What to do in Brookline, MA

Activities, attractions and tours

A city park with a fountain, people swimming, and tall buildings in the background.
A snow-covered park with benches, trees, and street lamps.
A row of red brick townhouses with bay windows and a corner turret.
A tree-lined street with a speed limit sign of 20 mph, a stop sign, and street signs for Essex St. and Morton St.
A red brick church with a steeple and arched windows.

Brookline Attractions

Let Expedia help you experience the best that Brookline has to offer! If you’re looking for fun itinerary ideas, 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 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.

Activities and Tours

Brookline is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore 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 experience 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, 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.

Brookline Attractions

Expedia 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 to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Brookline.

Looking for things to do 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 or catch up with the vibrant local culture, our guides to Brookline attractions ensure that you’ll have a successful trip, whatever the season.

Things to do

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

CA $73
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $119
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

CA $68
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

CA $39
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston Summer Nights Tour

Boston Summer Nights Tour and River Cruise

CA $72
per adult
100% of travellers recommend
Boston Summer Nights Tour and River Cruise
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

CA $112
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
Harvard Guide leading a tour

Harvard University Campus Guided Walking Tour

CA $33
per adult
92% of travellers recommend
Harvard University Campus Guided Walking Tour
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Recommended things to do in Brookline

Number of things to do
375
Cheapest thing to do on Expedia
Boston Scavenger Hunt & Highlights Self-Guided Walking Tour: CA $5
Top 5 things to do
Half-day tours
With kids

What to do in Brookline

Stay near popular Brookline attractions

A narrow alley with brick buildings, colorful outdoor seating, and a brightly lit sign.
Photo by Din Kime
Open Photo by Din Kime

Coolidge Corner Theatre

8.6/10 (38 reviews)
Get tickets for a show at Coolidge Corner Theatre, a storied theater in Brookline. Experience the acclaimed theater scene and fascinating museums in this vibrant area.
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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
A building with a clock tower, a pointed roof, and a weather vane.

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.
A cityscape with a prominent train track running down the center of a wide street, surrounded by buildings and greenery.

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.
A large historic building with a tall tower, a modern high-rise, and an American flag.

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.
An aerial view of a densely packed urban area with historic buildings, a river, and a bridge.

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.

 

 

Day trip destinations from Brookline

A historic building with "QUINCY MARKET" sign, surrounded by modern buildings and a clock tower.

Boston

A busy urban street with pedestrians, cars, and historic buildings.

Cambridge

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 kilometres away from downtown, while Prudential - St. Botolph is 3 kilometres 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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