Provincetown Heats Up as We Head into Fall

Those who love Provincetown with its incredible beaches, alfresco restaurants, art galleries, and boutiques know that summer doesn’t end on Labor Day. PTown has a secret season, a second summer that extends through October.

Insiders consider it the very best time of the year to visit. They come for the warm sands, glorious Cape Cod weather, vibrant queer life celebrations, and a bevy of art, literary, and food festivals. Provincetown’s legendary Fall season is the ideal time for visitors from all walks of life. The following is a roundup of upcoming events taking place in our little queer paradise by the sea from now through November.

Provincetown Fall Events

Mates Leather Weekend XXV (September 29 – October 3, 2022)  

The 25th edition of Mates Leather Weekend promises a kick-back, have a good time, and meet some new friends kind of weekend. It’s aimed at those who want to hang out, socialize, relax or party with other like-minded people in leather and rubber gear and uniforms.  

ArtProvincetown Festival (October 7-9, 2022)

The second annual ArtProvincetown Festival will include museums, galleries, studios, and a marketplace for artists and artisans. The festival welcomes artists, collectors, designers, and art fans of all forms, and it will feature exhibitions, receptions, and parties. The mission of the ArtProvincetown Festival is to highlight the diverse and beautiful art that Ptown has to offer.  

Provincetown Fall Events
JORDY, CHRISTEENE, and Zee Machine will all be performing at Washashore Music & Arts Festival.

Washashore Music & Arts Festival (October 7-9, 2022)

The Washashore Music & Arts Festival takes place the same weekend as ArtsProvincetown and is an annual gathering celebrating live music, queer artists, beer, and the singularity of Provincetown. Calling itself “A 3 Day, Town-Wide, Genre-Bending Queer Music Festival,” the event is presented by Provincetown Brewing Co., Crown & Anchor, and Tangle-Made Productions.

Women’s Week (October 10-16, 2022)

Women’s Week is the ultimate festival in the US to celebrate women. There are more than 150 events scheduled for the week. The highlights include shows, film screenings, dance parties, music, comedy, dune tours, sailing excursions, food events, and sports events. Women’s Week brings thousands of women together—singles and couples alike. As an added attraction, Fox Fest will run October 14-16.  

Single Women’s Weekend (October 12-15, 2022)

The annual Single Women’s Weekend has emerged as a fast, fun way for single lesbians to meet other single lesbians – live and in person, and it’s now a vital part of Woman’s Week.  

Fantasia Fair (October 16-23, 2022)

Launched in 1975, Fantasia Fair (a.k.a. Fan Fair) is the original transgender event. It offers anyone who identifies as trans (as well as those who don’t) a place to gather. Daily keynote speakers and workshops are features of the busy week-long schedule, filled with fashion shows, formal banquets, lunches, and a cabaret/talent show. It’s an immersive event, considered the longest-running transgender event in the world.  

Provincetown Fall Events

Spooky Bear Halloween Weekend (October 28-30, 2022)

Spooky Bear Weekend features parties, dances, a haunted house, a costume ball, and shows. It ushers in the town-wide celebration of Halloween, which may well rank as the most festive and colorful night of the year on Commercial Street.  

Provincetown Food & Wine Festival (November 2-6, 2022)

The second annual Provincetown Food & Wine Festival has “Celebrate Portugal” as its theme, acknowledging the origins of the town’s Portuguese fishermen and their families. Yet it also salutes the varied tastes and wines found on the entire Iberian Peninsula. Many restaurants will be offering specials and prix fixe menus. Events include an Uncorked Opening Reception, a Gallery Sip & Stroll, Across the Pyrenees Fine Wine Tasting, Spanish Wine Dinner at Tin Pan Alley, Iberian Fine Wine Dinner at Strangers & Saints, The Grand Tasting, and the Cava & Sangria Drag Brunch. The festival also includes a daily Tea Dance at The Boatslip and the welcome news that the ferries from Boston will be running that weekend. Details at Provincetown Food & Wine Festival.  

For more on fall in Provincetown, visit Provincetown Tourism.

This article was originally published on our sister site, Vacationer Magazine.

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