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.

Places to Visit in Brookline

Ready for the adventure of a lifetime? Let Expedia.co.nz help you find the most exciting and fun things to do in Brookline, Boston while also allowing you to save a ton on travel arrangements. Regardless of whether you’re an urban explorer or an intrepid outdoor enthusiast, we can help you decide exactly what to do and see during your time in town.

Our thorough travel guides offer you an insider’s perspective on all of the best Brookline attractions from NZ$6, making it easy for you to decide which places to visit and when. And by using Expedia.co.nz to set your sightseeing schedule, you can take in more of the enchanting attractions this area is famous for.

From group Brookline tours and must-see landmarks to personal guides who take you off-the-beaten track, Expedia.co.nz offers you over 375 of the most popular events, activities, and attractions in this corner of the world. So whether you’re travelling alone, alongside a loved one, or with the whole family in tow, be sure to browse through our extensive travel guides prior to your plane touching down in this spectacular Brookline. We even have a massive selection of flights, car hires, and accommodation for you to choose from. So what are you waiting for? Start your search today, and you’ll be having the time of your life before you know it.

Activities

Boston Hop-On Hop-Off Trolley Tour

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

NZ$91
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

NZ$83
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
Go City: Boston All-Inclusive Pass with 45+ Attractions

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

NZ$139
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

NZ$89
per adult
100% of travellers recommend
Boston Summer Nights Tour and River Cruise
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

NZ$60
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

NZ$148
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston North End Food Tour with Authentic Local Flavors & Dishes

Boston North End Food Tour with Authentic Local Flavors & Dishes

NZ$132
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

NZ$81
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

NZ$95
per adult
94% of travellers recommend
Go City: Boston Explorer Pass - Choose 2 to 5 Attractions
See all activities in Brookline
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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: NZ$6
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)
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

Our guide on 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.

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

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

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

A bridge with a brick facade and a curved arch over a calm river, with city buildings in the background.

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 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.