Things to do in Brookline

Find and book activities, attractions and tours

Photo by Din Kime
Photo by Din Kime
Photo by Perry Grossman
Photo by Perry Grossman
Photo by Madeline Yost
Photo by Madeline Yost
Photo by Madeline Yost
Photo by Madeline Yost
Photo by Shannon Willitts
Photo by Shannon Willitts

Explore thousands of activities with free cancellation and no added fees.

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Get an insider's look in what to book before you travel.

Most popular activities in Brookline

Tours & day trips

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Boston Old Town Trolley Hop-on Hop-Off City Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

Activity duration is 1 day
8.8 out of 10 with 732 reviews
Free cancellation available
Price is ￥7,713 per adult
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Private & custom tours

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North End Boston Mafia Exploration Game and Tour

North End Boston Mafia Exploration Game and Tour

Activity duration is 2 hours and 40 minutes
9.0 out of 10 with 2 reviews
Free cancellation available
Price is ￥1,631 per adult*
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Food, drink & nightlife

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Boston to Martha's Vineyard with Optional Island Tour

Boston to Martha's Vineyard with Optional Island Tour

Activity duration is 13 hours
9.0 out of 10 with 200 reviews
Free cancellation available
Price is ￥18,381 per adult
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Attractions

See all 9 activities
Boston CityPASS®: Admission to Top 4 Attractions

Boston CityPASS®: Admission to Top 4 Attractions

Activity duration is 9 days
9.0 out of 10 with 140 reviews
Free cancellation available
Price is ￥11,617 per adult
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Classes & workshops

See all 7 activities
Boston: Sunset Tall Ship Harbor Cruise

Boston: Sunset Tall Ship Harbor Cruise

Activity duration is 2 hours
10.0 out of 10 with 2 reviews
Free cancellation available
Price is ￥9,999 per adult
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What to do in Brookline

Discover the most popular places to visit in Brookline

Fenway Park which includes a sporting event and night scenes as well as a large group of people

Fenway Park

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University showing a city and heritage architecture

Harvard University

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Boston Common featuring landscape views, a skyscraper and flowers

Boston Common

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common
New England Aquarium featuring marine life

New England Aquarium

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

New England Aquarium
Gillette Stadium is also home to the New England Revolution, our pro soccer team. Tickets are easy to get and not crazy expensive. And there is always a section reserved for the hooligans, who keep the energy up for the whole stadium!

Gillette Stadium

Catch an event at Gillette Stadium during your trip to Foxboro. Experience the area's great live music and acclaimed theater scene.

Gillette Stadium
Copley Square showing a city, heritage architecture and flowers

Copley Square

Explore some of Boston’s finest buildings, educational and arts institutions, and shopping, or simply find a patch of grass and relax.

Copley Square
At the CRASH-B Sprints Indoor Rowing Championships at Agganis Arena, Boston #kidsfun #fun #indoorrowing #Boston #endurance #rowing #concept2 #rowinglife

Boston University

Take a campus tour or just explore the area around Boston University, a top college in Boston. Stroll along the riverfront or experience the acclaimed art scene in this vibrant area.

Boston University
Harvard Square

Harvard Square

With a visit to Harvard Square, a favorite shopping spot in Cambridge, you can search for that perfect souvenir. Experience the acclaimed art scene and fascinating museums in this vibrant area.

Harvard Square
Boston Harbor showing a sunset and a bay or harbor

Boston Harbor

Adore Boston’s charming working harbor from the waterfront or head out by boat to get to know it more intimately.

Boston Harbor

Discover the most popular landmarks and neighborhoods in Brookline

The 18th hole of the Open Course at The Country Club

Chestnut Hill

Well-liked for its restaurants and sporting events, Chestnut Hill is worth a visit. Check out the variety of things to see and do like Alumni Stadium and Chestnut Hill Reservoir, and jump on the metro at Chestnut Hill Station to get around the city.

