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 China 2 week itinerary into the wild: discover the best national parks of hidden gay ChinaBesides the fast-tempo financial centre of Shanghai and the cultural heart of Beijing however, China is a nation of rural delights, best discovered by hopping between its 225 national parks, where towering karsts, epic lakes and wild pandas await. Read story > The best coffee in BerlinBerlin’s best specialty coffee shops treat beans akin to the high-end wine industry; with the focus on quality, traceability, and sustainability that aficionados have come to expect. Read story > The favourite places of Paul BachantAfter travelling the world extensively, living abroad for long stretches and fully immersing himself in foreign cultures, Paul Bachant founded Insider Voyages to share his passion and expertise with those on a journey of discovery. 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.