Gay Boston Boston City Guide

Boasting 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.

Where to stay in Boston

For 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.