Boston Gay and Lesbian Vacations

Boston

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

From $168

W Atlanta - Downtown

4 stars
4.3 / 5 48 reviews

Atlanta, Georgia

The 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 French cuisine to the outdoor... More

From $256

The Westin Copley Place, Boston

4 stars
4.3 / 5 117 reviews

Boston, Massachusetts

If you want a corner room, make sure to reserve a junior suite. If you are visiting Boston during the cold winter months, note that you can head to the Hynes Convention Center on a skybridge. GeneralThe Westin Copley Place Boston Hotel, Boston, Massachusetts LocationThe Westin Copley Place Boston Hotel provides its... More

From $280

Nine Zero, a Kimpton Hotel

4 stars
4.5 / 5 102 reviews

Boston, Massachusetts

Save 10% on your stay

If you'll be traveling to Boston with your pet, then you'll appreciate the animal pampering the Nine Zero provides. The hotel does not have size or weight restrictions for pets; in fact, your furry friend will receive his or her own pet bowl and bed to use during your stay.The hotel also offers pet sitting, grooming and... More

From $265

Onyx, a Kimpton Hotel

4 stars
4.2 / 5 72 reviews

Boston, Massachusetts

Save 10% on your stay

TD Garden (next door)Faneuil Hall/Quincy Market (.4 mi/.6 km)Bunker Hill (.7 mi/1.2 km)Harvard University (3.2 mi/5.1 km) GeneralTucked away on a charming side street in the heart of downtown Boston, the Onyx Hotel offers sophisticated comfort at an affordable price. Enjoy personalized attention with full concierge and... More

From $328

Copley Square Hotel

4 stars
4.1 / 5 70 reviews

Boston, Massachusetts

Having 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, shopping, nightlife, and entertainment options are within convenient... More

From $269

W Boston

4 stars
4.4 / 5 63 reviews

Boston, Massachusetts

Featuring 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 easy access to dining, shopping, and entertainment venues, and is... More

From $241

Marlowe, a Kimpton Hotel

4 stars
4.5 / 5 121 reviews

Cambridge, Massachusetts

The 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 attractions and upscale neighborhoods. The Green Seal-certified,... More

From $271

Boston Marriott Copley Place

4 stars
4.2 / 5 167 reviews

Boston, Massachusetts

Boston Marriott Copley Place will introduce you to the pulse of Beantown from day one, with its indoor entry to both the Copley Place Mall and the Prudential Center. Abstract art stands out in the bright mezzanine lobby with its triangular skylight, while views of the urban skyline and nearby Charles River are never far... More

From $285

Boston Marriott Long Wharf

4 stars
4.2 / 5 83 reviews

Boston, Massachusetts

Rate includes breakfast

Though only built in 1982, Boston Marriott Long Wharf hotel sits within an integral part of Boston's history and the 17th century focal point of Boston's sea trade. Emulating the warehouse-feel of the old city, the diamond structure is matched inside with the geometric lighting and wall design of the Waterline Dining... More

From $227

Courtyard Boston Downtown

3 stars
3.6 / 5 57 reviews

Boston, Massachusetts

Rate includes breakfast

Boston Common (2 blocks)Chinatown (2 blocks)Newbury Street (0.7 mi/1.2 km)Harvard University (1.2 mi/1.9 km) GeneralA restored historic red brick building ushers guests into the renovated lobby with rich colors, marble floors and a plethora of seating. This AAA three diamond-rated hotel sits in the heart of Boston's... More

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Best in Stay

LGBT Best in Stay Boston hotels

From $320

Ames Boston Hotel

4 stars
4.3 / 5 58 reviews

Boston, Massachusetts

History buffs appreciate both the location and original architecture of the AMES 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 staircases, carved marble fireplaces and dramatic arched windows. Designer... More

From $408

Boston Harbor Hotel

5 stars
4.6 / 5 38 reviews

Boston, Massachusetts

Save 10% on your stay

The front desk will happily arrange chauffeured transportation to and from Logan International Airport (BOS), located only 10 minutes away.If you're feeling overwhelmed with work - or just having a good time - your concierge can handle event reservations, museum passes, limousine services, and even activities for pets. ... More

From $336

Lenox Hotel

4 stars
4.7 / 5 227 reviews

Boston, Massachusetts

Corner rooms tend to be a bit larger, and some are equipped with real fireplaces.The Lenox Hotel also offers several allergen-free rooms on the 11th floor, so you can book carefully cleaned and filtered accommodations. GeneralLenox Hotel, Boston LocationThe Lenox Hotel is designated as one of the Historic Hotels of... More

From $545

Four Seasons Hotel Boston

5 stars
4.4 / 5 3 reviews

Boston, Massachusetts

Rate Includes Hotel Credit

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 state-of-the-art facilities and amenities. The hotel offers guests a full array of... More

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Flights

Departure Arrival Travel dates Round-trip
San Francisco Boston Sat, Sep 26 - Tue, Oct 6 $266
Chicago Boston Wed, Sep 23 - Wed, Sep 30 $81
Los Angeles Boston Tue, Sep 22 - Tue, Oct 20 $150
Washington DC Boston Wed, Sep 30 - Wed, Oct 7 $137
Seattle Boston Wed, Sep 16 - Tue, Sep 29 $283
Raleigh Boston Sat, Aug 8 - Sat, Aug 15 Check rates
Minneapolis Boston Sat, Sep 19 - Tue, Sep 29 $150
Atlanta Boston Sat, Sep 12 - Tue, Sep 15 $137
London Boston Tue, Sep 29 - Tue, Oct 13 $685
New York Boston Fri, Aug 14 - Fri, Aug 21 $207
Charlotte Boston Wed, Sep 2 - Wed, Sep 9 $155
Phoenix Boston Mon, Aug 24 - Tue, Sep 1 $278
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Why book on Orbitz?

  • 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.
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    • 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.
  • 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.

  • 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.

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