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The Best Times to Visit Boston for Lower Prices, Beautiful Weather, and More

Planning a trip to Beantown? Here are the best and worst times to visit Boston.

Boston, Massachusetts is a beloved destination for those looking to dive deep into American history. It's a spot where culture abounds thanks to fantastic museums and science centers like the Museum of Fine Art and the Museum of Science, and it's an academic powerhouse, with schools like Harvard, MIT, Emerson, Northeastern, Boston College, and Boston University calling the city home. And it's all waiting for you to come and explore.  "Boston is a vibrant city rich in history, world-class museums, and a diverse culinary scene," Saba Alhadi, the founder of PhotoWalks Tours of Boston , shared with Travel + Leisure . "Many attractions are within walking distance or easily accessible by the subway system."

Meet the Expert

Saba Alhadi is the founder of PhotoWalks Tours of Boston, which offers photography and history walking tours of the city.

William Bunce is the general manager of The Ritz-Carlton, Boston, a luxury hotel in Downtown Boston.

There is another thing Boston is well known for — its four very distinct seasons. 

"Whenever you decide to visit Boston, regardless of the season, there's always an energy and vitality here that captivates our visitors," William Bunce, the general manager of The Ritz-Carlton, Boston , shared. "Our restaurants have fast become some of the most diverse in the country, with chefs showcasing cuisines from all over the world in neighborhoods that are easily walkable from downtown. That's why they call us America's walking city! Our waterfront is programmed with seasonal activities that will keep you enjoying the outdoors all year round." 

Violet Smirnov/Travel + Leisure

Boston is one of America's most iconic cities. While it offers year-round excitement, the weather can vary greatly from season to season. Crowds and prices for hotels and excursions also vary throughout the year. Boston's three main tourism seasons are:

• High Season: Summer, from June to early September
• Shoulder Seasons: Spring and fall, from September to November and April to May
• Low Season: Winter, between December and March

Here are the best times to visit Boston for fewer crowds, beautiful weather, and more.

Related: T+L's Guide to Boston

Best Times to Visit Boston for Smaller Crowds 

The best time to visit Boston for smaller crowds is during its shoulder and low seasons. The city's shoulder season runs from September through December, into the low season from January through February, and again in the early spring for the second shoulder season in March and April. Thankfully, the city’s major museums, attractions, hotels, and restaurants never shut down, meaning even in the lowest tourism season, you’ll still be able to get reservations for just about everything you want to do, just with fewer other tourists present. 

Best Times to Visit Boston for Good Weather 

Though the idea of “good” weather is subjective, we can confidently say you’ll experience comfortable weather throughout Boston’s high season in the summer, as well as its shoulder season in the fall. As WeatherSpark reported , Boston’s warm season lasts for just over three months, between early June and mid-September, when the average high temperature is 73 degrees Fahrenheit. (The warmest month is July when the average high temperature hits 82 degrees.) The fall is particularly inviting in Boston, when the temperatures fall to the high 60s, causing the leaves to change into a kaleidoscope of colors. The leaves begin to change in September and usually peak in mid-October. However, the colorful leaves can last well into November, when temperatures start to dip into the mid-50s. 

Best Times to Visit Boston for Lower Prices 

The best time to visit Boston to get great deals on hotels and potential discounts on excursions and other offerings is during its low season over the winter months. In fact, prices are known to drop dramatically for some of the city’s top hotels between December and March. As Meet Boston reported, the average daily rate for hotels in Boston was $186.38 in January 2023 and jumped to $334.28 in May. Beyond lower hotel rates, the city’s museums also offer free days or reduced admission times all year long, including the Boston Children’s Museum , which offers $1 admission every Sunday from 1:30- 4:30 p.m., and the Museum of Contemporary Art , which offers free admission every Thursday night from 5-9 p.m. 

Related: These Are the 30 Best Things to See and Do in Boston

Best Times to Visit Boston for Sports 

Beyond the excellent hotels, world-class dining, museums, and historical sites, Boston is perhaps one of the best sports cities in the world. It’s home to several major sports teams, including the Boston Red Sox, the Celtics, and the Bruins (and technically the Patriots, but we won’t count them here as their stadium is in Foxboro and not Boston proper). It’s also home to one of the most celebrated marathons on Earth, which brings in thousands of participants and spectators each year. 

The best day to visit Boston for sporting events is Patriots' Day, which honors the first battle of the American Revolution, celebrated every year on the third Monday in April. This also happens to be Marathon Monday, which visitors are welcome to enjoy from the sidewalks stretching from Hopkinton to Boylston Street. Visitors can also catch a Red Sox game on Patriots' Day; as Boston Pastime explained, the Red Sox have played home games on Patriots' Day (almost) every year since 1960.

“Our sports teams, to the dismay of those who live outside of Boston, are often champions in their leagues, and history buffs love broadening their perspective through our revolutionary past,” Bunce said. “There’s always something happening in Boston that will undoubtedly enthrall and delight any visitor.” 

If you miss Patriots' Day, that’s okay, because the Red Sox play more than 80 home games at Fenway Park throughout the entire summer. And that runs right into basketball and hockey season, which both begin in October, so you can always catch a Bruins or Celtics game to root on the home team no matter when you visit. 

Worst Times to Visit Boston 

Again, “worst” is subjective, however, there are times you may want to avoid visiting Boston. The winter months can be excessively cold and snowy in Boston. According to WeatherSpark, the cold season in Boston usually falls between early December and mid-March, with average daily highs in the high 30s to low 40s. January is the city’s coldest month when the average high temperature hits just 37 degrees and the average low is a bone-chilling 24 degrees. 

Additionally, because Boston is a very college-centric town, you may want to avoid the city in early September during move-in time and early to mid-May during graduation season. During these times, the city is saturated with students and their families, so if you’re not among them, perhaps pick another time to visit. 

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Best Time to Visit Boston: Month-by-Month Guide

By Alex Schultz · Last updated on June 6, 2024

One of the most important cities in the history of the States, Boston is renowned not just for its monuments and museums but its top-class Ivy League schools and sports teams. Aside from learning about the Revolutionary War, visitors come to delve into its arts scene, try out its breweries and take whale-watching cruises along the coast.

The vast majority of people visit Massachusetts’ capital between April and October when the weather is warmer and the days are longer and sunnier. Outside of these months, the colder temperatures make ambling along the Freedom Trail a bit less enjoyable. Prices are cheaper though and there are fewer crowds around.

To help you plan your trip, let’s take a look at what the climate, crowds and cultural events are like each month in New England’s largest city.

What’s the Weather Like in Boston?

Lying along Boston Harbor, just inland from the Atlantic Ocean, the Commonwealth’s capital has four very distinct seasons. While its summers can be hot and humid, averaging around 77 to 82°F (25-28°C), winter temperatures often dip below freezing at night.

Due to its coastal location, the city receives quite a lot of wind and rain throughout the year. Although each month sees between 8 to 12 days with at least some rain, Boston is actually rather sunny for its latitude.

Springs are prone to fog and are quite unpredictable overall while severe thunderstorms can occur in summer. Snow also falls almost every winter, turning its pavements quite slippery and treacherous.

Best months to visit Boston

As both its center and sights swarm with tourists in summer, many consider either spring or autumn the best time to visit Boston. While still quite busy, the blooming flowers and fiery fall foliage make the city even prettier to explore.

Although they are more expensive (along with autumn), June, July and August are the peak season when all its hotels, restaurants and attractions are rammed. As the temperatures are hottest, some take trips to nearby beaches and isles or Cape Cod and Martha’s Vineyard.

Throughout all these warmer, sunnier months, people make the most of the lovely weather by dining outside, attending baseball games and enjoying all the exciting festivals going on.

A trip in winter can also be magical if you don’t mind the cold as bright twinkling lights and decorations are strung up everywhere. The cosy Christmas markets and centuries-old historic sights look particularly enchanting, all covered in snow.

Boston in January

Besides being the coldest month of the year, January is also one of the quietest tourist-wise as most people are put off by averages of just 34°F (1°C). The days are darker and shorter with temperatures dropping below freezing at night. The Christmas decorations and markets thankfully stay up the first week, bringing some much-needed cheer to the gloomy city.

After the Christmas holidays and New Year’s celebrations are over, prices are much cheaper, with barely any crowds found at its sights. While wandering along the Freedom Trail is much less fun in the biting cold, there are lots of great museums and the Quincy Market to check out.

You can also skate about its ice rinks and see amazing frozen waves piling up along the coast. The brilliant Boston Wine & Food Festival also begins, continuing til the end of March.

Boston in February

Along with January, February is the month that sees the most snow in Boston with at least one, if not more, big snowstorms coating the city in white each year. While everything looks magical, the slippery streets can make sightseeing quite challenging. Most locals stay inside or wrap up warm and hit the slopes at ski resorts further to the north.

As it is the low season, both airfares and accommodation options are very affordable with no queues forming at its attractions. Aside from celebrating the Lunar New Year in its large Chinatown, there are some exciting sporting events to keep an eye out for.

The Beanpot, for instance, sees some of the nation’s best collegiate ice hockey teams compete at TD Garden. If the Patriots make it to the Super Bowl, you’ll want to catch the game at a local sports bar before taking part in the jubilant parades and parties if they win!

Boston in March

While March is technically the start of spring, snow still regularly falls up until the middle of the month. Temperatures are slightly warmer though and the days are longer, seeing about 7 hours of sunshine on average. Prices start to rise, particularly around St. Patrick’s Day – a huge event in Boston as it is the most Irish city in America.

Evacuation Day – celebrating the expulsion of the British occupying forces from the city – also takes place the same day. Other than a gigantic green parade, plenty of pub crawls and parties pop up everywhere. Once you’ve recovered from the festivities, you can try some of the best restaurants in town during Dine Out Boston. Its Wine & Food Festival is also still on while its fantastic Comedy Festival puts on a packed schedule of hilarious shows.

Boston in April

With temperatures finally rising to 57°F (14°C) and the Easter holidays taking place, the number of tourists visiting Boston shoots up enormously in April. Both hotels and flights are more expensive as more visitors are seen along the Freedom Trail and in its museums. Boat cruises about Boston Harbor also start up again though ferries don’t yet run to its islands.

The famous Boston Marathon also draws heaving crowds on Patriot’s Day as does the Red Sox’ first game of the season at Fenway Park. There is also its acclaimed International Film Festival and colourful Japan Festival going on.

Later in the month, the blooming flowers and trees make walking about the Boston Common, Public Garden and Charles River Esplanade a delight. Before they get too busy, it’s worth taking trips to either Provincetown and the Plimoth Plantation or Salem, Concord and Lexington.

Boston in May

Along with the autumn months, May is, for many, one of the best times to visit Bean Town. All its blossoming parks look very pretty with average temperatures hitting 68°F (20°C) and there now being 8 hours of sunshine and 15 hours of daylight each day.

Its lovely local SoWa Open Markets start up again as do ferries to the Harbor Islands. It still rains quite a bit though, as it always does in Boston.

As more people pour in, prices continue to rise, particularly during graduation weekends and Memorial Day weekend. Loads of special concerts and events are held all around town with the Boston Calling Music Festival also being a big deal.

As the weather is better, hiking and cycling are both popular pastimes as is taking whale-watching cruises along the coast.

Boston in June

With summer officially starting and lots of college graduations taking place, June sees peak season arrive and the high prices and huge crowds along with it. While the beginning of the month is still rather rainy, the days are longer and sunnier later on with temperatures rising to 77°F (25°C).

When the weather is hottest, some head to nearby beaches or Cape Cod, Nantucket and Martha’s Vineyard. Others instead take in a Red Sox game or enjoy its Summer in the City Concert Series along the Harborwalk Terrace. Fabulous music, dance and theater performances are also organized for the Cambridge Arts River Festival.

Besides commemorating Bunker Hill Day, there are entertaining parties and parades to partake in for Pride.

Boston in July

July is even busier as the sun is shining, people have holidays and countless events are held around the city. As well as being the hottest month of the year, the weather is usually quite humid though its seaside setting does help cool things down a bit. Other than relaxing at its parks or beaches, you can amble along the Freedom Trail or enjoy scenic harbor cruises.

While flights and hotels are at their priciest, there are at least tons of fun festivals going on. Stunning fireworks shows are put on for the Fourth of July with the Boston Pops Symphony Orchestra also performing along the Esplanade.

Its week-long Harborfest also has concerts, art markets and historical reenactments, celebrating both Boston’s maritime history and its revolutionary past. In contrast, its Fan Expo has all the latest comics, anime and games to peruse while cosplayers and celebs mill about.

Boston in August

As it is very similar weatherwise, August is also a great month to enjoy some of its outdoor activities and open-air concerts. With 9 hours of sunshine a day and 14 of daylight, there is loads of time to see the centre or sunbathe at nearby beaches.

The sea will always be chilly though, no matter the time of year you go! Although everywhere is packed, people still flock to the Boston Harbor Islands or Salem, Nantucket and Martha’s Vineyard.

While Saint Anthony’s Feast showcases Italian culture in the North End neighborhood, Cape Cod’s Provincetown is full of wild parties and parades for Carnival Week. Besides watching a baseball game, you can try some of the city’s best restaurants thanks to Dine Out Boston. To top it all off, its August Adventures initiative means many of its main sites and museums are free to visit on certain days of the month.

Boston in September

Another of the best months to visit Boston has to be September as the weather is still warm and the worst of the summer crowds have headed home. While flights are now way cheaper, accommodation remains expensive as thousands of students arrive for college. After its hot, humid summer months, the cooler days are arguably more comfortable for sightseeing and outdoor activities.

At the start of September, you can still lounge on the beach or try its famous clam chowder and lobster dishes while they’re in season. Many people also attend concerts or take cruises about the harbor to see the fireworks displays for Labor Day weekend.

Aside from enjoying the events put on for it and the Boston Arts Festival, tons of screenings are held for its Film Festival. You can also watch the Patriots play in the NFL or catch a Red Sox game.

Boston in October

Early-to-mid October is also an awesome time to visit as the fiery autumnal foliage in all its parks makes for some fantastic photos. Averages of 62°F (17°C) are still perfect for strolling along the Freedom Trail though you’ll need to layer up. This is also the last month to peruse the SoWa Open Markets or take ferries to its islands and take whale-watching tours .

As lots of people still visit, hotel prices remain high with its museums and main sights being quite busy. The Head of the Charles Regatta – the world’s largest rowing event – attracts big crowds while Franklin Park Zoo is also magically lit up for its Festival of Lights.

As everything is so delightfully decorated for Halloween, it’s worth taking a day trip to Salem – the State’s spookiest city. Famous for the witch trials, it has countless parades and special events going on for its month-long Haunted Happenings festival.

Boston in November

With the days turning colder, darker and shorter, November finally sees fewer people arrive in Boston. As it also rains more, you’ll want to wrap up warm and spend more time inside at museums and markets. Snowstorms also sometimes occur later on in the month. Prices are much cheaper though and the leaves on its trees still look amazing. With the holiday season starting and loads of lovely lights and decorations strung up, it can be a nice time to visit.

Other than attending the Christmas Tree lighting ceremony at Faneuil Hall Marketplace, you can catch wonderful performances of Boston Ballet’s The Nutcracker. If you want to get your present shopping done early, then head to either the SoWa Winter Festival or the New England Christmas Festival.

Many events are also held around the city for Thanksgiving. In addition, you can watch the Boston Celtics play or go ice skating and skiing if you can stand the cold.

Boston in December

In December, average temperatures fall to just 39°F (4°C) with it often raining and snowing too. Despite its off-putting weather and overcast skies, tourist numbers pick up again (as do its prices) during the Christmas holidays. Besides enjoying its cheery lights and decorations, you can wander about its winter markets and ice skate at the famous Frog Pond rink.

Exciting live reenactments of the Boston Tea Party are also held while the Boston Symphony Orchestra hosts special seasonal shows. If you don’t mind the cold or layer up, you can visit its main attractions with barely anyone around.

For New Year’s Eve, dozens of concerts, art exhibits and dance performances take place for the First Night Boston festival. At midnight, phenomenal fireworks displays light up the entire sky above the city.

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The Best Time to Visit Boston, MA, US for Weather, Safety, & Tourism

The best times to visit Boston for ideal weather are

August 13th to October 14th

based on average temperature and humidity from NOAA (the National Oceanic and Atmospheric Administration). Read below for more weather and travel details.

Boston Travel Guide

Temperature.

• Perceived Temperature
• Rain and snow
• Humidity and wind
• The busiest and least popular months
• Overall travel experience by time of year

Other Boston Travel Info

Weather in boston.

Average temperatures in Boston vary drastically. Considering humidity, temperatures feel cold for about half of the year and otherwise nice with a chance of rain or snow throughout most of the year. The area is less temperate than some — in the 28th percentile for pleasant weather — compared to tourist destinations worldwide. Weeks with ideal weather are listed above . If you’re looking for the very warmest time to visit Boston, the hottest months are July, August, and then June. See average monthly temperatures below. The warmest time of year is generally mid July where highs are regularly around 86.5°F (30.3°C) with temperatures rarely dropping below 66.9°F (19.4°C) at night.

Boston Temperatures (Fahrenheit)

Boston temperatures (celsius), “feels-like” temperatures.

The way we experience weather isn’t all about temperature. Higher temperatures affect us much more at higher humidity, and colder temperatures feel piercing with high winds. Our perceived temperatures factor in humidity and wind chill to better represent how hot or cold the day feels to a person.

Boston Perceived Temperature (F)

Boston perceived temperature (c), average boston temperatures by month.

Daily highs (averaged for the month) usually give the best indication of the weather. A significantly lower mean and low generally just means it gets colder at night.

Show Fahrenheit

Show celsius, precipitation (rain or snow).

If dry weather is what you’re after, the months with the lowest chance of significant precipitation in Boston are August, November, and then September. Note that we define “significant precipitation” as .1 inches or more in this section. The lowest chance of rain or snow occurs around mid to late September. For example, on the week of September 17th there is 1 day of precipitation on average. By contrast, it’s most likely to rain or snow in late December with an average of 2 days of significant precipitation the week of December 24th.

Chance of Precipitation

The graph below shows the % chance of rainy and snowy days in Boston.

Snow on the Ground

The graph below shows the average snow on the ground in Boston (in).

Average Rain and Snow by Month

Show inches, show centimeters, humidity and wind.

