive trails are ideal for leaf-peeping. Try the Blue Trail for the best fall foliage and expansive views.

The quaint town, which is one of the handful of real towns that look and feel like the fictional town of Stars Hollow in Gilmore Girls , also offers charming shops and cozy cafés along the main street. Head to the town's art galleries and bookstores after hiking and exploring some of the area's 17 waterfalls and vibrant fall foliage.

House of Books in Kent is a great bookstore to visit, boasting 40 years of existence and featuring many independent authors and bestsellers.

6 Litchfield

Litchfield is a quiet, rural town with plenty of fall activities for a cozy visit.

Litchfield is one of Connecticut's quintessential small towns, thanks to its agricultural areas and colonial architecture. Litchfield was incorporated in 1719 and now boasts a small population of around 1,216 . The town's surrounding rolling hills offer incredible fall colors once mid-September approaches.

Being a rural area, you can expect to witness farm animals and wildlife close to the town. You can visit Arethusa Farm to see the cows and try local dairy products. Or, head to Ellsworth Farm to pick apples and pears during their prime time. Hike the Prospect Mountain trail to explore more of the town's wonderful outdoors. The 2.2-mile hike will take just over an hour and offer great fall foliage scenery and bird-watching opportunities.

On a crisp fall day, head to Litchfield Town Green to stroll among the fall foliage. While the October daily average is a cozy 53 degrees Fahrenheit , some days might feel chillier if you visit in late fall. Don't worry; there are plenty of indoor spots to stay warm and toasty.

Visit the White Memorial Conservation Center to take yourself back in time and explore natural history and education programs. Afterward, cozy up in one of the cafés along the main street before shopping and strolling downtown.

Essex is a charming town with gorgeous river walks among fall foliage

Essex is a charming town on the Connecticut River. It was named in 1854 after being called the Potapaug Quarter for some time while being a part of Saybrook. The waterfront landscape is gorgeous year-round but particularly cozy and inviting in the fall when temperatures drop to around 57 degrees Fahrenheit .

Essex offers visitors plenty of cozy spots and foliage scenery during fall. Head to the waterfront's harbor and tree-lined streets to spot the changing leaves in late September and early October.

On board the historic Essex Steam Train , which has been running since 1868, you can enjoy a steam train ride through the town and its gorgeous fall foliage. For cozy evenings and delicious food, head to Main Street and visit the historic Griswold Inn for comfortable accommodation and American cuisine.

7 Scenic Towns For Fall Foliage In New England To Start Planning

These are some of the most scenic New England towns for fall foliage, but you need to start planning and booking them now to avoid missing out.

4 Washington

Washington is a rural town boasting beautiful fall foliage along its tree-lined streets.

Washington is a rural town rich in history and culture nestled among the Litchfield Hills. Historically, the town was named after President George Washington, who often traveled through the area during the war. Now, visitors are attracted to the town during the fall for its natural scenic beauty and foliage.

The tree-lined streets and downtown area will offer the ultimate cozy vibe during the fall when the temperatures drop to around 54 degrees Fahrenheit during the day in October.

The town offers visitors plenty of hiking trails in the 974-acre Steep Rock Preserve . The Yellow Circle Blazes Loop is a moderate out-and-back trail, ideal for newbies or experienced hikers, and one of the most beautiful hikes you can do in Connecticut . There, hikers can enjoy a 3.7-mile wander along the banks of the Shepaug River, which is particularly beautiful in the fall as the river is surrounded by trees that change color early in the season.

For more outdoor exploration, paddling, kayaking, and canoeing are available at Lake Waramaug, where the fall scenery is breathtaking. To stay cozy and warm on colder days, head inside The Hen's Nest Gallery, which showcases boutique artists' work.

Chester is a peaceful river town, ideal for history and nature buffs

Chester is a town in Middlesex County, popular for its nature spots and historical buildings. When you visit Chester, you might feel like you have gone back in time to bygone eras; some buildings are made of red wooden planks, while others are stone. The blend of architecture makes this town utterly charming and interesting.

Chester was once a shipbuilding and mill town. Now, it is a characterful area with a vibrant arts scene and plenty of nature spots. The charming shops, historic buildings, and cozy atmosphere are everything you could want during the fall. Visit The Old Town Hall to explore the community meeting place built in 1793 before heading to the shops.

Some great shops here include The Little Shop by Nora Murphy Country House for homeware and The Wayfinder Society to pick up unique gifts. To stretch your legs and soak up the crisp fall air, walk along the Connecticut River and spot the golden leaves and surrounding peacefulness. Overall, Chester is one of the most beautiful towns in Connecticut , and you should visit it during the fall for breathtaking scenery.

This Is The Most Underrated State In New England For Fall

Rhode Island has beautiful fall foliage, but the state is often overlooked because the leaf-peeping season is later than the rest of New England.

Norfolk offers a small, cozy town surrounded by hills and inviting forests

Norfolk is a small, cozy, and unspoiled town in Litchfield County. Surrounded by stunning hills and forests, plenty of fall activities keep you occupied while the weather remains mild. Visiting in September will offer the most comfortable weather, ideal for experiencing the local hiking spots and fall foliage.

Norfolk is known as The Icebox of Connecticut due to the cooler temperatures compared to other parts of the state. In September, temperatures range between 72 and 55 degrees Fahrenheit , whereas in October, temperatures can drop to lows of 45 degrees Fahrenheit.

You will notice the peaceful, rustic charm of the town as soon as you arrive. While cozy fall vibes surround the town, you can witness the best views of the fall foliage in Haystack Mountain State Park , one of the state's most scenic state parks.

The short hike up Haystack Mountain is ideal for beginners, and the reward at the end will be the best fall foliage in New England. Head to The Norfolk Pub for a cozy evening under the candlelight while enjoying traditional pub food.

Old Lyme is the ultimate town for cozy vibes and small-town atmosphere

Old Lyme is a coastal town that you will want to add to your cozy Connecticut towns list due to its quiet nature scenes and fall feel. The coastal town hosts plenty of marshlands, making beautiful fall walking spots.

To the west of the town, you can find the Connecticut River, which offers beautiful river walks during the cozy season. To the south of the town, you can find Long Island Sound, where freshwater and saltwater meet to produce some of the most interesting ecosystems on the planet. Hence, the town is surrounded by beautiful nature spots, ideal for spending time outside while the weather remains comfortable.

Visitors should spend time in the historic district, which can be found on Lyme Street, the town's main street. Sea captains once owned the homes and several buildings there. Now, you can find local art galleries such as the Lyme Art Association and FloGris Museum.

Also, on Lyme Street, you can find the Old Lyme Congregational Church and Stephen Peck House, where visitors can explore the hidden stairway that leads to two attic rooms used during the 1812 war. It's creepy but ideal for the spooky season.

Connecticut

Autumn Reflection in Scenic Vermont

The 10 Best Places To Visit In October In The US

All products and services featured are independently selected by forbes vetted contributors and editors. when you make a purchase through links on this page, we may earn a commission. learn more, julia eskins , contributor, forbes vetted.

O ctober is arguably one of the best months to travel in the United States: The temperatures are cooler, vibrant fall colors create an inviting backdrop for outdoor adventures and there’s usually a smorgasbord of festivals celebrating everything from harvest season to Halloween. As a bonus, prices in October tend to be lower than in the busy summertime and holiday periods.

The best places to visit in October in the U.S. offer a mix of pleasant weather and autumnal-themed activities. Fall foliage fans will love Vermont and Acadia National Park, while ravelers looking to make the most of spooky season will appreciate the haunted history of Salem and New Orleans. For wellness lovers, Sedona is especially enchanting this time of year. Below, the best U.S. destinations to visit in October 2024—and where to stay.

Where To Stay In The Best Places To Visit In October:

  • Acadia National Park: Under Canvas Acadia ; The Bayview Hotel ; Treehouse Near Bar Harbor
  • Vermont: Twin Farms ; Kimpton Taconic Hotel ; The Rustic Retreat At Twin Ponds
  • New Orleans: The Ritz-Carlton, New Orleans ; Henry Howard Hotel ; Modern Meets Historic Luxury French Quarter Home
  • Zion National Park: Desert Pearl Inn ; Open Sky Zion ; The Zion Cabin
  • Asheville: The Inn On Biltmore Estate ; The Omni Grove Park Inn ; Amazing Views | Studio Apartment In Asheville
  • Napa Valley: Auberge Du Soleil ; Bardessono Hotel And Spa ; Luxe, Modern, Lavish Views, Minutes To Town
  • Salem: Hawthorne Hotel ; The Merchant ; John Edwards House
  • Santa Fe: Bishop's Lodge, Auberge Resorts Collection ; Inn Of The Five Graces ; Casita In The Hills
  • Shenandoah National Park: Pendry Washington D.C. - The Wharf ; The Jefferson ; Hiker’s Hideaway Romantic Cabin
  • Sedona: L’Auberge De Sedona ; Enchantment Resort ; Big House, Big Views: Heated Pool & Hot Tub

Acadia National Park

An early morning Autumn view of Otter Point from the top of Gorham Mountain; Acadia National Park, Maine.

Acadia National Park, Maine

Who Will Love It: Lovers of nature, seafood and coastal charm
All-Star Attractions: Cadillac Mountain; Otter Cliff; Jordan Pond; Carriage Roads
What Not To Miss: A scenic drive along Park Loop Road; a bike ride along the Carriage Roads
Where To Stay: Under Canvas Acadia ; The Bayview Hotel ; Treehouse Near Bar Harbor

Every October, nature enthusiasts flock to Acadia National Park to see the 47,000-acre Atlantic coast preserve dressed in its autumn best. The foliage reaches peak vibrancy in mid-October before temperatures begin to drop, so you’ll likely want to visit at the beginning of the month for the best chance of pleasant weather and gorgeous views on Mount Desert Island. Avid hikers who tackle The Beehive Trail will be rewarded with a jaw-dropping panorama of the mountains blanketed in colorful leaves, but easier hikes like the Jordan Pond Path offer equally great leaf-peeping opportunities. The park's gateway town of Bar Harbor is a convenient base, with quaint shops and delicious restaurants. Between hikes and scenic drives, you can get your fill of seafood—fall is peak crabbing season and lobster is available year-round.

Where To Stay:

Under Canvas Acadia : A 30-minute drive from the park's entrance, this waterfront glamping resort offers safari-style tents with private bathrooms and upscale amenities. The property is open from mid-May to mid-October, giving early fall visitors a chance to sleep under the stars in total comfort.

The Bayview Hotel : Charming and modern, this oceanfront boutique hotel in Bar Harbor features 26 rooms with private decks. It's pet-friendly too, so you can enjoy some R&R with your four-legged friend after a day on the trails.

Treehouse Near Bar Harbor : Live out your childhood dreams at this two-bedroom treehouse with luxury amenities including a fireplace, a sauna and a jetted tub. While it feels secluded, it’s just a short drive from town (and a 30-minute drive from Bar Harbor and Acadia National Park).

Aerial view of fall foliage, Stowe, Vermont, USA

Who Will Love It: Fall foliage enthusiasts
All-Star Attractions: The towns of Stowe, Manchester, Bennington and Woodstock; Smugglers' Notch State Park; Mount Mansfield
What Not To Miss: A leaf-peeping lift or gondola ride at one of the mountain resorts
Where To Stay: Twin Farms ; Kimpton Taconic Hotel ; The Rustic Retreat At Twin Ponds

The king of fall foliage, Vermont is one of the best U.S. destinations to visit in October for obvious reasons. The colorful leaves reach peak vibrancy in the middle of the month, transforming the Green Mountains into a striking mosaic of red, orange and gold. The crisp autumn air enhances days spent hiking, biking and exploring charming small towns like Stowe, Manchester and Bennington. Almost everywhere you go, you’ll find harvest festivals, farmers’ markets and ample opportunities to indulge in fall delicacies like apple pie and cider donuts. Fall is one of the most popular times to visit Vermont, so you'll want to book your accommodations well in advance or consider staying in a lesser-visited town if you're planning a last-minute trip.

Twin Farms : This luxe property is the pinnacle of fall decadence, with sumptuous suites and cottages set on 300 acres of countryside in Barnard. It’s adults-only and inclusive of all meals, which is a very good thing considering the hotel is renowned for its farm-to-table cuisine.

Kimpton Taconic Hotel : Mountain views abound at this pet-friendly boutique hotel in the town of Manchester. After a day of exploring, mingle over cocktails on the large porch or by the fit pit.

The Rustic Retreat At Twin Ponds : About an hour’s drive north of Stowe, this two-bedroom cabin is ideal for a cozy mountain getaway. The property has a working fireplace, a clawfoot tub and large deck with sunrise views.

New Orleans

Elevated view of the Saint Louis Cathedral and Jackson Square (with the Andrew Jackson statue) in New Orleans, Louisiana, with a blue sky with clouds in the background.

New Orleans, Louisiana

Who Will Love It: Halloween lovers; history buffs
All-Star Attractions: French Quarter; Jackson Square; Garden District; The National WWII Museum
What Not To Miss: A concert at Preservation Hall; a ghost tour in the French Quarter
Where To Stay: The Ritz-Carlton, New Orleans ; Henry Howard Hotel ; Modern Meets Historic Luxury French Quarter Home

With Louisiana's stifling summer heat finally subsiding, October is one of the most pleasant months to explore the Big Easy. Temperatures hover around the mid to upper 70s—ideal for wandering through the French Quarter, savoring beignets at a sidewalk cafe and catching live jazz on a balmy evening. There's never a dull moment in New Orleans and October is no exception, with events like the Crescent City Blues & BBQ Festival and the NOLA Funk Fest drawing music lovers. Even so, the prices in the fall are often much lower than during the busy spring season around Mardi Gras. With so many historic (and supposedly haunted) buildings, paranormal fans will have a field day exploring the city's spooky corners ahead of Halloween.

The Ritz-Carlton, New Orleans : Overlooking the French Quarter, The Ritz-Carlton offers an opulent and centrally located base for well-heeled travelers. In addition to its newly renovated club-level rooms, you won't want to miss the 25,000-square-foot spa, the largest in New Orleans.

Henry Howard Hotel : This boutique hotel in the Garden District is housed in a double-gallery townhouse filled with local artwork and homey touches. After an architecture tour of the neighborhood, enjoy drinks and bar snacks in the stunning parlor with 15-foot ceilings.

Modern Meets Historic Luxury French Quarter Home : A modern sanctuary in the heart of it all, this Airbnb offers two bedrooms and plenty of common areas for lounging between outings. Wake up early to enjoy a coffee in the courtyard.

For more options, read our guide to the Best Hotels In New Orleans .

Zion National Park

View from Angels Landing, Zion National Park, Utah

Zion National Park, Utah

Who Will Love It: Avid hikers; experienced climbers
All-Star Attractions: Angels Landing; The Narrows; Canyon Overlook Trail; Observation Point
What Not To Miss: Admiring the fall foliage along the Pa’rus Trail
Where To Stay: Desert Pearl Inn ; Open Sky Zion ; The Zion Cabin

Zion National Park has some of the most visually stunning trails in North America—which become even more difficult to hike in the summer heat. This is precisely why October is one of the best times of the year to visit this Utah jewel. With average temperatures in the high 60s, fall is ideal for seasoned hikers looking to tackle notoriously challenging trails like Angels Landing in cooler weather. There are also plenty of easy hikes, like Pa'rus Trail, Lower Emerald Pools Trail and Riverside Walk Trail that the whole family can enjoy. Even non-hikers can enjoy the gorgeous autumn scenery—the golden fall foliage adds a vibrant contrast to the park’s red rock formations.

Desert Pearl Inn : Travelers love Desert Pearl Inn for its unbeatable location: It’s a five-minute drive from Zion's South Entrance and within walking distance of several restaurants in Springdale. Rooms include kitchenettes and private balconies overlooking dramatic red cliffs.

Open Sky Zion : Glamping is taken to new heights at this tented resort with luxurious touches like bathrooms with heated floors, cedar hot tubs and private patios with gas-lit fire pits. Don't miss the Star Seeker tents with stargazing lounges and pop-out areas with telescopes.

The Zion Cabin : A 10-minute drive from the park’s East Entrance, this design-forward log cabin comfortably sleeps eight guests. Plan to have breakfast and dinner on the wraparound deck—the views of the forest are truly breathtaking.

Aerial view picturesque Asheville neighborhood during the Fall with colors starting to show

Asheville, North Carolina

Who Will Love It: Fall foliage fans; nature photographers
All-Star Attractions: Blue Ridge Parkway; Biltmore Estate
What Not To Miss: Exploring the River Arts District
Where To Stay: The Inn On Biltmore Estate ; The Omni Grove Park Inn ; Amazing Views | Studio Apartment In Asheville

The Asheville area has one of the longest fall foliage seasons in the world. Due to the varying elevations of the Blue Ridge Mountains, you can admire colorful leaves throughout October and into November (there often isn’t a “peak” week). This is great news for travelers planning a getaway in late October. Whether you’re into scenic drives along the Blue Ridge Parkway, touring the Biltmore Estate and gardens or exploring Asheville’s lively arts scene, there’s something for everyone. Adrenaline seekers can zip line above the Blue Ridge Mountains and active travelers will find no shortage of hikes, from Crabtree Falls to Looking Glass Rock, which are particularly striking in October. At the end of the day, cap it off with a craft beer or cider from one of Asheville's many microbreweries.

The Inn On Biltmore Estate : Set on the 8,000-acre property that served as the country retreat of the Vanderbilt family in the 1800s, this five-star resort offers a luxurious immersion into Asheville’s Gilded Age. The views of the manicured grounds and Blue Ridge Mountains are magical in the fall and there are usually several events and art exhibits to celebrate the season.

The Omni Grove Park Inn : A granite oasis wrapped in mountain views, The Omni Grove Park Inn is another historic property that’s been elegantly updated. Over the past century, the resort has expanded its offerings to include a 43,000-square-foot spa and an 18-hole Donald Ross-designed golf course that’s open year-round.

Studio Apartment In Asheville : This cozy Airbnb tucked into the mountainside treats solo travelers and couples to breathtaking views of the changing leaves. Don't miss the sunset from the fire pit area, where you’ll likely want to spend most of your evenings.

For more options, read our guide to the Best Hotels In Asheville .

Napa Valley

Beautiful fall colors found in a Vineyard in Napa, California.

Napa Valley, California

Who Will Love It: Oenophiles and foodies
All-Star Attractions: Award-winning wineries; Napa Valley Wine Train; charming towns including St. Helena and Calistoga
What Not To Miss: A bike ride along the Napa Valley Vine Trail
Where To Stay: Auberge Du Soleil ; Bardessono Hotel And Spa ; Luxe, Modern, Lavish Views, Minutes To Town

Napa’s grape harvest season runs from mid-August through late October (or sometimes early November for red varieties), making fall one of the best seasons to experience California’s iconic wine region. The vineyards begin to burst into a symphony of fall colors, creating a perfect backdrop for winery tours, crush parties, hikes, scenic drives and hot air balloon rides. While the weather is still warm, with daily highs in the upper 70s, you can expect fewer crowds in October and a more intimate atmosphere at resorts and restaurants. Many wineries, such as Clos du Val, Shadybrook Estate and Charles Krug, host harvest parties throughout the month, which adds to the convivial autumn atmosphere.

