Name: The Devil Wears Payless
Start: 2026-09-07T02:00:00.000Z
End: 2026-09-07T02:00:00.000Z
Location: Post Office Cafe & Cabaret

Provincetown has been a refuge and creative haven for LGBTQ+ people for decades — the kind of place where you can walk down the street and feel genuinely seen, where the community isn't performing for anyone else's comfort. The whole town has this relaxed, anything-goes energy that comes from generations of queer people building something real here, not just a tourist attraction but an actual home where you can be exactly who you are.

The scene here spans everything from the Boatslip Resort's legendary afternoon tea dances on the beach to drag shows at The Crown & Anchor that pack the room with locals and visitors who actually know how to have fun. You've got the Post Office Cafe & Cabaret for cabaret nights, the Red Room for dancing, and smaller spots like Gifford House where the vibe is more about community than spectacle — which is exactly the point, emphasized by the various theme weeks throughout the year, like Bear Week, Frolic, Women's Week, Baby Dyke, Carnival, and Spooky Bear.

Provincetown

A themed tea dance celebrating the Wizard of Oz.

Over the Rainbow Tea

My #1 Ptown recommendation... Comic genius!

Dina Martina - Now Living!

Josie James

Musical theatre performances every Sunday.

Broadway on the Beach

Tina Burner Boob TUBE

Showtune Sundays & Wednesdays 9PM. No Cover.

SHOWTUNES with VJ Tom Yaz

Provincetown's Women's Week kicks into high gear on Sunday night with a celebration that brings together the community for a full evening of performances, dancing, and the kind of energy only this week can bring. If you've never caught Women's Week in P-town, this is what summer turns into when the women who make the season happen stick around to celebrate each other — expect packed venues, live performances, and a room full of people genuinely happy to be there. It's the event that reminds you why this town matters to so many of us.

Women's Week 2026

TransWeek, also known as Fantasia Fair, is a week-long gathering held in Provincetown, Massachusetts for transgender and gender-diverse people. It offers workshops, keynote speakers, meals, entertainment, and social events such as a fashion show, open mic night, follies performance, and a bingo festival. The event includes an opening welcome reception, dinners, dances, and an awards banquet across its schedule.

A week-long transgender community gathering in Provincetown, MA.

TransWeek 2026

Provincetown hosts a multi-day Halloween celebration featuring parties, dances, a haunted house, a costume ball, and other seasonal events across town. The weekend overlaps with Spooky Bear, an annual gathering produced by the Northeast Ursamen that includes costume contests, themed parties, and nightlife-focused meetups. Events are hosted at various local venues including the Crown & Anchor, The Yoga Joint, and local walking tour operators.

A New England Halloween weekend in Provincetown with parties, dances, and Spooky Bear events.

Spooky Bear Weekend

Holly Folly is Provincetown's LGBTQ+ holiday celebration, described on the page as the nation's largest and oldest such event, first held in 1997. It brings the queer community together to celebrate the holiday season with events including performance art, fine dining, and holiday shopping along Commercial Street. The 2026 celebration kicks off with a weekend December 4-6, with expanded Holly Folly weekends throughout the month.

Provincetown's LGBTQ+ holiday celebration featuring shows, shopping, and festive events.

Holly Folly 2026

A campy, high-energy stage retelling of the cult-classic film—but with a delicious twist. When Miranda Priestly's secret is exposed (those red-soled shoes aren't designer), the illusion of effortless luxury begins to crack. Andy stumbles into the scandal of the season, and what follows is a whirlwind of fashion week fiascos, office meltdowns, and increasingly unhinged attempts to maintain the façade, all barreling toward a glamorous showdown in Paris. NPR calls it "a comedic kicker of a play," while SiriusXM raves it's "murderously funny."

The Devil Wears Payless

On Sunday, September 6th at 10:00 PM, A campy, high-energy stage retelling of the cult-classic film—but with a delicious twist. When Miranda Priestly's secret is exposed (those r...

A campy, high-energy stage retelling of the cult-classic film—but with a delicious twist. When Miranda Priestly's secret is exposed (those red-soled shoes aren't designer), the illusion of effortless ...

The Devil Wears Payless at Post Office Cafe & Cabaret

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A campy, high-energy stage retelling of the cult-classic film—but with a delicious twist. When Miranda Priestly's secret is exposed (those red-soled shoes aren'...

Post Office Cafe & Cabaret

The Devil Wears Payless - Sep 6, 2026 - Post Office Cafe & Cabaret

Located at 303 Commercial Street in the heart of Provincetown, the Post Office Cafe & Cabaret has been a landmark destination for nearly 50 years, offering exceptional food and world-class entertainment. The venue uniquely combines a full-service restaurant and bar with a legendary cabaret stage that has launched the careers of iconic performers including Trixie Mattel, Raja, and Varla Jean Merman. Guests can enjoy New England-style seafood and modern American fare on the street-side patio perfect for people-watching, craft cocktails, and nightly live performances from celebrated entertainers.

The Devil Wears Payless

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Coming Up in Provincetown: Women's Week 2026