Boston has some slightly muggy months, with moderately humid months on the other side of the year. The least humid month is February (46.7% relative humidity), and the most humid month is September (61%).

Wind in Boston is usually moderate . The windiest month is March, followed by February and April. March’s average wind speed of around 10.5 knots (12.1 MPH or 19.5 KPH) is considered “a gentle breeze.” Maximum sustained winds (the highest speed for the day lasting more than a few moments) are at their highest in early to mid February where average top sustained speeds reach 18.6 knots, which is considered a fresh breeze.

Relative Humidity (%)

The graph below shows the average % humidity by month in Boston.

The graph below shows wind speed (max and average) in knots.

Average Wind Speeds

Show wind speeds.

All wind speeds are in knots. 1 knot = 1.15 MPH or 1.85 KPH.

Show Relative Humidity by Month

Is it safe to travel to boston.

Our best data indicates this area is generally safe. As of Dec 04, 2023 there are no travel advisories or warnings for the United States; exercise normal security precautions. Check this page for any recent changes or regions to avoid: Travel Advice and Advisories . This advisory was last updated on Dec 04, 2023.

The Busiest and Least Crowded Months

The busiest month for tourism in Boston, MA, US is July, followed by August and June. Prices for hotels and flights will be most expensive during these months, though you can save if you purchase well in advance. Tourists are unlikely to visit Boston in December. Those willing to visit at these times will likely find it the least expensive month.

Estimated Tourism by Month

Most popular months to visit, overall boston travel experience by season, spring (march through may).

Humidity and temperatures combine to make this season feel moderately cold. Highs range from 77°F (25°C) and 41.1°F (5.1°C) with far warmer temperatures in the later months. Rain is somewhat common with 6 to 7 days of significant precipitation per month. Spring is the second busiest for tourism, which makes it a good time for those looking for things to do.

Summer (June through August)

The middle-year months have very comfortable weather with high temperatures that are comfortable. These months see moderate precipitation with 5 to 8 days of precipitation per month. June – August is the busiest season for tourism in Boston, so lodging and other accommodations may cost more than usual.

Fall (September through November)

Fall daily highs range from 82.1°F (27.8°C) and 50.5°F (10.3°C), which will feel chilly given the humidity and wind. It rains or snows a significant amount: 6 to 7 days per month. Tourism is fairly slow during these months due to the weather, so hotels may be lower priced.

Winter (December through February)

Weather is far too cold this time of year in Boston to be enjoyable for warm weather travelers. The average high during this season is between 48.2°F (9°C) and 35.2°F (1.8°C). On average, it rains or snows a fair amount: 6 to 10 times per month. These times of year are the slowest with tourists.

Best Times to Travel › the United States › Boston, MA, US

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Best Time to Visit Boston — Best Weather and More!

Adventurous Kate contains affiliate links. If you make a purchase through these links, I will earn a commission at no extra cost to you. Thanks!

When’s the best time to visit Boston? This incredible city is wonderful to visit year-round, but some times of year are much better than others!

I grew up just outside Boston and lived in Boston for several years. I’ve eaten chowder outside on 98-degree days and walked through ankle-deep snow in stilettos. After seeing Boston at its best (October on a clear day!) and worst (Faneuil Hall at 2 AM before Uber existed!), I absolutely know the best time to visit this city!

You can go to Boston any time of year and have a great time. Because the winters get so cold, much of Boston is outfitted for spending time indoors. You’ve got plenty of museums, bookstores, restaurants, and indoor shopping areas.

Then again, some of the best experiences in Boston are quite seasonally dependent. Singing along to “Sweet Caroline” at a Red Sox game. Sailing down the Charles River. Walking the Freedom Trail. Cheering on the runners in the Boston Marathon. Riding the Swan Boats in the Public Garden.

And if you’re really lucky, you’ll be able to travel to Boston at its most magical time, when the trees explode into shades of red and orange and yellow.

Here you’ll find it broken down into detail: the best time to go to Boston!

Table of Contents

Best Time to Visit Boston

The best time to visit Boston is when the weather is warm but not hot, with minimal rainfall, and not during peak times. In my opinion, the best time to visit Boston is from late September through mid-October, with early October being the sweet spot.

The fall months have lovely weather and the bonus of fall foliage. September and October are wonderful , as is late June. July and August are hot and sunny, but also very humid.

In my opinion, the best month to visit Boston is October, especially early-to-mid-October . The weather is gorgeous and you get peak foliage, with lots of reds and oranges.

Usually the best time for peak foliage in Boston is in the first two weeks in October, though it can continue for a bit longer. If you’re planning a New England trip beyond Boston, keep in mind that the leaves change earlier in Vermont and New Hampshire.

The Red Sox play from April through September (October if they make the playoffs), and seeing a Red Sox Game is a great cultural activity in Boston. Check their schedule to make sure they’ll be home.

Boston Weather

Boston is a city with extreme weather. You get very cold winters, very hot summers, and high humidity throughout the year. Not only that, it can change on a dime! It’s not unusual to have an unseasonably warm day sandwiched with two frigid, icy days.

Boston is known for its massive snowstorms, which are called nor’easters here in New England. Most nor’easters hit between January and March, though it’s not unheard of to have snow as early as October or as late as April.

Summers in Boston can be extremely hot and very humid. If you’ve always lived somewhere with dry heat, like Southern California or Arizona, prepare to sweat through your clothes in Boston.

Even so, Boston’s coastal location regulates the temperatures, keeping it cooler in the summer and warmer in the winter than destinations further inland in New England.

With the effects of climate change, Boston’s weather has been warming year-round. It’s not unheard of to have a 60 F / 16 C day in February, and July temperatures sometimes soar above 100 F / 38 C.

Boston in Spring

Spring in Boston is the shortest season of the year, and it’s arguably the least reliable season of all. Heavy snowstorms drag on through late March and occasionally into April, and everyone is wearing their winter coats until mid-to-late April.

You’ll see the first crocuses poke their heads through the ground in early April. Daffodils follow shortly after. By late April, the trees become full and lush, then burst with blooms.

Yes, there are cherry blossoms in Boston — and they tend to bloom briefly in mid-April.

Early May is one of the best times to see flowers in bloom throughout the city. The Public Garden is filled with gorgeous multicolored tulips, and magnolia blossoms dot the trees in Back Bay.

There are usually a few days in late April that feel like early summer, and everyone in Boston heads to the parks and beaches to soak it up. Then it usually turns chilly again.

It rains quite a bit in the spring, especially May. Even June needs to get through a few rainy weeks before turning into summer. If you visit Boston during the spring, be prepared for it to rain a lot!

Much of New England wryly welcomes “mud season” in the spring, a consequence of snowmelt. Mud season isn’t as much of a thing in Boston because it’s an urban environment, but there will be lots of muddy, sludgy areas in parks, especially in April.

Spring in Boston is less crowded than summer or fall, as long as you avoid weekends in late May and early June, which are filled with college graduations and lots of visitors.

Spring in Boston can be lovely — but most years in Boston, it feels like it goes directly from winter to summer with very little springtime in between.

Boston in Summer

Summer is when Boston receives the most visitors — especially families, taking advantage of kids being out of school. And Boston becomes positively fantastic in the summer months!

Summer in Boston roughly lasts from late June through mid-September. During this time, expect high temperatures — you might even hit 100 F / 38 C — and high humidity. Despite being right on the coast, the air can be particularly thick and moist in Boston. Expect to sweat a lot, and you may want to plan downtime in air-conditioned areas each afternoon.

Summer is a great time to get out on the water in Boston — in a sailboat on the Charles River or on a larger ship in Boston Harbor! Beaches both within and just outside the city are filled with locals. Some of the best beaches in the Boston area, like Singing Beach in Manchester-by-the-Sea, are easily accessible by train.

Summer is also the best time to enjoy dining outdoors. Newbury Street in Back Bay is the place to see and be seen while dining on a patio — though Tremont Street in the South End is my personal favorite.

Summer also brings lots of free live concert events at the Hatch Shell — most famously, the Boston Pops Fourth of July Spectacular.

Summer is also the best time of year to catch a Red Sox game, though I urge you to grab a seat in the shade if you can. The shadeless seats are extremely hot in summer.

If you’re planning a longer trip to the Boston area in the summer, consider extending your trip to see Cape Cod, the islands, and other coastal towns within a short reach of Boston. I’m from the North Shore so I always recommend towns like Newburyport, Rockport, and Portsmouth, New Hampshire.

Overall, if you love hot weather, free concerts, baseball games, and outdoor dining, summer is a wonderful time to visit Boston.

Boston in Fall

Fall in Boston is absolutely gorgeous — the best time of year to visit. It’s no lie that the fall months are when the city is at its best.

Even so, a lot of travelers struggle with timing fall travel appropriately in Boston.

For starters, summer temperatures extend into mid-to-late September! Cool temperatures hit suddenly and hard, though because this is still New England, you may ping-pong back and forth with warm and cold days. Leaves start changing color in mid-to-late September.

October is my favorite month to visit Boston, and this is when you experience peak foliage! The peak dates can vary each year, but generally you see the best foliage in early-to-mid-October.

By November, peak foliage is over and the leaves have turned yellow, and will turn to brown soon after. November is when you start feeling colder temperatures and you’ll probably need a heavier coat. People used to colder temperatures can usually get by with a leather jacket or light puffer jacket in November; if it’s a cold year or you’re from Texas, you’ll need a heavier winter coat.

By December, the trees are bare and Christmas decorations are all over the city, making it a very nice time to visit Boston.

Does is snow in Boston in the fall? Occasionally. Most years we have one brief snowstorm in November or early December; occasionally there will be snow as early as October. Every now and then we’ll have a white Christmas. But the big nor’easters, the storms that dump upwards of a foot of snow and cancel school, tend not to arrive until January.

Boston in Winter

Winter in Boston is extremely cold, windy, and snowy. Boston tends to receive several snowstorms each year, most of them between January and March. It’s not unusual to get snowfall as early as October or as late as April.

And while you see lots of beautiful winter wonderland photos like the one above, it’s not long before the snow turns dirty and gross. You may step into what looks like solid snow but is actually a deep puddle.

Is it worth visiting Boston in winter? It depends.

If you’re not used to very cold winters, I urge you not to visit Boston during the winter. If you do come, you may need to invest in winter clothing, like waterproof boots and a heavy winter coat, plus gloves, a scarf, and a hat. A leather jacket won’t cut it here in winter.

As I always say, if you’re from Minnesota or Michigan, you know what you’re getting into when you visit Boston in winter. If you’ve lived your whole life in Texas or Florida, you’ll have a hard time enjoying yourself. Even my British friends struggle with Boston winters.

Winter in Boston can be very difficult for people with mobility challenges, due to snow banks, uneven pathways of packed down snow, and people not shoveling their sidewalks. If you have mobility challenges, you may want to visit at a different time of year.

Beacon Hill, one of the oldest and prettiest neighborhoods in Boston, is exceptionally difficult to navigate on foot after a snowfall due to its steep cobblestoned streets. I recommend not booking accommodation in Beacon Hill during the winter months for this reason.

Finally, if you visit Boston in winter, you should have a contingency plan for what to do if a snowstorm hits and strands you for a few extra days. Travel insurance can be helpful here ( I use and recommend World Nomads ), but it’s good to have a plan no matter what. Will your boss be infuriated if you miss an extra day of work? If so, you may want to avoid the winter months.

High Season and Low Season in Boston

High season in Boston is primarily during the summer months, from June through August. This is when Boston is at its most crowded and expensive. Boston is a very popular destination for families, so summer vacations and school holidays are when you see a lot of travelers.

Other peak periods for travel in Boston include the Boston Marathon in April, college drop-off and move-in dates around September 1, college graduation weekends in May and early June, and if the Red Sox are in the playoffs in October.

Shoulder season in April and May, excluding the weekend adjacent to Marathon Monday and graduation weekends in late May, and mid-September through early November.

Low season in Boston is during the winter months. This is when Boston receives the fewest tourists. Most hotels are still welcoming business travelers, but not so much on the weekends, so you may be able to find some good hotel deals on winter weekends.

I don’t recommend winter travel in Boston to most people, but if you know what you’re getting into and have a contingency plan for what to do if a snowstorm cancels your flight, go ahead and book it.

Best Month to Visit Boston

What’s the best month to visit Boston? I personally think October is the best month to visit Boston. September is good, too, and so is late June. The summer months can be fun if you don’t mind heat, humidity, and crowds.

Beyond that, here is information about weather and events in each month of the year:

January in Boston

January in Boston is one of the coldest months of the year. The first nor’easter or major snowstorm of the year tends to hit sometime in January, and there actually may be several snowstorms before the month is done.

Temperatures in January average from a low of 23 F / -5 C to a high of 37 F / 3 C.

First Night , a New Year’s Eve celebration in Boston, continues into New Year’s Day. Cultural events for people of all ages take place around the city, and buying a button gets you access to all of them.

February in Boston

February is another cold, snowy month in Boston. There will likely be at least one major snowstorm before the month is over, and sometimes several. In the past few years there have been random warm days in February — think springlike temperatures — before it goes back to winter.

Temperatures in February average from a low of 25 F / -4 C to a high of 40 F / 4 C.

Boston has a huge Chinese population, and Lunar New Year brings the Chinese New Year Parade in Chinatown, usually held on the second Sunday after Chinese New Year begins.

March in Boston

Spring may technically begin in March, but March in Boston is very much still the winter. Some of the biggest snowstorms of the year take place in March, and don’t expect any relief from the snow until the end of the month.

Temperatures in March average from a low of 31 F / 0 C to a high of 46 F / 0 C.

Boston is the most Irish city in America and St. Patrick’s Day is a big celebration here. On St. Patrick’s Day it seems like every bar is full of drunken revelers, even Mexican restaurants! The parade takes place in the traditionally Irish neighborhood of South Boston, a.k.a. Southie, not necessarily on St. Patrick’s Day but often the weekend after.

St. Patrick’s Day in Boston can be fun, but it can be A LOT. Exercise caution, because a lot of people take this holiday as an excuse to drink far too much.

April in Boston

In Boston, it’s April, not March, that goes in like a lion and out like a lamb. The month begins firmly ensconced in winter temperatures, but slowly it warms, trees bud, flowers start to bloom, and by the end of the month, temperatures are much warmer. There is also a lot of rain in April.

Temperatures in April average from a low of 42 F / 0 C to a high of 58 F / 14 C.

April brings the world-famous Boston Marathon , which is always one of the peak times to travel to Boston. Marathon Marathon takes place on Patriots’ Day, a local holiday, which falls on the third Monday of April.

May in Boston

May is when Boston is in bloom. The leaves have grown, the flowers have burst, and the Public Garden puts on its best show of the year. Sunny May days are fantastic in Boston — but it also tends to rain a lot. Expect lots of overcast days, no matter what time of May you visit.

Temperatures in May average from a low of 52 F / 11 C to a high of 68 F / 20 C.

Boston Calling , an independent music festival, is one of the biggest concerts of the year and usually takes place on Memorial Day weekend.

June in Boston

June may be the official kickoff of summer, but you won’t have consistently sunny and warm weather until closer to the end of the month. The rain persists in the beginning of the month, but don’t worry, summer is coming!

Temperatures in June average from a low of 60 F / 16 C to a high of 76 F / 24 C.

The Jimmy Fund Scooper Bowl is a popular charity event raising money for cancer research in early June. A ticket includes all-you-can-eat ice cream!

Bunker Hill Day, a Massachusetts state holiday, takes place on June 17 and commemorates the Battle of Bunker Hill in the American Revolution. The closest Sunday brings a parade to Charlestown and is a fun event, especially if you’re into history.

July in Boston

July is the hottest month of the year in Boston! Expect lots of heat and humidity in the month of July. It doesn’t rain much, making it the perfect time for enjoying Boston’s best outdoor activities.

Temperatures in July average from a low of 68 F / 20 C to a high of 84 F / 29 C.

Boston celebrates Independence Day in style with the Boston Pops Fireworks Spectacular . The Boston Pops perform with both famous singers and undiscovered local talents, and it all takes place at the Hatch Shell on the Esplanade. The show ends with fireworks. Here’s a tip: there’s a rehearsal on July 3, and many Bostonians prefer to attend that day!

August in Boston

August is another sizzling hot month in Boston with sky-high temperatures and lots of humidity. You start to feel the firsts whips of fall with slightly cooling temperatures at night.

Temperatures in August average from a low of 66 F / 19 C to a high of 82 F / 28 C.

August, like the rest of the summer months, is a great time to experience outdoor concerts and enjoy spending time outdoors. Public schools in Massachusetts usually begin the school year at the end of August.

September in Boston

In September, the atmosphere in Boston changes. Being such a college town, September feels like a switch is flipped. The tourists go home, the students move in, and the whole city takes on a new feel. The beginning of September feels warm and summery; as time passes, it becomes cooler and the leaves begin to turn.

Temperatures in September average from a low of 60 F / 15 C to a high of 82 F / 28 C.

September 1 and Labor Day are move-in days for college students. In addition to being a pricey time for accommodation, this is a time of year many Boston residents despise the most — a time when moving trucks block streets and get stuck under bridges. Once Labor Day is over, you’re golden.

October in Boston

October is the best month to visit Boston. This is an absolutely beautiful time of year — in the beginning of the month, you have warm days and cool nights; toward the end, sweater weather takes over and you might even get some frigid days. The leaves burst into color in early October and darken throughout the month.

Temperatures in October average from a low of 49 F / 10 C to a high of 64 F / 18 C.

The Head of the Charles Regatta , the world’s largest rowing event, takes place on the third weekend in October. It’s a wonderful event to watch and photograph in the autumn colors.

Chowdafest, a celebration of clam chowder across the city, now takes place in early October. (A welcome change. It used to be in summer and I did not enjoy eating chowder in 90-degree heat!)

The city of Salem — yes, of the witch trials — goes crazy for Halloween all October long with Haunted Happenings , culminating in a huge street party on Halloween night. It’s a 30-minute drive or train ride from Boston.

November in Boston

In the beginning of November, you might still get to enjoy some fall colors — more yellow than anything else, on the way to brown. Soon you’ll be experiencing winter temperatures, and you might even get the first snowstorm of the year by Thanksgiving. If you’re not used to a cold climate, November might be the coldest you’ve ever been, though it’s only the beginning for Bostonians.

