Things to do in Brookline

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.

Design your experience with airport transfers, excursions, day tours & more.

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

Most popular experiences 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 HK$409 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 HK$86 per adult*
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Food, drink & nightlife

See all 38 activities
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 HK$974 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 HK$616 per adult
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Classes & workshops

See all 7 activities
Boston: Sunset Tall Ship Harbour Cruise

Boston: Sunset Tall Ship Harbour Cruise

Activity duration is 2 hours
10.0 out of 10 with 2 reviews
Free cancellation available
Price is HK$530 per adult
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What to do in Brookline

Popular places to visit

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

Fenway Park

4.5/5(61 reviews)

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

4.5/5(102 reviews)

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 a garden, a high-rise building and flowers

Boston Common

4.5/5(204 reviews)

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

New England Aquarium

4.5/5(57 reviews)

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

New England Aquarium
Gillette Stadium

Gillette Stadium

3/5(2 reviews)

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

Gillette Stadium
Copley Square

Copley Square

4/5(16 reviews)

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

Copley Square
Boston University

Boston University

4/5(17 reviews)

Explore the campus of Boston University, a top university in Boston. Stroll along the riverfront or experience the acclaimed art galleries in this vibrant area.

Boston University
Harvard Square

Harvard Square

4.5/5(100 reviews)

With a visit to Harvard Square, a favourite shopping spot in Cambridge, you can browse for souvenirs. Experience the acclaimed art galleries and fascinating museums in this vibrant area.

Harvard Square
Boston Harbor

Boston Harbor

4.5/5(23 reviews)

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

Boston Harbor

Areas of Brookline

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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
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Cleveland Circle

4/5(4 area reviews)

Cleveland Circle is a destination travellers 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
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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
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Coolidge Corner South Side

When in Coolidge Corner South Side and the surrounding area, you'll want to check out sights like Fenway Park or Coolidge Corner Theatre and hop on the metro to see more of the city at Coolidge Corner Station or Summit Av. Station.

Coolidge Corner South Side
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Longwood

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

Longwood
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Corey Hill

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
Boston

Boston

Cambridge which includes a city and street scenes

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 neighbourhoods, Back Bay is 3 kilometres away from downtown, while Prudential - St. Botolph is 3 kilometres away from the city centre 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 neighbourhoods 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.