Ultimate LGBTIQ+ Travel Guide to Boston: Top Gay Bars, Drag Shows, and Events | Go Travel Daily

Ultimate LGBTIQ+ Travel Guide to Boston: Top Gay Bars, Drag Shows, and Events

Thanks to its cosmopolitan nature and outstanding learning institutions, such as Harvard and MIT, Boston has long been a hub for progressive thinkers and the LGBTIQ+ community. In fact, Massachusetts was the first US state to legalize gay marriage back in 2004.

To this day, Boston remains one of America’s most LGBTIQ+ friendly cities and has a large queer community actively shaping the city’s future, ensuring it remains one of the world’s foremost gay destinations for generations to come.

The Best LGBTIQ+ Bars and Clubs in Boston

Boston boasts a wide array of LGBTIQ+ bars and clubs. The most notable is Jacques Cabaret, located in a small neighborhood that’s nestled between the Theater District and Chinatown. As Boston’s oldest operating gay bar, it is the city’s premier establishment for drag shows. Furthermore, drag superstar Katya Zamolodchikova got her start here before catapulting to international fame on season 7 of RuPaul’s Drag Race.

With a giant red neon “Jacques” sign behind the bar and an intimate stage surrounded by tables, Jacques hosts drag events seven nights a week, including variety shows, comedy nights, karaoke, and Drag Race watch parties.

For a more varied scene, head over to Club Café. Housed within a beautifully restored factory building in Boston’s busy Back Bay neighborhood, Club Café consists of multiple spaces. The main area serves as a restaurant that offers New England fare like lobster mac ‘n’ cheese, crispy calamari, and crab cakes while also hosting nightly events like viewing parties and bar trivia. Additionally, Club Café includes the Napoleon Room, Boston’s only true cabaret, which features nightly live piano performances and lounge singers.

As evening transitions into night, Moonshine, the club’s thumping DJ-fueled area, opens up, attracting Boston’s young LGBTIQ+ crowd for weekly parties such as Club Café Fridays and the Fourth Saturday events.

Another popular LGBTIQ+ hangout is dbar. Initially a restaurant in the early evening, it attracts a diverse crowd, both gay and straight. As night falls, the venue becomes “dbar After Dark.” After dinner service, bright neon lights mix with the purple glow of black lights as DJs elevate the atmosphere, transforming dbar into a vibrant club. On select nights, dbar After Dark hosts special events, including show tunes nights, karaoke, and themed parties.

Known for its weekend brunch (the huevos rancheros are a must-try), dbar has a clientele that largely consists of LGBTIQ+ patrons. Conveniently, it’s located just a few blocks from the Savin Hill T station and the beach, making it an ideal spot for both day and nighttime enjoyment.

Chef and restaurateur Tiffany Faison is an active member of Boston’s LGBTIQ+ community © MediaNews Group via Getty Images

Excellent LGBTIQ+ Spaces Beyond the Clubs

One of the city’s most inclusive spaces is Trident Booksellers & Café. Situated on Newbury Street, Trident blends a hippie-chic vibe with classic New England aesthetics. With two floors full of diverse selections catering to BIPOC, LGBTIQ+, and AAPI communities, the space is committed to fostering a safe environment. Their café, as well as frequent events like Drag Race trivia nights and community gatherings, establishes Trident as an inviting hub.

For those interested in culinary delights, Tiffany Faison stands out as one of the most celebrated chefs in Boston. Competing on Top Chef and serving as a judge on Chopped, she has been an advocate for equal rights for decades. She operates several restaurants in Boston, with Sweet Cheeks Q being the most renowned for its house-made biscuits, buttermilk fried chicken, and succulent BBQ offerings. During Pride Month, Sweet Cheeks even features a rainbow pride cake.

Interior decor reflects a glammed-up southern roadhouse atmosphere complete with metal fixtures and exposed wood. Sweet Cheeks is located in a trendy high-rise building in Fenway, surrounded by modern apartments and bustling nightlife.

How to Find the LGBTIQ+ Community

It’s important to note that Boston Pride dissolved in early 2021 due to complaints regarding racism, leading to a significant gap in community events and representation. Despite this setback, the local queer community remains resilient and is likely to grow stronger in the face of such adversity.

Locals like Eric Tingdahl and Joe Haley contribute positively to Boston’s LGBTIQ+ community through their hospitality at the Oasis Guest House. Nestled in a historic brownstone, the Oasis offers a home-like experience, bridging the gap between locals and visitors. Eric and Joe are deeply committed to community engagement and activism, providing insight into Boston that larger hotels simply cannot offer.

During the summer, taking a 90-minute boat ride to Provincetown, known as P-town, is a quintessential experience for any LGBTIQ+ traveler. P-town is home to New England’s largest LGBTIQ+ population, boasting numerous gay bars, clubs, and LGBTIQ+-owned establishments. Renowned for being one of the “gayest places on Earth,” it attracts queer individuals and celebrities during the summer season.

Save the Date: Boston’s Best LGBTIQ+ Events

Even without a large-scale Pride festival, various events warrant your attention. BAGLY, an LGBTIQ+ organization dedicated to supporting queer youth, hosts an annual Heels for Hope drag show every June. Furthermore, the Boston LesbiGay Urban Foundation continues to put on queer events, seeking to inspire and uplift LGBTIQ+ individuals from underrepresented backgrounds through its annual Urban Pride celebration.

What LGBTIQ+ Travelers Need to Know Before Going to Boston

It’s vital for queer travelers to remember that, even in the absence of Boston Pride, the city remains one of America’s most progressive places. Surrounding areas, like Cambridge, are often more progressive and welcoming. Visiting Boston offers an opportunity to explore rich history, arts, and sports, making it a worthy destination.

Resources and Info for LGBTIQ+ Visitors

For healthcare services, Fenway Health serves as an essential resource for the LGBTIQ+ community. As a global leader in LGBTIQ+ healthcare, they offer free STD and HIV testing, along with educational resources for preventive measures. Moreover, events and gatherings hosted by Fenway Health contribute to community engagement throughout the year.

The Massachusetts Transgender Political Coalition (MTPC) is another vital resource, facilitating connections among the trans community and promoting awareness of Boston’s trans and nonbinary landscapes.

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