Temperatures in November average from a low of 38 F / 3 C to a high of 52 F / 11 C.

Plimouth Plantation , 45 minutes south of Boston, goes all out on celebrations to commemorate Thanksgiving. Plymouth can be a fun day trip, but be ready to be disappointed by how small Plymouth Rock is!

December in Boston

December is when temperatures drop further, but there’s relatively low precipitation. Snowstorms are possible but uncommon; you’re likelier to see a flurry or two. Be prepared for low temperatures and overcast days; the Christmas lights add cheer to what is a stark month weather-wise.

Temperatures average from a low of 30 F / -1 C to a high of 43 F / 6 C.

In December, Boston is all decked out for the holidays, and various tree lightings take place in early December, the biggest taking place on Boston Common. If you enjoy Christmas lights and decked out store window displays, this is a good time to visit Boston.

First Night is Boston’s popular New Year’s Eve celebration. A ticket gets you admission to interesting arts events all over Boston.

Best Time to See Fall Foliage in Boston

In Boston, peak fall foliage tends to hit in early-to-mid-October — though sometimes it can be the first week and sometimes the third week. This can sometimes vary a bit with global weather patterns, so consult an almanac for an up-to-date prediction.

However, if you’re planning to explore more of New England on your trip, keep in mind that the further north you go, the earlier the leaves change. When the leaves are peaking in Boston, the leaves in northern Vermont are on their way to a dull brown.

If you’re planning to road trip through Vermont, New Hampshire, or Maine and looking to hit peak foliage there, you may want to move your trip back a bit to late September. Again, an almanac will be very helpful to you here.

To see the best fall foliage in Boston, I recommend spending time in Boston’s best parks: Boston Common and the Public Garden; the Esplanade, running between Back Bay and the Charles River; the Back Bay Fens, which pairs well with a Museum of Fine Arts visit; and the Arnold Arboretum, in Jamaica Plain. Mount Auburn Cemetery in Cambridge is definitely worth the trip in October.

You can get some nice old-timey Boston fall photos in Beacon Hill and around the Harvard campus in Cambridge.

Best Time for Visit Boston with Kids

What’s the best time to visit Boston as a family? Boston is a great city to visit with kids of all ages! There are lots of fun yet educational activities (man, I went on a LOT of field trips in Boston as a kid), like the Museum of Science and New England Aquarium, as well as fun kid-oriented activities like the Swan Boats and Faneuil Hall Marketplace, and lots of parks, playgrounds, and places to run around.

If you’re working with a regular school schedule, summer will probably be your best bet, and that’s not a bad time to visit Boston at all. This is when Boston is firing on all cylinders for families! Just know that it will be crowded, as most places in the US will be.

If your kids’ spring break is in March, don’t expect spring weather in Boston — March is prime snowstorm season. If their spring break is in late April, you’ll have a better chance of pleasant temperatures and no snow.

Another tip: if you’re visiting Boston with kids, I recommend staying in or around the North End , as it gives you easy access to kid-friendly sites and Italian restaurants serving pizza and pasta.

Best Time to Visit Boston for Sports Fans

Boston is a sports-crazy town, and if you’re a sports fan in the least, I recommend seeing a Red Sox game at Fenway Park. It’s the best cultural experience in Boston. To get the full experience, spend a few hours before and after in the Fenway/Kenmore neighborhood.

Opening Day takes place in April and the Red Sox will play into September, or October if they make the playoffs. Check MLB.com for the current schedule and to make sure they won’t be away.

You can also enjoy games by the Boston Celtics (basketball), Boston Bruins (ice hockey), or New England Patriots (football), and they can be a lot of fun — though not QUITE on the cultural level of seeing the Red Sox play.

The Boston Celtics preseason begins in November and the regular season continues into April, with the finals in May. Check NBA.com for the current schedule and to make sure they won’t be away.

The Boston Bruins preseason begins in September and the regular season continues into April, with the finals in May. Check NHL.com for the current schedule and to make sure they won’t be away.

The New England Patriots play in Foxborough, 30 minutes from Boston by train. The NFL preseason begins in August and continues until January. Check NFL.com for the current schedule and to make sure they won’t be away.

And don’t forget the Boston Marathon, taking place on the third Monday in April! This is Boston’s best sports tradition of all.

Cheapest Time to Visit Boston

Boston is one of the more expensive cities to visit in the United States, so I don’t blame you for trying to save money where you can. But if you’re looking for the cheapest time of year to visit Boston, you may want to consider visiting during January or February. Possibly March, St. Patrick’s Day excluded.

Yes, it’s a cold, dark, and snowy time to visit — but hotels tend to be cheap around this time of year, especially on weekends, and you have the benefit of enjoying museums and attractions without the crowds.

You should keep in mind that snow could derail your travel plans and ending up costing you extra days in your hotel and rebooked flights, effectively making your cheap trip more expensive. I would never book a trip to Boston without travel insurance. ( I use and recommend World Nomads .)

Of course — I don’t recommend visiting Boston in winter if you’re not used to extreme winters, or if you have mobility difficulties.

Overall Best Time to Go to Boston

If we were narrowing it down to the most specific time period possible, the best time to travel to Boston overall is in October: the first two weeks of October if you want to see good foliage, and the later two weeks in the month for darker foliage. That’s a beautiful time for a trip!

Go enjoy your trip to Boston. It may be my hometown, but it’s also one of my favorite cities, and I hope you enjoy it as much as I do!

Best of Boston:

• What NOT to Do in Boston
• Where to Stay in Boston: Best Neighborhoods & Hotels
• 40+ Fun Things to Do in Boston at Night
• 24 Interesting Things to Do in Cambridge, Mass.
• 12+ Best Day Trips From Boston
• 21 Best Museums in Boston

Cape Cod & the Islands:

• Which of the Towns of Cape Cod is Best for You?
• 24 Fab Things to Do in Cape Cod
• 22 Fabulous Things to Do in Provincetown, MA
• Which Of The 6 Martha’s Vineyard Towns Is Best For You?
• A Guide to Oak Bluffs, MA — Home of the Gingerbread Houses
• A Guide to Edgartown, MA — Prettiest Martha’s Vineyard Town
• A Guide to Vineyard Haven, MA — Authentic Town on Martha’s Vineyard

Western Massachusetts:

• 33 Best Things to Do in the Berkshires
• Best Towns in the Berkshires, Massachusetts
• 24 Cool Things to Do in Lenox, MA
• 12 Fun Things to Do in Stockbridge, MA

North Shore:

• 27 Fun Things to Do in Rockport, Mass.
• 25 Spooky, Haunted Things to Do in Salem, Mass.

Have you been to Boston? What time of year did you visit? Share away!

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Best Time to Go to Boston: Weather, Festivals, and Fun

Visiting Boston, a city steeped in history and vibrant culture, is always an exciting idea.

But when is the best time to visit Boston? Each season in this dynamic city brings its own unique flavor and experiences, making it a year-round destination for travelers.

Whether you’re drawn to the colorful fall foliage , the festive winter atmosphere, the blooming beauty of spring, or the lively summer vibes , Boston always has something special to offer.

Let’s dive into things to do in Boston, a seasonal guide for your perfect Boston vacation , alongside the cheapest time to travel to Boston. We’re here to make sure you capture the essence of this incredible city at its best!

Spring: A Time of Festivals and Blooms

One of the best times to visit Boston in the spring is from March to May. This is when the city shakes off its winter chill, making it the best time of year to visit Boston for those who love mild weather and blossoming flowers.

Boston weather in April is perfect for walking the Freedom Trail and experiencing the energy of the Boston Marathon and Patriots Day celebrations. Plus, with hotel rates not yet at their peak, it’s a great time in Boston for budget-conscious travelers.

Boston in March also comes alive with Dine Out Boston, an event that showcases the best of Boston’s dining scene with special menus and offers.

Moreover, spring is the time when Boston’s parks and gardens come to life. The Boston Public Garden and the Charles River Esplanade at Storrow Dr are particularly breathtaking, with their blooming flowers and lush greenery.

Related Post:  25 of the Most Unique Things to Do in Boston According to Local Experts

It’s also an ideal time for cultural events, with the Boston Film Festival and the Boston Cyberarts Festival happening in the spring.

Spring in Boston also brings a sports buzz to the city. Baseball fans can enjoy catching a Red Sox game at the iconic Fenway Park at 4 Jersey St . The weather is just right to enjoy the game and soak in the energetic atmosphere of one of America’s most beloved ballparks.

Summer: Sunshine and Outdoor Fun

Summertime, especially July and August, is the high season in Boston. This is the best time to go to Boston for sun lovers and fans of outdoor activities and water adventures . Enjoy boating on the Charles River, witness the Charles Regatta, and join the vibrant Independence Day celebrations .

Boston weather is warm, making it ideal for outdoor activities like picnics and concerts. Keep in mind that this is not the cheapest time to visit Boston, as hotel rates are generally higher.

Summer in Boston is also a fantastic time for music and art lovers. The city hosts numerous outdoor concerts, ranging from jazz festivals to classical music performances.

The Boston Arts Festival and Shakespeare on the Common are highlighted, offering entertainment for all ages. It’s the perfect opportunity to immerse yourself in Boston’s rich cultural scene under the summer sky.

Additionally, this is the best month to visit Boston if you’re exploring the waterfront and islands. Take a ferry to the Boston Harbor Islands for a day of hiking, swimming, and exploring historic sites.

The city’s waterfront comes alive with outdoor dining, bustling markets, and scenic harbor cruises , providing countless ways to enjoy the warm summer days and nights.

The summer months are also perfect for exploring cultural sites like the Museum of Fine Arts at 465 Huntington Ave , which houses an impressive collection of art and historical artifacts. Summer in Boston is also a fantastic time for music and art lovers.

Fall: Colorful and Cultural

Some would argue that fall is one of the best times to visit Boston, which goes from September to November, a.k.a. shoulder season.

The city is awash with fiery reds, brilliant oranges, and golden yellows. This especially goes for spectaculars in places like the Boston Common and the Public Garden.

This is also the time for the Head of the Charles Regatta, an iconic rowing event that brings a unique vibrancy to the city’s riverside.

Related Post: Boston Massachusetts in the Fall  – Festivals and Foliage Guide

Additionally, fall is perfect for exploring Boston’s historical sites in cooler, more comfortable weather. Take a leisurely walk along the Freedom Trail or visit the historic North End, where the crisp air complements the rich history.

With lower Boston hotel rates and fewer crowds, you’ll have a more relaxed experience exploring the city’s streets and local neighborhoods.

Winter: A Wonderland with Festive Cheer

Visit Boston in winter to see the city as a twinkling, snowy wonderland, making it the best time to go to Boston for those who love the festive season.

From December to February, Boston winters are a time of joy and celebration. Experience the festive spirit with the St Patrick’s Day Parade , which is definitely a highlight of the season.

The Boston Common becomes a winter paradise with its ice-skating rink under the starry sky. The city’s many cafes and restaurants offer a cozy refuge with their warm, inviting atmospheres, perfect for enjoying a hot drink or a hearty meal.

This season also brings unique events like the First Night Boston celebration on New Year’s Eve, featuring ice sculptures, fireworks, and live performances.

Related Post:  Boston in One Day – An Unforgettable Journey through the City’s Charm

This is also probably the cheapest time to go to Boston. It offers the opportunity to explore indoor attractions like the New England Aquarium at 1 Central Wharf , or the Boston Children’s Museum at  308 Congress St for families looking to escape the cold.

Plus, the post-holiday period often means even more savings on accommodations and attractions .

Year-Round Attractions

Boston is a city that truly shines all year round, offering a plethora of activities regardless of the season in Boston. From the historic Freedom Trail to the cutting-edge exhibitions at the Museum of Science , there’s always an adventure waiting in Boston.

The city boasts rich experiences, blending the old with the new in a way that’s uniquely Bostonian. While the average highs and lows of Boston’s weather may change, the city’s vibrant character and charm are ever-present, inviting visitors to explore its countless wonders.

In conclusion, determining the best time to visit Boston really depends on your personal preferences and what you hope to get out of your trip. Whether you’re drawn to the lively festivities of the summer months or the serene beauty of the snow-covered streets in winter, Boston has a season for everyone.

Related Post:  Your In-Depth Guide to the Boston Marathon

And for those looking to make the most of their visit, planning your trip with Tripster can offer significant savings. Tripster provides tailored travel packages and deals, making it easier and more affordable to experience all the amazing things Boston has to offer.

So pack your bags, and let Boston’s endless charm and Tripster’s fantastic deals make your next vacation one to remember!  

Best Time to Visit Boston FAQs

What time of the year is best for boston.

The best time to experience Boston's charm is from late September through mid-October when the city is ablaze with vibrant fall foliage, and the crisp air carries the excitement of the upcoming holidays.

It's the perfect window to enjoy scenic walks along the Charles River or explore historic sites like the Freedom Trail amidst a picturesque autumn backdrop.

How Many Days Do You Need in Boston?

You'll want to spend at least 2-4 days in Boston to soak in its rich history, explore its cultural attractions, and savor its culinary delights.

This timeframe allows you to visit iconic landmarks like Fenway Park, Boston Common, and Quincy Market while getting a taste of the city's charm.

What is the Coldest Month for Boston?

January takes the crown as Boston's coldest month, with temperatures often dropping below freezing. It's the time when cozy scarves and warm beverages become essential companions for exploring the city's winter wonderland.

What Did We Miss?

Do you have any thoughts to share on seasonal travel to Boston? Leave us a comment below!

Written by Kyla Paler

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Boston Itinerary: How to Spend Five Days in Boston

One of the most historic cities in the United States , Boston is the city I called home for the first 25 years of my life.

More a collection of towns than a metropolis like New York , Boston is a city steeped in history (it contains a lot of historical firsts for the United States and played a pivotal role in its founding), delicious food, wide-open green spaces, first-rate museums, and warm, welcoming people.

Visiting Boston offers all the benefits of a big metropolis without the intensity and fast pace of New York.

Boston is easy to get around and compact, making it perfect for travelers. The subway will take you wherever you need to go.

So how many days do you need to visit Boston?

Most people visit for three to four days, and I think that’s a perfect amount of time. As someone who’s lived there, I can say that, since Boston is so small, you won’t waste a lot of time “in transit,” so you can pack a lot into your days. Obviously, you can spend longer here (slow travel is the best travel), but for the first-time visitor, three to four days is enough.

Here’s a suggested Boston itinerary that will allow you to see the best of Boston:

Table of Contents

Boston Itinerary: Day 1

Boston itinerary: day 2, boston itinerary: day 3, boston itinerary: day 4, boston itinerary: day 5, other things to see and do in boston.

• Boston Common
• Massachusetts State House
• Park Street Church
• Granary Burying Ground
• King’s Chapel Burying Ground
• Benjamin Franklin statue and the former site of Boston Latin School
• Old Corner Bookstore
• Old South Meeting House
• Old State House
• Site of the Boston Massacre
• Faneuil Hall
• Paul Revere House
• Old North Church
• Copp’s Hill Burying Ground
• USS Constitution
• Bunker Hill Monument

You follow a brick road through the city, and there are signs and historical markers all along the way. Given all the walking that’s involved, I would make this the main activity of the day. You’ll want to take your time and see all the sites thoroughly.

You can also take a guided tour from the visitor’s center. Tours run hourly between 11am and 1pm, with additional tours in the afternoon in the spring and summer. Tickets are $17 USD for adults, $15 USD for students and seniors, and $8 USD for children 6-12 (free for kids under 6).

4 S Market St, +1 617-523-1300, faneuilhallmarketplace.com. Open Monday-Saturday 10am-9pm and Sunday 12pm-6pm.  

Browse for Books Located a stone’s throw away from the Boston Common, Brattle Book Shop is a family-run used bookstore that dates back to 1825. It’s actually one of the oldest surviving bookstores in the country! It’s home to over 250,000 books, maps, postcards, and other odds and ends. In addition to used books, the store is also home to an impressive collection of first editions and antique books.

9 West Street, +1 617-542-0210, brattlebookshop.com. Open Monday-Saturday 9am-5:30pm.

Walk Around the Back Bay This area used to be an actual bay. Before the Europeans arrived, the indigenous population used the tidal bay to catch fish, as the bay drained completely during low tide. When the land was colonized, a dam was built and the tidal bay was eventually filled in, creating the Back Bay area.

The end of the Public Gardens meets Boston’s Back Bay, our version of New York’s SoHo and West Village. This is where Boston’s elite and wealthy live, and nearby Newbury Street is our Madison Avenue, with lots of expensive shopping and high-end eateries. It’s a beautiful space to stroll around, with pretty brownstones and tree-lined streets. You can still see plenty of old Victorian homes in this neighborhood that date back to the 19th century. ( Here’s a list of other neighborhoods worth checking out as well!

You’ll also find the Boston Public Library here. Opened in 1852, it’s one of the largest municipal libraries in the country, home to over 23 million items, with almost 4 million visitors each year.

206 Clarendon St, +1 617-536-0944, trinitychurchboston.org. The church is open for prayer and tours Tuesday-Saturday 10am-5pm and Sundays 12:15pm-4:30pm. Tours are $10 USD for adults, though it is free to enter for worship.

Head up to the Prudential Tower Head back toward Copley to see the Prudential Tower, colloquially known as “The Pru.” You can actually go up to the top and get a bird’s-eye view of Boston. There are 52 floors in the building, which was built in the 1960s. These days, it’s the second tallest building in the city (the John Hancock Tower is first).

800 Boylston St, +1 617-859-0648, prudentialcenter.com. Open daily from 10am-8pm (10pm in the summer). Admission is $34.99 USD for adults, with discount available for students, seniors, and children.

47 David G. Mugar Way, +1 617-626-1250, hatchshell.com. See the website for an up-to-date list of events.

1 Science Park, +1 617-723-2500, mos.org. Open Saturday-Thursday 9am-5pm and Fridays 9am-9pm. Admission is $29 USD for adults, with discounts available for seniors and children.  

1 Central Wharf, +1 617-973-5200, neaq.org. Open Monday-Friday 9am-5pm, weekends 9am-6pm. Admission is $34 USD for adults, with discounts available for kids and seniors.

