Title: 10 TOP Things to Do in Brookline September 2025 | Expedia.co.uk [Brookline Travel Guide](https://expedia.co.uk/Brookline.dx7091)[Hotels in Brookline](https://expedia.co.uk/Brookline-Hotels.d7091.Travel-Guide-Hotels)[Flights to Brookline](https://expedia.co.uk/Cheap-Flights-To-Brookline.d7091.Travel-Guide-Flights)[Brookline Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Brookline.d7091.Car-Hire-Guide)[Brookline Holidays](https://expedia.co.uk/Brookline.d7091.Holidays-City-Breaks) # What to do in Brookline, MA ## Activities, attractions and tours ## Visit Brookline Types of activities Where to stay [Brookline travel guide](https://expedia.co.uk/Brookline.dx7091) ![Photo by Din Kime](https://mediaim.expedia.com/destination/2/53b48e3d93658b26cb2d343d926ea820.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Din Kime](https://mediaim.expedia.com/destination/2/53b48e3d93658b26cb2d343d926ea820.jpg) ![Photo by Perry Grossman](https://mediaim.expedia.com/destination/2/7a18da32fb2a1c90b0d97fada284aa6b.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Perry Grossman](https://mediaim.expedia.com/destination/2/7a18da32fb2a1c90b0d97fada284aa6b.jpg) ![Photo by Madeline Yost](https://mediaim.expedia.com/destination/2/8c03396df5544d514b97614ebbef962b.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Madeline Yost](https://mediaim.expedia.com/destination/2/8c03396df5544d514b97614ebbef962b.jpg) ![Photo by Madeline Yost](https://mediaim.expedia.com/destination/2/6a24685ea1080d2ad57c59eaf8927501.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Madeline Yost](https://mediaim.expedia.com/destination/2/6a24685ea1080d2ad57c59eaf8927501.jpg) ![Photo by Shannon Willitts ](https://mediaim.expedia.com/destination/2/29131d80c1d1e030e82ab4fe81d2e059.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Shannon Willitts](https://mediaim.expedia.com/destination/2/29131d80c1d1e030e82ab4fe81d2e059.jpg) ## 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! ## Browse Brookline activities by category Tours & day trips [](https://expedia.co.uk/things-to-do/search?&rid=7091&location=Brookline&filter.categories=ToursDayTrips) History & culture [](https://expedia.co.uk/things-to-do/search?&rid=7091&location=Brookline&filter.categories=HistoryCulture) Private & custom tours [](https://expedia.co.uk/things-to-do/search?&rid=7091&location=Brookline&filter.categories=Privatecustomtours) Food, drink & nightlife [](https://expedia.co.uk/things-to-do/search?&rid=7091&location=Brookline&filter.categories=FoodDrinkNightlife) Cruises & boat tours [](https://expedia.co.uk/things-to-do/search?&rid=7091&location=Brookline&filter.categories=CruisesBoatTours) Holiday & seasonal tours [](https://expedia.co.uk/things-to-do/search?&rid=7091&location=Brookline&filter.categories=HolidaySeasonalTours) Attractions [](https://expedia.co.uk/things-to-do/search?&rid=7091&location=Brookline&filter.categories=Attractions) Adventure & outdoor [](https://expedia.co.uk/things-to-do/search?&rid=7091&location=Brookline&filter.categories=AdventureOutdoor) Water activities [](https://expedia.co.uk/things-to-do/search?&rid=7091&location=Brookline&filter.categories=Wateractivities) Classes & workshops [](https://expedia.co.uk/things-to-do/search?&rid=7091&location=Brookline&filter.categories=ClassesWorkshops) Shows & concerts [](https://expedia.co.uk/things-to-do/search?&rid=7091&location=Brookline&filter.categories=ShowsConcerts) Air, helicopter & balloon tours [](https://expedia.co.uk/things-to-do/search?&rid=7091&location=Brookline&filter.categories=AirHelicopterBalloonTours) Weddings & honeymoons [](https://expedia.co.uk/things-to-do/search?&rid=7091&location=Brookline&filter.categories=WeddingsHoneymoons) Shopping & fashion [](https://expedia.co.uk/things-to-do/search?&rid=7091&location=Brookline&filter.categories=ShoppingFashion) Spa & wellness [](https://expedia.co.uk/things-to-do/search?&rid=7091&location=Brookline&filter.categories=SpaWellness) Wildlife & nature [](https://expedia.co.uk/things-to-do/search?