Hey you sexy thing, do you like to strut your naughty self along the city catwalk to fancy hotel lobbies with hunky doormen? Wanna go where the nation's original queens hail from (after all, why else did our forefathers wear such fabulous curly-haired wigs)? Then point your compass to the gay-friendly regions of New York City or New England for your next gay-cation. Whether you want breakfast at Tiffany's or martinis at Martha's Vineyard, your gay getaway starts at just $550.

Book your gay New York City or New England vacation today and save.

Gay New York City Vacations

Midtown

Get in some skyscraper-sized drama in Midtown, where there are more theaters than sequins on a Liza Minnelli dress. Do scandalous things in Hell's Kitchen, go gaga over the Garment District, and look for the naked cowboy in Times Square.
Midtown The Time Hotel

Nightly Rates from $
Flight + Hotel from $581

The Muse Hotel - A Kimpton Hotel

Nightly Rates from $
Flight + Hotel from $997

Central Park/West Side

A horse-drawn carriage ride through the park is the perfect place for you to steal some smooches with your sweetie. Then, feast on famous restaurants like Tavern on the Green, Barney Greengrass the Sturgeon King, and The Candle Bar.
Central Park/West Side 6 Columbus - A Thompson Hotel

Nightly Rates from $169
Flight + Hotel from $517

Novotel Hotel

Nightly Rates from $
Flight + Hotel from $628

Chelsea/Greenwich Village

Follow-up your shopping in The Village with a homage to Stonewall, then step into Chelsea's many gay galleries, or go bar-hopping with the beautiful people along Christopher and Bleecker Streets.
Chelsea/Greenwich Village Four Points by Sheraton - Chelsea

Nightly Rates from $242
Flight + Hotel from $674

60 Thompson - A Thompson Hotel

Nightly Rates from $199
Flight + Hotel from $368

Gay New England Vacations

Boston

Who needs tea to get the Boston party started? You'll fall in love with Boston's charms quicker than Paul Revere on a pony. Join all the university hotties slurping down clam chowdah, cut the rug at the famous Roxy, or go rowing along the Charles River.
Gay New England Vacations Boston Park Plaza Hotel and Towers

Nightly Rates from $
Flight + Hotel from $778

Hyatt Regency Cambridge

Nightly Rates from $
Flight + Hotel from $832

Provincetown

Popular with gay and lesbian vacationers, in P-Town you're welcome at all the city's art galleries, pretty piers, and sweet ice cream shops. After dark, bikers breeze past the beaches, the DJs take to the clubs, and the curtain rises in seaside theaters.
Provincetown Christopher by the Bay, a Gay Resort

Nightly Rates from $100
Flight + Hotel from $550

The Highlands Inn, a Woman's Resort

Nightly Rates from $

Activities, Tours and Cruises

New York City

Gypsy
This consummate show-biz musical is inspired by the memoirs of stripper Gypsy Rose Lee.
from $117
The New York Pass
With an admission value of over $350, enjoy discounts at more than 40 of New York City's top attractions.
from $68
Sex and the City - Location Tour
Visit more than 40 locations on this tour from the popular show Sex and the City.
from $39

Boston

Boston City Pass
Visit some of the most famous attractions in Beantown.
from $44

Provincetown

High Speed Ferry – Boston to Provincetown
Make the trip between Boston and Provincetown, Cape Cod in only 90 minute.
from $51

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What's On When

Manhattan More

Manhattan Island Marathon Swim
6 Jun 2009 (annual)
Each summer, as New York gets hot and sticky, the spectacular annual Manhattan Island Marathon Swim...

Central Park

Women's Mini-Marathon
7 Jun 2009 (annual)
Open to women of all ages and abilities, the Women's Mini-Marathon is a ten-kilometre race through...

New York City

Museum Mile Festival
9 Jun 2009 (annual)
New York is home to some of the world's best museums. During the Museum Mile Festival, many of the...

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**Prices are in USD for one adult based on double occupancy and include tax recovery charges. Sample prices were found recently by Travelocity or its customers for travel from Dallas (DFW). Our real-time dynamic Flight + Hotel packaging engine is constantly updating prices and availability. Please check pricing and availability for your travel dates and departure city on this site.