Auberge Du Soleil : This long-standing luxury resort with a Michelin-starred restaurant is a magnet for gourmands. Every room at the Provençal-inspired property comes with a spectacular view of Rutherford’s rolling hills and valleys or the property’s gardens.

Bardessono Hotel And Spa : This boutique hotel in the heart of Yountville stands out for its central location and spa-focused atmosphere. Ideal for a romantic getaway, many of the suites feature soaking tubs, gas fireplaces and large balconies with sweeping views.

Luxe, Modern, Lavish Views, Minutes To Town : This light-filled home near the Napa Valley Wine Train Station is a perfect stop for families and groups. Those who enjoy home-cooked meals will appreciate the gourmet kitchen and panoramic balcony for al fresco dining.

For more options, read our guide to the Best Hotels In Napa Valley .

Salem, MA, USA October 26 The Ropes mansion, a historic home in Salem, Massachusetts is operated as a muse and was a filming location for the movie Hocus Pocus

Salem, Massachusetts

All-Star Attractions: Salem Witch Trials Memorial; The House of the Seven Gables; Peabody Essex Museum; The Witch House at Salem
What Not To Miss: Salem’s oldest witch shop Crow Haven Corner; the horror film museum Count Orlok's Nightmare Gallery
Where To Stay: Hawthorne Hotel ; The Merchant ; John Edwards House

Salem embraces Halloween like no other, with a month-long celebration featuring haunted tours, ghost stories and spooky events. Every year, travelers flock to this town, just one hour south of Boston, to learn about the Salem Witch Trials and relish in the festive atmosphere set against New England’s picturesque fall foliage. Costume parties, haunted tours, witch-themed festivals and parades are all part of the fun, especially during the weekends leading up to Halloween. Between all the bone-chilling adventures, you’ll also want to explore the town’s historic architecture and new wave of artisanal shops, galleries and restaurants showcasing seasonal flavors.

Raffles Boston : The first Raffles property in North America, this 5-star hotel in Boston’s Back Bay neighborhood offers a sleek and luxurious base for those wanting to stay in the city and take a day trip to Salem. Guests can look forward to a Guerlain spa, butler service and five excellent dining venues.

The Liberty, A Luxury Collection Hotel : Those looking to pair their witch-themed adventures with another supposedly haunted site should check into The Liberty, A Luxury Collection Hotel in Boston. The property served as the infamous Charles Street Jail from 1851 until 1990 and some believe the spirits of former prisoners and guards still walk the halls.

John Edwards House : Groups and families looking to stay in the heart of Salem’s historic district will have plenty of space in this four-bedroom, three-bathroom house. You can easily walk to all the main attractions and when you need a reprieve from the crowds, the private garden offers a peaceful oasis.

For more options, read our guide to the Best Hotels In Boston .

Downtown Santa Fe, New Mexico. Santa Fe is the capital of the state of New Mexico. Santa Fe is the oldest capital city in the United States and the oldest city in New Mexico. Santa Fe is known for world-renowned art galleries, southwestern food,music and fine dining and its scenic beauty

Santa Fe, New Mexico

Who Will Love It: Arts and culture lovers; travelers looking to explore New Mexico without the heat; photographers
All-Star Attractions: Santa Fe Plaza; Georgia O’Keeffe Museum; Canyon Road; Loretto Chapel; Museum of International Folk Art
What Not To Miss: The nearby Albuquerque International Balloon Fiesta
Where To Stay: Bishop's Lodge, Auberge Resorts Collection ; Inn Of The Five Graces ; Casita In The Hills

October’s refreshing temperatures and sunny skies set the stage for enjoying Santa Fe’s renowned art galleries, adobe architecture and outdoor adventures. As the Aspen trees burst into fiery gold, the surrounding mountains offer breathtaking views and excellent opportunities for photography. From the Fall Harvest Festival to the Santa Fe International Film Festival, there are quite a few exciting happenings to book a trip around. Travelers can even drive or take the shuttle to Albuquerque International Balloon Fiesta for a chance to participate in the world’s largest hot air balloon event and see New Mexico from a different perspective.

Bishop's Lodge, Auberge Resorts Collection : Located in the foothills of the Sangre de Cristo Mountains, this luxury retreat is perfect for travelers looking to fill their days with scenic hikes, horseback rides and spa treatments. The lodge has several multi-bedroom accommodations, making it well-suited for families.

Inn Of The Five Graces : This design-forward boutique hotel spans several traditional adobe buildings in the heart of Santa Fe's historic details. Inside many of the rooms and suites, you'll find hand-tiled mosaics, wood-burning fireplaces and antiques personally sourced by the owners.

Casita In The Hills : About a mile north of downtown, this romantic casita boasts floor-to-ceiling windows with views of the surrounding hills and mountains. Guests can cozy up beside the kiva fireplace after exploring the many shops, restaurants and art galleries within walking distance.

For more options, read our guide to the Best Hotels In Santa Fe .

Shenandoah National Park

View of Shenandoah National Park and the Blue Ridge Mountains from the park's famous Skyline Drive Buck Hollow Overlook.

Shenandoah National Park, Virginia

Who Will Love It: Avid hikers; photographers; lovers of scenic drives
All-Star Attractions: Skyline Drive; Dark Hollow Falls Trail; Bearfence Mountain; Old Rag Mountain Hike
What Not To Miss: The fall foliage views along Stony Man Trail
Where To Stay: Pendry Washington D.C. - The Wharf ; The Jefferson ; Hiker’s Hideaway Romantic Cabin

Stunning fall foliage and mild weather make Shenandoah National Park one of the best U.S. destinations to visit in October. The leaves typically begin to change at higher elevations the first week of the month and reach their peak at lower elevations during the middle and end of the month, giving visitors ample time to enjoy the colorful spectacle. Take in the views from the many lookouts along Skyline Drive, a scenic road that runs 105 miles along the crest of the Blue Ridge Mountains, or enjoy a number of fall hikes. Nearby accommodations tend to book up quickly in the fall but staying in Washington, D.C. (about an hour-and-a-half drive from the park) is a great option for those who would prefer to take a day trip. Pack a picnic or stop at Skyland Resort for lunch with a panoramic view.

Pendry Washington D.C. - The Wharf : Situated along Washington, D.C.’s Wharf waterfront, this urban resort provides a scenic base for those looking for a mix of city and nature. Don’t miss the heated terrace pool overlooking the Potomac River.

The Jefferson : Five-star service meets historic elegance at this downtown D.C. hotel. The boutique luxury property is filled with cozy nooks, including a library with a roaring fireplace—perfect for a post-leaf peeping hot toddy.

Hiker’s Hideaway Romantic Cabin : Guests can hike right into Shenandoah National Park from this studio cabin, which can sleep two to four guests (and your four-legged friend). After hitting the trails, kick back on the wrap-around deck or by the fire pit.

For more options, read our guide to the Best Hotels In Washington, D.C .

Red rock Crossing reflection in Northern Arizona

Sedona, Arizona

Who Will Love It: Wellness enthusiasts; active families and couples
All-Star Attractions: Cathedral Rock; Bell Rock; Oak Creek Canyon;
What Not To Miss: Wine tasting in the nearby Verde Valley
Where To Stay: L’Auberge De Sedona ; Enchantment Resort ; Big House, Big Views: Heated Pool & Hot Tub

While Sedona is famous for its red rock formations, fall brings a touch of gold to the landscape with foliage-filled aspens that contrast beautifully with the red rocks. October is a particularly gorgeous time to visit, as it offers pleasant weather (mild days and cool evenings) for outdoor activities. During the day, travelers can hike, bike and admire Sedona's famous red rock formations, while the evenings are best spent stargazing or curling up by the fire in a cozy casita. For wellness enthusiasts, there's a plethora of spa hotels laden with pools, pampering treatments and rejuvenating guided experiences that harness the healing energy of the natural surroundings.

L’Auberge De Sedona : Set beside a babbling creek in Uptown Sedona, this five-star property is one of the city’s most cherished spa resorts. Its crown jewel is L’Apothecary Spa, where guests can unwind with restorative treatments that use local botanicals.

Enchantment Resort : Over 100 activities are offered per week at this family-friendly resort surrounded by sandstone cliffs in Boynton Canyon. With a kids club, an 18-hole golf course, and guided adventures, boredom is out of the question.

Big House, Big Views: Heated Pool & Hot Tub : Catering to large groups and families, this modern Airbnb in Sedona can comfortably sleep up to 12 guests. Walk to trailheads and Uptown Sedona or enjoy the pool, hot tub and deck with red rock views.

For more options, read our guides to the Best Hotels In Sedona and the Best Spa Hotels In Sedona .

About Julia Eskins, Your October Vacation Guide

I'm a travel journalist with over a decade of professional experience writing, editing, and jet-setting. My passion for seeing the world has taken me to 46 countries across six continents—and counting. Whether exploring somewhere new or returning to a familiar favorite, I’m always vetting the best boutique hotels, wine bars, and juice shops. When I'm not writing, you can find me doing yoga, hanging with my sons, and planning trips to the many destinations on my ever-growing bucket list. In addition to Forbes Vetted, my work has appeared on Travel + Leisure, Veranda, InsideHook, The Zoe Report, Hotels Above Par, ELLE Decor, Condé Nast Traveler, Tripadvisor, Well+Good, PureWow and more.

Julia Eskins

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new england towns to visit in october

The Complete New England Fall Foliage Handbook

New England's fall season draws nearly 4 million visitors, offering stunning foliage and unique experiences across its six states which we detail below!

Ameera Hammouda

There’s nothing like fall in New England. Each year, the season welcomes millions of visitors, with nearly 80% of those visitors traveling to New Hampshire alone. But with six states, each corner of New England offers a unique fall experience, from the Boston Public Garden to the spooky corners of Salem and fall in coastal Maine. Find all of our fall guides, scenic train rides, and more in our comprehensive New England fall guide below!

When to see the fall foliage in New England

The Northern part of the region begins to see color as early as late September, while October is the peak month for most of the region. However, southern New England, Connecticut and the islands, don’t peak until November. Find exactly when each state reaches peak fall foliage using this interactive map and the resources below:

  • New Hampshire
  • Massachusetts
  • Connecticut
  • Rhode Island

Best spots for New England foliage

new england towns to visit in october

The White Mountains are a notorious fall foliage destination for a reason, alone attracting over 3 million visitors per season. However, there are other underrated spots worth seeing, including many in Boston! But these are some of the best places in the region for fall foliage:

  • White Mountains, New Hampshire
  • Stowe, Vermont
  • Acadia National Park, Maine
  • Berkshires, Massachusetts
  • Mount Greylock, Berkshires, Massachusetts
  • Mount Sunapee, New Hampshire

Scenic trains and drives

conway scenic railroad train

Another beautiful aspect of the New England fall foliage is the plethora of routes to enjoy it, whether from the comfort of your own car, by train, or by boat! Find guides to the best scenic rides and drives below:

  • Essex Coastal Scenic Byway, Massachusetts
  • Thunderbolt Mountain Coaster, Massachusetts/trackLink]
  • [trackLink link_url="https://bostonuncovered.com/the-cog/"]Mount Washington Cog, New Hampshire
  • Conway Scenic Railroad, New Hampshire
  • Cape Cod Central Railroad, Massachusetts

Have a Boston fall

new england towns to visit in october

While the mountains offer a unique and expansive fall landscape, Boston still has a unique charm during the peak weeks. Enjoy the crunching of auburn leaves juxtaposed with yellow, red, and green hues. Plus check out the Halloween decor and events all around the city! Here are some of the best things to do in Boston during the fall foliage season:

  • Leaf-peeping around the city
  • Celebrate Halloweekend
  • Cheer on rowers at Head of the Charles
  • Explore a new town during Columbus Day weekend

There you have it, a complete guide to the best of fall across New England! Happy leaf-peeping.

new england towns to visit in october

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New England With Love

95 Things to Do in New England: Bucket List Adventures (2024)

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I’ve spent over 20 years exploring and falling in love with New England. Today, I’m excited to share that passion with you through this comprehensive travel guide! From the charming villages of Vermont to the coastal beauty of Rhode Island, I’ve explored each of the six states in this vibrant region. In this guide, you’ll find a handpicked list of over 101 activities and destinations that showcase the best things to do in New England.

Whether you’re here for a quick weekend or planning an extensive  New England road trip , this guide offers both a snapshot and an in-depth look at top sights, unique local cuisines, and year-round activities. Join me in discovering the adventures in this corner of the country, and start checking off your New England bucket list today!

Explore New England By State: 🌲 Fantastic Things to Do in Vermont 🌲 Amazing Things to Do in New Hampshire 🌲 Terrific Things to Do in Connecticut 🌲 Incredible Things to Do in Maine 🌲 Marvelous Things to Do in Massachusetts 🌲 Wonderful Things to Do in Rhode Island

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Table of Contents

Best Things to Do in New England

New England’s distinct seasons each offer unique experiences, making it a region that’s wonderfully diverse all year round. To help you navigate, I’ve categorized the activities and destinations based on when they’re best enjoyed. While New England’s charm is undeniable regardless of the season, certain activities here have a special allure during specific times of the year.

To kick things off, here are the all-season highlights – those activities and sights in New England that promise a memorable experience whenever you visit. Be it under a canopy of autumn leaves, amidst winter snows, during spring blooms, or in the summer sun, these are the evergreen choices for your New England adventure.

1. Count the covered bridges

amy standing in front of a covered bridge on a cold november day, she is wrapped in a blanket

Covered bridges in New England? Absolutely a must-see—especially in Vermont, where there are over 100 of them. Visiting this bridges is like stepping into a living museum, but way cooler. These aren’t just any old bridges; they’re a snapshot of New England’s history and craftsmanship. Think rustic charm meets engineering marvels.

New England’s covered bridges are scattered across some seriously stunning landscapes, making each find a little adventure of its own. And let’s be honest, they’re Instagram gold. Whether you’re a history geek or just love a good scenic drive, these bridges are where it’s at.

So, grab your camera, hit the road, and get ready to explore the best-kept secrets of the Green Mountain State. Trust me, you won’t regret adding these architectural gems to your New England bucket list.

Ready to go? Take a look at my guide to Vermont’s covered bridges !

2. Walk Boston’s Freedom Trail

The Freedom Trail in Boston is a straightforward, 2.5-mile path connecting key sites from America’s colonial and revolutionary history. Starting from the green expanses of Boston Common, the trail leads you past landmarks like the Massachusetts State House, the Paul Revere House, and the Old North Church. Each site offers a glimpse into important historical events, including the planning of the Boston Tea Party at the Old South Meeting House.

This well-marked trail provides a practical way to explore a significant part of American history, weaving through the streets of Boston and bringing to life the stories of the city’s pivotal role in the nation’s early days, all the way to the first major battle at Bunker Hill.

You can walk the trail on your own or join a guided tour for a more in-depth experience.

3. Eat a fresh, delicious lobster roll

a maine lobster shack, decorated with buoys and worn shingle

Lobster rolls in New England? Now that’s an experience you can’t skip. Imagine this: fresh, succulent lobster, lightly dressed, stuffed into a buttery, toasted roll. It’s like the ocean decided to throw a party, and your taste buds are the guests of honor. Each bite is a mix of sweet, savory, and a hint of the sea – it’s New England in a nutshell, or should I say, in a bun.

From fancy seafood joints to roadside shacks, these rolls are everywhere, and trust me, they’re all worth a try.

Closeup of a Maine Lobster Roll

So, do yourself a favor: when you’re in New England, find the nearest lobster roll, take a big bite, and savor one of the simplest, most delicious pleasures this region has to offer. You’ll thank me later!

🦞 Find ’em: The Best Lobster Rolls in Maine | The Best Lobster Rolls in Massachusetts

4. Stay in a charming B&B

Thinking of New England and not picturing a cozy bed & breakfast is like imagining a beach without the ocean. It’s the stuff of dreams – beachside cottages with sunrise views or a Victorian mansion nestled in the mountains. Imagine this: a historic inn, a crackling fire in the main room, snowflakes dancing outside your window. This isn’t just a stay; it’s a page right out of a storybook. Perfect for couples, but honestly, who wouldn’t want to wake up in such a fairy tale?

🍁 Take a peek at my post on the best travel destinations in New England . This will help you pick where to visit for a cozy bed and breakfast!

5. Go whale watching

a whale tail sticking out of a bright blue ocean - gloucester massachusetts

Here’s an idea: swap the land for the sea for a day. Hop on a whale-watching cruise from Gloucester or Bar Harbor (among others) and get ready for a jaw-dropping show courtesy of Mother Nature. I’ve gone whale watching twice with Seven Seas Whale Watch out of Gloucester, and both trips were great!

Watching these giants of the ocean is not just a thrill; it’s a nod to New England’s rich maritime heritage. So, grab your binoculars and set sail on an adventure that’s as wild as it is unforgettable.

🐳 Check out my guides to some of the best places to go whale watching in New England: Where to Go Whale Watching in Massachusetts | Where to Go Whale Watching in Maine

6. See a Red Sox game at Fenway Park

Sports in New England? It’s not just a pastime; it’s a religion. And the high church of this religion? Fenway Park, home of the Boston Red Sox. If you’re not into baseball, choose a different sport. But whether it’s the Red Sox, Celtics, Bruins, or Patriots, catching a game in New England is a must. The energy, the crowd, the history – it’s like being part of something bigger than yourself. Even if you’re not a sports fan, the vibe is infectious!

⚾ PS: This is both a New England bucket list item and something to check off your Boston bucket list , too!

7. Sample beer at some of New England’s finest craft breweries

a beer flight on a table with flowers behind, the glasses say zero gravity

And now for the beer lovers: New England is a treasure trove of craft breweries. Each state here has its bragging rights for unique brews. Burlington, Vermont, is a beer enthusiast’s paradise, but let’s be real, every corner of New England has a pint that’ll make you want to stay forever. So, tour these breweries, meet the locals, and sip on the flavors that make this region a hoppy heaven.

🍺 Take a look at my list of awesome Burlington breweries worth visiting , and then browse my favorite things to do in Burlington . It’s a wonderful city!

8. Visit New England’s iconic lighthouses

rocky maine coast with a white lighthouse towering overhead, dusk, a pair of boots seen at the bottom as if the photographer is sitting

New England’s coastline is home to some of the most beautiful lighthouses in the country. Start with the famous Portland Head Light in Maine, a picture of elegance against the rugged Atlantic Ocean. Then, journey to the Nubble Light in York, a quintessential Maine lighthouse perched on a rocky island, accessible via a short walk. Don’t miss the Cape Neddick Lighthouse, another Maine gem, known for its stunning sunsets and postcard-worthy views.

But Maine isn’t the only state with lighthouses worth visiting. In Rhode Island, the Beavertail Lighthouse in Jamestown offers breathtaking ocean vistas and a rich history, being the third-oldest lighthouse in America. And in Massachusetts, the Nauset Light in Eastham is a must-see, with its iconic red and white tower that’s famously featured on the Cape Cod Potato Chips bag!