&rid=7091&location=Brookline&filter.categories=WildlifeNature) * * * Explore thousands of activities with **free cancellation and no added fees**. Design your experience with airport transfers, excursions, day tours & more. Get an insider's look in what to book before you travel. * * * ## Recommended things to do in Brookline | Number of things to do | 270 | | --- | --- | | Cheapest thing to do on Expedia | [Self Guided "Historic Boston City centre Freedom Trail" Audio/GPS Walking T...](https://expedia.co.uk/things-to-do/bostons-freedom-trail-smart-phone-guided-gps-walking-tour-go-anytime.a3585720.activity-details): £4 | | Top 5 things to do | - [Dark Side of Boston Ghost Tour 1.5 Hour Walking Tour](https://expedia.co.uk/things-to-do/dark-side-of-boston-ghost-tour.a49172488.activity-details) - [Boston CityPASS®: Admission to Top 4 Attractions](https://expedia.co.uk/things-to-do/boston-citypass-admission-to-top-4-attractions.a173116.activity-details) - [Boston Harbour New England Aquarium Whale-Watching Cruise](https://expedia.co.uk/things-to-do/boston-harbour-new-england-aquarium-whale-watching-cruise.a172928.activity-details) - [Boston Old Town Trolley Hop-on Hop-Off City Tour](https://expedia.co.uk/things-to-do/boston-old-town-trolley-hop-on-hop-off-city-tour.a172982.activity-details) - [Boston Tea Party Ships & Museum Experience](https://expedia.co.uk/things-to-do/boston-tea-party-ships-museum-experience.a172988.activity-details) | | Half-day tours | - [Dark Side of Boston Ghost Tour 1.5 Hour Walking Tour](https://expedia.co.uk/things-to-do/dark-side-of-boston-ghost-tour.a49172488.activity-details) - [Boston Tea Party Ships & Museum Experience](https://expedia.co.uk/things-to-do/boston-tea-party-ships-museum-experience.a172988.activity-details) - [Boston Harbour Sunset Cruise](https://expedia.co.uk/things-to-do/boston-harbour-sunset-cruise.a1349525.activity-details) - [View Boston Observation Deck Admission Tickets](https://expedia.co.uk/things-to-do/view-boston-observation-deck-admission-tickets.a46312679.activity-details) - [Boston Historic Sightseeing Cruise](https://expedia.co.uk/things-to-do/boston-historic-sightseeing-cruise.a172966.activity-details) | | With kids | - [Boston CityPASS®: Admission to Top 4 Attractions](https://expedia.co.uk/things-to-do/boston-citypass-admission-to-top-4-attractions.a173116.activity-details) - [Boston Harbour New England Aquarium Whale-Watching Cruise](https://expedia.co.uk/things-to-do/boston-harbour-new-england-aquarium-whale-watching-cruise.a172928.activity-details) - [Boston Old Town Trolley Hop-on Hop-Off City Tour](https://expedia.co.uk/things-to-do/boston-old-town-trolley-hop-on-hop-off-city-tour.a172982.activity-details) - [Boston Tea Party Ships & Museum Experience](https://expedia.co.uk/things-to-do/boston-tea-party-ships-museum-experience.a172988.activity-details) - [Boston Harbour Sunset Cruise](https://expedia.co.uk/things-to-do/boston-harbour-sunset-cruise.a1349525.activity-details) | ## What to do in Brookline * * * ### Popular places to visit ![Fenway Park which includes a sporting event and night scenes as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/20000/20987-Fenway-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Fenway Park 4.5/5(61 reviews) Catch a game or take a tour at one of America’s most historic and beloved ballparks. [](https://expedia.co.uk/Fenway-Park-FenwayKenmore.d6023384.Attraction) ![Harvard University showing a city and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21000-Harvard-University.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Harvard University 4.5/5(102 reviews) Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States. [](https://expedia.co.uk/Harvard-University-Lower-Allston.d6034936.Attraction) ![Boston Common which includes a skyscraper, landscape views and a park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21217-Boston-Common.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Boston Common 4.5/5(204 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. [](https://expedia.co.uk/Boston-Common-Beacon-Hill.d507377.Attraction) ![New England Aquarium](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/476000/476046-New-England-Aquarium.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.co.uk/New-England-Aquarium-North-End.d6070109.Attraction) ![Gillette Stadium](https://mediaim.expedia.com/destination/2/dbb8b23949ff195c0c2ca1207ea300cd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Gillette Stadium 3/5(2 reviews) Catch an event at Gillette Stadium during your trip to Foxboro. Experience the area's great live music and acclaimed theatre scene. [](https://expedia.co.uk/Gillette-Stadium-Foxboro.d6034500.Attraction) ![Copley Square](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531084-copley-square.