What to do in Brookline, MA

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

Let Expedia help you to experience the best that Brookline has to offer! If you’re planning a trip to Brookline, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling to Brookline with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes.

Places of interest in Brookline

Brookline is crammed with must-see places to visit and things to do. We can help you decide where to stay in Brookline, and make it a breeze to explore Brookline and the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Brookline to make sure that you enjoy your holiday to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind.

If you’re planning a visit to Brookline, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights in Brookline.

Brookline attractions

Brookline has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions in Brookline to keep you entertained. Expedia makes it easy to book your flight, hotel and rental car in advance, making for hassle-free travel and freeing you up to explore the sights of Brookline.

Looking for things to do in Brookline can be time-consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine of Brookline or catch up with the vibrant local culture, our guides to Brookline attractions ensure that you’ll have a successful trip, whatever the season. Happy trails!

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Most fun & popular experiences in Brookline

Tours & day trips

See all 309 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 £39 per adult
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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 £224 per adult
Boston: Helicopter Skyline TourOpens in new tab

Food, drink & nightlife

See all 47 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 £97 per adult
Boston to Martha's Vineyard with Optional Island TourOpens in new tab

Classes & workshops

See all 17 activities
Boston: Sunset Tall Ship Harbour Cruise

Boston: Sunset Tall Ship Harbour Cruise

Activity duration is 2 hours
9.4 out of 10 with 37 reviews
Free cancellation available
Price is £56 per adult
Boston: Sunset Tall Ship Harbour CruiseOpens in new tab

Attractions

See all 12 activities
Boston CityPASS®: Admission to Top 4 Attractions

Boston CityPASS®: Admission to Top 4 Attractions

Activity duration is 9 days
9.2 out of 10 with 145 reviews
Free cancellation available
Price is £63 per adult
Boston CityPASS®: Admission to Top 4 AttractionsOpens in new tab

Recommended things to do in Brookline

Number of things to do
367
Cheapest thing to do on Expedia
App-Guided "Historic Boston City centre Freedom Trail" Walking Tour: £4
Top 5 things to do
Half-day tours
With kids

What to do in Brookline

Popular places to visit

Fenway Park

Fenway Park

4.5/5(62 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Boston Harbor

Boston Harbor

4.5/5(25 reviews)

Adore Boston’s charming working harbor from the waterfront or head out by boat to get to know it more intimately.

Boston Harbor
Harvard University

Harvard University

4.5/5(104 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Gillette Stadium

Gillette Stadium

3/5(2 reviews)

Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's great live music and acclaimed theatre scene.

Gillette Stadium
Copley Square

Copley Square

4/5(16 reviews)

Explore some of Boston’s finest buildings, educational and arts institutions, and shopping, or simply find a patch of grass and relax.

Copley Square
Boston Common

Boston Common

4.5/5(206 reviews)

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.

Boston Common
Boston's Zakim Bridge

TD Garden

4.5/5(42 reviews)

Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area.

TD Garden
New England Aquarium

New England Aquarium

4.5/5(57 reviews)

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

New England Aquarium
Boston and South Boston as viewed from the air

Boston Convention and Exhibition Center

4/5(22 reviews)

During your trip, find out what's happening in Boston Convention and Exhibition Center, a top convention centre in Boston. Experience the acclaimed art galleries or attend a sporting event in this vibrant area.

Boston Convention and Exhibition Center

Where to stay in Brookline

Find the best Brookline areas 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 of 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

While Chestnut Hill may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Chestnut Hill Reservoir and Alumni Stadium.

Aerial view of Boston skyline

Longwood

Appreciated for its coffee shops 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.

 

 

Day trip destinations 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?
From shopping to outdoor adventures and history, there are plenty of fun things to do in Brookline. Remember to experience the area's mix of cool sights, culture and local charm.
How do I spend a day in Brookline?
Kick-start your day with a visit to New England Aquarium and Newbury Street. Then, explore different parts of Brookline for local restaurants and some shopping.
What is the top tourist attraction in Brookline?
The top tourist attraction in Brookline is New England Aquarium, so make sure to put it on your sightseeing itinerary.
Is three days enough to stay in Brookline?
Three days in Brookline is enough to enjoy the city's main highlights. Many guests stay for three days on average. New England Aquarium, Newbury Street and Boston Museum of Fine Arts are top-rated sights. Want to experience more? Hang around a bit longer to explore nearby hotspots like Boston.
Is Brookline a walkable city?
It all comes down to what you'd like to see and do in Brookline. Several sights, like Newbury Street and Boston Museum of Fine Arts, are reachable on foot. If you're up for a stroll through some of Brookline's neighbourhoods, Back Bay is 3 kms (2 miles) away from downtown, while Prudential - St. Botolph is 3 kms (2 miles) away from the city centre and also within walking distance.
What are some activities to do in Brookline with kids?
Planning what to do in Brookline with kids is easier than ever. Whether you're taking a trip with teenagers or little ones, there's no shortage of family-friendly activities to keep everyone busy here.

What to do in Brookline for adults?
Whether you're an avid foodie, culture enthusiast or adventure seeker, there are loads of things to do in Brookline for adults including Samuel Adams Brewery and Harpoon Brewery.
Are there free things to do in Brookline?
In Brookline, Newbury Street is a popular spot for anyone planning to see the city without taking their wallet out. Also, wander around the local neighbourhoods and parks, and ask for tips from a local tour guide. It's a good way to learn about the best free things to do in Brookline.

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