See the Skinny House When you’re in the North End, visit 44 Hull Street. Known as “the Skinny House” (or the Spite House), this incredibly narrow house has a rather interesting history. Built after the Civil War, it was a passion project of Joseph Euestus, who came home from the war to find that his brother had taken over more than half of the inherited land they were meant to share. Joseph decided to build on the remaining land — which his brother thought was too small to build anything on. Joseph went ahead and built a narrow four-story home on the small slice of land to block his brother’s view.

Visit an Art Gallery or Museum Boston has a lot of great galleries and museums, so depending on your interest, you’ll want to check out some (or all) of the galleries and museums below. It will take more than an afternoon to see them all but you can always spread these visits out over a few days!

• Institute of Contemporary Art : If contemporary art is your cup of tea, this is for you. While it’s not my favorite style of art, I have to admit this place does put on some insightful exhibits. 25 Harbor Shore Drive, +1 617-478-3100, icaboston.org.
• Commonwealth Museum : This museum explores the history of Massachusetts. It’s actually really interesting and entirely underrated (especially if you’re a history nerd like me). 220 Morrissey Blvd, +1 617-727-2816, sec.state.ma.us/arc.
• Harvard Museum of Natural History : This natural history museum has exhibitions showcasing dinosaurs, animals, and minerals (including meteorites). It’s a great choice if you’re traveling with kids, though there is plenty of informative content for adults too! 26 Oxford St +1 617-495-3045, hmnh.harvard.edu.
• Harvard University Art Museums : Harvard actually has three art museums – the Fogg Museum, the Busch-Reisinger Museum, and the Arthur M. Sackler Museum. They are home to both modern and historical art exhibitions. See what exhibitions are running by checking their website. harvardartmuseums.org
• Museum of Fine Arts : This museum has an impressive collection of over 450,000 pieces of fine art. It also runs all sorts of art classes throughout the year, both multi-week classes as well as single-day workshops. If you’re looking to learn something new or improve your skills, check out the website for more details. 465 Huntington Avenue, +1 617-267-9300, mfa.org.
• Warren Anatomical Museum : Founded in 1847, this macabre museum is filled with Civil War–era medical tools as well as some unique (and perhaps unsettling) medical mysteries. It’s super weird but super neat. A definite must if you’re looking for an off-the-beaten-path museum! 10 Shattuck St, +1 617-432-6196, countway.harvard.edu/center-history-medicine/warren-anatomical-museum.
• Boston Tea Party and Ships Museum : This interactive museum is home to some historic ships that have been authentically restored to show you what life was like at sea during the Boston Tea Party. It also has a really informative documentary about the events that led up to the Tea Party and the American Revolution. Best of all, you can actually throw fake crates of tea into the river yourself to see what it was like! 306 Congress St, +1 617-338-1773, bostonteapartyship.com.
• Paul Revere House : Built in 1680, this is actually the oldest building in the entire city (it’s been renovated but it’s still the original building). The museum is filled with the family’s furniture and artifacts, giving you a sense of what life was like in Boston before the Revolution. 19 N Square, +1 617-523-2338, paulreverehouse.org.
• Museum of Bad Art : The name says it all! This is a museum filled with terrible art. The MOBA has rotating exhibits throughout the year, so there is always something new and terrible to behold. If you feel like a laugh, definitely check out this quirky gallery! 55 Davis Square, +1 781-444-6757, museumofbadart.org.
• Isabella Stewart Gardner Museum This museum is home to an amazing art collection of over 20,000 items, including European, Asian, and American art. Opened in 1903, the museum is made up of a wide-ranging collection of paintings, tapestries, decorative arts, and sculptures. It’s one of the best museums in Boston. Don’t miss it. 25 Evans Way, +1 617-566-1401, gardnermuseum.org.

Harvard University, +1 617-495-1000, harvard.edu/on-campus/visit-harvard/tours.

125 Arborway, +1 617-524-1718, arboretum.harvard.edu. Open daily 7am-7pm. Admission is free.

Take the Sam Adams Brewery Tour After four days of sightseeing, you deserve a beer or five. Luckily, this brewery is located near the Arboretum so it’s easy to visit and a great way to end your day. Sam Adams is a major brewer in Boston, and locals drink it widely and frequently. The brewery offers free tours, starting in mid-afternoon and departing every 45 minutes. You get a few free samples along the way. If you’re under 21, don’t worry. You can still go — you just can’t drink.

30 Germania St, +1 617-368-5080, samueladams.com. Tours are available Monday-Thursday and Saturdays 10am-3pm. On Friday, tours are available between 10am and 5:30pm. Their Sam Signature Experience is 45 min long and costs $10 USD.

4 Yawkey Way, +1 877-733-7699, mlb.com/redsox/ballpark. See the website for an up-to-date schedule.

(The Sox not in season? No worries. We have the Bruins, Celtics, and Patriots. No matter the time of year, you’ll be able to find a game to see!)  

Visit the Children’s Museum If you’re traveling with kids, this is a great place to spend part of your visit. It’s the second oldest children’s museum in the US and has permanent exhibits on health and exercise, construction, space, art, and diversity. It also has a real two-story house from Kyoto, Japan, that teaches kids about life there (it’s actually pretty cool!).

308 Congress Street, +1 617-426-6500, bostonchildrensmuseum.org. Open Wednesday-Sunday 9am-12pm and 1:30pm-4:30pm. On the first Saturday of the month, the museum opens at 10am. Admission is $20 USD for both adults and kids (free for infants under 12 months).

Charlestown Navy Yard, +1 617-426-1812, ussconstitutionmuseum.org. The ship is open Tuesday-Sunday 10am-6pm (with extended hours in the summer); the museum is open 10am-6pm (with extended hours in the summer as well). Admission is free, though the museum has a suggested donation of $10-15 USD.

Visit More Museums – With any extra time, visit more museums! There’s plenty of them to see! Try not to skip the big ones!

725 Commonwealth Avenue, +1 617-353-2630, bu.edu/astronomy/community/open-night-observatory/. Viewings are Wednesday evenings at 7:30pm in the autumn and winter and 8:30pm in the spring and summer. Make sure to get there 10 minutes early as they don’t permit entry once it starts.

See the Mapparium – Located in the Mary Baker Eddy Library, this three-story inverted globe serves as a giant map of the world that you can walk into via a glass bridge. It is constructed of over 600 stained-glass panels and shows the world as it looked in 1935.

200 Massachusetts Avenue, +1 617-450-7000, marybakereddylibrary.org. Open daily 10am-5pm. Admission to the Mapparium is $6 USD for adults, with discounts available for students, children, and seniors.

Head to Castle Island – Castle Island is located in South Boston and is famous for Fort Independence. When the fort was no longer needed for defense, it was actually used as the first state prison. The island covers 22 acres and has excellent beaches, as well as some running trails that are popular with the locals. There’s also an area for picnics and you can visit the old fort for free. The place gets pretty busy on the weekends during the summer, and you can often see school groups exploring the fort during the spring.

Relax at the Lawn on D – This massive green space is new to the city (when I was growing up, there was nothing in this area so you would never go there). There are all sorts of free activities happening year-round, from concerts to festivities and everything in between! There’s public seating, free Wi-Fi, art exhibitions, and a few games, like table tennis and bocce. To see what events are happening during your visit, check the website for details.

420 D St, +1 877-393-3393, signatureboston.com/lawn-on-d. Open Monday-Wednesday & Friday-Saturday from 7am-11pm and Thursday & Sunday from 7am-10:30pm (hours may vary for events). Admission is free.

Hike the Blue Hills – This park is a bit out of the way, but it’s definitely worth a visit if you want to get out and stretch your legs. The 7,000-acre park is home to over 100 miles of trails and offers some picturesque viewpoints. There are also plenty of activities to keep you entertained, such as boating, fishing, skiing, and rock climbing (depending on the season). It can get busy in the summer on the weekends, so just be sure to arrive early.

Tour the Custom House – Built in the 17th century, the Custom House is one of the most recognizable buildings in the city. In 1915, a tower was added to the building, making it the tallest building in the city at the time. The building is owned by Marriott Hotels now, though you can still take a free tour (by appointment) to go up to the observation deck on the 26th floor.

3 McKinley Square, +1 617-310-6300, marriott.com/hotels/travel/bosch-marriott-vacation-club-pulse-at-custom-house-boston. Tours are free though they are by appointment only.

Boston is a great city (and I’m not just saying that because I grew up there). I’ve never encountered a person who hasn’t liked it. This Boston itinerary will give you a good overview of the city at a relaxing pace. You’ll be moving around a lot, though, so make sure you get an unlimited “T” pass (subway/train pass). If you have more time, you can squeeze in some other activities .

But why rush such a beautiful place?

Take it slow. Mix and match the itinerary to suit your needs but this is how I’d structure my days if I was visiting Boston!

Book Your Trip to Boston: Logistical Tips and Tricks

Book Your Flight Use Skyscanner to find a cheap flight. They are my favorite search engine because they search websites and airlines around the globe so you always know no stone is left unturned.

Book Your Accommodation You can book your hostel with Hostelworld as they have the biggest inventory and best deals. If you want to stay somewhere other than a hostel, use Booking.com as they consistently return the cheapest rates for guesthouses and cheap hotels.

For the best hostels, check out this post on the best hostels in the city.

If you want to know the best neighborhoods, here’s my guide to all the best areas in town !

Don’t Forget Travel Insurance Travel insurance will protect you against illness, injury, theft, and cancellations. It’s comprehensive protection in case anything goes wrong. I never go on a trip without it as I’ve had to use it many times in the past. My favorite companies that offer the best service and value are:

• Safety Wing (best for everyone)
• Insure My Trip (for those over 70)
• Medjet (for additional evacuation coverage)

Looking for the Best Companies to Save Money With? Check out my resource page for the best companies to use when you travel. I list all the ones I use to save money when I’m on the road. They will save you money when you travel too.

Want More Information on Boston? Be sure to visit our robust destination guide on Boston for even more planning tips!

Got a comment on this article? Join the conversation on Facebook , Instagram , or Twitter and share your thoughts!

Disclosure: Please note that some of the links above may be affiliate links, and at no additional cost to you, I earn a commission if you make a purchase. I recommend only products and companies I use and the income goes to keeping the site community supported and ad free.

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Boston   Travel Guide

30 Top-Rated Things to Do in Boston

As Massachusetts' capital and the birthplace of the American Revolution, there's no shortage of historical sites for travelers to explore within Boston's city limits (and beyond). There's even a Boston Tea Party Museum on the harbor

• All Things To Do
• 1-Day Itinerary
• 2-Day Itinerary
• 3-Day Itinerary

Freedom Trail Freedom Trail free

Stretching 2½ miles, the Freedom Trail weaves past 16 of the city's most historic sites, including Faneuil Hall Marketplace , the Paul Revere House and Old North Church . Taking in all of the trail's attractions requires at least half a day (and some comfortable walking shoes), but you can easily plot points of interest before you begin your jaunt from Boston Common .

Though most visitors agree the trail is easy to navigate on your own, some recommend a guided tour or downloading an app to tell you about the sites. (You'll find a handful of apps available for Apple and Android devices.) If you have a Go Boston Card, standard guided tours given by the Freedom Trail Foundation are covered by your pass.

Faneuil Hall Marketplace and Quincy Market Faneuil Hall Marketplace and Quincy Market free

U.S. News Insider Tip: Every Friday and Saturday, Haymarket (one America's oldest open-air markets) pops up adjacent to Faneuil Hall. In order to navigate this often-chaotic scene successfully make sure to bring small bills, leave bulky bags at the hotel and keep it moving on the sidewalk. - Jill LeGrow

Four buildings – Faneuil Hall, Quincy Market, North Market and South Market – constitute Faneuil Hall Marketplace, with the oldest being Faneuil Hall. Built in 1742 and now a stop on the Freedom Trail , Faneuil Hall has had a long and important history in Massachusetts politics. Samuel Adams once stood here to push for resistance against the British, and abolitionists and suffragists have stood on their soapboxes here. In fact, this is where colonists famously challenged the Stamp Act of 1764 by proclaiming, "no taxation without representation." From those illustrious days, the marketplace has expanded to include more than 100 shops and restaurants.

Boston Public Garden Boston Public Garden free

Though the Boston Public Garden sits right next to Boston Common , the two are quite different. The public garden is newer (established in 1837) and holds the distinction of being America's first public botanical garden. Flowers and trees are beautifully organized and kept in quality condition throughout. You can see the colorful arrangements and exotic trees from the 6-acre pond as you glide along the water in a Swan Boat. Additionally, the park houses two of Boston's most iconic statues: Make Way for Ducklings (a bronze sculpture of a duck and her eight ducklings) and a sculpture of George Washington (which shows America's first president riding on a horse).

Visitors looking to relax after sightseeing will enjoy the Boston Public Garden. Parkgoers say you'll find plenty of shade beneath the park's trees, which comes in handy on hot summer days. Plus, you'll likely spot some ducks and geese swimming around the lagoon. And if you have a few dollars, visitors recommend taking a 15-minute ride on a Swan Boat. The large paddle boats cost $4.50 to ride (or $3 for kids ages 2 to 15 and $4 for seniors); travelers with Go Boston Cards ride for free. Swan Boats are usually available between mid-April and Labor Day.

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North End North End free

Chances are you'll end up in the North End at least once during your visit to Boston. It's steeped in the city's rich history as it holds the title of Boston's oldest neighborhood and houses three attractions on the Freedom Trail . What makes this neighborhood a top point of interest, however, is its Italian culture: The North End is considered Boston's Little Italy.

While Italians weren't the first to settle in this area (English settlers arrived first then European Jews, African Americans and Irish immigrants), their cultural influence on the North End withstood the test of time. Today, you'll find all kinds of Italian food from classic pizza pies served at the popular Regina Pizzeria to Sicilian-style seafood, such as black linguine (made with squid ink) and calamari meatballs at The Daily Catch . For dinner, try Mamma Maria for fine dining, Giacomo's for its affordable, made-in-house pasta or Bricco , which sources its meats and bread from its own meat and bread shop, located right next door. If you’re only interested in pizza, hit up Galleria Umberto for delectable solo slices or Antico Forno for its full-size, wood-fired pies. Prezza is known for its extensive wine list, boasting hundreds of wine labels to choose from. For dessert, make sure to pick up a cannoli at Mike's Pastry or Modern Pastry , or tiramisu at the 24-hour Bova's Bakery .

Museum of Fine Arts Museum of Fine Arts

If you want to make the most out of the Museum of Fine Arts, one of the most comprehensive art institutions in the country, then you'll need to spend a good chunk of your day here. The museum is home to one of the best art collections in the world, including the celebrated Art of the Americas wing. Inside this sprawling collection, you'll encounter galleries showcasing iconic pieces from indigenous cultures in North, South and Central America to works by contemporary artists like Edward Hopper.

You'll also find an impressive collection of Asian art here, plus works from Monet, Renoir, Manet and Rembrandt on display. And in special temporary exhibits, you can admire masterpieces from Black artists like Diedrick Brackens and Picasso, among others.

Boston Common Boston Common free

The grounds of Boston Common started as a cow pasture in the mid-1600s. It was also used for Puritan punishments, like whipping, and even for hangings. In 1768, the area was transformed into a British camp. After the Revolutionary War, the park became a popular locale for public speeches and rallies. Now, the Common is best known because of its status as the oldest public park in the country. You'll also find a variety of activities and events – including theater and musical performances and free fitness classes – hosted here throughout the year. If you plan to traverse the Freedom Trail , you'll start the walk here at Boston Common.

Though some visitors say you won't find much to do in this park, Boston Common is great for picnics or a leisurely stroll. Travelers also mention that this site is a wonderful spot to take young children. In addition to ample running room on the park's green space, kids can play at the Tadpole Playground or Frog Pond. Frog Pond offers a spray pool during the warmer months and an ice skating rink in the winter. Some visitors do note that the park tends to draw Boston's homeless population, particularly at night.

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Fenway Park Fenway Park

U.S. News Insider Tip: If you want to watch a Sox game without a ticket, head to the Bleacher Bar on Lansdowne Street. Located beneath the bleachers of Fenway, the best tables are positioned directly in front of the huge garage window that overlook centerfield. – Jill LeGrow

Fans of America's favorite pastime won't want to miss a game at Fenway Park. Home to the Boston Red Sox, this stadium has been the site of home runs, stolen bases and grounders since 1912. Regardless of whether or not you're a diehard Red Sox fan, you should try to catch a game and admire the ballpark's original architecture. Must-see features of the park include Pesky's Pole – the right field foul pole named after former Red Sox player Johnny Pesky – and the 37-foot-tall "Green Monster" wall in left field.

Isabella Stewart Gardner Museum Isabella Stewart Gardner Museum

After Isabella Stewart Gardner's husband died in 1898, the art enthusiast carried out their plan to buy land in Boston's Fenway area and open a museum to display her impressive collection of Italian art. The museum, which was fashioned after the Palazzo Barbaro in Venice , was completed in 1901, at which point Gardner moved in to the fourth floor and began installing her collection. Today, you can visit this Boston museum to get your fill of the Italian masters, such as Raphael and Titian. The building also showcases a cache of beautiful furniture, photographs, sculpture and rare books straight from Europe. The museum's New Wing, designed by Renzo Piano, includes a glass atrium, greenhouses and landscaped gardens.

The art isn't the only interesting thing here: the museum is also the site of the single largest property theft on Earth. In the wee hours of March 18, 1990, two thieves made their way into the museum disguised as police. The duo stole 13 works, including pieces by Rembrandt, Vermeer, Degas and Manet. Today, the museum has empty frames on the walls as placeholders until the art returns to the museum. As you may have guessed, the crime has not been solved and the works haven't been recovered. The museum is even offering a sizable reward ($10 million) for information leading to the art. 

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Boston Public Library Boston Public Library free

A library isn't always all about books. The main branch of the Boston Public Library in Copley Square, which opened in 1895, is so much more, according to recent visitors who call the architecture "beautiful" and a “must-see.” Walking into the Renaissance Revival building is akin to visiting a museum. On Dartmouth Street, two immense stone lions sculpted by Louis Saint-Gaudens stand guard by the main entrance. Inside, Bates Hall, the library's main reference reading room, is a 218-foot-long room with a barrel-arch ceiling soaring 50 feet high.

Visitors can take a free tour and learn all about the murals found throughout the library, including John Singer Sargent's series on the "Triumph of Religion." Other murals include works by French artist Pierre Puvis de Chavannes, who depicted eight library-centric disciplines in "The Muses of Inspiration," and Edwin Austin Abbey's "The Quest and Achievement of the Holy Grail."

