Gay Boston Boston City Guide City Guides > United States > Gay Boston Boston Casey SiemaskoBoasting some 400 years of rich cultural heritage, Boston is arguably America’s oldest city—a place where near every park, building and museum has a time-honoured story to tell. And with a small, walkable downtown, it doesn’t take long to discover the fascinating history that permeates Boston’s narrow streets and beloved, shimmering harbour. Yet while Bostonians are mighty proud of their roots, they haven’t lost sight of their revolutionary, trailblazing ways—specifically as it pertains to the LGBTQ community. This was the first state to legalize gay marriage, after all, and let’s not forget ever-beloved gay Provincetown is just a hop across the Massachusetts Bay. While Boston’s traditional gayborhood still centres around South End and Tremont Street, you’ll find rainbow flags billowing throughout the town. Of course, no introduction to Boston is complete without a nod to their unwavering passion for local sports teams. From the Red Sox to the Celtics to the Bruins, there’s always a reason to do as the locals and cheer on Boston’s home teams. Now, without further ado, let’s get started with Mr. Hudson’s ultimate gay Boston guide. Feel like getting away? Take a trip planned just for you, and let us do all the work. Discover Trip Design Hotels Things to do Things to see Food & Drink Shopping Nightlife Trip Design Where to stay in BostonFor old-European charm in the heart of Boston’s sought-after Back Bay, The Eliot Hotel is a commendable choice. From the Beaux-Arts-style entrance to Italian marble countertops to decadent suites that include large living rooms and kitchenettes, The Eliot Hotel is pure luxury ideally situated on one of Boston’s most beautiful boulevards. From this location, you certainly won’t want for excellent dining options, but be sure to reserve a table at the on-site James Beard award-winning restaurant: UNI. Helmed by celebrity chef Ken Oringer, the foodie hotspot combines Japanese specialities with classic tavern fare. Another opulent Boston hotel that oozes with style is the XV Beacon, a boutique Beaux Arts property tucked away in quintessential Beacon Hill. Canopied beds, cosy fireplaces, and a stunning glass cage elevator (original to the building) are just a smattering of the smart, sexy details. Come for a romantic weekend escape—you’d be forgiven for never leaving the premises. Photo: Sylvie Tittel The Charles Hotel seamlessly combines rustic New England charm with upscale amenities to create a hotel stay that is uniquely BostonThank you for reading Mr Hudson.Subscribe to City Guides or log in to continue reading. Subscribe now Log inSpecial SelectionExclusive Mr Hudson offersOut now from gestaltenMr Hudson Explores Browse the Book Explore more Things to do in MaltaA veritable playground for history buffs, Malta has a higher density of historical sights than any other country, which pays tribute to the island nation’s 7,000 years of storied, if at times turbulent, history. Read story > The best coffee in Cape TownFor gentlemen who value freshly roasted beans or a truly good espresso, this is our pick of the best artisan coffee shops in Cape Town. Read story > The best Chinese restaurants in the world: Where to find the best Chinese food outside ChinaUnless you know where to look, the finest Chinese restaurants may seem hard to find, but know that more often than not, all you have to do is seek out each city’s Chinatown or even stop and look at them hiding in plain sight. Read story > Subscribe to our newsletterYou can unsubscribe at any time by clicking the link in the footer of our emails. We use Mailchimp as our marketing platform. By clicking below to subscribe, you acknowledge that your information will be transferred to Mailchimp for processing. Connect with like-minded travellers & locals JOIN WAITLISTOur new travel community is launching soon! Join the waitlist now for prority access to inspiration, recommendations and hidden gems in welcoming places