Boston Gay and Lesbian Vacations
Boston
Your gay Boston vacation
Steeped in American history and characterized by an almost British reserve among its populace, Boston is a unique city in many ways. It seems there's a university everywhere you turn in Boston, and a liberal and youthful vibe wafts through the city -- despite its New England stuffiness. This is progressive Massachusetts after all, the first state in the nation where same-sex marriage was legalized.
Featured Hotels
LGBT-welcoming Boston hotels
W Atlanta - Downtown
Chandler Inn Hotel
The Westin Copley Place, Boston
Nine Zero, a Kimpton Hotel
Onyx, a Kimpton Hotel
The Boston Park Plaza Towers
Copley Square Hotel
W Boston
Marlowe, a Kimpton Hotel
Boston Marriott Copley Place
Boston Marriott Long Wharf
Courtyard by Marriott Boston Downtown/Tremont
Best in Stay
LGBT Best in Stay Boston hotels
Chandler Inn Hotel
Ames A Morgans Original
The Boston Park Plaza Towers
Boston Harbor Hotel
Lenox Hotel
Four Seasons Hotel Boston
Flights
| Departure | Arrival | Travel dates | Round-trip |
|---|---|---|---|
| San Francisco | Boston | Thu, Jan 24 - Wed, Feb 20 | $278 |
| Chicago | Boston | Wed, Feb 20 - Wed, Feb 27 | $186 |
| Los Angeles | Boston | Fri, Jan 25 - Tue, Jan 29 | $265 |
| Washington DC | Boston | Wed, Jan 23 - Tue, Jan 29 | $98 |
| Seattle | Boston | Tue, Feb 19 - Wed, Feb 27 | $278 |
| Raleigh | Boston | Wed, Feb 6 - Wed, Feb 27 | $148 |
| Minneapolis | Boston | Sun, Jan 20 - Tue, Jan 22 | $218 |
| Atlanta | Boston | Tue, Feb 26 - Wed, Mar 13 | $145 |
| London | Boston | Mon, Jan 7 - Mon, Jan 21 | $697 |
| New York | Boston | Tue, Feb 5 - Wed, Feb 6 | $98 |
| Charlotte | Boston | Tue, Feb 19 - Thu, Feb 21 | $139 |
| Phoenix | Boston | Sat, Feb 16 - Sat, Feb 23 | $248 |
Why book on Orbitz?
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Miss Richfield 1981 says it best in this video—not all travel sites are created equal. When you book on Orbitz, your travel dollars work harder. Here’s why:
- We’re the ONLY leading travel agency with a perfect Corporate Equality Index Score from the Human Rights Campaign, with two GLAAD Media awards to boot.
- We’re the ONLY leading travel site with filters for hotel reviews by other LGBT travelers.
- We feature the top gay-friendly accommodations, including Best in Stay hotels and gay resorts.
- We’re proud sponsors of many LGBT charities and events, year after year.
Boston highlights
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The Boston gayborhoods
The South End was the traditional gay neighborhood that the local queers gentrified, but now many straight families reside there cheek-to-jowl with the gays. Funky Jamaica Plain, south of downtown, has a pronounced lesbian population as does the neighborhood of Roslindale.
Around town
Other general neighborhoods worth exploring are stately Back Bay; historic Beacon Hill, with its cobblestones and original gas lamps; busy Chinatown, which has been featured in many movies; and the North End, Boston's "Little Italy" although locals never call it that. And shopaholics will want to spend time on Newbury Street in Back Bay, filled with the city's best boutique shopping.
Seeing Boston's sights
For pure sightseeing, Boston offers up a smorgasbord for the history buff: Follow three-mile Freedom Trail to visit the Paul Revere House and the Old North. Or trace the Black Heritage Trail, a 20-block walk starting at the African Meeting House, the oldest black American church building still standing.
LGBT events
Pride happens in June, the food festival/AIDS benefit Taste of the South End in March. And don't forget the summer "gay beach" area on the Esplanade along the Charles River between Dartmouth and Gloucester, where guys tan in Speedos! The huge fireworks displays over the area pop off on the Fourth of July.
Insider tips for Boston gay travel
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Keep your eyes peeled for plaques
Boston excels at showcasing its history, and there seems to be a plaque on every other building. It's like a free tour and more interesting than any textbook.
Watch out for the school calendar
Boston hotel rooms can be hard to come by during graduation in early summer and orientation in late summer. Mid-summer can be a great time to visit, thanks to fewer crowds and glorious weather. But once fall starts, the leaf peepers use Boston as a base, bringing up hotel rates.