John F. Kennedy Presidential Library and Museum John F. Kennedy Presidential Library and Museum

A must for any history buffs or fans of our nation's 35th president, this excellent library and museum details the life of President John F. Kennedy. Exhibits include his presidential papers; masses of Kennedy memorabilia, including re-creations of his desk in the Oval Office and of the television studio in which he debated Richard M. Nixon in the 1960 election; and artifacts from the U.S. space program. There's permanent display on the late Jacqueline Kennedy Onassis plus plenty of other artifacts and information about Kennedy's life and presidency. The building itself is quite striking and was designed by architect I. M. Pei.

Museumgoers say that while the museum is off the beaten path (it sits about 5 miles south of downtown on Columbia Point), it is well worth the trek thanks to the exhibits and staff. However, some wish the exhibits had a more detailed explanation of Kennedy and events during his life. The views from the museum are amazing, add some visitors.

Boston Harbor Islands National and State Park Boston Harbor Islands National and State Park

If you want to get outdoors in the greater Boston area, consider hopping a ferry (which operates from mid-May through mid-October) to the Boston Harbor Islands. This collection of 34 islands located in the Massachusetts Bay boasts plenty of things to do and see including historic sites, hiking trails, beaches, wildlife and much more. Popular islands include Spectacle, Georges and Peddocks, though ferries also go to Lovells, Grape, Bumpkin and Thompson.

The 114-acre Spectacle Island is a great option for those looking to hike. Here, you'll find 5 miles of trails, including one which leads to the harbor's highest hill, offering incredible views of Boston's skyline. If you’re looking for a place where you can sink your toes into the sand, head to Lovells Island. Here, you’ll find secluded shorelines as well as tide pools (when it's low tide, a whopping 71 acres are added to the island's land mass). Meanwhile, history lovers will enjoy a trip to Georges Island. Georges Island is home to Fort Warren, which the U.S. government used for patrolling and training Union troops as well as housing Confederate prisoners during Civil War times. Peddocks Island, one of the largest of the Boston Harbor Islands, offers a little bit of everything. This island is considered a prime camping spot and features scenic hiking trails that pass through coastal forests, headlands connected by tombolos and the biggest beach of any island. You'll also find a little bit of history thanks to Fort Andrews and a restored chapel from World War II.

Newbury Street Newbury Street free

Located in the Back Bay along eight blocks between Massachusetts Avenue and Arlington Street, Newbury Street is home to gorgeous 19th century brownstones. It's also Boston's premiere destination for dining and shopping. Newbury Street has been called one of the most expensive streets in the world, thanks in large part to the significant cluster of expensive shops on the lower end (by numbered address) nearest Arlington Street.

Starting at the higher end, by Massachusetts Avenue, you'll find more budget-friendly retailers like TJ Maxx and Forever 21, as well longtime local favorites Newbury Comics and Trident Booksellers. In fact, Newbury Comics' opening in 1978 was the catalyst that began the transformation of Newbury Street from a heavily upper-class retail destination to a hipper, trendier spot for everyone.

Samuel Adams Brewery Samuel Adams Brewery

Despite its location outside of city center, visiting the Samuel Adams Brewery is a popular stop for beer lovers. This brewery location acts as Samuel Adams' testing facility for new and specialty brews, which patrons can try. You can also take a guided tour of the facility to learn more about the brewing process.

Whether you're a local or a tourist, odds are you'll enjoy a visit to this brewery. Visitors say the staff is knowledgeable, but note there can be long entry lines.

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Cambridge Cambridge free

Cambridge, which sits about 3 miles northwest of Boston's city center, is home to both Harvard University and MIT , but there's more to see in Cambridge than just the schools themselves. The city features an impressive array of cultural institutions that feature collections and exhibitions ranging from fine art to technological innovations.

The Harvard Art Museums , which include the Fogg Museum, Busch-Reisinger Museum and Arthur M. Sackler Museum, house a wide range of periods, styles and mediums within its walls. Here, you’ll find a mix of modern photography, 13th century sculpture, paintings from legends like Georgia O’Keeffe, Picasso and Jackson Pollock, and much more. If you prefer history, head to the Peabody Museum of Archaeology & Ethnology , which boasts exhibits exploring everything from ancient Latin American cultures to the evolution of American eating habits and tableware to the lives of Native Americans. If science is more your speed, head to the Harvard Museum of Natural History to view dinosaur fossils, rare minerals and animal specimens from New England to Asia.

Beacon Hill Beacon Hill free

Beacon Hill is arguably Boston's most beautiful neighborhood. Located north of Boston Common , Beacon Hill is awash with quaint, cobblestone-lined alleyways, corners dotted with gas street lamps, stately townhouses affixed with bay view windows and vibrant, flower-filled window boxes. It's Beacon Hill's incredible style, a stunning mix of Federal and Greek revival architecture, that make this neighborhood an attraction in and of itself. And recent visitors couldn't agree more.

Travelers who venture to Beacon Hill are charmed by its beauty and say that it's the perfect place to take a long stroll and wander around. While here, make sure to make your way to noteworthy spots including the picturesque Louisburg Square and Acorn Street, the latter of which is one of the most photographed places in Boston. After, head down Charles Street, where you'll find restaurants, shops and bars. Fans of the TV show "Cheers" will want to walk down Beacon Street to find the bar that inspired the program.

Old North Church Old North Church

Most people who know anything about American history have heard of Paul Revere's famous midnight ride, when he rode through town to warn people about the arrival of British troops. Before heading off to Lexington, Revere gave orders at Old North Church. Robert Newman – the church's sexton – and Captain John Pulling Jr. – the church's vestryman – then climbed the steeple and held two lanterns as a signal that the British were indeed coming, but by sea.

The church itself, which is officially named Christ Church, is filled with beautiful relics from the past, including North America's oldest set of change ringing bells and chandeliers brought in from England in the early 1700s. The pews have a long history as well; Pew No. 54 was reserved for Paul Revere's son.

Boston Children's Museum Boston Children's Museum

With a giant milk bottle structure at the front of the building, it's hard to miss the Boston Children's Museum. Here, hands-on exhibits present a fun and engaging way for kids to learn about various sciences, culture, art and health and wellness, among other subjects. Among the museum's standout exhibits are "Construction Zone," where little ones can learn about and play with kid-sized construction equipment, "The Common," where kids play with color, games and music, and "Japanese House" – a 100-year-old authentic Japanese house reconstructed in Boston by Japanese carpenters.

Museumgoers praise the variety of engaging exhibits tailored to kids within different age groups and can't recommend it enough. Others warn the museum gets crowded, especially in the summer.

Rose Fitzgerald Kennedy Greenway Rose Fitzgerald Kennedy Greenway free

Boston is packed with cool outdoor spaces, but this nearly 1½-mile-long series of parks and gardens offers more than most. The Rose Fitzgerald Kennedy Greenway was established to link Boston's diverse neighborhoods through a series of lawns, parks and walkways that occupy a former highway tunnel. Since opening in 2008, visitors have flocked to this sprawling green space to enjoy temporary public art displays, bubbling fountains, numerous food vendors and a carousel. Plus, the park offers free weekly events, including food and art festivals, summer concert performances and seasonal fitness classes.

Many previous visitors said the Rose Fitzgerald Kennedy Greenway not only offers a much-needed respite from the city, but also an easy way to explore Boston with kids during the warmer months. And, in many sections of the Greenway, you're never more than a few steps away from the Freedom Trail .

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Boston Tea Party Ships & Museum Boston Tea Party Ships & Museum

This hands-on museum offers an entertaining look at one of Boston's pivotal moments. You can toss (fake) tea overboard, climb around replica ships and converse with period actors about Colonial issues. Exhibits at the museum, which is located on Griffin's Wharf (close to where the actual Tea Party occurred on Dec. 16, 1773) include 3D holograms, talking portraits and the Robinson Tea Chest, an authentic tea chest from the Boston Tea Party. Two of the three ships have been recreated, the Beaver and the Eleanor, which are fun to explore. The film "Let It Begin Here" depicts the events that immediately preceded the American Revolution. You can also grab a cup of tea or a snack in Abigail's Tea Room, which has one of the best views of the harbor around.

Visitors love the interactive nature of the museum and tossing tea overboard, saying their time there was entertaining for all ages. They also add that the guides are informative and stay in character.

Museum of Science Museum of Science

If you're traveling with young ones in tow, be sure to swing by the Museum of Science. Here, kids can learn about astronomy, earth sciences and anatomy, not to mention participate in some fun interactive exhibits. Budding scientists can examine the Arctic in "Arctic Adventure: Exploring with Technology" exhibit or play on swings to learn about physics in "Science in the Park." The museum also features the Charles Hayden Planetarium, where you can indulge your inner astronaut during shows. Meanwhile, at the Mugar Omni Theater, you'll feel like you're actually in the IMAX film thanks to its cutting-edge sound technology and five-story-high projection screen.

Although the museum is very kid-focused, past visitors said that young-at-heart adults and even teens will get a kick out of the museum's engaging displays and shows. Though most travelers spend about half a day exploring the museum, you could easily allocate an entire day to this attraction. Also, remember that separate tickets (which cost extra) are needed for some museum features, such as IMAX films, planetarium shows and the Garden Walk and Insect Zoo.

Boston Duck Tours Boston Duck Tours

Wander Boston for a couple of hours and you're sure to see a Duck Tour quacking its way through the streets (and waterways). These "Truck Duck" vehicles recreate the look of a DUKW truck used by the U.S. military during World War II and transport tourists all over the city by land and water. The tours drive past a number of landmark sites including the Old State House, Newbury Street , Prudential Tower, Public Garden and the Swan Boats, and Copley Square (home to the Boston Public Library ). Once launched into the water, you'll cruise down the Charles River checking out MIT, the Longfellow Bridge, as well as the Esplanade and the Hatch Shell. 

Besides giving tours around the city, Boston Duck Tour boats have been used in all of the victory parades since 2002 for the Patriots, Red Sox, Celtics and Bruins (the city's major teams for football, baseball, basketball and hockey, respectively). What started off simply as a way to roll the Patriots through downtown Boston for a Superbowl celebration has turned into a much-loved tradition that continues today.

Boston Symphony Orchestra Boston Symphony Orchestra

Even if you're not a classical music aficionado, you can't miss attending one of the Boston Symphony Orchestra's world-renowned performances at Symphony Hall. The BSO began performing in 1881. Today, the symphony performs everything from family shows to traditional concerts and Boston Pops – a lively performance filled with singing and a variety of music. The BSO performs at Symphony Hall from September through April, then heads to Tanglewood (which is about 130 miles west of Boston) in the summer.

Past spectators not only praised the world-class talent, but also noted the impressive acoustics of Symphony Hall as a main selling point for attending future concerts. If you can't score tickets to an orchestra performance, consider taking a free tour of Symphony Hall. Tours, which are offered in the fall, winter and spring, provide information about the property, as well as insight into the orchestra's musicians and conductors.

New England Holocaust Memorial New England Holocaust Memorial free

Gaze up at the six 54-foot glass towers that comprise the New England Holocaust Memorial, and you're bound to be awestruck. Dedicated in 1995, each haunting tower is etched with numbers. The 6 million numbers represent the Holocaust's victims, while the towers represent the six major death camps. There is also a granite path covered in quotes from survivors that leads visitors inside the towers.

Recent visitors described walking through the columns as an emotionally charged and unforgettable experience. The monument's location next to Faneuil Hall Marketplace makes it very accessible while walking the Freedom Trail .

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Paul Revere House Paul Revere House

For a glimpse of what life was like in the late 1700s, head to Paul Revere's former residence in the North End . The house, which is situated on the Freedom Trail , offers insight into how homes looked in Revere's time (it's even filled with period pieces, including fine silver). Inside, history fans can admire the building's sweeping beams, spacious fireplaces and some original furnishings owned by the Revere family.

If you like American history, travelers say you'll enjoy seeing the Paul Revere House. This house is small, though, so don't allot more than an hour to tour the property. Docents are friendly and knowledgeable.

Massachusetts State House Massachusetts State House free

The golden-domed Massachusetts State House is an important building for many reasons and is one of the stops on the Freedom Trail . The land it sits on was originally used as John Hancock’s cow pasture. It was designed by Charles Bulfinch and completed in 1798 and the cornerstone was laid by Samuel Adams in 1795. A copper dome was installed by Paul Revere in 1802 (later covered in gold). Nowadays, senators, state representatives and the governor conduct the Commonwealth's business here.

Free tours are offered by docents who explain the building's history and discuss the important art and architecture within. Make sure to look for the Sacred Cod in the House of Representatives Chamber. The almost 5-foot wooden cod symbolizes the importance of the salt cod industry to the area.

New England Aquarium New England Aquarium

Your kids will find plenty to love at the New England Aquarium, starting with the Atlantic harbor seals that hang out just beyond the ticket booth. Inside, you'll find thousands of marine critters to study, and at the center: the Giant Ocean Tank. This four-story tank includes a coral reef habitat that houses more than 1,000 underwater creatures including green sea turtles, eels and barracuda. In other parts of the aquarium, you'll find exhibits dedicated to penguins, sea jellies and seadragons, plus a six-story high projection movie screen with digital surround sound, where you can watch films about sea creatures and more. And don't forget to check out the Shark and Ray Touch Tank, which allows visitors to graze sharks and rays as they swim by.

While some visitors bemoan the aquarium's compact size (which, in turn, made for thick crowds), many appreciate the attraction's variety of animals. Several travelers also recommend watching a penguin or seal feeding.

USS Constitution USS Constitution free

U.S. News Insider Tip: Every July 4th, the USS Constitution takes her annual "turnaround" sail in Boston Harbor. The particular sail is the only one open to the public and the US Navy holds a lottery with the lucky winners getting to board "Old Ironsides." – Jill LeGrow

History lovers, boat enthusiasts and military aficionados alike can't miss the chance to board the USS Constitution. Docked at the Boston National Historical Park in Charlestown, this historic vessel is the world's oldest commissioned warship still operational today. It is helmed by United States Navy sailors, who also serve as the ship's guides. The ship's accompanying museums displays nearly 2,000 artifacts related to the ship's history.

Bunker Hill Monument Bunker Hill Monument free

Bunker Hill Monument is part of the Boston National Historical Park and a stop on the Freedom Trail . The first major battle of the American Revolution took place on Breed's Hill in June 1775, though originally it was supposed to take place on nearby Bunker Hill. Names aside, the British won the battle but fared worse than their American foes. The British sacrificed about nearly half of their 2,400 men; American casualties were between 300 and 500 out of an army of 1,400 to 1,800 soldiers. Construction of the monument started in 1827 and was completed in 1842. The 221-foot granite obelisk offers fabulous views from its observatory, though you have to work for it by climbing 294 steps to the top.

Start your visit at the Bunker Hill Museum, located across the street. Exhibits explain the Battle of Bunker Hill, the construction of the monument, and the history of Charlestown. Free tickets are required to climb the monument and you can also pick them up at the museum. Visitors enjoy the museum and say the monument is awe-inspiring and the grounds beautiful.

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View Boston View Boston

U.S. News Insider Tip: To save some cash on your sightseeing, pick up a Boston CityPass which allows you to visit up to four attractions (such as the Museum of Science , New England Aquarium , Boston Harbor City Cruise and View Boston) for one discounted price. – Jill LeGrow

Replacing the iconic Top of the Hub restaurant and Skywalk Observatory that closed in 2020, View Boston opened in June 2023 to offer 360 panoramic views of Boston from atop the 52nd floor of the Prudential Center. Taking over the top three floors of the Prudential Center, View Boston includes an observatory, a wraparound roof deck and indoor/outdoor cocktail bar called Stratus, and a floor with interactive exhibits such as a projection-mapped 3D model of Boston. There's also Beacon, a bistro offering seasonal beverages and food.

The Mapparium The Mapparium

Located at the Mary Baker Eddy Library, this three-story, stained glass globe never fails to elicit wonder. Designed by the architect of the Christian Science Publishing Society building, Chester Lindsay Churchill, the globe depicts the world as it was in 1935.

The "How Do You See the World" experience includes the globe; the "Our World: Mapping Progress," which highlights humanity's achievements since 1935; and "Points of Progress," where you can learn about significant events in human rights, scientific advances, exploration, and other fields. A 10-minute audio narration features clips from President Franklin D. Roosevelt, Jane Goodall, Wangari Maathai (a Kenyan Nobel laureate) and others. One of the coolest features of the globe is that it is a "whispering gallery." Stand at one end of the gallery while a friend stands at the other. Whisper something to them and they will be the only one to hear it.

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Best Time To Visit Boston

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What is the best time to visit Boston?

The best time to visit Boston is during summer to mid-fall from June to October. The weather during summer remains pleasant with the temperature ranging from 15 degrees to 28 degrees celsius. Spring is considered as the shoulder season in Boston due to the cold and dry climate, hence from March to May the number of tourists tend to decline during the Fall, so you can get fairly good deals for your stay. The summer is regarded as the peak season here, due to warm and balmy climate that is favourable for outdoor activities. The fall is dry and colder as the winters hence, it is considered as an offseason.

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The best time to visit Massachusetts for a dose of New England magic

May 14, 2022 • 6 min read

It's always a good time to come to Massachusetts © Huntstock / DisabilityImages / Getty Images

Massachusetts is a year-round destination that's worth a visit in any season, but different times of year show off different sides to the Bay State, from historic Boston to the beaches of Cape Cod.

In spring, the state’s parks and gardens burst into bloom as the darkness and chill of winter recede. Summer brings heat and rather oppressive humidity but a fun-filled calendar of events. When autumn arrives, the brilliant fall colors draw busloads of eager leaf peepers. Winter is slower in many parts of the state, but less so in Boston and the winter sports destinations in western and central Massachusetts.

Whether you're here for the American icons or the beaches, here’s our guide to the best times to visit Massachusetts.

High season is the best time for beaches and festivals (mid-May–early September)

May and early June are usually beautiful times of year, with comfortable temperatures and abundant flowers. This is a good time to explore the cities, but as the weather grows increasingly hot and muggy, many people head to Cape Cod , the islands offshore, and higher-elevation spots inland such as the Berkshires .