These lighthouses are not just navigation aids; they are historical landmarks, scenic wonders, and a testament to New England’s vital maritime heritage. So, grab your camera, and embark on a lighthouse-hopping adventure to discover the best places that New England’s shores have to offer.

⚓ Explore More: Check out my guide to some of the best lighthouses in New England!

9. Tour the opulent mansions of Newport

An ornate old fashioned room with a large chandelier, a fireplace, furniture and very ornate ceiling - interior of newport mansion

Ever dreamt of how the other half lived in the Gilded Age? Take a step back in time with a tour of Newport, Rhode Island’s opulent mansions. These aren’t just houses; they’re palaces that once played host to some of America’s wealthiest families. The Breakers, a 70-room Italian Renaissance-style villa, is the crown jewel. It was the summer home of the Vanderbilt family and boasts a facade that will leave you speechless.

Don’t stop there. Wander through the Marble House, another Vanderbilt marvel, known for its lavish, gold-infused ballroom. Then there’s Rosecliff, with its heart-stealing grand ballroom, where scenes from movies like ‘The Great Gatsby’ were filmed. And for a glimpse into the artistic, visit The Elms, with its Classical Revival architecture and stunning sunken garden.

⚓ Read more on the gorgeous Newport mansions , plus the top things to do in Newport .

10. Find Stephen King’s house in Maine

If your New England travels take you near Bangor, Maine , and you’re a fan of the famous horror writer, why not visit his house? Stephen King’s home in Maine is quite easy to find.

He lives in a cool, creepy mansion on a main street in Bangor. Grab a photo of this place (complete with spider web gates) and try not to get spooked! Take this DIY tour  to find all the best Stephen King spots in Bangor.

⚓ You might also like: Haunted Places in New England That are Wicked Creepy

11. Go hiking in the White Mountains

new england towns to visit in october

Got a thing for hitting the trails? Well, New Hampshire’s White Mountains are where it’s at, easily ranking as one of the best places in the country for hiking. This rugged range in the northern part of the state is a patchwork of challenging peaks, serene forests, and breathtaking views. The White Mountains are home to part of the Appalachian Trail, where you can find trails suited for both casual day hikers and serious backpackers.

For a real treat, tackle Mount Washington, the highest peak in the Northeast. It’s not for the faint of heart (or the under-prepared), but the panoramic views from the top are the stuff of legends.

Don’t miss out on the Franconia Ridge Loop, a favorite among locals and visitors alike, known for its stunning ridge-line hike. Then there’s the Presidential Traverse, a bucket-list journey for the more experienced hikers, offering unmatched views and bragging rights. Finally, Artist’s Bluff (pictured above) is a view you’ve no doubt seen all over Instagram. Tucked away in the White Mountains, this short hike leads you to an incredible viewpoint overlooking Echo Lake and the surrounding mountains. It’s a relatively easy trek, making it perfect for a quick effort with an awesome reward.

Travel guides for some of my favorite towns in the White Mountains worth visiting: ⛰️ Things to Do in North Conway ⛰️ Things to Do in Lincoln ⛰️ Things to Do in Littleton ⛰️ Things to Do in Franconia ⛰️ Things to Do in Jackson

12. Find out what coffee milk is (Hint: Ask a Rhode Islander)

Ever heard of coffee milk? If not, it’s time to head to Rhode Island and ask around. It’s like chocolate milk but with coffee syrup. It’s a local favorite, AND The official drink of Rhode Island.

13. Visit the Flavor Graveyard at Ben & Jerry’s Ice Cream Factory

In Waterbury, Vermont, you can see where some of the tastiest ice cream in New England is produced. The Ben & Jerry’s Factory offers tours of the ice cream process (plus free samples), but the highlight of your visit might be the Flavor Graveyard.

You can pay your respects to flavors of years past, which include ones that weren’t so popular (Peanut Butter and Jelly) and ones dearly missed (RIP Dublin Mudslide).

14. Do some New England camping or glamping

a small a frame cabin with a massive window is tucked inside autumn woods

There’s something special about camping in New England , where the natural beauty is as rich as the history. Whether you’re pitching a tent in a secluded forest or glamping in a luxury yurt with all the modern comforts, you’re in for an experience. The best part? You can find the perfect spot whether you’re near the rugged coastlines of Maine or in the rolling hills of Connecticut.

✨ Don’t miss this guide if glamping is your style: Best Glamping Destinations in New England

15. Visit the Arctic Museum

Step into the captivating world of polar exploration at the Peary-Macmillan Arctic Museum. Located in Brunswick, Maine, this museum pays homage to Arctic explorers Robert E. Peary and Donald B. MacMillan. Through a remarkable collection of Inuit artifacts, historical photographs, and personal memorabilia from expeditions, the museum brings to life the challenges and triumphs of Arctic exploration.

16. Eat popovers at Jordan Pond House in Acadia National Park

A plate of food on a restaurant table - two fluffy popovers with butter and jam

When visiting Acadia National Park, you simply must stop at Jordan Pond House.

During our first visit to Acadia, my husband and I arrived at Jordan’s at 11am to find a massive line already in place. We got in fairly quickly, and then dined on 4 glorious popovers. These puffy, light pastries are beyond description. They’ve been making popovers here since the 1800s. Go and have them!

⛰️ Acadia is amazing! Here is my 3 day itinerary, based on my own trip!

18. Go shopping on Newbury Street

Shopping on Newbury Street in Boston is an experience you can’t miss. This iconic street is lined with everything from high-end boutiques to unique local shops, offering something for every shopper. As you stroll down the street, you’re treated to a blend of historic charm and contemporary buzz.

Whether you’re looking for the latest fashion trends, unique gifts, or just want to soak up the vibrant atmosphere, Newbury Street is the place to be. Plus, there are plenty of cafes and restaurants to refuel after a day of shopping.

19. Browse the wares in a New England general store

exterior of f.h. gillingham & sons general store in woodstock, vermont - a brick building

In the heart of New England’s small towns , the classic country store stands as a symbol of the region’s rich history and community spirit. These stores, often housed in historic buildings, offer a diverse array of goods, from local artisanal crafts to traditional New England delicacies like maple syrup and handcrafted jams. The atmosphere in these stores is warm and inviting, with a sense of nostalgia that connects visitors to a simpler time.

Some of my favorite general stores in New England include F.H. Gillingham & Sons in Woodstock, VT, Zeb’s General Store in North Conway, and the tiny Wayside Store in Arlington, VT.

🌲 A stop at Gillingham’s is also on my list of essential things to do in Woodstock , one of Vermont’s most charming towns.

20. Soak in the tower tub in New Hampshire’s Mountain View Grand Resort

The Mountain View Grand Resort is quite luxe, but the luxest of the luxe is the Tower Tub. At the highest point of the hotel, this tub allows two people to soak and enjoy phenomenal views. This is a perfect choice for a romantic New England getaway for two.

PS: Even if you don’t book the tub, the Tower Spa has tons of great services. (Check out all the best spa getaways in New England .)

❤️Also, check out my list of some of New England’s best hotels ! There are some great options in every New England state.

21. Browse art at Rockport’s Bearskin Neck

amy standing facing away from the camera with her hand on her black hat, boats in harbor in the distance

Rockport, Massachusetts is well known for its history as an art colony. It’s not hard to see why. This coastal village is extremely pretty, surely generating lots of inspiration. In fact, the red fishing shack ‘Motif 1’ located here has been called the most painted building in America!

There’s also a laid-back vibe here that’s hard to find elsewhere. Head to the tip of “downtown” on Bearskin Neck and you’ll find an amazing array of unique galleries.

🦞 Rockport is one of the best places to visit in New England, especially in the summer. You can check out my whole guide to the top things to do in Rockport .

22. Stay in America’s oldest inn

For a truly unique and historical experience in New England, consider staying at America’s oldest continuously operating inn. Longfellow’s Wayside Inn in Sudbury, MA, has been serving guests since 1716! I’ll help you do the math; that’s older than America herself! Stay in one of 10 historic guest rooms or dine on traditional New England fare in the restaurant.

23. Have sunset cocktails on the rooftop deck of the Vanderbilt

Indulge in an elegant evening at the Vanderbilt Hotel’s rooftop deck, one of the best places in New England for breathtaking views and hand-crafted cocktails. As the sun dips below the horizon, the rooftop comes alive with a magical ambiance, offering a panoramic vista of the surrounding area. This is also an exquisite Newport, Rhode Island boutique hotel , so you might consider staying here as well.

24. Go on an antiquing adventure

a long building with a pink roof, bearing a sign reading Antique Mall

Embark on a treasure hunt through New England’s charming antique shops, where history and nostalgia blend seamlessly. This is one of the best places for antique enthusiasts to explore. From quaint roadside barns to elegant boutique stores, each location offers a unique glimpse into the past. You might find a rare, hand-crafted piece of colonial furniture, a vintage nautical map, or a beautifully preserved piece of Americana.

Whether you’re a seasoned collector or a curious visitor, the thrill of the hunt and the joy of discovering a hidden gem make antique hunting in New England a must-do activity.

Let’s go antiquing:

  • Best Antique Stores in Connecticut
  • Best Antique Stores in Vermont
  • Best Antique Stores in New Hampshire
  • Best Antique Stores in Massachusetts
  • Best Antique Stores in Maine
  • Best Antique Stores in Rhode Island

25. Ride a pony on Hartford’s historic Bushnell Park Carousel

Carousels are not just for kids, although if you’re looking for things to do in New England with kids , this certainly fits the bill! Take a whimsical ride on Hartford’s historic Bushnell Park Carousel. Dating back to 1914, this lovingly preserved carousel offers a delightful journey into the past. Each meticulously hand-carved pony is a piece of art, ready to whisk riders of all ages into a world of enchantment.

26. Meet beluga whales at the Mystic Aquarium

a smiling beluga whale peeks out from behind a stroller where a toddler boy sits smiling

Venture to Mystic Aquarium in Connecticut for a once-in-a-lifetime opportunity to meet beluga whales, one of the most enchanting and gentle giants of the marine world. This is one of the best places in New England to witness these majestic creatures in a setting that closely mimics their natural Arctic habitat. At Mystic Aquarium, you can observe their graceful movements, listen to their unique vocalizations, and learn about their behaviors and the conservation efforts to protect them. And they are just so darn cute!!

There are honestly so many wonderful things to do in Mystic, CT . It’s one of my favorite places to go in New England. A few of the Mystic bucket list things not to miss include:

  • Mystic Seaport Museum
  • S&P Oyster
  • The Mystic Drawbridge
  • The shops at Olde Mistick Village

27. Enjoy world-famous chicken tenders at this New Hampshire restaurant – popular with presidential candidates for many years

Don’t miss the opportunity to savor the world-famous chicken tenders at The Puritan Backroom in Manchester, New Hampshire. This iconic eatery has a long-standing reputation for its delicious chicken tenders, and it has become a traditional stop for many politicians during the New Hampshire primary season.

28. Sign up for a glass blowing lesson

New England is a leading region for artisans. Glass blowing is one such art that you can find being done in many towns.

A lot of glassblowing centers offer demonstrations, including Burlington Vermont’s Bern Gallery, where they’ll help you create your own glass pipe. And then go enjoy, cause weed’s legal here. Weee!

29. Stroll America’s widest Main Street

Keene, New Hampshire is said to be home to the widest Main Street in America. Take a walk here and stop by shops, restaurants, a historic theatre, and some delightful coffee shops. Prime Roast is my favorite coffee shop in the area. Order the O’McGauley, and thank me later.

30. Witness Providence ablaze during the famous WaterFire event

Basins of fire sit in a waterway as a part of an art installation called Waterfire in Providence RI

Experiencing Providence’s WaterFire event is a must when you’re in New England. Picture this: as the sun sets, the heart of Providence transforms into a mesmerizing blend of flickering firelight and enchanting music. This unique art installation features over eighty bonfires that blaze just above the surface of the three rivers passing through the city center. Definitely one of the top attractions in New England.

🌆 Explore More : Amazing Things to Do in Providence, Rhode Island

31. Stay in a lighthouse, boat, treehouse , or castle

You can live out your childhood dreams and cross off another bucket list item here in New England. Stay in unusual accommodation like a lighthouse, treehouse, or even a castle. Head over to my list which showcases some truly unique and in-demand AirBnbs in New England !

32. Take a day trip to Nantucket

Embarking on a day trip to Nantucket is one of those quintessential New England experiences you don’t want to miss. This idyllic island, a mere ferry ride away from Cape Cod , is like stepping into a postcard of coastal charm. Its cobbled streets, lined with quaint boutiques and historic homes, lead to stunning beaches that offer a serene escape from the hustle and bustle.

In Nantucket, every corner tells a story, from the iconic Brant Point Lighthouse to the Whaling Museum, which echoes the island’s long maritime history. Enjoy a leisurely bike ride along scenic paths or simply unwind on the sandy shores, letting the ocean breeze rejuvenate you.

You might think that the best time to visit Nantucket is summer, and while it is, for many reasons, you should also consider a Cape Cod fall or even a winter trip to Cape Cod . Nantucket is one of those destinations that you can have “all to yourself” in the off-season, and that is something truly special.

🚙 Here are some other fun New England day trips you can take, from Boston or elsewhere!

33. Go fly fishing on the Housatonic River

Explore the Housatonic River in Connecticut, a top destination for fly fishing in New England. Renowned for its excellent trout fishing, this picturesque river offers a perfect blend of challenge and tranquility for anglers. Amidst beautiful scenery, the Housatonic provides a serene backdrop for both novice and experienced fishermen.

34. Try to grab a reservation at this extremely in-demand Maine restaurant

Think it’s tough to get a dinner reservation in the big city? This rural Maine restaurant routinely sells out for months within hours.

The Lost Kitchen in Maine promises not just a meal, but a culinary adventure that epitomizes the essence of New England’s farm-to-table movement. Located in a renovated mill in the small town of Freedom, this restaurant offers an unforgettable dining experience that is both intimate and immersive.

35. Sample the goods at New England Hard Cideries

10 Can’t-Miss New England Hard Cider and Cideries-Cover image

New England, with its ideal apple-growing climate, has seen a resurgence in hard cider popularity. This has led to the emergence of numerous cideries, each offering a unique twist on this traditional beverage. From crisp, dry varieties to sweeter, more complex flavors, these cideries showcase the versatility of the humble apple.

Some of the most popular New England hard cideries not to miss include:

  • Woodchuck Cidery in Middlebury, Vermont
  • Farnum Hill Ciders in Lebanon, New Hampshire
  • Downeast Cider House in Boston, Massachusetts
  • Bantam Cider Company in Somerville, Massachusett
  • Stowe Cider in Stowe, Vermont
  • Portland Cider Co. in Portland, Maine

36. Spend some time in vibrant P-Town

Provincetown, affectionately known as P-Town, is a lively and colorful destination at the tip of Cape Cod in Massachusetts. Known for its beautiful beaches, rich history, and vibrant LGBTQ+ community, Provincetown is a unique blend of historic charm and contemporary flair.

P-Town is renowned for its artistic scene. Galleries, theaters, and performance spaces dot the streets, showcasing both local and international talent.

For those seeking outdoor activities, Provincetown’s beaches are a major draw. Herring Cove and Race Point Beach offer stunning landscapes, perfect for sunbathing, swimming, and beachcombing. The Province Lands Bike Trail is an exhilarating way to explore the natural beauty of the Cape Cod National Seashore, with its dunes and forests.

Provincetown is also steeped in history, known for its role in the Mayflower Pilgrims’ first landing in America. The Pilgrim Monument and Provincetown Museum offer fascinating insights into this historical event and the town’s maritime heritage.

⛵ Read my guide to all the best things to do in Provincetown.

37. See the giant Bean Boot

A visit to New England is incomplete without seeing the iconic Giant LL Bean Boot. Positioned just outside the LL Bean flagship store, this colossal boot is a playful tribute to the outdoor lifestyle that New England is known for. It’s not just a photo opportunity; it’s a symbol of the rugged, adventurous spirit that LL Bean embodies. The store itself is a haven for outdoor enthusiasts, offering everything from camping gear to cozy flannels. Grab yourself some classic New England gear during your trip!

38. Attend a town meeting

These are a New England institution, and if you are a Gilmore Girls fan, you would know this. According to Wikipedia: “A town meeting is a form of direct democratic rule, used primarily in portions of the United States – principally in New England – since the 17th century, in which most or all the members of a community come together to legislate policy and budgets for local government.” Perhaps you can catch one during your visit?

39. Relax with stunning coastal views at Beavertail State Park

This is a beloved spot for many. Spanning 153 acres, this Rhode Island state park is known for providing some of New England’s most beautiful coastal scenery. Check out the Beavertail Lighthouse and Museum while there, too!

40. Sample fresh dairy….especially CHEESE

Sign with an arrow saying "Vermont Cheeses" with an old rusty truck in front of the sign

Did you know Vermont used to have more cows than people? While this is no longer the case, New England sure does produce some outstanding dairy products—especially CHEESE. Sample these at farm stands and shops throughout the region; check out the Vermont cheese trail !

41. Stop by ‘Sherlock Holmes’ Castle

Embark on a captivating journey to Gillette Castle in Connecticut, a unique gem nestled near the serene Connecticut River. This architectural wonder, built by the renowned actor William Gillette, best known for his portrayal of Sherlock Holmes in a 1916 film, stands majestically atop the Seven Sisters hills. The castle’s medieval-inspired design, replete with secret passages and intricate woodwork, enthralls visitors of all ages.

This fabulous and impressive building attracts 300,000 visitors each year who come to tour the castle and grounds. Visiting a castle is definitely one of the coolest things to do in New England!

42. Visit one of the famous, beautiful New England college campuses

an elegant brick college building rises behind a fall tree and a metal statue of Robert Frost on a bench

The East Coast is home to many incredible institutions of higher learning. Strolling through New England’s college campuses is like walking through history and future all at once. From the Ivy League to hidden academic havens, these campuses are more than just schools. They’re architectural wonders, brimming with stories and beauty. Iconic campuses like Harvard, Yale, and Dartmouth are classic stunners, but don’t miss lesser known gems like Smith and Williams.

43. Hike Mt. Katahdin

Hiking is certainly one of the most fun things to do in New England, and there are hiking trails in each state. If you find yourself in Maine, consider climbing the Mount Katahdin. This is Maine’s highest mountain at 5,267 feet. There are many trails up to the peak, but the Knife Edge Trail is a popular (albeit thrilling) one! 

🥾 If you love hiking, please take a glance at my roundup of some of New England’s best hiking trails!

44. Drive to the top of Mount Washington

Speaking of tall mountains, New Hampshire’s Mt. Washington clocks in at 6,288 feet, making it the highest point in the Northeastern United States.

There are many ways to the top, (including hiking for the experienced adventurer) but The Mount Washington Auto Road remains one of the most unique. And, it’s the only way to authentically rock the bumper sticker that says “this car climbed Mt. Washington!”

If you’re not interested in driving your own vehicle up, consider riding on the Mt. Washington Cog Railway : one of the coolest New England activities.