Chestnut Hill
Red buildings

Cleveland Circle

4/5(223 area reviews)

Cleveland Circle is a destination travelers like for its restaurants, and you might hop aboard the metro at Cleveland Circle Station or Reservoir Station to explore sights like Chestnut Hill Reservoir.

Cleveland Circle
#Boston #MA

North Brookline

While you're in North Brookline, take in top sights like John Fitzgerald Kennedy National Historic Site and jump on the metro at Coolidge Corner Station to see more of the city.

North Brookline
Sometimes winter is terrifying after lots of #snow and ice #iciclesofdeath #architecture #Bestof5 #WinterWonders

Coolidge Corner South Side

4.5/5(47 area reviews)

Centered around Beacon and Harvard Streets, this Brookline neighborhood boasts a pedestrian-friendly atmosphere, diverse dining options like crêperies and falafel joints, and cultural gems such as the Art Deco Coolidge Corner Theatre. Easily accessible via the Green Line C branch and #66 bus route.

Coolidge Corner South Side
Don’t tell the locals, but this is my secret FREE PARKING place for Fenway Park for their 7 pm games or Sunday all day. It’s 2 hour parking until 8 pm so technically you shouldn’t arrive earlier than 6:00 PM, but I arrived at 5:30 ish and nary a ticket officer to see. Saved $40-$50 on parking in an overcrowded lot and traded hassling with ticket vouchers and crowds for an enjoyable and easy and most important safe walk. You just have to be out by 2:00 am.

Longwood

4.5/5(26 area reviews)

While you're strolling through Longwood, you may want to check out the coffeehouses and architecture. If you want to see more of the area, hop on the metro at Longwood Station or Hawes St. Station.

Longwood
Default Image

Corey Hill

5/5(1 area review)

Even though there aren't top sights in Corey Hill, you can explore the larger area and take in top sights like Fenway Park. Jump on the metro at Fairbanks St. Station to see more of the city.

Corey Hill

Popular day trips from Brookline

Quincy Market showing a city, an administrative buidling and heritage architecture

Boston

Cambridge which includes street scenes and a city

Cambridge

Photo by Ion Botnaru

Newton

Frequently asked questions

Is Brookline worth visiting?
From shopping to outdoor adventures and history, there are plenty of fun things to do in Brookline. Remember to experience the area's mix of cool sights, culture and local charm.
How do I spend a day in Brookline?
Kick-start your day with a visit to New England Aquarium and Newbury Street. Then, explore different parts of Brookline for local restaurants and some shopping.
What is the top tourist attraction in Brookline?
The top tourist attraction in Brookline is New England Aquarium, so make sure to put it on your sightseeing itinerary.
Is three days enough to stay in Brookline?
Three days in Brookline is enough to enjoy the city's main highlights. Many guests stay for three days on average. New England Aquarium, Newbury Street and Boston Museum of Fine Arts are top-rated sights. Want to experience more? Hang around a bit longer to explore nearby hotspots like Boston.
Is Brookline a walkable city?
It all comes down to what you'd like to see and do in Brookline. Several sights, like Newbury Street and Boston Museum of Fine Arts, are reachable on foot. If you're up for a stroll through some of Brookline's neighborhoods, Back Bay is 3 kilometers away from downtown, while Prudential - St. Botolph is 3 kilometers away from the city center and also within walking distance.
What are some activities to do in Brookline with kids?
Planning what to do in Brookline with kids is easier than ever. Whether you're taking a trip with teenagers or little ones, there's no shortage of family-friendly activities to keep everyone busy here.

What to do in Brookline for adults?
Whether you're an avid foodie, culture enthusiast or adventure seeker, there are loads of things to do in Brookline for adults including Samuel Adams Brewery and Harpoon Brewery.
Are there free things to do in Brookline?
In Brookline, Newbury Street is a popular spot for anyone planning to see the city without taking their wallet out. Also, wander around the local neighborhoods and parks, and ask for tips from a local tour guide. It's a good way to learn about the best free things to do in Brookline.