What to do in Brookline, MA

Activities, attractions and tours

Photo by Din Kime
Photo by Perry Grossman
Photo by Madeline Yost
Photo by Madeline Yost
Photo by Shannon Willitts

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.


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Most fun & popular experiences in Brookline

Tours & day trips

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Private & custom tours

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Food, drink & nightlife

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Adventure & outdoor

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What to do in Brookline


Discover the most popular places to visit in Brookline

Explore areas of Brookline

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Chestnut Hill

Well-liked for its restaurants and sporting events, Chestnut Hill is worth a visit. Check out the variety of things to see and do like Alumni Stadium and Chestnut Hill Reservoir, and jump on the metro at Chestnut Hill Station to get around the city.

Chestnut Hill
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Cleveland Circle

4/5(14 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 Reservoir.

Cleveland Circle
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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.

North Brookline
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Coolidge Corner South Side

4/5(1 area review)

Centered around Beacon and Harvard Streets, this Brookline neighborhood boasts a pedestrian-friendly atmosphere, diverse dining options like crêperies and falafel joints, and cultural gems such as the Art Deco Coolidge Corner Theatre. Easily accessible via the Green Line C branch and #66 bus route.

Coolidge Corner South Side
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Longwood

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
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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

 

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