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Top Activities in Brookline

See all 167 things to do in Brookline


Brookline Attractions

Smaller cities have a charisma about them you won't find in their larger counterparts. Check out all the exciting things to do in Brookline before you head off so you can see as much as possible during your getaway. You'll soon see that bigger isn't always better!

If you're ready to hit the streets of Brookline, join a few of the top tours & day trips on offer, and have a friendly local show you some of the most popular landmarks. Offering free cancellations and no added fees, our top 167 fun activities in Brookline are also worth browsing through.

Things to Do in Brookline with Kids

There are loads of incredible experiences in Brookline that the entire gang will enjoy. These are a few of the best family friendly experiences in the area.

Free Things to Do in Brookline

Heading to Brookline on a budget? The following can be experienced for zip.

Larz Anderson Park - Spoil the kids with a good time or let the big kid in you run free — this attraction just oozes fun.

Frederick Law Olmsted National Historic Site - Get to know some of the historical events of the area through this attraction.

Larz Anderson Park - Prepare a picnic and enjoy a relaxing walk around the gorgeous plant life.

Explore The Neighborhoods of Brookline

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 Reservation.

UniversityFriendly PeopleWalking


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.


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 Boston Museum of Fine Arts and hop on the metro to see more the city at Coolidge Corner Station or Summit Av. Station.

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.

Frequently Asked Questions

What to do in Brookline on a sunny day?

For some fun under the sun, take a look at these outdoor adventures:

What to do in Brookline on a rainy day?

There's no need to splish and splash your way through a soggy day when there are plenty of fantastic indoor activities like these on offer:

Are there cheap things to do in Brookline?

If you're vacationing on a shoestring budget, consider adding the following low-cost tours and activities to your to-do list:

What can you do in Brookline for free?

You could even leave your money in the hotel safe for the day, because these fantastic attractions won't cost you a dime:

  • Coolidge Corner Theatre
  • John Fitzgerald Kennedy National Historic Site
  • Larz Anderson Park
  • Frederick Law Olmsted National Historic Site