Hotel rates are highest in July and August when the ocean and lakes have warmed up and school holidays swell visitor numbers. By early September, the crowds have thinned, but water temperatures remain comfortable. Massachusetts is also a great destination for whale-watching, with excursions operating from late April to mid-October from Boston, Gloucester, Plymouth, and other towns along the coast.

The fall peak season is the best time for leaf peepers (late September–October)

As temperatures cool and leaves turn brilliant shades of red, orange and gold, visitors from near and far descend on Massachusetts to experience the state's fall colors. In September and early October, many visitors use the Bay State as a staging post on the way to northern New England , but as the season advances and the peak color moves south, Massachusetts itself takes center stage. Book hotels and rental cars in advance to ensure availability and better rates.

Shoulder season is the best time for deals with decent weather (April & November)

Massachusetts has two shoulder seasons. April sees the arrival of spring flowers, and fall colors are increasingly likely to linger into early November with changes to the climate. These months are well worth considering if you’re hoping to save money while avoiding the bitter cold of winter.

However, don’t expect hotel deals in Boston around Patriots' Day on the third Monday in April – also known as Marathon Monday. The week of the marathon coincides with spring break in Massachusetts, so family-friendly attractions and activities may be busier.

The 10 best hiking trails in Massachusetts  

Low season is the best time for winter sports and fewer crowds (December–March)

Winter is a quiet time in many parts of Massachusetts, especially around Cape Cod and the islands, though Boston attracts visitors year-round with its many museums and busy schedule of holiday events.

Further west, ski resorts in the Berkshires and central Massachusetts are typically open by mid-December, if not earlier. Winters in the state are typically quite snowy, though climate change is having an impact.

However, winter can be a good time to experience a different side of Cape Cod, particularly if you’re interested in quiet walks on virtually deserted beaches, rather than battling the summer crowds for space to sunbathe and swim.

January is the best time to visit museums 

Typically the coldest month of the year, January is a good time to explore Massachusetts’ many excellent museums. If you need some outdoor time, bundle up for some ice skating on Boston Common or skiing in the Berkshires. Key event: Boston Wine & Food Festival

Avoid the crowds in February 

February offers more of the same, weather-wise, but with a slight rise in temperature and noticeably longer days. Boston's busy Chinatown is a lively place to be for the Chinese New Year celebrations (which can also fall in late January). Key event: Chinese New Year (Boston)

Celebrate St Patrick’s Day in March 

The weather in March is usually a mixed bag, with brighter days and early signs of spring alternating with cold days that serve as a reminder that winter isn’t over yet. Thanks to Massachusetts’ large population of Irish Americans, St Patrick’s Day is a major event in Boston and around the state. Key events: St Patrick’s Day parades (statewide), Dine Out Boston

Expect large crowds in April for Patriots' Day

By April, it’s usually starting to feel like spring, though the odd spot of late-season snow is not unheard of. On the third Monday in the month, the statewide Patriots' Day holiday commemorates the start of the Revolutionary War, coinciding with the annual Boston Marathon , one of the biggest races in the US and a Boston Red Sox professional baseball game. Key events: Patriots' Day battle reenactments (statewide), Boston Marathon, Nantucket Daffodil Festival

Massachusetts’ best road trips

Enjoy the spring flowers in May

May is one of the loveliest months in Massachusetts, with spring flowers in full bloom and warm weather, but without the high humidity of summer. Key events: Duckling Day (Boston), Lilac Sunday (Arnold Arboretum of Harvard University, Boston), Boston Calling Music Festival

Listen to the symphony in June

As temperatures rise, the festival-filled summer season begins statewide, including the start of the Boston Symphony Orchestra’s summer season at Tanglewood , inland from Boston on the way to Albany. There's plenty more on the cultural calendar to keep you busy. Key events: Boston Pride Week , Nantucket Film Festival , Jacob’s Pillow Dance Festival (The Berkshires), St Peter’s Fiesta (Gloucester), Rockport Music Festivals

July is the best time for festivals 

July is the hottest month of the year, with humidity levels that can make Massachusetts' cities feel like ovens. Expect crowds in Cape Cod, the islands and other popular seaside destinations. If you’re willing to brave the urban heat, you’ll find many great festivals around the state. Key events: Boston Pops Fourth of July Fireworks Spectacular , Boston Harborfest , New Bedford Folk Festival , Festival Betances (Boston), Lowell Folk Festival , Shakespeare on the Common (Boston)

Best beaches in Massachusetts

Head to the beach in August

August is another month of heat and humidity, but also fun annual events. Beaches remain crowded, with water temperatures at their warmest. Key events: Falmouth Road Race , Feast of the Blessed Sacrament (New Bedford), Marshfield Fair

Crowds begin to dwindle in September

After Labor Day, the crowds die down in beach towns as schools reopen and summer visitors head home. However, water temperatures remain warm for those who linger. As the month continues, the first fall colors typically begin to appear on trees. Key events: The Big E (West Springfield), Franklin County Fair , King Richard’s Faire (Carver)

October is for leaf peeping

October is one of the most spectacular months of the year, with fall foliage repainting trees throughout Massachusetts in stunning shades of red, orange and gold. In Boston, the Head of the Charles Regatta weekend in mid-October attracts big crowds, while in Salem , month-long Halloween celebrations draw legions of costumed visitors to the Witch City. Key events: Salem Haunted Happenings , Topsfield Fair , Head of the Charles Regatta , Wellfleet Oysterfest , King Richard’s Faire (continues)

Sip cider in November 

The approach of winter brings shorter days, but fall colors linger into the early part of the month in some locations in the state. Harvest festivals celebrate the season’s bounty, leading up to the Thanksgiving holiday on the fourth Thursday of the month. Key events: America’s Hometown Thanksgiving Celebration (Plymouth), Franklin County Cider Days

December is full of holiday celebrations and festive cheer

The dark, cold days of early winter brighten with holiday festivities throughout the month, culminating in Boston’s famous First Night celebrations on New Year’s Eve. Key events: Holiday Zoolights at Stone Zoo (Stoneham), Nantucket Christmas Stroll , First Night Boston

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New England Wanderlust

Fall , Massachusetts  ·  June 14, 2023

31 Fun Things To Do In Boston In The Fall (2024)

Even though it’s New England’s largest city, there’s no shortage of fall coziness to be had in Boston! Offering the best of both worlds when it comes to big city amenities and quaint neighborhoods, Boston is one of the best places to visit in New England to enjoy the autumn season.

This post shares all my favorite things to do in Boston in the fall season, including where to find the best foliage displays, spooky Halloween activities, best festivals and parties, and even the best fall day trips from Boston. 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 .

Is Fall A Good Time To Visit Boston?

Oh, absolutely! There’s just something extra magical about Boston in the fall season, and the city does an absolutely fantastic job capturing all the best things about this time of the year. You’ll find curated seasonal menus at the restaurants that highlight autumnal flavors, crunchy leaves on the sidewalks, parks filled with fall color, and so many things to do to fill up your itinerary.

On top of that, the fall season offers very comfortable weather. In the summer, Boston is hot . But once October hits, temperatures begin to drop, and while there can be the odd hot day, the weather is generally cooler and more pleasant for exploring the city. And since Boston is a great city to explore by foot, this just adds to the appeal of a fall visit.

Best Time To Visit Boston For Fall Foliage?

Mid-October is a great time to visit Boston for peak fall foliage, but honestly, the entire month of October will be beautiful. Early October will bring the first few peeks of the leaves changing, and by the third week of the month, the city is usually about as colorful as it gets. The color will typically last through Halloween, too.

But even after Halloween, you’ll usually find some colorful foliage still hanging onto the trees, and lots of it sprinkled all over the sidewalks.

However, one thing to know about fall foliage anywhere in New England, is that colors can peak at different times from year to year. The changing leaves is impacted by temperature and weather patterns throughout the entire year, so it doesn’t always happen at the same time. However, for Boston, mid-October is almost always a safe bet for the best fall color.

Where To See Fall Foliage In Boston

Let’s kick off my list on celebrating fall in Boston with where to find the best foliage around the city! Now, there are definitely more than these 3 places to see fall color, but I wanted to showcase the best of the best when it comes to colorful leaves. So these are the places you’ll want to visit on your autumn trip to Boston for foliage:

1. The Public Gardens

If there’s one place to see fall foliage in Boston, it’s the Public Gardens. You’ll be able to enjoy colorful trees backdropped by the city skyline, take perfect fall photos on the pedestrian bridge, and see foliage at pretty much every turn in the park.

The Public Gardens are gorgeous year-round, too, so while they’re even more special in the fall, this is just a place that should be on anyone’s itinerary if you’ve never been.

Pro Tip : Many people hope to take a ride on the famous Swan Boats in the park, and while this is a really fun thing to do, they’re only open in the summer. They typically shut down right after Labor Day, so this isn’t something you should plan on doing during your fall trip. However, definitely plan to enjoy the rest of the park during this beautiful season!

2. Boston Common

Right next to the Public Gardens is Boston Common, which is another wonderful park in the city that’s a great spot to enjoy fall foliage colors. While The Common isn’t quite as picturesque as the Public Gardens, you’ll find walkways and lawns at this park filled with fall color.

And since it’s just steps from the Public Gardens, it’s so easy to see them both at the same time.

3. The Esplanade

One of my favorite walks in Boston year-round is the Esplanade, and it’s definitely the best in the fall season. A paved walkway along the Charles River, the Esplanade is packed with foliage color in the fall, and is such a lovely place to enjoy a crisp, autumn walk.

Stretching over 3 miles, you can really walk for a while here, too, and there are fun places to stop along the way. If you don’t want to walk the whole thing, it’s easy to exit and head back into the city when you’re ready. And if you’re looking for things to do along the path, I recommend visiting the floating dock, and admiring the street art (there are both permanent and seasonal displays to check out!).

Spooky Tours To Take In Boston In The Fall

While most of these tours are offered year-round in Boston, a spooky tour is always better in the fall, right? With Halloween approaching, fall decorations everywhere, and the cool night air, all of these things combined just beg you to book a fun haunted tours in one of the country’s most haunted cities!

4. Ghosts & Gravestones Trolley Tour

The Ghosts & Gravestones Trolley Tour is one of the most popular in the entire city, and for good reason! You’ll hop aboard a trolley at night to cruise around Boston with a costumed guide, and learn all about the spookiest hauntings around the city.

Sites you’ll see along the tour include the Boston Tea Party, the historic North End, and you’ll even get off the trolley to walk through the city’s oldest burial grounds for all the goosebumps and chills you could want.

🍁 Click here to check out the Ghosts & Gravestones Trolley Tour

5. Haunted Pub Walking Tour

The Haunted Pub Tour is perfect for those looking for a good mix of fun, history and a few scares. This walking tour takes you to some of the city’s most haunted pubs, where your expert guide will share spooky stories of ghost sightings. During each pub visit, you’re also welcome to purchase a drink to enjoy while learning about the haunted happenings.

This tour also passes by Beacon Hill, King’s Chapel, and Granary Burying Ground for all the spooky stories you could possibly want between your visits to the pubs.

🍁 Click here to check out the Haunted Pub Tour

6. Death & Dying Walking Tour

The Death & Dying Tour is perfect for those looking for an eerie walking tour through the city that tells the tales of the most haunted places in Boston. This tour is so spooky, that it’s an adult-only event that takes place at nighttime.

🍁 Click here to check out the Death & Dying Tour

Fun Things To Do In Boston In The Fall

For more fun things to do in Boston in the fall season to celebrate everything that this season is about, check out some of these recommendations below:

7. Sip On Seasonal Brews

Boston is such a great city for crafts breweries, and in the fall, you can take advantage of all the fun seasonal flavors that are special releases.

My favorite brewery to visit in Boston is Trillium Brewing , and in the fall, their Barrel Aged Spice Cake Imperial Stout is to die for. They often have fun cocktail creations in the fall season, too. Trillium also has a few Beer Garden locations around the city, including the Greenway, Fenway and the Common. Check out one, or all of them – I won’t judge 😉

Another popular place for local beer in Boston is Harpoon Brewery , and their Flannel Friday is the one you’ll want to order in the fall.

8. Order Some Seasonal Cocktails, Too!

In addition to seasonal craft brews, you’ll also want to check out all the awesome seasonal cocktails that are poured around the city! Infusing drinks with apple, maple, and ginger, this is a great way to savor the flavors of the season before heading out to dinner.

A great place to check out is the Boston Harbor Distillery , which has a really fun cocktail bar that serves up creative drinks with seasonal specials. While here, you can also book a tour of the distillery and get a behind-the-scenes look at how their liquors are made.

Later in the post, I recommend staying at the Boston Harbor Hotel, and if you happen to book a room there, you won’t have to stray far for a great cocktail! The Rowes Wharf Bar does an awesome job with fall-inspired drinks that incorporate the flavors of the season.

Other great places for cocktails in Boston are Next Door Speakeasy , Hecate , and Birds of Paradise .

9. Enjoy The Last Whale Watch Tours For The Year

The fall season brings the last of whale watching in the New England region, and you can actually head out on a whale watch tour right from Boston! Whales have usually migrated too far south once October is over, so if one of your goals was to spot some whales this year, book your tour before Halloween!

Whale Watch tours from Boston visit the word-famous Stellwagen Bank Marine Sanctuary, which is where the tours from Provincetown on Cape Cod go – so you’re definitely going to the best place in New England on these tours.

Tours in Boston typically depart from Long Wharf along the waterfront area, and last for about 3.5-4 hours. And since it’s the fall season, you’ll want to be sure to bundle up, as the air will be much colder out on the water. I’d recommend packing a beanie, a warm coat, and even some gloves to stay warm.

🍁 Click here to check prices & availability for whale watching from Boston

10. Try ALL The Chowders

I love a good cup of New England clam chowder year-round, but man, is it even better in the fall and winter! The chilly air makes you appreciate a warm, creamy cup of chowder even more, so whether it’s your first-ever cup of chowder in the area, or you’re a seasoned pro, it’s one of the best things to have in Boston in the fall.

One of my favorite places for both seafood and chowder in Boston is the famous Union Oyster House . This is a popular place that some may call touristy, but honestly, I think it lives up to its reputation. First-time visitors will love the vibe here, as well as the selection of wonderful, fresh seafood. And this is a place where you don’t want to skip the clam chowder!

Walrus & Carpenter Oyster Bar , Neptune Oyster , and Atlantic Fish Company all also have incredible cups of chowder!

🍁 Want to try the best of Boston’s food? I recommend booking a food tour! Click here to check out my round-up of the best Boston food tours!

11. Get Cozy At Beacon Hill Books & Café

View this post on Instagram A post shared by Beacon Hill Books & Cafe (@beaconhillbooksandcafe)

What is it about fall and wanting to throw on a blazer, sharpen pencils, and crack open a good book in the fall season? If those vibes are up your alley, you’ll want to add a trip to Beacon Hill Books & Café to your itinerary.

A new addition to Boston, this bookshop is equal parts cozy and Instagram-worthy. It just so happens to also be a place you’ll probably never want to leave if you love books and a warm drink on a fall day.

The entire store is designed to make you feel like you’re browsing someone’s personal library in their historic home, but the selection is absolutely never-ending. You’re pretty much guaranteed to find your next great read during your visit.

The on-site café is about as picturesque as it gets, and serves breakfast, lunch and lite bites for dinner, as well as an afternoon tea on Sundays.

Since opening, this place has gotten rather popular, so I recommend booking a table online in advance to ensure you can snatch up a table. I suggest arriving an hour early so you can pick out a new book to start reading, purchase it before your reservation, and then spend a cozy afternoon in the café with delicious food and a great, new book.

12. Take A Crisp Fall Walk In Beacon Hill

Great news! Beacon Hill Books is located in probably the cutest and coziest neighborhood in Boston, so before or after your visit to the bookstore, budget some time to explore the cobblestone streets of Beacon Hill.

In the fall season especially, this entire neighborhood feels like a New England postcard. You’ll spot fall foliage, historic streets, gorgeous brownstones perfectly decorated with pumpkins on their stoops, and cute little boutiques with lovely fall window displays. This is a great place to just wander, and take in all the fall vibes. Just be sure to have your camera ready at all times – you’ll need it 😉

13. Pick Up Fall Treats At Tatte Bakery

View this post on Instagram A post shared by Tatte Bakery (@tattebakery)

One of the most popular bakeries in Boston is Tatte Bakery & Café, and honestly, it’s worth waiting in line in the fall season for one of their apple pastries! I’m in love with their apple turnovers, which are the perfect fall treat on a crisp day. They also offer up great spiced lattes in the fall season.

Grab one of these to go to snack on while you explore Beacon Hill, or plan to stay a while and have breakfast or lunch at the café. The interior of each location is so stunningly beautiful, so it’s worth it to linger and enjoy the atmosphere.

In the fall season, they have other delicious goodies like homemade maple pecan pie, pastries infused with cinnamon and pumpkin flavors, and savory dishes spiced with cardamom. It doesn’t get much better than that, right?

14. See The Giant Pumpkins At Boston Public Market

The Boston Public Market is a great stop to make year-round, and in the fall season, you’ll want to swing by to check out the giant pumpkins that are on display for your dose of autumnal fun.

But the fun doesn’t stop there at the Market! The second half of October brings some fun events like the Urban Pumpkin Patch, Pumpkinpalooza, Pumpkin Vase Flower Arranging, and a Taste of the Season food event. If any of these sound like they’re perfect for your itinerary, check them out here before visiting!

15. Join A Walking Tour

Boston is one of the most charming and historic cities in the entire country, and an easy way to get to see all the best places if it’s your first time is by joining a walking tour. There are all kinds of wonderful tours to check out in the city that cover everything from history, the Freedom Trail, to food tours (mentioned earlier!).

The fall season is actually my favorite time to take a walking tour because of the more mild weather, so grab your scarf and sneakers, and get out there to see all the amazing historic places around Boston this fall.

Here are some of the best walking tours around Boston:

• Small Group Freedom Trail Tour
• Revolutionary Story Walking Tour
• Boston History & Highlights Tour

16. Enjoy Foliage Views On A Cruise

One of the best ways to enjoy Boston in the fall season is to take in views of the skyline from the harbor, and good news! There are some awesome cruises available to help you plan the perfect day.