45. See where Emily Dickinson lived and wrote

The historic home of Emily Dickinson in Amherst, Massachusetts

Are you a lover of literature? The famous poet Emily Dickinson lived and wrote in her Amherst, Massachusetts home, where her poems were found after her death. The site is now a museum open for tours. Pro tip: Book your visit in advance, as day-of tickets are not guaranteed.

🏠 Read Next: 32 New England Historic Homes You Can Visit

46. Learn about maritime history at the New Bedford Whaling Museum

Dive deep into the fascinating world of maritime history at the New Bedford Whaling Museum in Massachusetts. This museum, located in the heart of the historic whaling city of New Bedford, offers an immersive experience into the era when whaling ships ruled the seas. Here, you’ll encounter the world’s largest collection of whaling artifacts, including an impressive skeleton display of a blue whale.

It was from the port of New Bedford that a man named Herman Melville set sail aboard the Acushnet in 1841. The experiences he had at sea, and in the town of New Bedford, inspired the famous tale he would eventually pen: none other than Moby Dick .

47. Explore the gorgeous Devil’s Hopyard State Park

Connect with nature at its most serene and picturesque in Devil’s Hopyard State Park in East Haddam, Connecticut. This hidden gem, renowned for its scenic waterfalls, deep forests, and tranquil streams, offers a peaceful retreat from the hustle and bustle of daily life.

The park’s highlight, Chapman Falls, cascades over a series of steps in a beautiful, natural amphitheater of rocks. Hiking trails wind through the park, offering various levels of challenge and unique vantage points to enjoy the lush surroundings. It’s an ideal spot for picnics, bird watching, or simply soaking in the beauty of New England’s diverse landscape.

48. See a moose!

You may have to get up early (or go on a moose tracking tour) but if you’re lucky, you may spot one of New England’s finest animals: the moose. For me, this would be one of the top things to see in New England!

A guided moose tour is definitely the way to go for far better odds of a sighting. Embark on a wildlife adventure in the dense forests of Maine or New Hampshire to catch a glimpse of the majestic moose. These gentle giants are most commonly spotted in areas like Baxter State Park in Maine or the Great North Woods in New Hampshire.

🌲 Intent on seeing a moose? You’ll want to check out my guides on Where to See Moose in Maine and the Best Moose Tours in New Hampshire

49. Learn and discover at the Boston Science Museum

Ignite your curiosity at the Boston Science Museum, a treasure trove of innovation and discovery. This interactive museum, nestled along the Charles River, offers a plethora of exhibits that both educate and fascinate. Witness the marvels of the cosmos in the Charles Hayden Planetarium, or get hands-on with the museum’s numerous interactive displays, from electricity to evolution. The museum’s unique blend of education and entertainment makes it a perfect destination for learners of all ages, promising a day filled with awe and wonder in the heart of Boston.

50. Eat at a busy food stand in Faneuil Hall

A historic New England meeting hall since 1743, Boston’s Faneuil Hall is now home to Quincy Market, a great spot to dine on local food staples like lobster rolls and clam chowder. In fact, Quincy Market is actually the largest and oldest food hall in the United States!

There are a number of terrific restaurants and food stalls where you can grab a snack, but my go-to is the lobster mac n’ cheese at mmMac N Cheese! Divine.

51. Venture into New Hampshire’s Flume Gorge

This list of things to do in New England would not be complete with including Flume Gorge in Franconia Notch State Park, New Hampshire. This stunning natural gorge extends 800 feet at the base of Mount Liberty. The 2-mile walk through the gorge is an awe-inspiring experience, with towering granite walls, covered bridges, and cascading waterfalls. In my eyes, this spot feels a lot like I imagine Tolkien’s Rivendell to be.

52. Wander Boston’s charming Beacon Hill

a man crouching against a brick wall on historic Acorn Street in Boston

Step into a picturesque postcard as you wander through the historic streets of Beacon Hill in Boston. This neighborhood, known for its narrow, gas-lit streets and brick row houses, exudes an old-world charm that’s rare in modern cities. Stroll down Acorn Street, often dubbed as the most photographed street in America, and feel the history resonating from every brick and cobblestone. And PS: if you’re walking this way in the winter months, step with care; those are some serious cobbles!

53. Meet the cows at Billings Farm in Woodstock, Vermont

Experience rural New England life at Billings Farm & Museum in Woodstock, Vermont. This fully operational dairy farm offers a unique opportunity to meet and learn about Jersey cows, sheep, horses, and more.

The farm’s interactive tours and exhibits provide insight into 19th-century farm life, showcasing traditional farming techniques and practices. Don’t miss the chance to taste their delicious, homemade ice cream, a treat as delightful as the pastoral landscapes surrounding you.

54. Immerse yourself in American literary history in Concord

Delve into the rich tapestry of American literature in Concord, Massachusetts, a haven for history buffs and book lovers. In this quaint town, you can walk in the footsteps of America’s most iconic authors, literary legends like Ralph Waldo Emerson, Louisa May Alcott, and Henry David Thoreau. Visit Orchard House, where Alcott wrote Little Women , or wander around Walden Pond, the inspirational setting for Thoreau’s famous work.

📜 I have a whole guide on the best things to do in Concord, MA right here!

55. Visit the Lincoln family home at Hildene

Step back in time at Hildene, the Lincoln family home in Manchester, Vermont. This stately mansion, once the summer home of President Lincoln’s son, Robert Todd Lincoln, is a journey through American history. Roam its elegant rooms, explore the stunning formal gardens, and discover a bygone era’s charm. You can even see one of Lincoln’s iconic stovepipe hats!

🍁 Check out more great things to do in Manchester . I lived in the area for years!

56. Listen to buskers on Church Street in Burlington

an image of an empty shopping street on a sunny day. colorful banners cross over the blue sky and a long bricked walkway leads to a distant church

Church Street in Burlington is where the action is. This pedestrian-only thoroughfare stretches several blocks, and is lined with great shops, restaurants, and lots of street performers. It’s a great place to people watch and listen to local musicians.

There are even jugglers, and who knows what else you might see on Church Street. Bernie Sanders? Noah Kahan? A random naked guy? I’ve seen one of these three, and I’ll let you guess which one it was.

57. Have a drink at America’s oldest tavern

Step into Newport’s White Horse Tavern and you’re stepping into history. Listed on the National Register of Historic Places, this spot isn’t just old—it’s the oldest operating restaurant in America, slinging pints and plates since 1673. Imagine this: its red clapboard walls and cozy fireplaces have seen everything from pirate tales to whispers of revolution. And let’s talk about the food – their Bluff Hill Cove Oysters from Narragansett are legendary, and they’ve got a knack for serving up some seriously tasty farm and ocean-fresh eats.

58. Marvel at Bash Bish Falls, the highest waterfall in Massachusetts

Bash Bish Falls, a spectacular natural wonder in the Taconic Mountains, boasts the title of the tallest waterfall in Massachusetts. Plunging approximately 60 feet through a series of cascades into a clear, serene pool below, the falls are a breathtaking sight. The surrounding state park offers a rewarding hike that leads you through lush forests to this stunning destination.

59. Be transported to the gilded age at Ventfort Hall Mansion

Any fan of historic homes (like me) will definitely want to add this to their list of things to do in the New England region. Ventfort Hall Mansion in Lenox, Massachusetts, is a gateway to the opulence of the Gilded Age. This stunning Berkshires mansion was built in 1893 and is now open for visits and events. Stop by for a tour, attend a concert, or be a part of murder mystery dinner theater!

60. Browse the shelves of some of America’s oldest and most unique independent bookstores

a brick walled alley filled with rows of books on shelves, brattle book shop in boston ma

The independent bookstore is alive and well in New England. And the region is home to some of America’s oldest and most enchanting shops. From the book-filled alley of Boston’s Brattle Book Shop to the cozy nooks of Northshire Bookstore in Manchester, Vermont, each store is a haven for book lovers. These literary sanctuaries offer rare finds, classic tales, and a perfect escape into the world of books.

📚 Read more: Best Bookstores in New England  

Things to Do in New England in the Fall

Fall is the best time of the year in New England. I know, I know, every season is great. But there is a reason New England is world famous for its fall foliage and autumn activities. There’s a ton of fantastic things to do in New England in fall but here are some of the essentials.

61. Take a fall foliage road trip

The best way to see New England is on a road trip. And my favorite season to suggest for a New England driving adventure is, of course, the fall!

a calm river with stones and fall trees in the distance

Embrace the quintessential New England experience with an epic fall foliage road trip . Witness the vibrant transformation of landscapes as leaves turn brilliant shades of red, orange, and yellow. Journey through quaint towns and along scenic byways like the Mohawk Trail or Route 100 in Vermont , where every turn presents a new, breathtaking tableau of autumn colors. It’s a photographer’s paradise and a nature lover’s dream.

Have I got fall content for you! Check out all my New England fall travel guides here: 🍁 The Ultimate Guide to Fall in New England <—-a great place to start 🍁 New England Towns to Explore in the Fall 🍁 Guided Fall Foliage Tours in New England

62. Drive the Kancamagus

Even if you don’t have time to take off on a full fall road trip through New England, you should drive one of its most iconic scenic drives: the Kancamagus Highway/Scenic Byway.

The Kancamagus Highway, lovingly referred to as ‘The Kanc,’ offers one of the most stunning drives in New England, especially during fall. This 34.5-mile scenic drive cuts through the White Mountain National Forest, showcasing majestic mountains and rich forests. With numerous overlooks and hiking trails, it’s a perfect way to immerse yourself in New England’s famous foliage.

63. Go apple picking

feet in boots and a hand holding an apple, fall

Come mid-September, the apple trees are ready for picking. There are orchards in every state, where you can pick your own apples at a great price. Check out our list here:  New England Apple Picking: Top Spots in Each State.

Consider some other New England fall fun: pumpkin patches & corn mazes! A lot of these fall activities can be done at the same great New England farms, but check my guides for more details:

64. Fill up on cider donuts

I never tasted an apple cider donut before I came to New England. Now I can’t get enough. These sweet treats are incredibly delicious, especially when covered in granulated sugar.

My favorites are the donuts at Equinox Valley Nursery in Manchester, Vermont, the maple glazes donuts at Moulton Farm in New Hampshire, and of course an enduring classic, cider donuts from Cold Hollow Cider Mill in Waterbury, Vermont.

65. Experience Salem Massachusetts in October

a brick building at the end of a brick walkway in Salem Massachusetts in fall

You never need a reason to visit Salem, Massachusetts, but a good reason is Halloween: this town does it right! A visit to Salem MA in October is when the town, infamous for its 1692 witch trials, becomes the ultimate destination for all things spooky and magical. Dive into Salem’s bewitching history at the Salem Witch Museum, and other historical sites. Check out some of the filming locations from the beloved Halloween film Hocus Pocus throughout Salem. Fans can see the iconic Max and Dani’s house and the spellbinding Old Town Hall. Round out your Salem adventure with ghost tours, Halloween Happenings events, browsing the witchy shops, and so much more. I promise you’ll love it!

66. Ride the gondola in Stowe

Soar to new heights on the Stowe Mountain Resort gondola in Vermont. This breathtaking ride takes you to the top of Mount Mansfield, Vermont’s highest peak, offering panoramic views of the surrounding landscape. In autumn, these views are particularly spectacular with the mountains dressed in fall colors.

🎿 Stowe is one of New England’s top destinations in every season! Browse my guide on things to do in Stowe right here.

67. Help with a cranberry harvest

Participate in a classic New England tradition by joining a cranberry harvest. Farms like the A.D. Makepeace Company in Massachusetts offer tours and the chance to see the vibrant red cranberry bogs up close. It’s a unique and educational experience, showcasing an important part of New England’s agricultural heritage. What a great way to have a unique experience in New England!

🍒 Check out this list of cranberry bogs in Massachusetts you can visit.

Things to Do in New England in the Winter

Winter in New England transforms the region into a snowy wonderland, offering a plethora of activities for every type of traveler. From the serene beauty of snow-covered landscapes to the bustling holiday markets in charming towns, there’s something undeniably magical about this season.

a frosted window looks out on a snowy scene, a hand holds a red candle in an old fashioned holder

Hit the slopes for world-class skiing and snowboarding, explore the quiet trails on snowshoes, or simply cozy up in a quaint cabin with a warm drink on a New England winter getaway . Whether you’re seeking thrilling outdoor adventures or peaceful moments by a crackling fire, you’ll love one of these top things to do in New England in winter.

68. Visit a New England Christmas town

It’s that time of year! From the smallest state to the biggest city, Christmas towns abound throughout New England. There’s nothing better than these charming spots to transport you straight into your own Hallmark Christmas movie.

🎄 Some of the cutest Christmas towns in New England include Kennebunkport, ME, Portsmouth, NH, and Essex, CT, all with festive decorations, holiday events, and more.

69. Go downhill or cross country skiing

Embrace the chill and hit the slopes in New England, where skiing is a way of life. Whether it’s the challenging downhill runs at Stowe Mountain in Vermont or the scenic cross-country trails at Jackson Ski Touring Foundation in New Hampshire, there’s a snowy adventure for every skill level. Feel the rush of fresh powder beneath your skis and the exhilarating chill of the mountain air.

70. Experience New Hampshire’s ice castles

silhouette of Amy standing in front of a wall of light blue ice at the new hampshire ice castles

In the winter, you can have a real-life “Frozen” experience at New Hampshire’s ice castles in North Woodstock. No doubt, this is one of the coolest things to do in New England (pun intended, again!)

These imposing structures are especially amazing at night when they are illuminated. Read more: 6 Tips for Visiting Ice Castles in Lincoln, New Hampshire.

71. Splash at an indoor water park

Even in the cold of winter, you can splash about in warm waters. New England has some great outdoors and indoor water parks , like Jay Peak’s Pump House in Vermont, that will help you have a summertime escape—in any weather.

72. Go ice skating in Boston Common

Glide into a winter wonderland at the iconic Frog Pond in Boston Common. As the oldest public park in the U.S., it transforms into a magical outdoor skating rink each winter. Surrounded by the historic charm of Boston, this rink offers a picturesque setting for an afternoon of leisurely skating or playful twirls on the ice.

More seasonal fun: The Best of Christmas in Boston and Top Things to Do in Winter in Boston

73. Ride in a horse-drawn sleigh at Christmas time

2 black horses in front of a sleigh in a winter landscape, vermont

When the snow falls, get outside and play! There’s really nothing like winter in New England. A horse-drawn sleigh is a romantic and exciting winter pastime. Nestlenook Farm in Jackson, NH is a choice spot to spirit through the woods.

If you want to combine your winter sleigh experience with cutting down your own Christmas tree, I know just the place! Russell Christmas Tree Farm in Starksboro, Vermont offers the most magical experience.

🌲 Read next: The Best New England Christmas Tree Farms

Things to Do in New England in the Spring

Ask any New Englander: Spring can be the best or it can be the worst. It depends on the weather, and even more so, on your attitude!

Spring in New England is nothing if not unpredictable. You can have a late April snowstorm or a sudden March heatwave. This can be a season of extremes. But one thing is predictable and that is that there are plenty of fun things to do in New England in spring—no matter the weather.

But, yeah, try to avoid mud season.

74. Eat a May Breakfast in Rhode Island

Rhode Island has a unique tradition known as May Breakfast. Originally started in the 1860s, these breakfasts help raise money for local churches. At the breakfasts, you’ll find staples such as Johnny cakes and clam cakes plus other items.

75. Cuddle baby goats at Friendly Farm in Dublin, NH

A smiling woman is surrounded by a lot of black sheep, and a white lamb is licking her face.

Raise your hand if you love baby animals! We certainly do, and we found a place where you can interact with them.

Dublin, New Hampshire’s Friendly Farm gives you the opportunity to feed and play with goats, chickens, and sheep, plus visit with many more farm animals. This place is so great!

Pro tip: Go early in the spring when the farm first opens and the goats are quite young. Later in the summer they become much more insistent on getting food from you!

76. Attend Burlington’s Mardi Gras parade

Get ready for a burst of color, music, and beads in Burlington. Their Mardi Gras parade is a lesser-known gem, making it one of the best places to experience this festive tradition without the overwhelming crowds. Picture this: vibrant floats, lively bands, and a community vibe that’s just pure joy. Burlington might be far from New Orleans, but they sure know how to throw a party!

77. Sample Sugar on Snow

new england towns to visit in october

When spring rolls around, it’s time for one of New England’s sweetest traditions – sugar on snow. Head to a local sugarhouse, where hot maple syrup is drizzled over snow, creating a taffy-like treat. It’s a unique experience, one that pairs perfectly with a pickle (yes, a pickle!) and a doughnut. For the best places to try this, Vermont’s maple sugar farms and sugar shacks are your go-to.

78. Witness ‘the running of the lambs’ at Sturbridge Village

Old Sturbridge Village is a worthy New England attraction. This living history museum recreates daily life in the late 1700s and early 1800s.

In spring, the newborn lambs make the village extra special, and at the end of the day you can watch “the running of the lambs” as both lambs and sheep run across the common to be fed at the barn.

79. Marvel at the blooms during Nantucket’s Daffodil Festival Weekend

Celebrate the arrival of spring at Nantucket’s Daffodil Festival Weekend. This vibrant event in April sees the island awash with over three million golden daffodils. Enjoy parades, flower shows, and antique cars decorated with these sunny blooms, making it a colorful and cheerful escape from the last traces of winter.

80. Tip toe through the tulips at Wicked Tulips Flower Farm

Stroll through rows of dazzling colors at Wicked Tulips Flower Farm in Rhode Island. This tulip paradise boasts the largest u-pick tulip field in New England, with varieties that seem to stretch endlessly. Capture perfect photos and pick your own bouquet, creating a memorable experience surrounded by spring’s most beloved flower.

🌷 Read more about New England’s flower farms & fields

Things to Do in New England in the Summer

Oh, my. Summer in New England is like nowhere else. It’s just…classic. Vermont is as green as can be, the beach towns are bustling with vacationers, and the pleasures of summer are everywhere you look.

There are so many great things to do in New England in summer. While I’ve included some of my favorite summer recommendations below, nearly every activity on this entire New England bucket list is wonderful in the summer.

81. Go tubing on the Saco River

For a refreshing summer adventure, float down the Saco River on a tube. This leisurely journey takes you through the picturesque landscapes of Maine and New Hampshire. With gentle currents and sandy beaches for picnicking, it’s an ideal way to unwind and soak up the sun with friends and family.

A great place to do this is in Conway, NH with Saco River Tubing Center. They drop you off and pick you up and you get to enjoy the lazy river life in between.

82. Go sailing on Lake Champlain

boats docked at lake champlain vermont on a sunny day

Don’t just stand on the shores of Lake Champlain, set sail on it! When I lived in Burlington, Vermont, I loved the proximity of the lake. It’s stunning. Stretching between Vermont and New York, this vast lake offers pristine waters and amazing views of the surrounding mountains, and getting out on the water is the best way to experience Champlain. Whether you’re an experienced sailor or trying it for the first time, the gentle breezes and scenic vistas make for a perfect day on the water.

Prefer a bigger boat? Go on one of the Lake Champlain cruises on The Spirit of Ethan Allen .

