Things to do in Brookline

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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 {327 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.


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Most popular activities in Brookline

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!

 


 

Frequently asked questions

What to do in Brookline on a sunny day?
What to do in Brookline on a rainy day?
Are there cheap things to do in Brookline?
What can you do in Brookline for free?
You’ll hardly have time to pull your wallet out of your backpack with so many fantastic free attractions:

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


Discover the most popular places to visit in Brookline

Discover the most popular landmarks and neighborhoods in Brookline

Don’t tell the locals, but this is my secret FREE PARKING place for Fenway Park for their 7 pm games or Sunday all day.  It’s 2 hour parking until 8 pm so technically you shouldn’t arrive earlier than 6:00
PM, but I arrived at 5:30 ish and nary a ticket officer to see.  Saved $40-$50 on parking in an overcrowded lot and traded hassling with ticket vouchers and crowds for an enjoyable and easy and most important safe walk.   You just have to be out by 2:00 am.

Longwood

4.5/5(26 area reviews)

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.

Longwood
#Boston #MA

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.

North Brookline
Sometimes winter is terrifying after lots of #snow and ice #iciclesofdeath #architecture #Bestof5 #WinterWonders

Coolidge Corner South Side

4.5/5(47 area reviews)

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.

Coolidge Corner South Side
Red buildings

Cleveland Circle

4/5(223 area reviews)

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.

Cleveland Circle
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Central Village

While Central Village isn't home to many top sights, Fenway Park and Coolidge Corner Theatre are some notable places to visit nearby.

Central Village
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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.

High Street Hill

Popular day trips from Brookline