My favorite, however, is this sunset cruise , because there’s just something so dreamy about seeing the fall colors enhanced by the amber glow of the setting sun. On board, have your camera ready to snap photos of the skyline during the best time of the day. And drinks and snacks are also available on the boat to make your trip even more fun.

🍁 Click here to check out this wonderful sunset cruise in Boston

17. Experience The Arts During Doors Open Day

For anyone out there hoping to get their fill of arts and culture on their fall trip to Boston, you’ll want to pay attention to this one. Every October, the Fenway Alliance coordinates a special Doors Open Day, where over 80 cultural experiences can be enjoyed at absolutely no cost.

The event changes from year to year, and has only continued to grow since its inaugural event in 2001. But past events have included dancers, art exhibits, concerts, and so much more.

18. Stroll Around Harvard Campus

Like I mentioned earlier in the post, fall always makes me want to buy a new blazer, throw on some loafers, and feel like a student again … maybe without the classes and homework 😉 If you share the same sentiments, then a tour around the historic Harvard University campus may be something you’ll enjoy!

Having walked around Harvard myself, I can honestly say it’s such a cool thing to do when visiting Boston, especially in the fall season for all those back-to-school vibes.

And while you can definitely just walk around the campus on your own, you can also book a really fun and quick tour that’s led by actual Harvard students. Get the inside scoop on what life is like on campus, find all the prettiest buildings, and listen to entertaining stories from your guides along the way.

🍁 Click here to check out the guided Harvard Campus tour

Awesome Fall Day Trips From Boston

While there’s so much to do right in Boston proper in the fall season, there are some amazing places nearby that are especially magical in the fall. These are the destinations I recommend if you’re looking to add a day trip or two to your fall Boston itinerary:

19. Salem, Of Course!

If you only have time for one fall day trip from Boston, it’s just got to be Salem, right?! I mean, it’s really the heart of all things Halloween in New England, and through the month of October, it’s one of the most exciting places to be for all things spooky.

During your day trip, you can join a Hocus Pocus filming locations tour or a spooky ghost tour (or both!), visit the Salem Witch Trials Memorial, and participate in all the fun Halloween events that take place all month long during Haunted Happenings.

The best way to visit Salem for a day trip is to take the ferry from Boston. Salem in October is, well … crowded. And parking will be a challenge, for sure. Leaving your car behind is a good idea during this time of the year, and since Salem is pretty small and walkable, you won’t have to worry about getting around on foot.

The ferry also takes less than 1 hour to get to Salem, so by the time you drive out of the city and find parking, it’s probably faster to just take the ferry.

🍁 Click here to check out the Boston → Salem ferry

Pro Tip : When you book your tickets, be sure to book both your ride to Salem, and your return trip back to Boston. Prices reflect a one-way ticket only!

Psst! I have some helpful guides including planning the perfect Salem, MA day trip , and the best time to visit Salem if you need more information 😉

20. White Mountains In New Hampshire

A great tour option from Boston, especially for those who plan to use Boston as their home base for their fall trip, is this awesome fall foliage tour through the White Mountains in New Hampshire . Taking all the guess work out of planning your own trip there, this tour does it all for you.

It’s a long day at around 12 hours, but you’re going to see the best of what New Hampshire has to offer in terms of fall foliage in one easy day trip. An expert guide takes you to some of the best spots for foliage in the area, including the famous Kancamagus Highway, North Conway, and the iconic Omni Mount Washington Resort (which is rumored to be haunted!).

🍁 Click here to check out this awesome tour to the White Mountains From Boston!

21. Newburyport

One of my personal favorite fall places to visit that’s close to Boston is Newburyport. This little city feels more like a quaint, small town, and has amazing shopping and dining, waterfront scenery, boat tours, and of course … fall foliage. To me, it feels like the set of a Hallmark movie.

Visiting from Boston is pretty easy, too. There’s a commuter train that goes right to Newburyport, and it takes just over an hour to get there. It drops you off about a 30-mins walk from the heart of town in Newburyport, but you could enjoy the walk on a nice fall day, or call a taxi (Ride Share services up this way are hit and miss).

To go at your own pace, I’d recommend renting a car to drive up to Newburyport, though. You can easily spend the day here, but there are some fun stops to make along the way, including Rockport for coastal charm. And you could choose to continue up to Portsmouth, NH for more fall foliage, and a cute town atmosphere.

22. Sturbridge

An amazing place for fall foliage and cozy vibes is Sturbridge, MA, which is just over an hour outside of Boston. Famous for Old Sturbridge Village, which is wonderful year-round, it’s especially stunning in the fall season. This cute little town is also home to some wonderful parks for relaxing nature walks, a nice apple orchard, and Altruist Brewing Company.

23. Concord

Lastly for charming towns near Boston for cozy fall vibes and foliage, you’ll want to check out Concord. Located less than hour outside the city, it’s famous for its American Revolutionary War sites, and of course, Louisa May Alcott’s family home.

While all these things are worth checking out, it’s especially beautiful in the fall season with all the lovely foliage color at every turn. You’ll find historic homes lining the streets and bright red and orange leaves on all the trees. This is a great escape from Boston if you’re looking for small-town charm, history, and postcard-worthy moments.

24. Plymouth

Just under an hour from Boston, Plymouth makes for the ultimate fall day trip from Boston in November for their Thanksgiving celebrations. As the fall season comes to an end, there’s still so much to do in Plymouth throughout November, as they celebrate the holiday with lots of special events and fun things to do.

Plus, it’s good to know that Plymouth is one of the last places in New England to experience peak foliage, so if you happen to visit the first half of November, there’s a good chance you’ll get to see some vibrant fall color.

In November, Plymouth celebrates its historical significance with a Thanksgiving parade the weekend before the holiday, exciting music performances and concerts, a harvest market, and a really fun waterfront festival with food trucks, beer and wine gardens, and children’s activities.

But the coolest thing to check out in November is the traditional “Story of Thanksgiving” dining experience at the Plimoth Patuxet Museum, which includes a full dinner, as well as actors playing the part of Pilgrims, who tell stories about what life was like during the early settlement.

Psst! I have an entire post on things to do in Plymouth, MA that make it worth visiting , if you’d like more ideas for your fall day trip 😉

25. Visit A Haunted House

While there are no haunted houses right inside the city of Boston, there are some really great ones to check out nearby!

One of the most famous haunted attractions in Massachusetts is the Lizzy Borden House in Fall River, which is about an hour outside of Boston. Ghost tours are given inside the original home, and you can even book an overnight stay if you’re looking for the ultimate thrill.

There are several other haunted houses and attractions nearby – I have an entire post on these to help you pick the best one for you, so be sure to click on that link below (at the end of this section).

26. Experience The Davis Mega Maze

Located in Sterling, which is just about an hour outside of Boston, you’ll find the very fun Davis Mega Maze. This corn maze spans over 3 miles and 8 acres, and can take anywhere from 30 minutes to 3 hours to finish, according to their website! So, you can really make an entire day out of it.

During the month of October, they really make their farm a fun destination, too, and you’ll find live music, craft beer and drink vendors, awesome food vendors, zip lines, camp fires, and special Halloween events. If you’re looking to plan the ultimate fall day of fun from Boston, this is the place to go.

Here are some posts to help you plan your fall day trips from Boston:

• The Ultimate Salem, MA Day Trip Guide
• Best Haunted Houses & Places To Check Out In Massachusetts
• Best Things To Do In Newburyport, MA

Fall Festivals & Events In Boston

27. titanic masquerade halloween yacht party.

For the ultimate Halloween party on the water, you’ll want to snatch up your tickets to the Titanic Masquerade Halloween Yacht Party ASAP! This party takes places on the Spirit of Boston, and cruises along Boston Harbor at night.

Climb aboard in your best Halloween costume, and enjoy 4 decks of fun. The party is led by the best DJ’s in Boston, so you can dance the night away while taking in the best nighttime skyline views.

28. Head Of The Charles Regatta

One of the most famous fall events in Boston is the Head of the Charles Regatta, and while it takes place in nearby Cambridge, it’s so easy to experience during a fall trip to Boston.

This regatta is actually the world’s largest 2-day rowing event, and this is where the best of the best compete in rowing championships along the Charles River. It’s such a fun thing to experience in person, and because the views of the river are so special in the fall season, it’s also a great way to enjoy autumn in Boston!

29. Harpoon Dogtoberfest

Okay, so probably the cutest fall event in Boston is the Harpoon Dogtoberfest, which is held in October each year.

If you’re traveling to Boston, you probably won’t have your furry friend with you, but that doesn’t mean you can’t be an enthusiastic spectator 😀 And if you’re in the Boston area, I encourage you to participate!

During Dogtoberfest, participate in a pup costume contest, or a 3-mile walk/run/trot/jog – whatever your pup’s speed is. Proceeds from the event go toward local charities, and honestly, what’s not to love about giving back AND seeing dogs in costume?

Bonus: Harpoon Octoberfest (For Humans 😉)

Looking for the human version of Octoberfest at Harpoon? I’ve got you covered! There’s one of those, too. Usually in late September, the brewery hosts this event, and has live music, plenty of beer, lots of food, fun contests, and tons more.

30. Harvard Square Oktoberfest

For over 40 years, the Harvard Square Oktoberfest has been a fall tradition in the Boston area. While the Harpoon Octoberfest is for those 21+ only, the Harvard Square Oktoberfest is a family-friendly event that appeals to everyone.

Enjoy awesome food vendors, live music, craft vendors and lots more!

31. Boston Public Market Harvest Party

Lastly, a wonderful fall event to have on your radar is the Boston Public Market Harvest Party, which also takes place in October each year.

During the Harvest Party at the Market, enjoy bites from local vendors, craft drinks featuring local spirits, live music, and an array of awesome vendors. Proceeds of the event go toward the Community Engagement Fund, which is a local organization that works to offer free events at the Market.

Where To Stay In Boston

Boston Harbor Hotel : For a high-end stay, this 5-star hotel on the waterfront is hard to beat. With on-site dining that includes an awesome cocktail bar, a pool, and gorgeous rooms , it has everything you need for a relaxing fall getaway.

🍁 Click here to check out the Boston Harbor Hotel

Revere Boston Common : A great location that’s just steps from Boston Common, Beacon Hill, and the Public Gardens . There’s also a fun rooftop bar, on-site dining, free admission to the Paul Revere House, and modern rooms .

🍁 Click here to check out the Revere Boston Common

The Godfrey : Also a great location that’s a short walk to Boston Common, Beacon Hill and the Public Gardens. The plaid headboards in the modern rooms are the perfect fall decor for your trip, and they also have Polaroid camera available for guests to use during their stay!

🍁 Click here to check out The Godfrey

Fall Weather In Boston

As mentioned earlier in the post, fall is one of the best times (if not the best) to visit Boston. The weather will likely be perfect. While you’ll want to anticipate some warmer weather, especially if you visit earlier in October, you can generally expect very comfortable temperatures ranging from 60-65°F.

You’ll also want to prepare for rain on a fall Boston trip, as October and November both have about 7-9 days of rain per month. However, it’s very possible you could luck out and have sunny weather the entire time.

I mention this in almost all my posts about weather in New England, but it bears repeating – weather in this region is moody, and changes frequently. So it’s best to check weather reports a few days before leaving to get a better idea of what to expect during your trip.

Is Boston In The Fall Season Expensive?

Unfortunately, yes, as are many New England destinations in the fall season. Boston is an expensive city year-round, but factor in fall foliage and its proximity to Salem, and you’re very likely to see price jumps in hotels. Expect to pay about $250-$350+ per night at a hotel in Boston.

You can, of course, find deals outside of the city, but even in Cambridge, it’s going to be higher than most other places around the country.

What To Pack For Boston In The Fall

Here are some helpful things to add to your packing list for your fall trip to Boston:

• Waterproof sneakers or boots in case of rain
• In fact, unless you plan to visit really fancy restaurants, I would leave your heels at home. Boston is a pretty casual city, and with the uneven cobblestone streets in many areas, a cute pair of booties will do the trick for pretty much any occasion.
• A nice, casual dress and jacket will work perfectly for a dinner out (again, unless it’s a very fancy place with a dress code, which is unlikely).
• A rain jacket that’s waterproof.
• Sweaters and jeans – this is what I usually live in when visiting Boston in the fall season.
• If you’re anticipating both warm and cool weather, pack some t-shirts that you can wear under sweaters to create light layers.
• Beanies and scarves if it’s forecasted to be cold.
• Reusable water bottle to stay hydrated while you walk around.
• Dramamine if you’re planning on a whale watch or cruise, and tend to get seasick.
• Day pack for any day trips you’re planning.

More posts you may also enjoy:

• Your Ultimate Guide To New England In The Fall
• Best Things To Do In Massachusetts In The Fall
• Best New England Ghost Tours
• The Perfect New England Fall Road Trip Itinerary
• Best Stops To Make On A Boston To Stowe, VT Road Trip
• Is New England In November Worth Visiting?
• Thanksgiving In New England: Cozy Getaway Ideas & Things To Do!
• Driving Boston To new York City: Best Stops & Routes To Take

That’s A Wrap On Things To Do In Boston In The Fall

And there you have it! All my insider tips on the best things to do in Boston in the fall. Whether you’re using Boston as the starting point for an epic fall trip around New England, or it’s the home base for your trip, there are so many wonderful fall things to do that allow you to embrace the very best things about this magical time of the year. 🍁🍂🍁

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The 17 Best Things to Do in Boston

Built on almost 400 years of history, Boston's character is as layered and distinct as a Kennedy accent. The city has reinvented itself countless times over, serving at different times and to different communities as the birthplace of the American Revolution, as an international academic capital, and as a biotech hub. Boston’s wharves whisper of tea parties, its libraries of literary greats, and its ballpark of curses broken. Each year, its famed universities keep this old city young with an ebb and flow of some 150,000 students from around the world—and these smarties keep the city lively round the clock.

All that, plus some of the finest  food and  drink make Boston one of America’s greatest and most enduring cities. Across its patchwork of squares, corners, and crossings, here are the best things to do in  Boston —including the occasional jaunt across the Charles River to neighboring  Cambridge —whether you're in town for Marathon Monday (better known as Patriot's Day around here), making a summer stop on your way to the Cape and islands , or on a fall foliage journey .

Read our complete Boston travel guide here .

This gallery has been updated with new information since its original publish date.

Isabella Stewart Gardner Museum Arrow

This is one of  our favorite museums in Boston —and the country. At once intimate and unparalleled in its grandeur, the Isabella Stewart Gardner Museum draws on the vast art collection of its eponymous (and eccentric) founder, who had a thirst for travel, a bohemian lifestyle, and the fine luxuries of ancient cultures. Set within a Venetian-style palazzo, surrounding an elegant courtyard, masterpieces by the likes of Botticelli, Raphael, Titian, and John Singer Sargent share space with impressive architectural elements. Stewart Gardner herself delicately arranged the collection of more than 7,500 fine and decorative art objects, 2,700 books and manuscripts, and over 8,000 historic objects from around the world, including sculptures, furniture, textiles, metalworks, and ceramics, that she collected during her lifetime. A Renzo Piano–designed wing opened in 2012, and provides interdisciplinary, multipurpose space for contemporary artists, musicians and scholars.

New England Aquarium Arrow

It all starts with the penguins—when you first enter, you're greeted by African Penguin and Rockhopper colonies that are by any measure an absolute delight to watch. Just past, the main attraction is the 40-foot wide, floor-to-ceiling, 200,000 gallon salt water Ocean Tank, home to about 1000 marine animals, including turtles, eels, and tropical fish. A cylindrical walkway makes it possible for guests to experience the tank from every depth and angle, and a number of smaller satellite rooms contain informational displays and touch tanks that kids and adults alike will enjoy. This is a popular field trip spot, so you're likely to be surrounded by schools of rambunctious kids on any given day, especially from the lunch hour onwards. The museum implemented timed ticketing during the pandemic and is likely to keep it moving forward, which acts as a good form of crowd control, but the quietest times to visit are still weekdays first thing in the morning.

High Street Place Arrow

Food halls are complicated. Make them too pedestrian and they quickly fall into the “food court” category, recalling the sad shopping mall eateries of our youth. But throw in a James Beard finalist, and an eclectic mix of some of Boston’s most discerning foodie favorites from across the city, and you’ve got a worthwhile detour for locals and visitors alike. Highlights include: bagels and pastrami from Brookline favorite Mamaleh’s; artisanal doughnuts from Blackbird; and Bubble Bath, a Champagne bar complete with Moët & Chandon vending machine. There’s tons of seating, a sleek LED entertainment system playing multiple sports games at once, and an airy, atrium-type feel that never feels overly crowded or cramped. There are a number of excellent food halls serving downtown Boston’s office-dwelling population, but this one feels less like a corporate convenience stop and more like a proper microcosm of the city’s food scene.

Public Garden Arrow

Bostonians may breeze through the Public Garden to get from one side of town to the other, but there's plenty to linger over in this city-center oasis. The lagoon, which wanders almost the entire length of the garden, is where the famed Swan Boats have been peddled for over a century; and the flowers are beyond vivid. The Commonwealth Avenue entrance serves as the park’s most enchanting introduction, where a statue of George Washington comes flanked by flowers at the gate. In this pleasurable moment, remember that Victorian Bostonians found this park to be offensively bright. My, how times have changed.

Boston Public Library Arrow

There’s a lot to love about the Boston Public Library: It’s the oldest municipally-funded lending library in the country, its McKim Building is considered the masterwork of iconic Gilded Age architect Charles Follen McKim, and an ongoing calendar of free events all year-round means there is quite literally always a tour to go on, lecture to attend, or exhibit to peruse. Architecture nuts should reserve a spot on one of the thrice-weekly Art & Architecture Tours, which unlocks some of the premises’ lesser-known gems, including tile arches by famed Spanish builder Rafael Guastavino, and the first mural commission from John Singer Sargeant. The museum is home to all sorts of treasures beyond just books–including the lesser-known but entirely worthwhile Norman B. Leventhal Map Center, which houses over 250,000 geographic objects.

Arnold Arboretum of Harvard University Arrow

A gorgeous 281-acre green space within Boston, Arnold Arboretum of  Harvard University is the oldest public arboretum in North America (c. 1872) and the highlight of Frederick Law Olmsted's famed  Emerald Necklace series of green space in the city. Prolific biking and walking trails zigzag past more than 16,000 accessioned plants, many meticulously marked with signs. The natural splendor is a feast for the eyes, which are able to spot the sheer diversity of trees and plants at every turn. QR-coded signs and the arboretum’s easy-to-use  Expeditions app make it possible to dig deep into the environment.