83. Take in a lively summer stock theatre performance

New England is home to fantastic art and culture, and a region where theatre is alive and well. Summertime is a great season when the stages are bustling. As a former musical theatre major (and still a big time theatre nerd), I highly recommend checking out some productions in New England.

Some of the best theatre venues around New England include Shakespeare & Company in Lenox, MA; Goodspeed Opera House in East Haddam, CT; and Weston Theatre Company in Vermont.

84. Fly down a slope on a mountain coaster/alpine slide

Who says ski mountains have to shut down in the summer? Many ski resorts and other outdoor centers have alpine slides just waiting for you. Timber Ripper Mountain Coaster in Okemo is a Vermont favorite.

85. Stand atop the Mohegan Bluffs on Block Island

Off the coast of Rhode Island is gorgeous Block Island . The rocky cliffs known as Mohegan Bluffs are a dramatically beautiful natural attraction in New England. After you’ve oohed and ahhed at the view from 150 feet above sea level, you can take a set of stairs down to the beach below.

86. Enjoy lazy lakeside summer days at Lake Winnipesaukee

Embrace the quintessential summer at Lake Winnipesaukee in New Hampshire. With its crystal-clear waters and scenic mountain backdrop, the lake is perfect for boating, fishing, or just lounging on the shore. The charming towns around the lake, like Meredith and Wolfeboro, add to the allure with their cozy inns and local eateries. And there are many more gorgeous lakes in this area to explore; unsurprisingly named the Lakes Region.

⛵ Read more about fun things to do at Lake Winnipesaukee !

87. Attend a concert at Tanglewood

In Massachusetts’ Berkshires region is a famed music venue known as Tanglewood. In the summer, this place comes alive, with top quality concerts that range from the Boston Symphony Orchestra to James Taylor (a regular Tanglewood favorite).

88. Attend a county fair

A county or country fair is a staple of American society, and New England does these fairs right.

With plenty of state fairs and smaller local events in New England, you’ll find a perfect spot to eat a funnel cake, ride a ride, sample an award-winning pie, clap for an award-winning cow, and so much more.

89. Pick blueberries in Maine

amy's hands holding blueberries cupped in her palm over green grass

Blueberries are the fruit of summer in New England! Maine is famous for this indigo fruit, and there’s even a Blueberry Festival. Indulge in the simple joy of blueberry picking in Maine, the blueberry capital of America.

90. Enjoy a taste o’ Scotland at the New Hampshire Highland Games

New Hampshire has an exciting Highland Festival every summer in the mountains. The New Hampshire Highland Games are held at Loon Mountain in Lincoln. You can reunite with your clan, shop for Scottish wares, learn about Scottish culture and history, and watch strong men in kilts throw heavy things. Definitely a fun New England activity!

Scotland holds a special place in my heart, as it’s the place where my husband and I first met. The New Hampshire Highland Games absolutely deliver an authentic taste of Scotland. I had a blast attending this festival a few years ago, and getting my fill of haggis.

91. Have a maple creemee in Vermont

a hand holds a vermont maple creemee soft serve ice cream in front of purple flowerd

In Vermont, soft serve has the adorable nickname of creemee. These delectable treats are ideal on a summer’s afternoon, and you can’t go wrong with that iconic maple flavor. Maple and raspberry swirl is even better, in my opinion.

🦞 More iconic New England foods to try during your visit

92. Enjoy the beautiful beaches of the Cape Cod National Seashore

Discover the pristine beaches of the Cape Cod National Seashore. Stretching across 40 miles of the Atlantic coast, these beaches offer everything from quiet, sandy retreats to lively surf spots. Whether it’s lounging in the sun at Nauset Beach or exploring the dunes of Provincetown, the seashore is a must-visit for beach lovers.

93. Watch the sunrise from the top of Cadillac Mountain

Acadia National Park in Maine is a scenic wonderland. And Cadillac Mountain is the perfect place to experience that wonder. Witness a spectacular sunrise from the top of Cadillac Mountain As the highest point along the North Atlantic seaboard, it’s among the first places in the United States to see the sunrise. So start your day with this magical moment.

You could opt to climb, but at those early hours I suggest driving instead. Make sure to bring a blanket for those chilly Maine mornings, too.

94. Sip strawberry rhubarb wine at Nashoba Valley Winery

When it comes to beverages, New England is not just about beer, but about wine, too! There are an abundance of New England wineries producing exceptional wines. One standout is Nashoba Valley Winery in Massachusetts.

There are many unique and even fruity varietals, but strawberry rhubarb wine may be the most distinctive. And what says summer better than strawberry?

95. Try out a goat yoga class

amy sitting on a purple yoga mat and hugging a black and white goat

If you’re looking for unique things to do in New England, this is a perfect item to add to your bucket list! At many farms throughout New England, you can sign up for a goat yoga class. What a dream to stretch and breathe alongside adorable farm animals!

This is the 3rd or 4th time I’ve mentioned goats in this post. Can you tell I’m a fan?

I took a goat yoga class at Midnight Goat Farm in Huntington, VT and it was a blast. I got a workout and got to cuddle with some of the cutest goats. What could be better?

Which of these amazing things to do is going on your bucket list for New England?

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22 Quaint New England Towns Right Out Of A Storybook

new england towns to visit in october

If you’ve ever dreamed of stepping into a storybook, New England’s small towns are about as close as it gets! 

Picture charming streets lined with historic homes, cozy cafes and views that will take your breath away. 

From coastal villages where lighthouses stand tall over the crashing waves to mountain towns surrounded by colorful forests, each one feels like a page out of a fairy tale. 

new england towns to visit in october

Keep reading to discover some of the prettiest small towns that will make you feel like you’re living in a dream!

We’ve organized the towns by state, making it easy to find what you’re looking for.

new england towns to visit in october

Stowe is a charming little town located in the Green Mountains, in the northern part of Vermont.

It’s best known for its stunning fall foliage, cozy ski resorts and the famous Mount Mansfield, which is the tallest peak in Vermont. 

Walking down Main Street feels like stepping into a storybook, with its cute shops, white steeple church and colorful houses. 

new england towns to visit in october

Stowe is also a hot spot for outdoor activities like hiking, skiing and even snowshoeing in the winter. 

Fun fact: The town is home to the Trapp Family Lodge, started by the real von Trapp family from The Sound of Music !

2. Woodstock

new england towns to visit in october

Woodstock is a picture-perfect town located in central Vermont, close to Quechee and Hanover, New Hampshire. 

Known for its charming covered bridges, historic homes and quaint downtown area, it feels like you’ve stepped right into a postcard. 

The town square, called The Green, is lined with boutique shops, cozy cafes and beautifully restored 19th-century buildings. 

new england towns to visit in october

Woodstock is also home to Billings Farm & Museum, where you can learn about Vermont’s farming history and see real cows and sheep! 

Woodstock is actually one of the most photographed towns in New England, thanks to its stunning fall colors and timeless New England charm.

3. Manchester

new england towns to visit in october

Manchester is a charming small town in the southwestern part of Vermont, surrounded by the lush Green Mountains. 

It’s famous for its high-end outlet shopping, historic inns and stunning natural beauty, making it a popular getaway. 

The town is home to Hildene, the grand estate of Abraham Lincoln’s son, which has beautiful gardens and scenic views.

new england towns to visit in october

You can also explore the nearby Equinox Mountain, which offers great hiking trails and breathtaking views of the valley below. 

Manchester is known for its cozy New England vibe, complete with a classic town square and plenty of farm-to-table restaurants!

new england towns to visit in october

Weston is a tiny, postcard-perfect village tucked in the southern part of the state, not far from Ludlow and Manchester. 

It’s best known for the famous Vermont Country Store, where you can find nostalgic candies, classic toys and locally made goods. 

The village green, with its white church and surrounding historic buildings, looks like something straight out of a fairy tale. 

new england towns to visit in october

Weston is also home to the Weston Playhouse which is the oldest professional theater in Vermont that hosts amazing performances year-round. 

The town’s charm has remained unchanged for decades, with its scenic nearby waterfalls and peaceful country roads making it a true hidden gem!

New Hampshire

5. meredith.

new england towns to visit in october

Meredith is a lovely lakeside town located in the heart of the Lakes Region, right on the shores of Lake Winnipesaukee. 

It’s known for its scenic waterfront, charming downtown and fun outdoor activities like boating, fishing and swimming in the summer. 

Meredith is also home to the iconic Mill Falls Marketplace, where you can shop in restored 19th-century buildings and even see a real working waterfall! 

new england towns to visit in october

The town’s cozy inns and beautiful views make it a perfect spot for a relaxing getaway. 

In the winter, Meredith transforms into a winter wonderland with the annual Ice Fishing Derby, attracting anglers from all over!

6. North Conway

new england towns to visit in october

North Conway is a picturesque town in the White Mountains, known for its stunning views of Mount Washington and its charming New England vibe. 

Located in the eastern part of the state, it’s famous for outdoor adventures like hiking, skiing and exploring the breathtaking Kancamagus Highway, which is especially beautiful in the fall. 

The town is also home to the Conway Scenic Railroad, where you can take a vintage train ride through the mountains. 

new england towns to visit in october

Downtown North Conway is filled with quaint shops, cozy cafes and the iconic Zeb’s General Store, a must-visit for local treats and souvenirs. 

North Conway is also a top destination for outlet shopping!

7. Harrisville

new england towns to visit in october

Harrisville is a tiny, storybook town in the southwestern part of the state, near Keene, known for its well-preserved 19th-century mill buildings. 

Situated around a peaceful lake, it’s one of the few remaining New England villages that still looks almost exactly like it did over 100 years ago. 

The brick mill buildings, white clapboard homes and historic general store give it a charming, timeless feel. 

new england towns to visit in october

Harrisville is famous for its textile history, and you can still visit Harrisville Designs, where they make high-quality yarns and looms. 

Interestingly, the entire village is actually a National Historic Landmark!

8. Sugar Hill

new england towns to visit in october

Sugar Hill is a charming, mountaintop village located in the northern part of New Hampshire, near Franconia Notch. 

It’s famous for its stunning views of the White Mountains and its fields of blooming lupines, which turn the town into a sea of purple every June. 

The town is small but filled with charm, featuring classic New England homes, a cozy general store and Polly’s Pancake Parlor, a local favorite for homemade pancakes and maple syrup. 

new england towns to visit in october

Sugar Hill is also known for its breathtaking sunsets, with colors that light up the sky over the distant mountains. 

Fun fact: Sugar Hill was once a popular summer resort town for the wealthy in the 1800s and today it still has that dreamy, peaceful vibe!

9. Bar Harbor

new england towns to visit in october

Bar Harbor is a gorgeous seaside town located on Mount Desert Island, right on the edge of Acadia National Park. 

It’s known for its stunning ocean views, rugged cliffs and charming downtown filled with shops, galleries and seafood restaurants serving up the freshest lobster. 

You’ll love exploring the nearby park’s scenic trails, including the famous Cadillac Mountain, where you can be the first in the U.S. to see the sunrise. 

new england towns to visit in october

The town’s harbor is full of sailboats and you can often spot seals and whales off the coast. 

Fun fact: Bar Harbor was once a summer playground for America’s elite, including the Rockefellers and Vanderbilts!

10. Ogunquit

new england towns to visit in october

Ogunquit is a charming coastal town located in southern Maine, just an hour and a half north of Boston. 

It’s famous for its stunning sandy beaches, the scenic Marginal Way walking path and its colorful art galleries. 

The town’s downtown is filled with quaint shops, seafood restaurants and the historic Ogunquit Playhouse, which puts on Broadway-caliber shows. 

new england towns to visit in october

You’ll love taking a stroll along Perkins Cove, which is a tiny fishing village with lobster shacks and cute boutiques. 

Fun fact: The name Ogunquit actually means “beautiful place by the sea” in the Algonquin language, and it’s easy to see why with its picture-perfect ocean views!

new england towns to visit in october

Camden is a picturesque coastal town located on Penobscot Bay, halfway between Portland and Bar Harbor. 

It’s known for its beautiful harbor filled with sailboats, charming downtown and breathtaking views from Mount Battie, where you can see the town and ocean below. 

Camden is famous for its “where the mountains meet the sea” vibe and offers both outdoor adventure and seaside relaxation. 

new england towns to visit in october

The town also hosts the annual Camden Windjammer Festival, where you can watch majestic schooners sail into the harbor. 

Fun fact: Camden’s stunning scenery has been featured in several movies, including ‘Peyton Place’ and ‘Carousel’!

12. Kennebunkport

new england towns to visit in october

Kennebunkport is a pretty coastal town located in southern Maine, just 30 minutes south of Portland. 

It’s best known for its beautiful beaches, historic homes and Dock Square, a lively downtown area full of shops, art galleries and seafood restaurants. 

The town is famous for being the summer home of the Bush family, with their Walker’s Point estate offering stunning ocean views. 

new england towns to visit in october

You’ll love exploring the scenic coastline, with highlights like Goose Rocks Beach and the iconic Goat Island Lighthouse. 

Kennebunkport transforms into a festive wonderland during its annual Christmas Prelude, which is one of the top holiday festivals in the country!

new england towns to visit in october

Bethel is a charming mountain town located in the western part of the state, near the New Hampshire border and the White Mountains. 

It’s known for its outdoor adventures, with Sunday River Ski Resort nearby, offering some of the best skiing and snowboarding in New England. 

The town itself is full of historic charm, with beautiful 19th-century homes, a quaint village green, and local shops and cafes. 

new england towns to visit in october

In the warmer months, you can enjoy hiking, fishing or taking a scenic drive through the Grafton Notch State Park. 

Bethel is also home to the annual Bethel Harvestfest, where you can enjoy local crafts, live music and delicious Maine apples!

14. Greenville

new england towns to visit in october

Greenville is a peaceful, storybook town located in the heart of the state, right on the southern tip of Moosehead Lake, the largest lake in Maine. 

It’s known for its stunning natural beauty and offers endless outdoor adventures like kayaking, fishing and moose-watching safaris. 

The town is a gateway to the North Woods, with beautiful hiking trails and the famous Mount Kineo offering breathtaking views of the lake. 

new england towns to visit in october

Greenville’s downtown is small but charming with local shops, cozy cafes and the iconic Katahdin steamboat, which still offers scenic cruises on Moosehead Lake. 

Greenville also hosts the annual International Seaplane Fly-In, where hundreds of seaplanes gather for an exciting weekend of aerial shows and competitions!

Rhode Island

15. westerly.

new england towns to visit in october

Westerly is a charming coastal town located in the southwestern corner of the state, right on the border with Connecticut. 

It’s known for its beautiful beaches, like Misquamicut and Watch Hill, where you can enjoy miles of sandy shoreline and stunning ocean views.

The town has a vibrant downtown with quaint shops, cafes and the historic Westerly Library, which sits next to Wilcox Park, a picturesque spot for picnics and strolls. 

new england towns to visit in october

Westerly is also home to the iconic Watch Hill Lighthouse and the Flying Horse Carousel, the oldest operating carousel in the country. 

Fun fact: Taylor Swift owns a summer home in Watch Hill so you might spot her in this enchanting town!

16. Newport

new england towns to visit in october

Newport is a pretty coastal town located on Aquidneck Island in the southeastern part of the state, known for its grand Gilded Age mansions and breathtaking ocean views. 

The famous Cliff Walk offers a scenic path along the rocky coastline, where you can admire both the crashing waves and the opulent mansions like The Breakers and Marble House. 

Newport is also a sailing paradise, often called the “Sailing Capital of the World,” and hosts the annual Newport Regatta. 

new england towns to visit in october

The town’s historic downtown is filled with cobblestone streets, charming shops, seafood restaurants and cozy waterfront cafes. 

Newport was once the summer playground for America’s wealthiest families, and it’s still a top spot for luxury and seaside charm today!

17. Wickford Village

new england towns to visit in october

Wickford Village is a quaint, waterfront town located in North Kingstown, along Narragansett Bay in the southern part of Rhode Island. 

It’s known for its beautifully preserved colonial homes, peaceful harbor and charming downtown lined with boutiques, art galleries and cozy cafes. 

The village feels like a step back in time, with its narrow streets and historic buildings, including the Old Narragansett Church, built in 1707. 

new england towns to visit in october

You’ll love strolling along the harbor, where you can watch boats bobbing in the water or catch a stunning sunset. 

Wickford also hosts the annual Wickford Art Festival, one of the oldest outdoor art shows in New England, drawing artists and visitors from all over!

Connecticut

new england towns to visit in october

Mystic is a charming seaside village located on the eastern coast of the state, right along the Mystic River. 

It’s best known for its rich maritime history and the Mystic Seaport Museum, where you can explore historic ships and a recreated 19th-century coastal village. 

The town’s quaint downtown is full of unique shops, cafes and the famous Mystic Pizza, made famous by the Julia Roberts movie of the same name. 

new england towns to visit in october

You’ll enjoy crossing the iconic Mystic drawbridge, which offers beautiful views of the harbor and the sailboats gliding by. 

Mystic Aquarium is actually home to one of the world’s only beluga whale exhibits!

19. Cornwall

new england towns to visit in october

Cornwall is a picturesque town situated in the rolling hills of Connecticut’s northwestern corner, known for its scenic beauty and rural charm. 

It’s famous for the iconic Cornwall Covered Bridge, a red wooden bridge that looks like it’s straight out of a fairy tale. 

The town is surrounded by lush forests and the Housatonic River, making it a popular spot for hiking, fishing and leaf-peeping in the fall. 

new england towns to visit in october

Cornwall’s small downtown is filled with historic homes, local shops and art galleries, giving it a cozy, old-world feel. 

Cornwall is also home to Mohawk Mountain, which is one of Connecticut’s best ski areas.

Massachusetts

20. provincetown.

new england towns to visit in october

Provincetown is an exciting seaside town located at the very tip of Cape Cod, known for its colorful art scene, historic charm and welcoming atmosphere. 

It’s famous for being the first landing spot of the Pilgrims in 1620, marked by the towering Pilgrim Monument, which offers panoramic views of the town and coastline. 

Provincetown is filled with quirky shops, art galleries and seafood restaurants, with Commercial Street as the lively heart of it all. 

new england towns to visit in october

The town’s beautiful beaches, like Race Point and Herring Cove, are perfect for sunbathing, whale-watching and enjoying stunning sunsets. 

Provincetown is also a hub for LGBTQ+ culture and also hosts vibrant festivals like Carnival, where the town bursts into a rainbow of fun and celebration!

21. Chatham

new england towns to visit in october

Chatham is a charming coastal town located on the southeastern tip of Cape Cod, known for its scenic harbor and classic New England feel. 

It’s famous for the Chatham Lighthouse, which still guides ships today, and the nearby Lighthouse Beach, perfect for long walks and spotting seals. 

The town’s Main Street is filled with boutique shops, ice cream parlors and seafood restaurants, giving it a lively but quaint atmosphere.

new england towns to visit in october

Chatham is also home to the Chatham Fish Pier, where you can watch local fishermen unload their daily catch.

Plus, Chatham is a prime spot for Cape Cod’s traditional baseball games, where you can catch some of the nation’s top college players in action!

22. Concord

new england towns to visit in october

Concord is a historic town located about 20 miles northwest of Boston, known for its rich Revolutionary War history and literary heritage.

