Things to do in Brookline

Find and book activities, attractions and tours

Sunny day in Boston common , one of the most famous park in town , Boston , Massachusetts , United States of America
Snow covered trees with lampposts lit up in a public park, Boston Common, Boston, Massachusetts, USA
Classic style row houses in a summer day, featuring bay windows and red and yellow brick facades, Brookline, MA, USA
Serene suburban street lined with lush green spring trees in Brookline, Massachusetts, USA
Saint Mary of the Assumption Parish Church at 5 Linden Pl at Harvard Street in Brookline Village, town of Brookline, Massachusetts MA, USA.

Brookline Attractions

Smaller cities have a charm about them you just don't find in their larger counterparts. Take a note of all the fun things to do in Brookline before you head away so you can see as much as possible during your getaway. You'll soon see that bigger isn't always better!

Explore the sights of Brookline with some unique tours & day trips, or get through our list of {365 fun activities in Brookline fun activities in Brookline}. We have no booking fees and free cancellation, so you can relax and concentrate on planning the perfect vacation.

Most popular activities in Brookline

Tours & day trips

See all 314 activities
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
9.0 out of 10 with 771 reviews
Free cancellation available
Price is $51 per adult
Boston Old Town Trolley Hop-on Hop-Off City TourOpens in new tab

Private & custom tours

See all 75 activities
Boston: Helicopter Skyline Tour

Boston: Helicopter Skyline Tour

Activity duration is 30 minutes
10.0 out of 10 with 9 reviews
Free cancellation available
Price is $299 per adult
Boston: Helicopter Skyline TourOpens in new tab

Food, drink & nightlife

See all 46 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 210 reviews
Free cancellation available
Price is $129 per adult
Boston to Martha's Vineyard with Optional Island TourOpens in new tab

Classes & workshops

See all 17 activities
Boston: Sunset Tall Ship Harbor Cruise

Boston: Sunset Tall Ship Harbor Cruise

Activity duration is 2 hours
9.4 out of 10 with 38 reviews
Free cancellation available
Price is $70 per adult
Boston: Sunset Tall Ship Harbor CruiseOpens in new tab

Holiday & seasonal tours

See all 14 activities
Boston: Helicopter Skyline Tour

Boston: Helicopter Skyline Tour

Activity duration is 30 minutes
10.0 out of 10 with 9 reviews
Free cancellation available
Price is $299 per adult
Boston: Helicopter Skyline TourOpens in new tab

Recommended things to do in Brookline

Number of things to do
365
Cheapest thing to do on Expedia
Boston Highlights: Self‐Guided Walking Tour: $5
Top 5 things to do
Under $25
With kids

What to do in Brookline

Free Things to Do in Brookline

A visit to Brookline need not cost a fortune. You can leave your wallet at home if you go to:

Larz Anderson Park - If you're eager to increase the fun factor during your escape, this is the place to do it.

Frederick Law Olmsted National Historic Site - Get ready to feel like you've traveled back in time while learning the secrets of this historic site.

Larz Anderson Park - Grab your blanket, throw together a few snacks and find a shady area to be with nature.

Things to Do in Brookline with Kids

Brookline is a great place for a family vacation. Take the little ones along and enjoy these fun family friendly experiences together:

 

Looking for sports, concerts, or theater events in Brookline? Search event tickets to see what's happening today, or to plan what to do this weekend!

 

 

Stay near popular Brookline attractions

Photo by Din Kime
Open Photo by Din Kime

Coolidge Corner Theatre

8.6/5 (38 reviews)
This Art Deco landmark showcases independent and international films in a historic setting. Enjoy curated screenings, special Q&A events, and the vibrant community atmosphere of New England's premier nonprofit cinema.
See properties

Where to stay in Brookline

Find the best Brookline areas and neighborhoods for the activities you enjoy most. Learn more about Brookline
Learn more about Brookline
Renovated old clock tower building, Brookline, Massachusetts, USA

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.

Boston Back Bay skyline aerial view including John Hancock Tower, Prudential Tower, and Four Season Hotel from Coolidge Corner on Beacon Avenue in Brookline near Boston, Massachusetts MA, USA.

Washington Square

Even though there aren't top sights in Washington Square, you can explore the larger area and take in top sights like Fenway Park. Jump on the metro at Washington Square Station to see more of the city.

Boston_BostonUniversity_6070039_04

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.

Chestnut Hill

When in Chestnut Hill, you can plan a visit to Chestnut Hill Reservoir and Alumni Stadium, some noteworthy sights in the nearby area.

Aerial view of Boston skyline

Longwood

Appreciated for its coffeehouses and architecture, you might consider exploring Longwood. Check out the variety of things to see and do like Brookline Arts Center, and jump on the metro at Longwood Station or Hawes St. Station to get around the city.

 

Looking for fun things to do nearby? Check things to do near me to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

 

 

Popular day trips from Brookline

Boston

Boston

Cambridge

Cambridge

Dunster House and John Weeks Bridge on campus of Harvard University at sunset. Harvard University is a private Ivy League research university in Cambridge, MA.

Newton

Frequently asked questions

Is Brookline worth visiting?
Brookline offers a unique blend of attractions, culture and local charm. Whether you're into outdoor activities, history or local cuisine, there's a lot to enjoy here.
How do I spend a day in Brookline?
Start your sightseeing with a visit to New England Aquarium and Newbury Street. Then, tour different areas of Brookline for local dining and some retail therapy.
What is the top tourist attraction in Brookline?
The top tourist attraction in Brookline is New England Aquarium, so make sure to include it on your sightseeing list.
Is three days enough to stay in Brookline?
Three days in Brookline is plenty of time to enjoy the city's major attractions. Many guests stay for three days on average. New England Aquarium, Newbury Street and Museum of Science are among the top-rated sights. Want to see more? Hang around a bit longer to visit nearby hotspots like Boston.
Is Brookline a walkable city?
With exciting neighborhoods and leading sights within walking distance of the city center, Brookline is a great destination to discover on foot. Enjoy wandering between Newbury Street and Boston Museum of Fine Arts. Then take a stroll through Back Bay, located 2 miles from downtown, and Prudential - St. Botolph, which is roughly 2 miles away.
What are some activities to do in Brookline with kids?
If you're looking for attractions and activities for all the family, have a look at these excellent ideas for what to do in Brookline with kids.

What to do in Brookline for adults?
Samuel Adams Brewery and Harpoon Brewery are just two of the things to do in Brookline. With lots of activities available, there's something here for everyone to explore.
Are there free things to do in Brookline?
In Brookline, Newbury Street is a top spot for anyone wishing to see the city without opening their wallet. Also, wander around the parks and other neighborhoods, and ask a local tour guide for tips. It's a top way to explore the best free things to do in Brookline.

Explore a world of travel with Expedia