The best things to do in Brookline

17 things to do we’ve checked and stand behind — with the story on each one. Not a ranking; a record.

Browse another shelf: all of Brookline’s best · Restaurants · Beauty · Shopping · Nightlife · Bakeries & Sweets · Cafes · Hobbies, Books, & Crafts · Antiques, Thrift, & Vintage · Arts & Culture · Health & Wellness · Home & Garden · Sporting Goods · Parks & Outdoors

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Entertainment · 17 places · showing the latest additions first

The Country Club

Entertainment

Members-only country club with a golf course, dining, and curling facilities.

191 Clyde St (Chestnut Hill)

Members-only country club with a golf course, dining, and curling facilities.

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Franklin Park Zoo

Entertainment

This park, part of the Emerald Necklace of green spaces, includes a zoo, golf course & arboretum.

1 Franklin Park Rd (Boston)

This park, part of the Emerald Necklace of green spaces, includes a zoo, golf course & arboretum.

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View Boston

Entertainment

Skyscraper observation deck on floors 50-52 of the Prudential Center, featuring panoramic city views.

800 Boylston St Fl 52 (Boston)

Skyscraper observation deck on floors 50-52 of the Prudential Center, featuring panoramic city views.

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Roadrunner

Entertainment

Clean, spacious venue with a tiered balcony for concerts and events, featuring multiple bars.

89 Guest St (Boston)

Clean, spacious venue with a tiered balcony for concerts and events, featuring multiple bars.

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Relaxed public option with a challenging-but-fair course featuring hills, fast greens and a friendly staff.

212 Kenrick St (Newton)

Relaxed public option with a challenging-but-fair course featuring hills, fast greens and a friendly staff.

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Fenway Park

Entertainment

Historic, small-capacity ballpark, home of the Red Sox & occasional big-name concert venue.

4 Jersey St (Boston)

Historic, small-capacity ballpark, home of the Red Sox & occasional big-name concert venue.

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Harvard Square

Entertainment

Home to America's oldest university, this iconic area offers shops, eateries & theaters.

Two Brattle Square (Cambridge)

Home to America's oldest university, this iconic area offers shops, eateries & theaters.

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WNDR Museum

Entertainment

WNDR Museum turns Downtown Crossing into your creative playground, with 20 immersive, interactive installations that beg you to poke,…

500 Washington St (Boston)

WNDR Museum turns Downtown Crossing into your creative playground, with 20 immersive, interactive installations that beg you to poke, stomp, and selfie. Bring the kids or your inner child, then decompress in the WNDR Lounge with light bites, drinks, and local craft beers, and consider your week officially leveled up.

From the Boston newsletter, August 4, 2026

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Park with a dog area, skate park, murals, bike paths, and event space under an overpass.

90 Traveler St (Boston)

Park with a dog area, skate park, murals, bike paths, and event space under an overpass.

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Puttshack - Boston

Entertainment

Swap the same-old plans for Puttshack Boston, where tech-infused mini golf means balls that keep score, interactive challenges, and plenty…

58 Pier 4 Blvd. (Boston)

Swap the same-old plans for Puttshack Boston, where tech-infused mini golf means balls that keep score, interactive challenges, and plenty of friendly trash talk. Grab shareable bites and craft cocktails between holes and make it a Seaport date night or crew hang that actually delivers.

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Simons Theatre

Entertainment

Giant screen movie theater at the New England Aquarium showing ocean-related 3-D movies.

1 Central Wharf (Boston)

Giant screen movie theater at the New England Aquarium showing ocean-related 3-D movies.

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The Brattle Theatre

Entertainment

Popular cinema featuring indie, art-house & classic film series, special events plus wine & beer.

40 Brattle St (Cambridge)

Popular cinema featuring indie, art-house & classic film series, special events plus wine & beer.

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Sink into heated recliners with adjustable headrests and in-seat dining, or go LuxLite for extra wide, fully reclining seats. Showcase…

55 Boylston St (Chestnut Hill)

Sink into heated recliners with adjustable headrests and in-seat dining, or go LuxLite for extra wide, fully reclining seats. Showcase SuperLux Chestnut Hill pairs an elegant lobby bar pouring movie themed cocktails, wine, and local beer with private screening options, turning a random Tuesday this week into a treat.

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Longtime municipal 18-hole golf course, named after a former parks commissioner.

1 Circuit Dr (Dorchester)

Longtime municipal 18-hole golf course, named after a former parks commissioner.

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Opened in 1933, this landmark venue features indie & art-house films, sing-alongs & other events.

290 Harvard St

Opened in 1933, this landmark venue features indie & art-house films, sing-alongs & other events.

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Graffiti Alley

Entertainment

Tourist attraction featuring artwork and pictures, with free admission.

Richard B. “Rico” Modica Wy (Cambridge)

Tourist attraction featuring artwork and pictures, with free admission.

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Designed by Wayne Stiles and John Van Kleek in 1933, this 6,300-yd. municipal golf course features a driving range and a restaurant.

1281 W Roxbury Pkwy (Chestnut Hill)

Designed by Wayne Stiles and John Van Kleek in 1933, this 6,300-yd. municipal golf course features a driving range and a restaurant.

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