It’s famous for landmarks like the Old North Bridge, where “the shot heard ‘round the world” was fired, and the beautiful Minute Man National Historical Park. 

Concord was home to famous authors like Louisa May Alcott, Ralph Waldo Emerson, and Henry David Thoreau, and you can visit their homes, including Alcott’s Orchard House and Thoreau’s Walden Pond. 

new england towns to visit in october

The town’s charming downtown is filled with bookstores, cafes and historic buildings that make it feel like you’ve stepped back in time. 

Fun fact: Concord also played a key role in environmentalism thanks to Thoreau’s writings on nature and simplicity in ‘Walden’!

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Aerial view of downtown Portsmouth in New Hampshire.

  • 7 Undiscovered Small Towns in New England

There are countless charming small towns to explore for anyone looking to explore New England beyond its well-known cities of Boston, Massachusetts , Providence, Rhode Island , and New Haven, Connecticut . From coastal towns like Camden, Maine, to mountain villages like Woodstock, Vermont, these New England small towns offer a perfect blend of natural beauty, historic sites, and quaint shops. Whether wandering through colonial-era landmarks in Portsmouth, New Hampshire, hiking in peaceful forests in Stowe, Vermont , or enjoying a concert in Lenox, Massachusetts , these seven undiscovered small towns in New England invite visitors to slow down and savor all that New England has to offer.

Stowe, Vermont

Aerial view of Stowe in Vermont.

Nestled in the Green Mountains, Stowe, Vermont , is a quaint New England town that marries scenic beauty with a rich sense of the past. Outdoor enthusiasts will adore the town’s year-round activities, from skiing and snowboarding in winter at the Stowe Mountain Resort to hiking and biking along the Lamoille Valley Rail Trail during the warmer months. The town itself is postcard-perfect, with white church steeples, rustic barns, and covered bridges, such as the Gold Brook Covered Bridge, set against a backdrop of towering peaks.

While outdoor recreation is a big draw, Stowe's rustic charm is often overlooked. Visitors can visit the Stowe Historical Society Museum to learn about its 19th-century roots or take a walk through the town’s historic district and visit the Current, a contemporary art museum housed in a 1861 Greek revival building.

Camden, Maine

The harbor in Camden, Maine.

Perched on the edge of Penobscot Bay, Camden , Maine , is a maritime gem with stunning views, iconic landmarks, and a lively harbor. With its charming Main Street, visitors can explore local seafood at Sea Dog Brewing Co. and local artworks at the Marianne W. Smith Gallery. For outdoor adventures, Camden Hills State Park provides sweeping views of the bay and is a popular spot for hiking, especially the scenic Mount Battie Trail.

Camden's maritime history is still alive, with its bustling harbor where ships set sail daily. Visitors can take a boat tour for a closer look at the stunning coastline and its iconic lighthouses, including Curtis Lighthouse from 1835. The Camden Opera House, built in 1893, hosts performances and events showcasing the town’s vibrant cultural side. With so much to see and do, this town is sure to be a great addition to any New England itinerary.

Mystic, Connecticut

Main Street in Mystic, Connecticut.

Mystic , Connecticut, is a charming riverside town where history meets modern-day appeal. Known for the Mystic Seaport Museum, the largest maritime museum in the U.S., this town is a dream for history buffs and sea lovers alike. Visitors can wander through a recreated 19th-century seafaring village and explore historic ships like the Charles W. Morgan, the last wooden whaling ship in the world.

Mystic’s historic downtown is full of life, with cute shops and restaurants like the iconic Mystic Pizza (yes, the one from the Julia Roberts movie). The Mystic Aquarium, a regional gem, is an excellent place for families and marine lovers to explore. To top it off, the town’s riverside location provides ample opportunities for boat rides, kayaking, and enjoying the stunning views of the Mystic River. So, if you’re looking for a small town with big-city charm, Mystic is the place to be

Lenox, Massachusetts

The Mount in Lenox, Massachusetts.

Hidden away in the Berkshires, Lenox, Massachusetts , is a cultural haven with a peaceful, small-town feel. For art enthusiasts, Lenox is home to Tanglewood, the summer residence of the Boston Symphony Orchestra, attracting music lovers from around the world. The town itself is steeped in Gilded Age history, with grand mansions like The Mount, the former home of writer Edith Wharton, offering a glimpse into the past.

Nature lovers will find plenty to explore in the nearby Berkshire Mountains, with hiking trails, serene lakes, and picturesque views at every turn. The town’s center boasts quirky and charming stores and restaurants, such as The Bookstore and Get Lit Wine Bar, giving it a vibrant yet laid-back feel.

Portsmouth, New Hampshire

Riverside buildings in the town of Portsmouth, New Hampshire.

Portsmouth is a must-visit in New Hampshire with its vibrant mix of historic architecture, waterfront views along the Piscataqua River, and a lively cultural scene. Settled in 1630, Portsmouth is one of the oldest settlements in the U.S.; its history is woven into the town’s fabric. Visitors can stroll down its cobblestone streets and view the state’s oldest home, the Jackson House, circa 1664. For a learning experience, one can visit Strawbery Banke Museum, an outdoor living museum that transports guests back to the town’s earliest days from the 1600s. Those interested in another side of the town's past can also tour a real Navy submarine at the USS Albacore Park. Nearby along the river is Prescott Park, a lovely spot for a picnic or catching an open-air performance.

Brattleboro, Vermont

Rustic buildings in Brattleboro, Vermont.

A quirky, artsy town on the banks of the Connecticut River , Brattleboro, Vermont , is a hidden gem with an eclectic vibe and creative community. Tourists can stroll through the town and find art galleries, such as Gallery in the Woods, that reflect its artistic spirit. Brattleboro's Farmers' Market is one of the most well-known in the state, offering a wonderful selection of local produce, crafts, and live music from May through October.

For nature lovers, Brattleboro is a gateway to outdoor adventures. The nearby West River offers kayaking, fishing, and swimming, while the trails of the surrounding hills are perfect for hiking and cycling. Back on paved streets, history buffs will enjoy a visit to the Brattleboro Museum and Art Center, which showcases contemporary art alongside pieces that reflect the town’s rich heritage.

Woodstock, Vermont

A farm in Woodstock, Vermont.

Woodstock is the epitome of a classic Vermont town, with its covered bridges, charming village green, and historic homes that make tourists feel they have stepped back in time. Most people head straight to the Marsh-Billings-Rockefeller National Historical Park, which offers a glimpse into Vermont's conservation history and is a beautiful spot for hiking and exploring the area's natural beauty. Furthermore, the charming Woodstock Village Historic District is lined with antique buildings, including the rustic Woodstock Town Hall Theatre, inviting visitors to slow down and enjoy the atmosphere. Enthusiasts will further appreciate the Woodstock History Center, which offers a peek into 18th and 19th-century New England life.

Discover New England’s Hidden Gems

Discover the hidden gems of New England, where history, nature, and culture blend seamlessly for a truly unforgettable escape. Whether exploring Portsmouth's scenic waterfront, hiking in Stowe’s majestic mountains, or diving into Mystic’s maritime history, these small towns offer a peaceful retreat from the bustle of big cities. Each destination invites you to slow down and savor the beauty and charm that define New England, making every visit a unique and memorable experience.

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New England Wanderlust

Connecticut , Maine , Massachusetts , New Hampshire , Rhode Island , Vermont  ·  March 28, 2024

31 Best Places To Visit In New England In 2024

Planning a trip to the northeast and wondering what the best places to visit in New England are? Well, I’m happy to say that you’ve come to the right place 😊 I live locally in the northeast, and have been exploring the New England region for over 15 years now. I’ve been all over this area, scouting out the most beautiful towns, finding the most exciting cities, have taken tons of road trips, and set sail to visit the islands off the coast. This post is a compilation of my absolute favorite places in New England that I’ve visited over the years that I think are worth your time.

Ready to explore this beautiful region with me? Great! I’m happy to show you around 😊 Under each destination, I’ll share why I love it, and what I think the top things to do are.

On this list, you’ll find a mix of popular places you’ve likely heard of because well, they’re popular for a very good reason! And then I’ve also included some off-the-beaten-path gems that you may not have come across that I think are so beautiful.

So with that, let’s get started!

New England Wanderlust contains affiliate links, and is a member of the Amazon Services LLC Associates Program. We may earn a commission from any purchases you choose to make from our links, at no additional cost to you. For more information, please refer to our  Privacy Policy .

Best Places To Visit In New England

1. mount desert island & acadia national park.

Views from the top of Cadillac Mountain, which should definitely be on your Boston to Bar Harbor road trip itinerary.

Acadia National Park always tops everyone’s list of things to see in New England, and as someone who’s been there tons of times, I can say that it lives up to its reputation. This is where you’ll find that postcard-worthy, dramatic coastline Maine is famous for, and if you’re looking for the most iconic views in the state, Acadia is very much worth your time.

Acadia is located on Mount Desert Island, which is actually home to a lot of other beautiful places in New England to see, including the closest town to the park – Bar Harbor. This charming little coastal town is where most people stay when visiting the park, and it’s a worthy destination on its own.

On Mount Desert Island, you’ll also find places like Southwest Harbor, Somesville, and Tremont, all of which have their own fun things to do, and gorgeous scenery to enjoy.

Be sure to look for little overlooks during your walk on Ocean Path, which is a must-do when planning your Acadia National Park itinerary!

Inside the park, I recommend driving Park Loop Road, walking Ocean Path for the best views for the the least amount of effort, having lunch at Jordan Pond House, enjoying sunrise (or sunset!) at the top of Cadillac Mountain, and taking on a few hikes – Great Head, Beehive, Gorham, and Bubble Rock are some of my favorites, and make Acadia worth visiting .

Psst! I have some guides on visiting Acadia and Bar Harbor, which go into more detail on how to plan your trip, including:

  • My Perfect Acadia National Park Itinerary
  • Best Places & Towns To Stay When Visiting Acadia National Park
  • Best Time To Visit Acadia National Park
  • Visiting Bar Harbor In The Winter

2. Whale Watching In Stellwagen Bank National Marine Sanctuary

A whale fluke off the coast of Cape Cod, which is one of the best places to visit in New England for wildlife.

Did you know that New England is home to some of the best whale watching in the world? Yep, that’s right! Off the coast of this region is the Stellwagen Bank National Marine Sanctuary , which is known for its very active marine life, including different kinds of whales ranging from humpback to minke. In fact, it’s quite common to have a humpback sighting in this region, so make sure to have your camera ready 😉

And what’s even better is that you can hop on a whale watch tour that heads out to Stellwagen from a few different places around New England. My favorite is Dolphin Fleet , which sails out of Provincetown on Cape Cod, MA. Another great option is Cape Anne Whale Watch , which departs from Gloucester, MA.

3. The Cape Cod National Seashore

Nauset Lighthouse Beach in Eastham, MA along the Cape Cod National Seashore, which is one of the best places to visit in New England.

Cape Cod is known as one of the best places for a beach vacation in New England, and while a lot of that has to do with the charming coastal towns, amazing seafood, and beautiful scenery, I think it’s a special place because of the Cape Cod National Seashore.

This area on Cape Cod is so picturesque and undeveloped, that it was designated as protected land by President John F. Kennedy in 1961. It’s home to some of the most beautiful beaches in New England, lighthouses, scenic trails, and lots more. In fact, this is the top thing I suggest to everyone visiting Cape Cod.

Within the national seashore, my favorite things to do are walk the Nauset Marsh trail to Coast Guard Beach (my favorite beach on Cape Cod), see Nauset Lighthouse, and hike out to Race Point Lighthouse.

Psst! I have a detailed guide all about the 6 Cape Cod National Seashore beaches , including a breakdown of each one, and my tips on which you should visit on your trip.

4. The Brewster Flats, Cape Cod

The Brewster Flats on Cape Cod at low tide, with me walking on the exposed ocean floor.

Most people haven’t heard of the Brewster Flats on Cape Cod, but they’re actually the largest tidal flats in North America! And honestly, it’s such a cool thing and unique thing to experience that a lot of people don’t know about when they visit.

So, what are the flats, exactly? Well, every day at low tide, the tide goes so far out that you can walk on the ocean floor for about a mile. Not only does it feel like you’re at the end of the world, it’s great for spotting marine wildlife and getting a first-hand look at what lives at the bottom of the ocean floor in this region.

The Brewster Flats, despite their name, expand further past the town of Brewster along the Cape Cod Bay side of the peninsula, and you can find them at beaches between Dennis and Eastham.

Pro Tip : There are times when low tide coincides with sunset, and since the sun will set over Cape Cod Bay, this is an even more special time to visit!

5. Provincetown, MA

Me walking my dog in front of a cottage in Provincetown, MA, which is one of the most beautiful places to visit in New England.

I’ve already mentioned Provincetown as a great launching point for a whale watch tour, but it’s such a cool destination on its own that it’s very much worthy of its own spot on this list.

Provincetown is located at the very tip of the Cape Cod peninsula, and honestly, there’s no other place quite like it. It’s both a lively and peaceful beach town, packed with character, and you’ll find picturesque scenery at every turn.

Provincetown has long been known as a haven for artists and the LGBTQI+ community, and the welcoming nature of the town can be felt once you arrive. The main street that runs through town is called Commercial Street, and it’s filled with art galleries, independent shops, restaurants, and cabaret clubs. And honestly, everyone is always in such a good mood while here, and the energy is just so special.

I have to spend time in Provincetown every time I visit Cape Cod, and it’s almost indescribable, so definitely go experience it for yourself 😊

6. Chatham, MA

A house in Chatham, MA with its blooming hydrangeas in July.

Known as the most idyllic and charming town on Cape Cod, Chatham is also one you don’t want to miss while visiting the region. Home to a lovely Main Street with great shopping and dining, the side streets are filled with gorgeous houses, and perfectly manicured gardens bursting with hydrangeas in the summer.

In Chatham, you’ll also have beaches to explore, a lighthouse to see, and this is also one of the best places to spot seals on Cape Cod . The Chatham Fish Pier and Market is where many of the local fisherman dock, and well … the seals know what’s on those boats 😂 So, they hang out there waiting for some treats, and they get so close to the pier, allowing you to enjoy their cuteness up close.

Psst! I have lots of guides about Cape Cod, and here my guides on Provincetown and Chatham as mentioned above, as well as some of my most popular ones:

  • Things To Do In Provincetown, MA
  • Things To Do In Chatham, MA
  • Best Towns To Stay In On Cape Cod
  • Visiting Cape Cod For The First Time: Must-See Things, And My Top Tips
  • The Best Time To Visit Cape Cod & The Islands
  • Unique Things To Do On Cape Cod
  • Scenic Walking & Hiking Trails That I Love On Cape Cod
  • Ultimate List Of The Best Things To Do On Cape Cod

7. Nantucket, MA

Old North Wharf cottages on Nantucket Island in late June.

As one of my all-time favorite places in New England to visit, Nantucket is one I always recommend to people looking for one of the most idyllic places in the country. This island off the coast of Cape Cod is just so charming that it’ll be tough to not snap pictures of it your entire visit.

Once you step off the ferry onto the cobblestoned streets of downtown, you’re greeted with storefronts covered in traditional Cape Cod shingles, and you’ll start to wonder if you’ve been transported into a Hallmark movie.

View from the top of Steps Beach on Nantucket island, MA.

But in addition to the gorgeous downtown area, Nantucket is also home to some of the best beaches on the East Coast, as well as charming rose-covered cottages, beautiful lighthouses, and impressive hydrangeas in the summer.

Nantucket is one of the most expensive destinations on this list, and unfortunately, hotel prices can be prohibitive for a lot of people. However, spring and fall offers some savings in that area, and day trips are always a great way to experience the island (and are easy to do from Cape Cod).

I have a few guides about visiting Nantucket if you need more information, including:

  • Ultimate Nantucket Day Trip Guide
  • How To See Nantucket’s Lighthouses
  • Cape Cod vs. Nantucket: Which Is Best For You?

8. Aquinnah Cliffs – Martha’s Vineyard

The cliffs in Aquinnah is one of the absolute best things to do on Martha's Vineyard.

The other Cape Cod island is no less special, and a bit different than Nantucket in some ways – but also very beautiful! One of the best places to visit in New England is absolutely Martha’s Vineyard, and one of the prettiest places on the island to experience is the Aquinnah Cliffs.

The famous Aquinnah Cliffs offer dramatic coastline views with towering bluffs and a beautiful lighthouse. The beach below the cliffs, Moshup Beach, is also open to the public, and includes a short scenic trail that leads down to the shoreline, making the entire experience worth the effort to get to this part of the island.

But that isn’t the only reason Martha’s Vineyard is worth visiting. It’s also known for its gorgeous gingerbread cottages in Oak Bluffs, the stunning South Beach, lovely lighthouses, charming towns, Jaws Bridge (yep, from the movie!), and amazing rural scenery (and as a result, awesome farm stands!).

South Beach on Martha's Vineyard is one of the best places to visit when you come to the island.

I have a few guides about visiting Martha’s Vineyard if you need more information, including:

  • Best Things To Do On Martha’s Vineyard
  • How To See Martha’s Vineyard Without A Car
  • Best Beaches On Martha’s Vineyard
  • Ultimate Martha’s Vineyard Day Trip Guide

9. Newport, RI

Goat Island Lighthouse with the Newport Bridge in the background.

Heading over to Rhode Island, Newport is definitely a destination to have on your radar as you plan your trip to New England.

This “City by the Sea,” as it’s often called, doesn’t really feel like a city at all, and more like a charming town on the water. Known for its Gilded Age mansions, incredible culinary scene, beautiful scenery, amazing coastal walks and drives, and awesome shopping, there’s something to do here for just about anyone.

Of course, The Breakers mansion is one thing you don’t want to miss during your visit. This mansion served as a “summer cottage” for the Vanderbilt family, and the entire estate is just one impressive, opulent room after another, including a gorgeous veranda overlooking the ocean.

The Cliff Walk in Newport, RI is one of the best things to do in New England.

During your trip, I also recommend doing the Cliff Walk, which a pedestrian path along the coast that offers some of the best views in Newport. And if you have time after exploring downtown, definitely cruise along Ocean Drive for more coastal views, and visit the beaches in nearby Middletown.

Psst! I have a detailed guide on planning a Newport, RI day trip , which includes top things to do!

10. Block Island, RI

North Lighthouse on Block Island is one of the reasons this is one of the best places to visit in New England.

Off the coast of Narragansett in Rhode Island is the beautiful little Block Island. This is one that can often get over-shadowed by Nantucket and Martha’s Vineyard, but I really love exploring this little beautiful destination.

The island is very small, which either makes it easy to see in a day, or offers a relaxing vacation if you have more time to spend here. Built around the main town that has cute shops and dining options, you’ll also find gorgeous beaches that are free to visit, great hiking trails, lots of impressive coastal scenery, awesome sunsets, lighthouses, and even the Block Island National Wildlife Refuge .

Be sure to swing by Mansion Beach during your Block Island day trip, even if you just walk along the shore.

My favorite places to see on the island are the Clay Head Trail, Mansion Beach, lunch at The Oar overlooking the water, the Mohegan Bluffs, and North Lighthouse.

