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
An oasis in downtown AtlantaThe W Atlanta – Downtown hotel bills itself as an urban oasis in the heart of downtown Atlanta. The hotel is stylishly designed with a mix of light and colors that seems to take just a little of the heat out of Hot-Lanta. With vibrant restaurants serving anything from snacks to American and... More
Stylish, chic and affordable boutique hotel in Boston's South End The Chandler Inn Hotel in Boston's quaint South End neighborhood may offer one of the city's best options for boutique hotel accommodations. This well-designed hotel focuses on the guest stay and affords easy access to the city without unnecessary... More
AAA four diamond, green-rated upscale property in Boston's Back BayThe AAA four diamond, green-rated hotel places travelers amidst Boston's best. The hotel is located steps from Copley Place and Prudential Center. The new Grettacole Spa sits adjacent to the hotel and offers guests immediate access to pampering services.... More
Modern swank with pet-friendly comforts on Boston Common ParkWinner of several design awards, the high-style Nine Zero, a Kimpton Hotel, welcomes guests to downtown Boston with sleek modern architecture and sultry decor. From intimate areas for conversation to a dark and moody restaurant and bar, this four-star boutique... More
Eco-friendly, unique four-star property in downtown BostonOnyx Hotel, a AAA four diamond, four-star boutique hotel sits on a charming side street in the heart of downtown Boston near many top sites like Faneuil Hall, TD Garden and the Freedom Trail. An eco-friendly, pet-friendly property, the Onyx offers upscale... More
The Boston Park Plaza Towers
Boston, Massachusetts
Rates include Breakfast,WiFi and more!
The Boston Park Plaza Towers offers 76 air-conditioned accommodations with MP3 docking stations and laptop-compatible safes. Accommodations offer separate sitting areas. Pillowtop beds feature premium bedding. Guests can make use of the in-room refrigerators and coffee/tea makers. Bathrooms include bathrobes, slippers,... More
Newly renovated hotel on Boston’s beautiful and historic Copley SquareHaving recently undergone an $18 million renovation, the Copley Square Hotel offers guests a unique blend of chic, modern design with a keen sense of history. The hotel is situated close to many of Boston's historical and cultural attractions. Dining,... More
Chic accommodations and signature service set in hip theater districtFeaturing modern and sophisticated décor in its public spaces that perfectly compliment the beautiful glass façade of the building, W Boston is located in the heart of the theater district in Boston's exclusive Midtown area. The hotel's location offers... More
Award-winning luxury boutique hotel overlooking the Charles RiverThe Hotel Marlowe is a AAA four diamond-rated boutique property emanating elegance and vibrancy with eclectic style throughout the space. Overlooking the Charles River, the hotel offers easy access to MIT and Harvard, as well as some of Boston's best... More
Award-winning business and leisure hotel in the Back BayThe Boston Marriott Copley Place, an AAA, three-diamond, smoke-free hotel, offers business and leisure travelers a prime Back Bay location for easy access to the city's top attractions and nearby conference centers. On-site parking (fees apply) is available for... More
Boston Marriott Long Wharf
Boston, Massachusetts
Includes Breakfast and Dinner for two
Boston hotel in beautiful waterfront settingWith spacious rooms and extensive amenities, the Boston Marriott Long Wharf has all bases covered. Located in the harbor area of downtown Boston, guests are steps from attractions like Boston Common, Faneuil Hall and New England Aquarium. With the financial district close by... More
Courtyard by Marriott Boston Downtown/Tremont
Boston, Massachusetts
Includes Parking for One Vehicle
Historic building features European rooms in Boston's theater districtA restored historic 1925 building houses this Back Bay hotel in the heart of Boston's theater district near convention centers and the city's top attractions, making it perfectly suited for business and leisure travelers. The AAA three diamond-rated... More
Best in Stay
LGBT Best in Stay Boston hotels
Stylish, chic and affordable boutique hotel in Boston's South End The Chandler Inn Hotel in Boston's quaint South End neighborhood may offer one of the city's best options for boutique hotel accommodations. This well-designed hotel focuses on the guest stay and affords easy access to the city without unnecessary... More
Historic architecture with a modern, minimalist spiritHistory buffs appreciate both the location and original architecture of the AMES/A MORGANS ORIGINAL in the Byzantine-Romanesque Ames building. Built in 1893 as headquarters for the Ames farm equipment empire, the boutique hotel showcases mosaic tile ceilings, ornate... More
The Boston Park Plaza Towers
Boston, Massachusetts
Rates include Breakfast,WiFi and more!
The Boston Park Plaza Towers offers 76 air-conditioned accommodations with MP3 docking stations and laptop-compatible safes. Accommodations offer separate sitting areas. Pillowtop beds feature premium bedding. Guests can make use of the in-room refrigerators and coffee/tea makers. Bathrooms include bathrobes, slippers,... More
World-class accommodations located in the heart of trendy Rowes WharfSituated on one of the oldest and most historic wharfs in the U.S., the five-star Boston Harbor Hotel is located amidst quant shops and fine restaurants that comprise Boston's revitalized Rowes Wharf. The hotel is a Boston landmark. It has been awarded... More
Lenox Hotel
Boston, Massachusetts
Early Booking Savings - Save 15% on your stay!
Classic top-rated, green-certified, boutique hotel in the Back BayThe Lenox Hotel comprises old world charm in a boutique hotel setting. Rated one of the top 5 green luxury hotels in the U.S. by U.S. News & World Report, the Lenox boasts an entire floor of PURE-Allergy friendly guestrooms and complimentary hybrid car... More
Four Seasons Hotel Boston
Boston, Massachusetts
Book 3 Nights, Get Last Night Free
Chic five-star hotel in downtown locale offering “elegant simplicity”This hotel is located near many of Boston's historical and cultural attractions, the business and financial districts, and the beautiful Beacon Hill area. The Four Seasons Boston offers guests elegant, old-world hospitality combined with... More
Flights
| Departure | Arrival | Travel dates | Round-trip |
|---|---|---|---|
| San Francisco | Boston | Thu, May 30 - Thu, Jun 6 | $334 |
| Chicago | Boston | Wed, Jun 12 - Wed, Jun 19 | $168 |
| Los Angeles | Boston | Mon, Jun 10 - Mon, Jun 17 | $314 |
| Washington DC | Boston | Tue, Jun 11 - Wed, Jun 12 | $132 |
| Seattle | Boston | Tue, Jun 11 - Wed, Jun 12 | $315 |
| Raleigh | Boston | Wed, May 29 - Wed, Jun 5 | Check rates |
| Minneapolis | Boston | Wed, Jun 5 - Tue, Jun 18 | $312 |
| Atlanta | Boston | Tue, Jun 25 - Tue, Jul 2 | $254 |
| London | Boston | Thu, Jun 6 - Wed, Jun 19 | $794 |
| New York | Boston | Mon, Jun 10 - Tue, Jun 11 | $158 |
| Charlotte | Boston | Mon, Jul 15 - Tue, Jul 16 | $119 |
| Phoenix | Boston | Mon, Jun 3 - Wed, Jun 5 | $254 |
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.
