What to do in Brookline, MA
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 fun & popular experiences in Brookline
Attractions
See all 8 activitiesOpens in new tab![Boston CityPASS®: Admission to Top 4 Attractions](https://mediaim.expedia.com/localexpert/173116/5d73576c-38be-4337-8351-c85e937f9492.jpg?impolicy=resizecrop&rw=500&rh=280)
Boston CityPASS®: Admission to Top 4 Attractions
History & culture
See all 165 activitiesOpens in new tab![Boston Old Town Trolley Hop-on Hop-Off City Tour](https://mediaim.expedia.com/localexpert/172982/6f42f390-62da-409c-a976-5a931abb154f.jpg?impolicy=resizecrop&rw=500&rh=280)
Boston Old Town Trolley Hop-on Hop-Off City Tour
Cruises & boat tours
See all 23 activitiesOpens in new tab![Boston to Martha's Vineyard with Optional Island Tour](https://mediaim.expedia.com/localexpert/268864/da4a35a7-7a74-4d50-9e93-9a48b0f86662.jpg?impolicy=resizecrop&rw=500&rh=280)
Boston to Martha's Vineyard with Optional Island Tour
Shows & concerts
See all 4 activitiesOpens in new tab![Boston: Boch Centre Wang Theatre Behind the Scenes Tour](https://mediaim.expedia.com/localexpert/44588468/dac369d1-2a2e-4aaf-b700-ce9ef2909892.jpg?impolicy=resizecrop&rw=500&rh=280)
Boston: Boch Centre Wang Theatre Behind the Scenes Tour
Private & custom tours
See all 57 activitiesOpens in new tab![Massachusetts Self-Guided Driving and Walking Tours Bundle](https://mediaim.expedia.com/localexpert/5247794/991bb3ab-4de4-47da-8b84-5a4e09a0b2d6.jpg?impolicy=resizecrop&rw=500&rh=280)
Massachusetts Self-Guided Driving and Walking Tours Bundle
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.
Gillette Stadium
Catch an event at Gillette Stadium during your trip to Foxboro. Experience the area's acclaimed theatre scene and great live music.
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.
Boston University
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 Convention and Exhibition Center
During your trip, find out what's happening in Boston Convention and Exhibition Center, a top convention centre in Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.
Boston Harbor
Adore Boston’s charming working harbor from the waterfront or head out by boat to get to know it more intimately.
Explore areas of Brookline
![Default Image](https://mediaim.expedia.com/destination/2/35a1833aa75f07ade51be8443b8051c7.jpg?impolicy=fcrop&w=350&h=192&q=medium)
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.
![Default Image](https://mediaim.expedia.com/destination/2/35e39ec873ef57ddb453cc55cc7ba918.jpg?impolicy=fcrop&w=350&h=192&q=medium)
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 Reservation.
![Default Image](https://mediaim.expedia.com/destination/2/53b48e3d93658b26cb2d343d926ea820.jpg?impolicy=fcrop&w=350&h=192&q=medium)
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.
![Default Image](https://mediaim.expedia.com/destination/2/864fcdf07fed7570899cabd1dcda3b32.jpg?impolicy=fcrop&w=350&h=192&q=medium)
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.
![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)
Central Village
Though Central Village may not have many top sights, you can venture to the surrounding area to see attractions like Fenway Park and Coolidge Corner Theatre.
![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)
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.