Things to do in Brookline
Activities, attractions and tours
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
See all 262 activities
Boston Old Town Trolley Hop-on Hop-Off City Tour
Private & custom tours
See all 52 activities
North End Boston Mafia Exploration Game and Tour
Food, drink & nightlife
See all 42 activities
Boston to Martha's Vineyard with Optional Island Tour
Attractions
See all 9 activities
Boston CityPASS®: Admission to Top 4 Attractions
Classes & workshops
See all 8 activities
Boston: Sunset Tall Ship Harbor 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, Boston Common is the ideal place to relax, unwind and soak up some history.
Gillette Stadium
Catch an event at Gillette Stadium during your trip to Foxboro. Experience the area's great live music and acclaimed theater scene.
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
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 theater scene in this vibrant area.
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.
Faneuil Hall Marketplace
With a visit to Faneuil Hall Marketplace, a favorite shopping spot in Boston, you can browse for souvenirs. Attend a sporting event or visit the notable monuments in this vibrant area.
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 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.
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.
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 the city at Coolidge Corner Station or Summit Av. Station.
Longwood
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.
High Street Hill
While High Street Hill isn't home to many top sights, Fenway Park and Coolidge Corner Theatre are some notable places to visit nearby.
- Hotels near Fenway Park
- Hotels near Harvard University
- Hotels near Boston Common
- Hotels near Copley Square
- Hotels near Northeastern University
- Hotels near Boston University
- Hotels near Harvard Square
- Hotels near Boston Convention and Exhibition Center
- Hotels near Boston Harbor
- Hotels near Massachusetts Institute of Technology
- Hotels near Flynn Cruiseport Boston
- Hotels near Boston College
- Hotels near Massachusetts General Hospital
- Hotels near Hynes Convention Center