Gay area in boston massachusetts

You’re not obligated to use them but we appreciate it if you do. The event features activities such as Youth Pride, a Welcome to Boston Tour, an All Black Boat Ride, and the Black Pride Parade, culminating in a Music and Arts Festival​. It explores Ralph Waldo Emerson and Walt Whitman's walks along the Common, Charlotte Cushman’s cross-dressing roles, World War II bars and baths, and the AIDS Memorial Quilt project.

Come for the witchy history, but also enjoy the galleries, unique shops, and waterfront restaurants.

The hotel boasts six on-site restaurants serving everything from Italian to American to seafood cuisine, each with quirky names and unique features, such as Clink (with jail bars) and Alibi (with mug shots of celebrities on the walls).

Mid-Range

The Revolution Hotel – Viva la Revolution! Take charge and make your own!

The university's red-brick buildings, ivy-covered walls, and historic landmarks like Widener Library and Memorial Hall provide a picturesque setting. It’s also very spacious, with a bar area for watching games and playing pool, a separate dining area, and a large outdoor patio.

Midway Cafe – Not a gay bar per se, but a cool dive bar in Jamaica Plain that has live music and hosts LGBTQ+ nights.

This vibrant and eclectic cafe serves it all day with quirky decor and a fun atmosphere. The hotel rooms, on the other hand, are homely yet stylish, with loft, suite, and bunk bed rooms for groups. Visitors can delve into the town’s grim history at the Salem Witch Museum, wander through its streets lined with 18th-century buildings, take a picture with the Bewitched Statue, and explore the hidden passageways of the House of the Seven Gables.

Sightseeing & Activities in Boston
5. This charming, tree-lined street is home to a mix of high-end boutiques, trendy fashion stores, art galleries, and quaint cafes. Watch this space!

Jacques Cabaret – Home to the best drag shows in town, this long-running venue offers nightly drag performances in a cozy, intimate setting, making it a favorite in the Boston LGBTQ+ scene.

Adjacent to Harvard Yard is Harvard Square, a bustling area filled with shops, cafes, and street performers, making it a lively spot for tourists to explore. Whether you're catching a game on one of the numerous TVs, enjoying brunch or a cocktail with friends, basking in the sun on their large outdoor patio or want to play a game of pool or darts, Cathedral Station is a fun and laid-back addition to the Boston LGBTQ+ bar scene.

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Gay Events in Boston
11. The Back Bay venue functions as a restaurant during the day and transforms into a dance floor at night. Book tour →

Isabella Stewart Gardner Museum – Founded by the eccentric and visionary art collector Isabella Stewart Gardner, the museum is housed in a stunning Venetian-style palace, complete with a lush central courtyard that blooms year-round.

Spanning over 40 miles, it connects parks, art installations, historical markers, beaches, wharves, and piers. Sure, there are the obvious sights that line the Freedom Trail, but Boston is all about those local treasures you find simply by exploring the city, from photogenic streets with 19th-century houses to quaint restaurants and cafes sporting that authentic Boston feel.

If you’re trying to see all there is to see in a limited time, consider getting the Go Boston Pass.

Dates: 2026 to be announced.

Boston Urban Pride – Taking place over the July 4th weekend, Boston Urban Pride focuses on celebrating the Black LGBTQ+ community. These pedal-powered boats, shaped like graceful swans, offer a peaceful 15-minute ride around the lagoon, providing stunning views of the surrounding greenery and the charming Make Way for Ducklings statues.

Dates: 2026 to be announced.

Day Trips from Boston

Salem – The legendary site of the 1692 witch trials is just a 30-minute drive from Boston or short ferry ride.