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.co.uk/Copley-Square-Back-Bay.d6070057.Attraction) ![Boston University](https://mediaim.expedia.com/destination/2/8131280696da4b37515c6dc453ec98a9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Boston University 4/5(17 reviews) Explore the campus of Boston University, a top university in Boston. Stroll along the riverfront or experience the acclaimed theatre scene in this vibrant area. [](https://expedia.co.uk/Boston-University-FenwayKenmore.d6070039.Attraction) ![Harvard Square](https://mediaim.expedia.com/destination/1/26a96343948035bc56959684c26837d7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Harvard Square 4.5/5(100 reviews) With a visit to Harvard Square, a favourite shopping spot in Cambridge, you can browse for souvenirs. Experience the acclaimed theatre scene and fascinating museums in this vibrant area. [](https://expedia.co.uk/Harvard-Square-Riverside.d6070079.Attraction) ![Boston Harbor](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/476000/476296-North-End-Boston.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Boston Harbor 4.5/5(23 reviews) Adore Boston’s charming working harbor from the waterfront or head out by boat to get to know it more intimately. [](https://expedia.co.uk/Boston-Harbor-Waterfront.d553248634340925170.Attraction) ### Explore areas of Brookline ![Default Image](https://mediaim.expedia.com/destination/2/e12fe1e6b3aede1f6d38ec76d4679997.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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. [](https://expedia.co.uk/Boston-Chestnut-Hill.dx89077) ![Default Image](https://mediaim.expedia.com/destination/2/53b48e3d93658b26cb2d343d926ea820.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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. [](https://expedia.co.uk/Boston-North-Brookline.dx553248635976472341) ![Default Image](https://mediaim.expedia.com/destination/2/35e39ec873ef57ddb453cc55cc7ba918.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Cleveland Circle 4/5(4 area reviews) Cleveland Circle is a destination travellers 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. [](https://expedia.co.uk/Boston-Cleveland-Circle.dx6160076) ![Default Image](https://mediaim.expedia.com/destination/2/864fcdf07fed7570899cabd1dcda3b32.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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. [](https://expedia.co.uk/Boston-Coolidge-Corner-South-Side.dx553248635976471775) ![Default Image](https://mediaim.expedia.com/destination/2/35a1833aa75f07ade51be8443b8051c7.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Longwood While you're strolling through Longwood, you may want to check out the coffee shops and architecture. If you want to see more of the area, hop on the metro at Longwood Station or Hawes St. Station. [](https://expedia.co.uk/Boston-Longwood.dx553248635074842895) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Corey Hill Even though there aren't top sights in Corey Hill, you can explore the larger area and take in top sights like Fenway Park. Jump on the metro at Fairbanks St. Station to see more of the city. [](https://expedia.co.uk/Boston-Corey-Hill.dx553248635976478809) * * * Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.co.uk/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](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/475000/475491-Boston.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Boston [](https://expedia.co.uk/Boston.dx178239) ![Cambridge featuring street scenes and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/34000/34225-Cambridge-Town.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Cambridge [](https://expedia.co.uk/Cambridge.dx8093) ![Photo by Ion Botnaru](https://mediaim.expedia.com/destination/2/cccf0b1158718e9cc22d45908dada2ad.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Newton [](https://expedia.co.uk/Newton.dx8893) ## 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. > > > > - [Boston CityPASS®: Admission to Top 4 Attractions](https://expedia.co.uk/things-to-do/boston-citypass-admission-to-top-4-attractions.a173116.activity-details) > - [Boston Harbour New England Aquarium Whale-Watching Cruise](https://expedia.co.uk/things-to-do/boston-harbour-new-england-aquarium-whale-watching-cruise.a172928.activity-details) > - [Boston Old Town Trolley Hop-on Hop-Off City Tour](https://expedia.co.uk/things-to-do/boston-old-town-trolley-hop-on-hop-off-city-tour.a172982.activity-details) > - [Boston Tea Party Ships & Museum Experience](https://expedia.co.uk/things-to-do/boston-tea-party-ships-museum-experience.a172988.activity-details) > - [Boston Harbour Sunset Cruise](https://expedia.co.uk/things-to-do/boston-harbour-sunset-cruise.a1349525.activity-details) ### 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. 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