The Freedom Trail Arrow

The Freedom Trail starts at the  Boston Common , the oldest public park in the United States, following a red brick path lined with 16 historic landmarks, which paint a picture of Boston’s revolutionary history. Although tourists flock to the 2.5-mile Freedom Trail, this pedestrian path also coincides with day-to-day rush of downtown Boston. You’ll see revolutionary sites in a modern setting and walk alongside commuters and after-school kids. If you’re short on time, prioritize the North End section of the trail, home to landmarks like the  Paul Revere House , Old North Church, and Copp’s Hill Burial Ground, in a historic neighborhood that’s known as Boston’s Little Italy. If you want to go deeper, find all the hidden Freedom Trail spots locals love to visit here.

Charles Street Arrow

Beacon Hill, one of Boston’s oldest neighborhoods, is home to some of the finest examples of Federal-style brick row houses in the country, and Charles Street is the perfect launching point from which to explore it all. Tiny sidewalks, gaslit corners, and Instagrammable charm await on this busy thoroughfare, which starts by the Massachusetts General Hospital campus and concludes on the Boston Common. Charles Street has an independent bent that locals love to support. Come here for contemporary accessories at December Thieves, mouthwatering truffles at Beacon Hill Chocolates, custom stationery at Gus + Ruby Letterpress, and “this might have belonged to a Kennedy” antiques at Upstairs Downstairs Home. And if you’re a book lover (or bookstore lover), don’t leave town without visiting Beacon Hill Books & Cafe , a stunning townhome-turned-bookshop that’s restoring this city’s faith in the importance of independent booksellers.

Lookout Rooftop Arrow

With a deserved reputation as Boston's premiere rooftop bar, Lookout often reaches capacity with the city's work-hard, play-hard young professional crowd (Reservations are required these days; no walk-ins). For most, Lookout isn't a novelty—it's a mainstay—though you may find the occasional bridge-and-tunnel-type folks later on weekends. The crowd definitely likes a solid cocktail but they're here for the views and highly social atmosphere. In a city that skews historic and can feel sometimes like a  college town, The Lookout Rooftop provides big-city appeal with a cool crowd, awesome skyline views, and strong drinks. It's a place to hang out with friends and just have some boozy fun.

Fenway Park Arrow

What’s Boston without Fenway Park? America’s “Most Beloved Ballpark” isn’t just a stadium–it’s a piece of living history. It’s the home of the Red Sox, who play there each year from late March through October, but it’s also known for its popular summer concert series, and its fascinating behind-the-scenes tours offered in the off-season. Sure, there are parts of Fenway’s history that aren’t exactly worth celebrating–the Red Sox remained segregated longer than any other MLB team, and it wasn’t until Lady Gaga’s Joanne World Tour came in 2017 that a woman headlined a concert there–but at the end of the day, it’s one of the most enjoyable places to visit in Boston. When you’re in the cheap seats, having paid way too much for a beer and a hot dog and the crowd starts singing “Sweet Caroline,” it’s clear there’s a sense of history here that even non-sports lovers can get excited about.

Charles River Esplanade Arrow

If you’re exploring Boston for the day, take a walk up through Back Bay from Massachusetts Avenue and loop back down along the Esplanade or head over the Harvard Bridge to Cambridge (Ironically, the Harvard Bridge ends at M.I.T.). It's a narrow paradise along both sides of the Charles River, stretching for several miles between the Longfellow Bridge to the west and the Boston University bridge to the east. More than 1,500 trees line the walkway (or runway, if it's marathon-training season), while playgrounds, ponds, and gardens bring a lyrical quality to this meandering landscape. It's best viewed in autumn, when the Esplanade shows its true colors. The Hatch Shell is a performance space that serves as home base for all things at the Esplanade including the famous performance by the  Boston Pops on the Fourth of July.

South End Arrow

This neighborhood has the kind of charm that'll make you move to Boston. There are so many historic plaques that show off the neighborhood's rich past and an abundance of hidden art galleries and boutiques that will keep you searching for more. Design aficionados should definitely come here on Sundays, when you can visit SoWa Open Market (short for South of Washington Street) for food trucks and entertainment as well as SoWa Vintage Market and the SoWa Farmer's Market, and a number of one-of-a-kind boutiques and design showrooms. Plus, a foodie's trip to Boston isn't complete without a stop here casual bistros and oyster-slinging wine bars: Don't miss Black Lamb , an elevated American brasserie that impresses with a sensational raw options and sublime lobster rolls. Late night, stop by Beehive or Wally's Cafe for lively local jazz sets in casual bar settings. And for one of Boston's best dive bars (and best burgers) where everybody knows your name, hit cozy wood-paneled DeLux Cafe on cobblestoned Chandler Street.

Museum of Fine Arts, Boston Arrow

The MFA’s vast collection of art and artifacts is exceptional by any standard. The museum houses one of the best collections of Korean art outside the Korean peninsula, the only permanent exhibition space for ancient coins in the United States, one of the world’s largest holdings of ancient Egyptian treasures, and a comprehensive collection of work by John Singer Sargent. The museum’s claims to fame are so varied, in fact, you could spend weeks documenting its exceptionality. Whatever you take in during your visit, don’t miss the Claude Monet gallery in the European Wing, with one of the greatest caches of the Impressionist’s work outside of France, or the impressive Arts of Islamic Cultures Gallery, whose 2019 reinstallation was developed in collaboration with local Muslim groups. All said and done, the MFA is the crown jewel of  Boston's art scene .

Seaport District Arrow

Boston Seaport is one of the city's most talked-about neighborhoods—and for good reason. The former no-man's land, just over the bridge from Downtown, has quickly evolved into a center of innovation, mixed-use development, and modern culture, attracting prominent companies like Amazon, big names in biotech, and major developers competing to erect Boston’s priciest, sky-scraping condos. A young, ambitious work force has followed, as have some great businesses—including the  Institute of Contemporary Art ,  Legal Harborside 's rooftop bar, Wood Hills Pier 4 for farm-to-table cuisine, darts bar Flight Club, the Lookout Rooftop, and Mediterranean hotspot  Committee.

The Barking Crab Arrow

The last vestige of the old Seaport—a once rough-around-the edges neighborhood that’s now filled with glass skyscrapers, corporate types, and Lululemon stores—this indoor-outdoor seafood institution fills with diners and happy hour revelers of all stripes, from construction workers to management consultants. The waterfront destination feels like a coastal summer clam shack with its tented roof and picnic tables, and, indeed, it got its start as a seasonal restaurant back in 1994. Now, it includes a more permanent wing with an old time-y tavern feel, but the seaside, atmosphere persists throughout. That vibe pairs perfectly with the menu of seafood platters; raw bar favorites; fried scallops, shrimp, and clams; fish sandwiches; entrees; and lobster in all forms, including boiled, grilled, roasted, and rolled.

Brattle Book Shop Arrow

In the heart of Boston’s downtown, carts and shelves of $1, $3, and $5 books fill an alley off of West Street. The seller: Brattle Bookshop, a store that encompasses three floors of used books, the top one filled with rare collectibles. Its purveyor, Ken Gloss, is a regular appraiser on the PBS’ Antiques Roadshow and has gained modest fame among antiquers and public-television addicts.  Independent bookshops attract an eclectic mix of characters, and that’s as much a part of the experience as the books themselves. Curmudgeonly regulars, bespectacled students, and travelers who value a good read all make Brattle Bookshop an institution. Even the famously reclusive J.D. Salinger stopped here once.

Harvard Square Arrow

Take an afternoon and evening to sink into this corner of Cambridge, and you’ll have discovered a city unto itself. You certainly don’t have to be a student to savor this neighborhood. There are  art and  natural history museums on Harvard’s campus, quirky boutiques for souvenirs like Black Ink, Grolier Poetry Book Shop (the oldest in the country, c. 1927), and local-loved, world-class restaurants like  Alden & Harlow . Tourists turn out in droves to walk the famous Harvard Yard, and despite the crowds it's worth taking a genuine wander.

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25 best things to do in Massachusetts

1. Fenway Park

2. Boston Common

3. harvard university, 4. faneuil hall marketplace, 5. copley square, 6. new england aquarium, 7. museum of fine arts, boston, 8. boston tea party ships & museum, 9. cape cod national seashore.

10. Martha's Vineyard

11. nantucket, 12. the house of the seven gables, 13. the witch house at salem, 14. old sturbridge village, 15. north end, 16. the paul revere house, 17. battleship cove, 18. massachusetts state house.

19. Boston Symphony Hall

20. sleepy hollow cemetery, 21. isabella stewart gardner museum, 22. plimoth patuxet museums, 23. freedom trail, 24. john f. kennedy presidential library and museum, 25. norman rockwell museum, explore massachusetts with a vacation home from pacaso, things to do in massachusetts faq, 01 : what is massachusetts famous for.

Massachusetts is renowned for its rich history, particularly its role in the American Revolution. It's also celebrated for its world-class universities, stunning coastal scenery, charming towns and a strong emphasis on education and innovation.

02 : What can you do in Massachusetts for free?

There are plenty of free things to do in Massachusetts! Explore historic sites like the Freedom Trail, enjoy the outdoors at Boston Common or a local beach, visit museums with free admission days or simply stroll through charming towns like Salem or Newburyport.

03 : What are the most popular cities in Massachusetts?

Boston is undoubtedly the most popular city, known for its history, culture, and vibrant atmosphere. Other popular choices include Cambridge (just across the river from Boston)  with its world-renowned universities, and coastal destinations like Cape Cod and Martha's Vineyard.

04 : What can I do in Massachusetts on a rainy day?

Massachusetts offers plenty of indoor activities for rainy days. Explore world-class museums like the Museum of Fine Arts or the Isabella Stewart Gardner Museum, catch a show at a historic theater, indulge in delicious food at a local restaurant, or visit a cozy bookstore.

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7 Best Massachusetts Mountain Towns To Visit This Fall

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• Massachusetts offers charming mountain towns with vibrant fall foliage and comfortable October temperatures.
• Towns like North Adams, Lenox, Great Barrington, Stockbridge, and more provide both indoor and outdoor fall activities.
• Leaf peeping, cozy temperatures, and historical sites make these small Massachusetts mountain towns perfect for a fall getaway.

Wondering where to go in New England for fall foliage this year? The Bay State, the smartest state in America , is the answer! Sure, Massachusetts is popular for its cute summer beach towns, especially on Cape Cod , and many of these are still nice to visit in the fall.

You can head to many beautiful beach towns in Massachusetts and still enjoy comfortable temperatures and quiet, idyllic beaches during the autumn season, often with lower prices and fewer crowds than during the peak summer period.

However, this state is more than just its famous coastal locales; perhaps the most stunning landscapes to enjoy during fall are the mountains, where you can see vibrant foliage and spend plenty of time exploring the great outdoors.

Massachusetts offers a comfortable 57 degrees Fahrenheit daily average in October . The climate is ideal for spending time outside in the mountains or getting cozy in museums, shops, art centers, and much more in its charming little mountain towns, starting with these ones.

7 Towns In Massachusetts With Martha's Vineyard Vibes, But Better

Discover these less popular towns that have the feel of Martha's Vineyard but are free from the crowds and the expenses!

7 North Adams

North adams is the ideal spot for indoor and outdoor exploration during the fall in massachusetts.

North Adams is a charming town in Massachusetts, ideal for exploring indoors and outdoors during the fall. It is home to some of the best attractions in the Berkshires, from outdoor hikes to art galleries and breweries, as well as plenty of history.

North Adams was once the site of Fort Massachusetts, the Massachusetts Bay Colony, built in 1745. Situated in northwest Massachusetts, North Adams offers visitors a comfortable October average temperature of 51 degrees Fahrenheit , slightly lower than the state's daily average for October.

North Adams is one of the best Massachusetts mountain towns to visit this fall, thanks to its lovely location nestled in the Berkshire Mountains. Offering plenty of stunning natural scenery and fall foliage, the town is breathtaking when the leaves turn a warm amber.

Spending time outdoors during the fall in North Adams is a must. You can hike the nearby Mount Greylock State Reservation and explore the scenic Mohawk Trail. If the rain comes or the temperature drops, head inside the Massachusetts Museum of Contemporary Art (MASS MoCA) .

The Hairpin Turn and the Wigwam Western Summit are great outdoor spots during the fall to watch the leaves turn amber.

Lenox offers a historic town with great spots for leaf-peeping and outdoor activities

Lenox was once a place for farmers, traders, merchants, and innkeepers. Now, it is a small historical town in Massachusetts offering charm and plenty of gorgeous mountain scenery. While it is the summer home of the Boston Symphony Orchestra, it is ideal for fall visits as well, as it is a scenic spot for leaf-peeping and outdoor activities.

Lenox Mountain is perhaps the best place to visit if you want to see the leaves change color around October. Lenox Mountain, located in the Pleasant Valley Sanctuary , is a 2,126-foot mountain where visitors can enjoy hiking, biking, and wildlife viewing.

Guests can comfortably enjoy the great outdoors in Lenox during fall, as the daily average temperature in October is 52 degrees Fahrenheit . Those who wish to spend some time in the town center and explore the local attractions in Lenox should visit The Mount, the previous home of Edith Wharton, a famous author in the 19th and 20th centuries. There, you can explore beautiful grounds, gardens, and many of her published works.

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Explore these beautiful coastal beach towns and cities that are like Nantucket but even better.

5 Great Barrington

Great barrington is a vibrant town, both indoors and outdoors, during the fall.

During revolutionary times, Great Barrington was a significant place for government and commerce. The town was incorporated in 1761 and has since become a wonderful place to visit in the fall for its cultural attractions and outdoor scenery.

Monument Mountain is a key attraction close to Great Barrington, attracting tourists year-round. Although it has a 1,642-foot summit, it offers moderate hiking trails for explorers to gaze across the splendor of the Housatonic River Valley and see breathtaking fall foliage. The October daily average of 53 degrees Fahrenheit is perfect for hiking and outdoor exploration.

Visitors can enjoy the delicious farm-to-table dining scene within the vibrant town center, too, which changes depending on the season. Visiting in the fall might allow you to taste hearty soups and seasonal dishes from places like the Prairie Whale on Main Street. Spend your evenings at the Mahaiwe Performing Arts Center , enjoying a show in the town's only major performance space, which was built in 1905.

Overall, Great Barrington is among the many fun weekend getaways in Massachusetts that will cost you less than $500 for a fall vacation.

4 Stockbridge

Stockbridge offers an ideal balance of history, nature, and inviting fall foliage.

Stockbridge is a town in the Berkshires famous for its year-round resort area and inviting atmosphere. Once named Indian Town in 1737, Stockbridge was later incorporated and named in 1739.

Thanks to Monument Mountain's close proximity, the town boasts beautiful landscapes. Monument Mountain is located in Stockbridge but can be easily accessed from Great Barrington as well. The 1,642-foot summit of this famous peak attracts visitors year-round, yet is ideal in fall thanks to average daily temperatures of 53 degrees Fahrenheit during October . Hikes in the mountains during the fall will offer beautiful fall foliage.

Stockbridge is one of the many cute towns in Massachusetts to celebrate the fall season not just for its outdoor pursuits but also for its great indoor activities. The Norman Rockwell Museum allows visitors to explore the artist's best work in his hometown. Or, a tour of the historic Red Lion Inn will showcase the quintessential Berkshire Hotel's 250-year history. You can explore the rooms that once hosted six presidents.

7 Underrated Cities In Massachusetts With Boston Vibes, But Better

These underrated cities in Massachusetts offer all the good stuff of Boston but with a local touch!

3 Mount Washington

Escape to mount washington for a cozy fall nature weekend.

Mount Washington is in the southwestern corner of Massachusetts. Tucked away and nestled near Mount Washington State Forest , it makes for an ideal nature escape during the fall season. Surrounded by trees and leaves that turn a gorgeous amber shade, visiting in October is best. The tiny town is quiet and quaint, perfect for a weekend of peace and nature exploration.

Considering October's daily temperatures can drop to around 38 degrees Fahrenheit , you'll crave everything cozy and warm in this town. Wrap up warm for a hike in Mount Washington State Forest, where you can explore red oaks and fall foliage. The forest connects to New York and Connecticut and the southern Taconic Mountains, where you can witness the highest waterfall in the state: the Bash Bish Falls.

Mount Washington is the perfect weekend mountain retreat, with gorgeous surroundings, a nearby forest to explore, and cozy temperatures. Because it is so remote, it is better to hire a car if you want to venture to the Taconic Mountains.

2 Williamstown

Williamstown is one of the best places to witness fall foliage in massachusetts.

Williamstown was known as West Hoosac in 1749. However, it was incorporated in 1765 and renamed Williamstown in honor of Colonel Ephraim Williams, who was killed in the French and Indian War.

Williamstown, Massachusetts, shares its border with Vermont and New York. Hence, it is easily accessible and, thanks to its location, offers a comfortable October daily temperature of 52 degrees Fahrenheit . The small college town is stunning year-round due to its surrounding rolling hills and mountains. Yet, fall is the best time to visit and witness some of the state's most beautiful fall foliage.

Leaf peeping is best enjoyed in October when the leaves turn from green to warm amber. Fall bursts with color (mainly orange and yellow), offering the ultimate cozy feel. Whether you spend your days hiking the nearby trails at Mount Greylock (the highest peak in Massachusetts) or strolling around the charming campus of Williams College, you will be surrounded by stunning, changing colors.

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1 Charlemont

Charlemont is a small town near the famous mohawk trail with plenty of outdoor fun and scenery.

Charlemont is a quaint town situated near the Mohawk Trail. Visitors can witness majestic views of the Berkshires and stunning fall foliage on the trail. Driving routes or hikes are available for those who want to see the leaves change color in October when the daily average temperature is 51 degrees Fahrenheit .

Historically, the town was surveyed by colonists in 1736, and settlement followed in the early 1740s. Now, Charlemont is a charming town and an ideal gateway to some of the best fall foliage in the area.

The drives and hikes on the Mohawk Trail are epic if you want to explore the town's surrounding nature. Or, you can go on a fun adventure day to Berkshire East Mountain Resort , where you can enjoy zip-lining or mountain biking.