Things to do in Brookline

Activities, attractions and tours

Boston
Boston Skyline in autumn showing the Charles River at sunrise, Boston Massachusetts.
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.

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

S$66
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Go City: Boston All-Inclusive Pass with 45+ Attractions

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

S$102
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
Boston Summer Nights Tour

Boston Summer Nights Tour and River Cruise

S$65
per adult
100% of travellers recommend
Boston Summer Nights Tour and River Cruise
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

S$109
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

S$61
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

S$44
per adult
86% of travellers recommend
View Boston Observation Deck Admission Tickets
Ghosts & Gravestones Nightwalk Tour

Ghosts & Gravestones Nightwalk Tour

S$42
per adult
Ghosts & Gravestones Nightwalk Tour
Boston North End Food Tour with Authentic Local Flavors & Dishes

Boston North End Food Tour with Authentic Local Flavors & Dishes

S$97
per adult
Boston North End Food Tour with Authentic Local Flavors & Dishes
Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

S$59
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
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Most popular experiences in Brookline

Tours & day trips

See all 326 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 776 reviews
Free cancellation available
Price is S$66 per adult
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Private & custom tours

See all 81 activities
Boston North End Food Tour with Authentic Local Flavours & Dishes

Boston North End Food Tour with Authentic Local Flavours & Dishes

Activity duration is 3 hours
9.6 out of 10 with 558 reviews
Free cancellation available
Price is S$111 per adult
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Food, drink & nightlife

See all 52 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 212 reviews
Free cancellation available
The previous price was S$166 and current price is S$149 per adult
Boston to Martha's Vineyard with Optional Island TourOpens in new tab

Classes & workshops

See all 16 activities
Boston: Sunset Tall Ship Harbour Cruise

Boston: Sunset Tall Ship Harbour Cruise

Activity duration is 2 hours
9.4 out of 10 with 43 reviews
Free cancellation available
Price is S$90 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 147 reviews
Free cancellation available
Price is S$108 per adult
Boston CityPASS®: Admission to Top 4 AttractionsOpens in new tab

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)
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.
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Where to stay in Brookline

Find the best Brookline areas for the activities you enjoy most.
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 of 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

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.

Coolidge Corner

If you're spending time in Coolidge Corner, check out sights like Coolidge Corner Theatre or John Fitzgerald Kennedy National Historic Site and hop on the metro to see more of the city at Coolidge Corner Station or Saint Paul St. Station.

 

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.

 

 

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.