Psst! I have a detailed guide on taking a Block Island day trip , if you’re looking for more information 😉

11. Westerly & Watch Hill, RI

The viewpoint at the top of the entrance to Napatree Point Beach in Watch Hill, RI.

Lastly for Rhode Island, it’s hard to not include Westerly and its village of Watch Hill on this list. While it’s one of the most expensive and exclusive places to visit along New England’s coast, it makes for a gorgeous vacation if you have the budget for one of the hotels in the area. Or, even a fun day trip!

In my opinion, this is where you’ll find the best beaches in Rhode Island outside of Block Island, and combine that with cute downtowns and luxury hotels, and you’ve got a recipe for a wonderful New England beach vacation. In fact, Taylor Swift loved it so much, she bought a mansion in Watch Hill, so I’m definitely not the only one who loves it here!

A view of the outside of the famous Ocean House luxury resort in Watch Hill, RI, which is one of the best places to visit in New England.

My favorite beaches in Westerly are Misquamicut State Beach, which is the easier one to visit, and Napatree Point in Watch Hill, which has more limited parking. And if your budget allows, definitely book a room at the famous Ocean House resort in Watch Hill, which has its own private beach, incredible rooms, and is home to one of the world’s best waterfront restaurants, as chosen by CNN Traveler .

I also recommend you visit both downtowns in Watch Hill and Westerly, and head over to Grey Sail Brewing for a unique atmosphere and local craft beers.

Psst! I have a detailed guide on the best things to do in Westerly and Watch Hill, RI , if you’re looking for more ideas 😉

12. Boston, MA

An aerial view of the Boston skyline from the harbor at sunset.

New England’s largest city is also one of the top places to visit when exploring the area, and for so many wonderful reasons: the history, the charming character, beautiful parks, waterfront scenery, amazing hotels, and incredible food are just a few!

Even though I’m not a big city person, it’s hard to deny what an amazing destination Boston is, and the best part is that it feels very New England . There’s lots of historic architecture to enjoy, and the quaint neighborhoods with cobblestone streets just add to the ambience.

Acorn Street in Boston, which is one of the best places to visit in New England for history.

During your visit, I highly recommend visiting the Public Gardens (which were the first in the U.S.!), walking around Beacon Hill (my favorite neighborhood), exploring the Freedom Trail, walking the Charles River Esplanade, and making reservations at some of the top-rated restaurants.

I have a few guides all about Boston, including:

  • Boston In The Fall
  • Best Boston Food Tours
  • Best Boston Hotels Near The Aquarium

13. Rockport, MA

View of Motif 1 fishing shack in Rockport, MA's harbor.

Heading north of Boston, the next few places will all be located along the Massachusetts North Shore, which is one of my favorite places in New England to visit. The charming fishing town of Rockport is one you should definitely have on your radar.

Rockport is small, but what it lacks in size, it makes up in picturesque and unique scenery. Home to Motif 1, which many say is the most painted building in the country (some say the world), this red fishing shack stands guard over the town in the harbor, and is one of the most idyllic New England moments to photograph.

Along the harbor, you’ll find Bearskin Neck, which sounds a bit alarming 😂, but it’s really just a street where you’ll find the colorful storefronts and art galleries – all of which are independently owned, and feature all kinds of unique pieces.

Outside of the main town area, you can also admire the town’s impressive rock quarry landscapes, and one of the best places to do that is at Halibut Point State Park.

Psst! I have a detailed guide on the best things to do in Rockport, MA , if you’re looking for more ideas 😉

14. Crane Estate & Crane Beach, MA

Me at Crane Beach in Ipswich, MA in November.

There are quite a few mansions and castles around New England, and the Crane Estate is one of my absolute favorites. Located along the North Shore in Ipswich, this Tutor-revival mansion was built in 1928, and sits on 2,100 acres of beautifully manicured lawns.

The grounds and mansion are open to the public, and most people choose to visit the grounds to explore the gardens and walking trails around the property. However, the interior of the mansion is open for guided tours at certain times throughout the year, too, but it does require the purchase of a separate ticket.

In addition to the immensely impressive grounds, the Crane estate is also home to Crane Beach, which I think is the most beautiful beach on the North Shore. This 4-mile long sandy beach seems to stretch on forever, and there are also over 5 miles of scenic trails to enjoy here.

15. Newburyport, MA

The shops in Market Square are one of the best things to see in Newburyport!

A lesser-visited destination along the North Shore is Newburyport, and here, you’ll find an incredibly charming downtown, beaches and parks on Plum Island, and some of the best shopping in New England. When I first visited Newburyport, I immediately fell in love with it, and I’m so surprised more people don’t recommend visiting.

The town center of Newburyport sits along the Merrimack River, and you’ll find a beautiful waterfront park where you can enjoy the views. From there, you’re steps away from town center and all the incredible shops, most of which are independently owned. I always describe the scenery as a movie set, because everything from the brick-lined streets to the beautiful window displays in the shops just feels so cozy and charming.

A view of the waterfront park in Newburyport, MA, which is one of the best places to visit in New England.

From Newburyport, you can also head out on a whale watch to Stellwagan Bank (although, sometimes from here, they cruise out to Jeffreys Ledge, depending on what the experts think is the best option that day).

Psst! I have a detailed guide on the best things to do in Newburyport, MA , if you’re looking for more ideas 😉

16. Salem, MA

The famous Witch House in October, which is the best time to visit Salem, MA for Halloween fun.

Known as one of the top Halloween towns in the entire U.S., Salem is undoubtedly a popular fall destination in New England, and rightfully so. With its Haunted Happenings event that takes place all throughout October, as well as being home to several Hocus Pocus filming locations, and it’s very haunted past, it checks all the boxes for a perfect spooky, fall getaway.

However, Salem is incredible year-round, too! While the witch trial attractions and haunted tours are definitely worthy of your time, the town is also filled with gorgeous and historic New England architecture, picturesque streets, fantastic museums, lighthouses, and tons of charm.

Winter Island Lighthouse in Salem, MA.

One off-the-beaten-path location in Salem I love to share with people is Winter Island Park, which has a cute little lighthouse and some trails to enjoy. During your visit to Salem, be sure to also see the House of Seven Gables, where Nathaniel Hawthorne was born (and where he pulled inspiration from when he wrote the book of the same name), explore the Peabody Essex Museum, and enjoy the views from the Salem Maritime National Historic Site.

Oh, and if you can squeeze in a lobster martini from the Lobster Shanty, I definitely recommend that, too 😉

Psst! I have some extra guides on Salem, including the best time to visit Salem, MA , and how to plan a day trip to Salem!

17. The Berkshires, MA

A view of the mountain ranges in The Berkshires at sunset, taken in early fall just as the leaves began to turn.

Located in the northwest corner of the state, The Berkshires is a region comprised of 30 towns, mountain ranges, and beautiful rural scenery. It’s also home to fantastic museums, amazing dining options, cozy inns, and endless outdoor activities, making this a wonderful region to see on your trip to connect with nature. I especially love it in the fall season to enjoy all the incredible foliage color.

One of the most famous towns in The Berkshires is Stockbridge, which was put on the map when artist Normal Rockwell painted his Stockbridge Main Street at Christmas piece. And while a few things have changed since then, most of Main Street feels very much the same, so you can feel as though you’re stepping into a real-life painting during your visit.

Some of my favorite things to do in this region are drive the auto road (or hike! I’ve done both) to the top of Mount Greylock, drive the scenic Mohawk Trail, visit the incredible farm stands, explore the beautiful Naumkeag Estate (which often puts on seasonal events like a pumpkin display in the fall), and meander through the charming towns like Lenox and Great Barrington.

18. Kennebunkport, ME

Shopping in Dock Square in Kennebunkport, Maine.

Moving into Maine, Kennebunkport is one of the best places in New England to visit to enjoy picturesque coastal scenery, beaches, and a charming downtown. Kennebunkport has long been a big vacation spot for New Englanders, but President Bush made it even more famous with his summer vacation house and compound, which is still there for you to admire from a distance.

I’ve been to Kennebunkport more times than I can count, and it just never disappoints. Built around Dock Square, the main part of town, you’ll find colorful store fronts, idyllic waterfront scenery, and beautiful side streets filled with traditional colonial houses.

A view of a beach shack on Cape Porpoise in Kennebunkport, Maine, which is one of the best places to see in New England.

If you venture a bit outside of town center, you’ll find the beaches, as well as a scenic, coastal walking trail called Parsons Way. There’s also the option to visit Cape Porpoise, which is packed with postcard-worthy moments at every turn, as well as one of the best places to get a lobster dinner – Langsford Road Lobster & Fish House.

One of the best parts of Kennebunkport, too, is that it had tons of fantastic hotel options, including historic colonial homes-turned-cozy-inns, luxury resorts, cottages, beach resorts, and upscale escapes in the woods.

19. Ogunquit, ME

An aerial view of Ogunquit Beach in Maine at sunset.

Very close to Kennebunkport is another fantastic coastal town – Ogunquit. This town is known for having one of the best beaches in Maine, but it’s also home to a very charming downtown, and gorgeous scenery. My very first visit to Ogunquit made me fall immediately in love with it, and because it offers so much to do, it’s definitely one of the best places to visit in New England. I keep going back because I love it that much.

The star of the show here is definitely the beach, and one of the best features of the beach is that it’s walkable for most places in town. Since Ogunquit is rather small, it makes getting around on foot very easy, and therefore, offers a truly relaxing vacation.

My absolute favorite thing to do in Ogunquit, and even all of New England, is the Marginal Way pedestrian coastal walk. This path hugs the coastline and stretches for over a mile one-way, and connects Ogunquit town center with a cute little harbor called Perkins Cove. I also love to meander through the shops downtown, visit the art galleries, and spend most of my time at the gorgeous beach.

Psst! I have a detailed guide on visiting Ogunquit, Maine , if you’re looking for more information 😉

20. Lubec, ME

Me at West Quoddy Lighthouse in Lubec, Maine, which is such a fantastic destination in New England to experience.

Located in the northeastern most corner of Maine, Lubec is such an underrated destination in New England. This small, authentic fishing village is just minutes from the Canadian border, and offers incredible hiking and nature trails, an awesome lighthouse, beautiful coastal scenery, and easy access to Campobello Island, where you can find President Franklin Roosevelt Eleanor’s summer home (as well as a lighthouse and some beaches).

Lubec is also where you can see the very first sunrise in the country, but only at certain times of the year (usually in mid to late March, and mid to late September).

Now, Lubec isn’t for everyone. The town is very small, and there’s not a ton to do, but it’s one of my favorite places in New England to visit to get away from everyday life, and not plan to do a whole lot. That said, I find it incredibly charming, and I always get excited to visit.

My favorite things to do here are visit West Quoddy Head State Park to see the lighthouse, tackle the scenic coastal trails, visit the brewery, and take afternoon excursions to Campobello Island.

Psst! I have an entire guide on visiting Lubec, Maine , if you’re looking for more info and tips 😉

21. Boothbay Harbor, ME

Views from the footbridge, which is one of the best things to see and do in Boothbay Harbor, Maine, and one of the reasons it makes for a wonderful day trip in New England.

Along Maine’s Midcoast region is the wonderful town of Boothbay Harbor, and as the name suggests, it’s built around a beautiful harbor, making this an ideal destination to enjoy the rugged coastline Maine is known for.

Boothbay Harbor is also very small, so the downtown is entirely walkable, making it a great place for a relaxing getaway. The colorful storefronts that line the streets downtown add to the overall charm, and both sides of the harbor are connected by a footbridge, which just makes it even more picturesque.

I always love to recommend that you get out on the water as much as you can when you visit Boothbay to enjoy the surrounding natural beauty, and there are tons of wonderful tours you can take here, including puffin tours, sailing cruises, and lighthouse excursions.

Lastly, Boothbay Harbor is minutes away from the Coastal Maine Botanical Gardens, which is such a treat to visit.

Psst! I have an entire guide on the best things to do in Boothbay Harbor, Maine , if you need more ideas!

22. Camden, ME

A view of Camden Maine's harbor in the fall season.

Also along Maine’s Midcoast is gorgeous Camden, and this town almost always ranks at the top of every list of the best places to visit in New England, and the hype is justified. Much like Boothbay Harbor, Camden is built around the harbor, creating an idyllic coastal escape, and you’ll find a wonderful downtown with great shops and restaurants, cozy places to stay, and opportunities for amazing sailing tours.

The tall sailboats docked in Camden, Maine's harbor at sunrise.

Nearby is also Camden Hills State Park, and one of the best things to do is drive up the auto road, or hike to the top of Mount Battie, and enjoy a birds-eye view of the harbor.

23. Portland, ME

Portland Head Light is the oldest lighthouse in Maine, and one of the best to see on your road trip. It's also one of the best things to do in New England!

Portland is another one of my favorites cities in New England, and much of that has to do with the lighthouses. In fact, it’s home to one of the most photographed lighthouses in the northeast – Portland Head Lighthouse. Located in South Portland, just a few minutes from downtown, you’ll find this incredible lighthouse park with trails that offer different viewpoints of the lighthouse, and stunning, dramatic coastline to admire.

Nearby are also two smaller lighthouses that are worth visiting – Spring Point Ledge Light, and Bug Light.

That said, Portland is so much more than its lighthouses. Once an old port city (as the name suggests!), part of the city has maintained its charm and authenticity, and you’ll find lots of fishing boats and lobster traps in picturesque alleyways in the Old Port district.

But Portland is also an incredible culinary destination, and there are so many up and coming chefs and restaurants making names for themselves here, too. Taking a food tour is a great way to introduce yourself to the city, and don’t forget to get some of the famous donuts, too!

24. St. George Peninsula, ME

At Marshall Point Lighthouse in Port Clyde, Maine, which is one of the most beautiful places to see in New England.

An under-the-radar destination in Maine, the St. George peninsula is a stunningly beautiful area of the state. While it does have one famous landmark, Marshall Point Lighthouse, many people overlook the rest of it, but it’s actually a wonderful place for a getaway, and to explore. Especially if you’re looking to get off the beaten path, and enjoy a quieter side of Maine.

Marshall Point Lighthouse is one of the top things to see in this area, and you don’t want to miss it. Located at the very end of the peninsula, the lighthouse was featured in the movie Forrest Gump , and it’s one of my favorites in the region.

Driving around the area, you’ll see fishing boats bobbing in the water backdropped by pine-tree covered islands, quaint seafood shacks, and quiet town centers. But if you’re looking for more things to do, Rockland and Camden are just a short drive away, as is the beautiful Owls Head State Park and lighthouse.

25. The White Mountains In New Hampshire

On the Frankenstein Cliff Trail in the White Mountains during fall foliage season.

One of the absolute best places to visit in New England for fall foliage is the White Mountains region, but because of its impressive scenery, it truly is wonderful year-round. Home to the White Mountains National Forest, incredible hiking, fun attractions, and cute little towns, it’s easy to see why so many people visit each year. It’s also where you can find New England’s highest peak – Mount Washington.

During your visit, you’ll definitely want to cruise along the Kancamagus Highway, which is known as being one of the most scenic drives in New England – and I couldn’t agree more. This is especially beautiful in the fall, but the road goes through the heart of the White Mountains forest, making the views during the drive memorable.

Some other wonderful things to do in the area are visit the cute town of Littleton, hike the Artist Bluff Trail, visit Flume Gorge, ride the Cannon Mountain Aerial Tramway, and also take a ride on The Cog to the top of Mount Washington for an incredibly unique experience.

26. Portsmouth, NH

View of downtown Portsmouth, NH from Pierce Island in the fall.

In southern New Hampshire, Portsmouth is one of the most charming places to see in New England. While the White Mountains have more of a cabin/alpine atmosphere, the New England charm is alive and well in Portsmouth!

This coastal city also feels more like a quaint town, and most of it is very walkable. Streets are lined with traditional New England colonial architecture, the downtown area is filled with amazing shops and picturesque streets, and there are tons of wonderful restaurants to choose from.

I like to start my trips to Portsmouth with a walk along the waterfront at Prescott Park, and be sure to head over to Pierce Island for awesome views of the city. Then, walk over to the Strawbery Banke museum to see history come to life (open seasonally), and admire all the historic houses. Finally, head over to Market Square downtown, where you’ll find all the shops and restaurants, and be sure to pick up a cup of coffee and a pastry from Elephantine Bakery in Commercial Alley!

27. Woodstock, VT

Middle covered bridge in Woodstock, VT is one of the best sites to see when visiting.

It’s continually named the prettiest town in Vermont, and I have to agree. Woodstock is where you want to go in Vermont to feel like you’re in a Hallmark movie because it has all the ingredients: a town green, covered bridges, independent shops, idyllic side streets, and cozy places to eat. It really does live up to all the hype!

On the outskirts of town, you’ll also find postcard-worthy rural landscapes, as well as the gorgeous Billings Farm & Museum, and Sugarbush Farms.

Psst! I have an entire guide on the best things to do in Woodstock, VT , if you need more ideas!

28. Stowe, VT

An aerial view of the fall foliage surrounding Stowe, VT's village and Main Street.

A very close second when it comes to my favorite places in the Green Mountain State is Stowe, which is most definitely one of the best places to experience fall foliage in Vermont , and is a fantastic ski destination in the winter. This is one of the most popular places to visit in Vermont, but I really do think it’s worth braving the crowds for because the scenery really is that beautiful.

Stowe is home to Vermont’s highest peak, Mount Mansfield, and is also surrounded by mountain ranges. In the fall during peak foliage season, seeing the mountains dripping in autumnal color is really something special.

One of the best things to do in Stowe, VT any time of the year is stroll down the quaint main Street.

But the actual town itself is incredibly charming, and you’ll find covered bridges, a quaint Main Street with great shops and country stores, scenic walking trails, and awesome hiking and nature walks nearby at Smugglers Notch.

Psst! I have an entire guide on the best things to do in Stowe, VT if you need more information!

29. Lake Willoughby, Vermont

View of the mountains around Lake Willoughby from South Beach in the fall season.

An under-the-radar destination in Vermont in Lake Willoughby, which offers incredible scenery of the surrounding mountains, and is another impressive fall foliage destination. Located in the Northeast Kingdom of the state, the actual lake itself is gorgeous, and stretches for over 2 square miles.

For a quiet getaway in Vermont, it’s really hart to beat. The main town along the lake, Westmore, offers tons of cabins to rent for a relaxing vacation, and the area also has awesome hiking nearby in Willoughby State Forest that offers fantastic views of the lake and surrounding mountains.

But even if you visit just for the day, the drive around the lake is really amazing, and there are some fun places to eat nearby, including The Gap Pub and the Parker Pie Company.

30. Mystic, CT

A view of Mystic's downtown from the river at sunset.

Heading into Connecticut, Mystic is such a wonderful place to visit in New England! Most people know it from movies like Mystic Pizza and Mystic River , but it has so much to offer, making it worthy destination to experience when you visit the area.

Built around the actual Mystic River, the small town offers beautiful waterfront scenery as you explore. It’s also home to a charming Main Street for shopping and dining, and a cute little shopping village called Olde Mistick Village, where you can find all kinds of unique stores and tons of charm.

