What to do in Brookline, MA
Activities, attractions and tours
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Most fun & popular experiences in Brookline
Tours & day trips
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Boston Old Town Trolley Hop-on Hop-Off City Tour
Private & custom tours
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North End Boston Mafia Exploration Game and Tour
Food, drink & nightlife
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Boston to Martha's Vineyard with Optional Island Tour
Attractions
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Boston CityPASS®: Admission to Top 4 Attractions
Classes & workshops
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Boston: Sunset Tall Ship Harbour Cruise
What to do in Brookline
Popular places to visit

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

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

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.

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

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

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

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

Harvard Square
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.

Faneuil Hall Marketplace
With a visit to Faneuil Hall Marketplace, a favourite shopping spot in Boston, you can search for that perfect souvenir. Attend a sporting event or visit the notable monuments in this vibrant area.
Explore areas of Brookline

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.

Cleveland Circle
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.

North Brookline
While you're in North Brookline, take in top sights like Coolidge Corner Theatre and jump on the metro at Coolidge Corner Station to see more of the city.

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.

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.

High Street Hill
When in High Street Hill, you can plan a visit to Fenway Park and Coolidge Corner Theatre, some noteworthy sights in the nearby area.