Get more value from your next winter getaway to Boston & Cambridge! Book a 2-night stay at select hotels and enjoy a $100 prepaid gift card and a $25 Legal Sea Foods gift card to use during your trip. Offer only valid on new stays that conclude on or by March 15, 2024.

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Things to Do in Brookline

Located just minutes from Boston and serviced by the Green Line via the B, C, and D lines, Brookline is known for upscale stores, village pubs, and numerous large estates. It's bordered on three sides by the city of Boston and is regarded as a commuter suburb. 

The town is home to a large number of professionals and academics and includes a large number of Russian immigrants and a prominent Jewish culture. It features one of the oldest country clubs in the United States and is home to the birthplace of President John F. Kennedy.

Where to Eat in Brookline

  • 1032 Beacon Street
  • (617) 608-3220

Bar 'Cino is an informal neighborhood spot. We are Italian inspired but as we like to say it is the green and white of Italian flag, not the red and white. We are heavy on vegetables, fish and other things that make Italian food healthy in Italy. Dine Out Boston is March 10-23…

  • 1002 Beacon Street
  • (310) 214-9572

Gyu-Kaku provides an authentic Japanese BBQ dining experience where guests cook-to-order their own premium meats over a flaming smokeless grill, while sipping on Japanese sake, shochu, and frosty cold beers. We are all about spending time with friends and family while inspiring…

  • 48 Boylston Street
  • (617) 739-0007

La Morra features traditional Northern Italian cuisine, cicchetti (Venetian tapas) and a nightly prezzo fisso menu. The menu revolves around a wood grill for preparing meals, local fish, and locally farmed vegetables. Dine Out Boston is March 10-23, 2024 Click on the amenities…

  • 1627 Beacon Street
  • (617) 277-1260

La Voile, or "The Sail," welcomes you to one of Boston's most authentic French restaurants. La Voile has all the casual elegance of a Brasserie and the warm hospitality of a Bistro.

  • 700 Brookline Avenue
  • (617) 487-8581

Punch Bowl offers contemporary New England cuisine and has a slew of signature cocktails influenced by Brookline’s unique history and vibrant location. Dine indoors at our state of the art bar or outdoors on our large patio! Dine Out Boston is March 10-23, 2024 Click on the…

Where to Stay in Brookline

  • 1085 Beacon Street
  • (617) 566-3972

Turn of the century brownstone offers guest rooms with reasonable rates in Victorian atmosphere. Family operated for over 50 years, listed in national register of historic places. Nearby attractions, historic sites, major league sports, medical area & universities. Minutes from…

  • 40 Webster Street
  • (617) 734-1393

Only minutes from downtown Boston, the Brookline Courtyard by Marriott is a custom-designed, eight story hotel located in the Coolidge Corner area of the town of Brookline. It's brick and stone facade blends with the existing architectural style present in the town's residential…

  • 700 Brookline Avenue
  • (617) 935-0077

Across from the Brookline Village station, the Hilton Garden Inn Boston/Brookline is easily accessible with public transportation. Located just one mile from Fenway Park and walking distance to the Longwood Medical Area. Breath taking views, on-site restaurant, indoor pool and…

  • 111 Boylston Street
  • (617) 232-1487

All suite short or extended stay hotel featuring King beds with foldout-double sofa beds with kitchenettes, 4 (2) Bedroom Suites, free full hot buffet breakfast daily, evening social 4 nights a week (Mon-Thur), complimentary WiFi, on-site bar /dining options. 5 mins to MBTA, 1…

  • 1200 Beacon Street
  • (855) 680-3239

Welcome to your perfect East Coast getaway at The Arcadian. The ruby-red brick exterior stands tall against the tree-lined streets. Inside, the open-concept lobby has ample seating and beautiful vaulted ceilings. Enjoy a complimentary light breakfast, including coffee, cereal…

Great Deals

Our Great Deals offer specials, discounts, and savings on museums and attractions, tours, family fun, and dining. 

Our Free Things To Do page includes free live music and theater, outdoor festivals, tours, family activities, and more.