Some of the bigger attractions in Mystic, like the Mystic Seaport Museum and the Mystic Aquarium, add to the appeal, too. In fact, the Mystic Seaport Museum is the largest maritimes museum in the U.S., and is mostly an outdoor exhibit along the river. It features historic tall ships that you can climb into before walking through an authentic New England maritimes village from the 19th century.

Inside the Mystic Seaport Museum's 19th century maritimes village.

Driving a bit outside of town, you can also visit part of the Connecticut wine trail in Stonington, which includes Saltwater Farm Vineyard, and Stonington Vineyard.

Psst! I have an entire guide on the best things to do in Mystic, CT , if you need more ideas!

31. Litchfield Hills, CT

The Litchfield Hills in CT are some of the most beautiful countryside landscapes, and a drive through this region is one of the best things to do in New England in the fall.

Last on my list is perfect for any Gilmore Girls fans out there because it’s the region that Amy Sherman-Palladino based Stars Hollow on. But even if you have no idea what I’m talking about, the Litchfield Hills region of the Connecticut countryside is filled with idyllic rural scenery, beautiful drives, state parks, and lots of quaint, picturesque towns.

Towns in this region like Kent, Litchfield, and New Milford all feel like they could have inspired Stars Hollow, but many claim the beloved TV show town was modeled after Washington Depot (which oddly enough, isn’t my favorite town in the region!). You’ll find cozy cafés, bookshops, town greens with gazebos, and lovely scenery at every turn.

This region is also small and can easily be visited in a weekend, and if you’re ambitious, a day. The drive from one town to the next is scenic, and with stops to make on the way at places like Kent Falls State Park, Lover’s Leap Bridge, and Mount Tom, it’s not hard to see why someone would have based an entire show on this area.

Visiting New England FAQ

At the start of the Bluff Walk in 'Sconset, Nantucket.

Is New England Worth Visiting?

As I’m sure you’ve gathered from this list, there are so many incredibly picturesque places to see in New England, which very much makes it worth visiting.

Between exciting cities, historic towns, quaint fishing villages, Acadia National Park, lighthouses, and charming destinations, there’s truly something for everyone, and there’s a reason why this region is a bucket list place for lots of people.

What’s The Best Way To Get Around New England?

Unless you just plan to visit a big city, you really need to have a car to explore New England.

I wish the U.S. in general had a better transportation infrastructure, but it just doesn’t, and New England is no exception. Getting to a lot of these places requires a car, but this will allow you the most freedom to stick to your own schedule.

What’s The Best Airport To Fly Into In New England?

Boston Logan is the best airport for most people, especially if you’re flying in internationally. This airport is the biggest in New England, and usually offers the cheapest flights, most options, and is centrally-located to many destinations in the region.

There are also some smaller airports around New England that may work best for you, including Portland, Providence, and Portsmouth. However, Boston Logan is usually the best option.

What’s The Best Season To Visit New England?

The great thing about New England is that all four seasons offer a different vibe, so this really depends on what kind of trip you’re hoping for. Here’s a very general breakdown for you:

→ The first two weeks of October for fall foliage.

→ July and August for a coastal or beach trip (but this is peak season for these areas, so prices and crowds will be at their highest). This is when you’ll get the best weather, and all seasonal businesses along the coast will be open.

→ June and September for shoulder season along the coast. You’ll experience fewer crowds, but the weather is generally still very nice.

→ May is a great option if you’re looking for a cheaper and less crowded time to visit, and don’t mind weather that’s a bit rainy.

→ January and February for a winter wonderland or ski vacation.

I do have a very detailed post on the best time to visit New England , if you’re looking for more info 😉

Is New England Expensive?

Unfortunately, yes. This area tends to be more expensive than many other parts of the U.S., so expect to pay a bit more for everything, including hotels, tours, and food. “Budget-friendly” will also likely run a bit more than average, too. However, you can still cut costs by staying in motels with efficiency kitchens to prepare your own meals, camping, or visiting at a cheap time, like April.

Planning A New England Road Trip

Oh boy, do I have some great suggestions for you! I’ve done a lot of road trips around this region, and continue to do them because it’s one of my favorite ways to explore. My top road trips I’ve ever done are a Boston to Bar Harbor, Maine road trip, as well as a beautiful fall foliage road trip.

I’ve created a few different road trip itineraries for this website, which you can find here:

  • My Unforgettable Boston To Bar Harbor, Maine Road Trip Itinerary
  • My 7 Day New England Road Trip Itinerary
  • My Perfect New England Fall Foliage Road Trip Itinerary
  • My Epic Maine Lighthouse Road Trip Itinerary

My Top Tips For Visiting New England

Doubling Point light is a bit more off-the-beat-path, but absolutely worth seeing.

→ Know that weather can change … a lot 😂 New England is known for moody weather, and while it’s not quite as bad as places like Iceland or Scotland, it does change a lot. July and August are known as the driest months, but rain is still likely at least a few days of each summer month. And the spring and fall season can bring a wide variety of weather, so definitely check the forecast a few days before your trip.

→ The highways have paid tolls . If you’re planning a road trip, or even a longer drive to a different location, it’s good to know you’ll have to pay tolls on many of the highways. However, they’ve all recently switched over to electronic, contactless tolling. If you’re renting a car, or are driving in from out of state, you’ll get a bill in the mail to pay, so you don’t need to worry about stopping to pay tolls each time.

→ Expect a lot of crowds and book well in advance if you visit during peak season . Hotels and tours fill up months in advance if you plan a visit during a peak time, so you’ll want to book as soon as you can. For example, the first two weeks in October in New Hampshire, Vermont and The Berkshires, or in July and August on Cape Cod.

→ You can dress casually for the most part . Despite its reputation for being upscale and preppy, most people dress very casually in New England. Unless you plan to go out to eat at a nicer place, you don’t really need to dress up.

→ Have some cash on you, depending on where you go . Most places will take cards, but a surprising number of smaller seafood shacks and ice cream places will still be cash only. Many will have an ATM on-site if that’s the case, but to avoid pricey fees, it’s good to just have some cash on you.

More posts you may find helpful:

  • Best Day Trips In New England
  • Incredible New England Resorts & Spas
  • Gorgeous New England Islands Worth Visiting
  • Must-See Towns On The New England Coast
  • Best Beach Towns In New England
  • Ultimate Guide To Fall In New England

That’s A Wrap On The Best Places To Visit In New England

And there you have it! My guide to all the best places to visit in New England, including some of my helpful tips and suggestions on things to do. I hope you’ve found this helpful as you begin to plan your trip. Whether you’re excited to explore all the most epic fall foliage spots in the region, drive up the coast of Maine, or take a road trip around the entire region, one thing’s for sure – all of the places mentioned in this post will provide you with incredible memories along the way. Happy planning!

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10 Hidden Towns In New England You Need To See

Published: September 19, 2024

by Jannelle Ingram

10-hidden-towns-in-new-england-you-need-to-see

New England is famous for its charming towns and scenic landscapes, but some hidden gems often go unnoticed. Have you ever wondered where to find the best-kept secrets in this picturesque region? From quaint coastal villages to serene mountain retreats, these lesser-known spots offer unique experiences without the crowds. Imagine strolling through historic streets, savoring local cuisine, and discovering breathtaking views that only a few have seen. Whether you're planning a weekend getaway or a longer adventure, these hidden towns in New England promise unforgettable memories. Ready to uncover the magic of these secret destinations? Let's dive in!

Discovering Hidden Gems in New England

New England, known for its picturesque landscapes and historic charm, hides many lesser-known towns that offer unique experiences. These hidden gems provide a perfect escape from the hustle and bustle of city life. Let’s explore ten of these enchanting towns.

Quaint Coastal Villages

The New England coastline is dotted with charming villages that exude a timeless appeal. These coastal towns offer stunning views, fresh seafood, and a relaxed atmosphere.

Stonington, Connecticut

  • A small fishing village with a rich maritime history. Walk along the harbor, visit the Old Lighthouse Museum, and enjoy fresh seafood at local eateries.

Rockport, Massachusetts

  • Known for its art galleries and scenic harbor. Explore Bearskin Neck, a narrow peninsula filled with shops, galleries, and restaurants.

Camden, Maine

  • Nestled between the mountains and the sea, Camden offers breathtaking views and outdoor activities. Hike up Mount Battie for a panoramic view of the harbor.

Historic Towns with a Story

New England’s history is deeply rooted in its towns. These places offer a glimpse into the past with their well-preserved architecture and historical landmarks.

Woodstock, Vermont

  • A quintessential New England town with a charming village green, historic homes, and covered bridges. Visit the Billings Farm & Museum to learn about the area’s agricultural history.

Mystic, Connecticut

  • Famous for its maritime heritage. Explore the Mystic Seaport Museum, which features a recreated 19th-century seafaring village.

Deerfield, Massachusetts

  • A living history museum with beautifully preserved colonial homes. Walk along Old Main Street and visit Historic Deerfield’s museum houses.

Serene Mountain Retreats

For those seeking tranquility and natural beauty, New England’s mountain towns offer the perfect retreat. These towns provide stunning vistas and a peaceful atmosphere.

Jackson, New Hampshire

  • A picturesque village in the White Mountains. Known for its covered bridge, scenic views, and outdoor activities like hiking and skiing.

Stowe, Vermont

  • A charming town with a European feel. Enjoy outdoor adventures on Mount Mansfield, visit the Trapp Family Lodge, or stroll through the quaint downtown area.

Hidden Lakeside Havens

New England’s lakeside towns offer serene settings and recreational opportunities. These hidden havens are perfect for a relaxing getaway.

Wolfeboro, New Hampshire

  • Known as the oldest summer resort in America. Located on the shores of Lake Winnipesaukee, it offers boating, fishing, and charming shops.

Rangeley, Maine

  • A peaceful town surrounded by lakes and mountains. Ideal for fishing, boating, and enjoying the natural beauty of the Rangeley Lakes region.

Discover New England's Hidden Gems

New England offers more than just famous cities. Hidden towns like Mystic , Woodstock , and Stowe provide unique experiences. Each town has its own charm, from historic sites to scenic landscapes. Mystic is perfect for maritime history lovers. Woodstock offers a peaceful retreat with beautiful countryside. Stowe is ideal for outdoor enthusiasts with its skiing and hiking trails. Exploring these lesser-known spots can make your trip memorable. Whether you love history, nature, or just a quiet getaway, New England's hidden towns have something for everyone. So next time you plan a trip , consider visiting these hidden gems. You'll find new adventures and maybe even a favorite new spot. Happy travels!

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COMMENTS

  1. Fall in New England Bucket List: 20 EPIC Towns, Farms + Festivals

    Hiking here is one of the top things to do in New England in the fall. Stowe is one of the best New England towns to visit in the fall, hands down. Mount Mansfield: The highest mountain in Vermont (4,393 ft. / 1,339 m). Offers a host of fun outdoor activities, including hiking, zip lining, and mountain climbing.

  2. Fall in New England: When & Where to Go in 2024

    For peak (or close to peak) fall foliage in 2024, plan to visit New England the first week of October. "We are looking at a 'normal' slow-burn year, where we should not expect any early peak color ...

  3. The 12+ Best New England Towns in Fall You Need to Visit

    This New England fall town, Laconia, New Hampshire, hosts a two-day family-friendly event-the New Hampshire Pumpkin Festival. This fall festival incorporates a zombie walk, pumpkin bowling, and rides for the kids, while all ages can enjoy the car show and concerts, and the finale-lighting of the 34-foot tower of jack-o-lantern carved pumpkins.

  4. The PERFECT New England Fall Road Trip Itinerary: 3, 5, 7, 10 & 12 Day

    Plan the perfect New England fall road trip with this guide that covers the best places to visit, the best time to go, and the best routes to take. Whether you have 3, 5, 7, 10 or 12 days, you'll find the best fall foliage, scenic drives, and charming towns in Maine, Massachusetts, New Hampshire and Vermont.

  5. 16 Charming Towns in New England for Fall Foliage

    The Green Mountains surround Stowe with fiery reds, deep oranges, and golden yellows. This town gives you the full New England experience: charming covered bridges, crisp mountain air, and an urge to wear cozy sweaters and drink hot cider. For the best views, cruise down Smugglers' Notch or hike up Mount Mansfield.

  6. Fall in New England: Ultimate Guide to Foliage, Towns, + Fun (2024)

    One of the cutest little New England towns to visit in fall, Jamestown has a plethora of opportunities to get outdoors and see the fantastic fall foliage in lovely scenic settings, like the Conanicut Island Sanctuary, Fort Wetherill State Park, and the can't miss tourist attraction, Beavertail Lighthouse and State Park; the Beavertail Trail ...

  7. New England Fall Road Trip: 15 Stunning Stops + Itinerary

    Learn how to plan your first New England fall road trip with this comprehensive guide. Find out the best states, dates, tips and itineraries for 5, 7, 10 and 14 days of leaf-peeping.

  8. 25 Memorable Things to Do in New England in Fall

    Enjoy the foliage, food, and fun of New England in autumn with this list of memorable activities, from ziplining and ballooning to antiquing and pumpkin picking. Whether you prefer scenic drives, historic villages, or outdoor adventures, you'll find something for every season in this guide.

  9. Ultimate Fall In New England Guide: 55+ Incredible Things To Do! (2024)

    Discover the best places and activities to enjoy in New England in the fall season, from foliage drives and hikes to festivals and apple orchards. Whether you prefer coastal towns, historic villages, or scenic mountains, you'll find something for every taste and budget in this ultimate guide.

  10. October in New England: Weather, What to Pack, and What to See

    Learn why October is the best month to visit New England, with tips on what to pack, where to see peak foliage, and what events to enjoy. Find out about the weather, the attractions, and the challenges of traveling in this popular destination in fall.

  11. 10 Places to Visit in New England in Fall

    These 10 places to visit in New England in fall are a great way to kick off a weekend of fun. The Cog Railway winds through colorful foliage towards the summit of Mt. Washington. Fall is one of the best times to visit New England: the air is crisp, the apples are ripe, and the leaves are colorful. The only real downside might be that there's ...

  12. 46 Lovely Things to Do in New England in Fall

    New England is known for its stunning fall foliage, and this guide offers lots of ideas and adventures to enjoy the season. From apple and pumpkin picking to scenic drives and train rides, from festivals and events to haunted hotels and whale watching, you'll find plenty of fun activities in each state.

  13. Things to Do in October in New England: Top 23 Most Unique Spots

    White Mountains, NH: Early October is prime time. Drive the Kancamagus Highway for stunning views of gorges, waterfalls, and valleys. Visit Franconia Notch State Park where Cannon Mountain reflects in Echo Lake for a picture-perfect scene. Green Mountains, VT: Equally breathtaking.

  14. Best Weekend Getaways in New England

    Bar Harbor. #4 in Best Weekend Getaways in New England. Many pass through Bar Harbor on their way to Acadia National Park, but this charming seaside town is definitely worth a stop. Located on ...

  15. Chasing fall foliage in New England: Best spots, timing and what to

    In northern New England, around Vermont, New Hampshire and Maine, peak colors typically arrive in late September to early October. Across central New England, including southern Vermont, southern ...

  16. The Best Things to Do in New England This Fall

    And if your travels bring you to Cape Cod, the Chatham Bars Inn's popular Fall Greenhouse Dinner Series returns this year with four unique culinary experiences held at the hotel's Farm in ...

  17. The Best 7 Day New England Road Trip Itinerary (+ 5 & 10 Day Options!) 2024

    Explore the best of New England in a week with this detailed guide. Start in Boston, visit Vermont, New Hampshire, Maine, and more, with tips on where to stay, eat, and see.

  18. 22 of the Best Things to Do in New England in Fall

    22. Take in the Highland Games and Festival on Loon Mountain in Lincoln, New Hampshire. 23. View the foliage from the top of a mountain by taking a ski gondola up. 24. Enjoy the backdrop of fall foliage against a garden built on a bridge in a typical New England village.

  19. How to Have the Perfect New England Fall Getaway, According to ...

    Learn how to plan the perfect New England fall getaway from a local expert. Discover the best places to see foliage, pick apples, hike, and enjoy festivals in six states.

  20. The Ultimate 10-Day New England Road Trip Itinerary

    Explore the coastline and mountains of New England in 10 days with this itinerary by a local travel writer. Visit Massachusetts, Maine, New Hampshire, Vermont, Connecticut, and Rhode Island and enjoy lobster, foliage, history, and more.

  21. 7 Small Towns In Connecticut For Cozy Fall Vibes

    Connecticut is an East Coast gem for year-round outdoor exploration. The southern New England state boasts incredible natural wonders, from state parks to forests and dams. While Connecticut's coastline offers plentiful activities and beautiful scenery during the summer, the fall season in Connecticut's small towns is more inviting.

  22. 6 New England towns to visit in October

    Travel 6 New England towns to visit in October Get ready for some major leaf peeping. The Fall Foliage Festival at Boothbay Railway Village will take place Oct. 11-13.

  23. The 10 Best Places To Visit In October In The US 2024

    The best places to visit in October in the U.S. offer a mix of pleasant weather and autumnal-themed activities. Fall foliage fans will love Vermont and Acadia National Park, while ravelers looking ...

  24. The Complete New England Fall Foliage Handbook

    The Northern part of the region begins to see color as early as late September, while October is the peak month for most of the region. However, southern New England, Connecticut and the islands, don't peak until November. Find exactly when each state reaches peak fall foliage using this interactive map and the resources below:

  25. 95 Things to Do in New England: Bucket List Adventures (2024)

    A visit to Salem MA in October is when the town, infamous for its 1692 witch trials, becomes the ultimate destination for all things spooky and magical. Dive into Salem's bewitching history at the Salem Witch Museum, and other historical sites. Check out some of the filming locations from the beloved Halloween film Hocus Pocus throughout ...

  26. 22 Quaint New England Towns Right Out Of A Storybook

    Woodstock is actually one of the most photographed towns in New England, thanks to its stunning fall colors and timeless New England charm. 3. Manchester. Manchester is a charming small town in the southwestern part of Vermont, surrounded by the lush Green Mountains.

  27. 6 New England towns to visit in October

    From a month-long Halloween party to fall foliage tours by foot, train, and horse-drawn wagon, there's plenty to see and do across New England in October. Ahead, discover six places worth ...

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    Stowe, Vermont Aerial view of Stowe in Vermont. Nestled in the Green Mountains, Stowe, Vermont, is a quaint New England town that marries scenic beauty with a rich sense of the past.Outdoor enthusiasts will adore the town's year-round activities, from skiing and snowboarding in winter at the Stowe Mountain Resort to hiking and biking along the Lamoille Valley Rail Trail during the warmer months.

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    Explore the most beautiful towns, exciting cities, and scenic islands in the northeast with this guide. From Acadia National Park to Cape Cod, from whale watching to tidal flats, discover the best places to visit in New England for your next trip.

  30. 10 Hidden Towns In New England You Need To See

    These places offer a glimpse into the past with their well-preserved architecture and historical landmarks. Woodstock, Vermont. A quintessential New England town with a charming village green, historic homes, and covered bridges. Visit the Billings Farm & Museum to learn about the area's agricultural history. Mystic, Connecticut