Holly Folly Gallery Stroll Saturdays

Name: Holly Folly Gallery Stroll Saturdays
Start: 2026-12-27T13:00:00-05:00
Location: Commercial St.

Commercial St.

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Coming up

Sun, Dec 27 · 1:00 PM

Sunday, December 27, 2026

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About

Provincetown's holiday gallery stroll is the perfect excuse to shop local. Wander Commercial Street and pop into the many unique galleries along the way for one-of-a-kind Provincetown gifts, co-hosted by the Provincetown Art Gallery Association. Grab a holiday gift for someone special and enjoy the festive spirit on the Cape.

Visual Art & Painting

Fashion & Style

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More Events in Holly Folly 2026

Showing 6 events in this featured period

Community Focused

The Canteen Holiday Market

Friday, December 4th, 2026

11:00 AM

The Canteen Holiday Market is Provincetown's festive weekend marketplace, packed with local makers, artists and small businesses from Thanksgiving through New Year's. Browse handmade gifts and one-of-a-kind finds, then stick around for a little holiday cheer. Doors open at 11:00 AM, so grab a coffee and start your shopping.

Free

Gymnasium Holiday Locker Room

Friday, December 4th, 2026

11:00 AM

GYMNASIUM Floristry + Boutique brings its Holiday Locker Room pop-up to The Post Office Cafe in Provincetown. Browse handmade fresh wreaths, garlands, ornaments and decor while sipping a hot drink, every weekend in December from 11am to 4pm. It's free to wander in, so it's an easy stop for a holiday browse.

Free

The Canteen Holiday Market

Friday, December 4th, 2026

11:00 AM

The Canteen Holiday Market is the 12th annual holiday market in Provincetown, running every weekend from Thanksgiving through New Year's. Browse local makers, artists and small businesses in the festive marketplace The Canteen turns into for the season. It's free to wander, and the 11:00 AM to 5:00 PM hours make it an easy holiday shopping stop.

Community Focused

Holly Folly Festival

Friday, December 4th, 2026

Times on venue site

The 29th annual Holly Folly Festival is the nation's largest and oldest LGBTQ+ holiday celebration, and it now runs all four weekends of December in Provincetown. Expect performance art, fine dining and holiday shopping along Commercial Street, with the whole town dressed for the season. Start with the first weekend, December 4-6, and keep going from there.

Live Music

Bing The Holiday Hits with Jon Richardson

Friday, December 4th, 2026

7:00 PM

Jon Richardson sings Bing Crosby's holiday classics at the Pilgrim House in Provincetown, kicking off Holly Folly weekend in a showroom turned winter wonderland. It's a cozy, festive way to start the season, so grab your favorite seat and get in the mood. The show runs 7:00 PM to 8:00 PM on Friday, December 4th.

Cabaret

Paige Turner: Make The Yuletide Gay

Friday, December 4th, 2026

7:00 PM

Paige Turner's glitter-drenched holiday cabaret at the Post Office Cafe & Cabaret in Provincetown, with all-live singing, comedy, holiday classics and original songs like "Christmas Is So Gay." Two shows, Friday December 4th and Friday December 11th at 7pm, tickets $39-$49. Expect audience interaction and enough sparkle to make your tinsel feel inadequate.

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Entertainment

Brittany & Clint

Sunday, November 15th, 2026

7:00 PM

The Crown & Anchor

Brittany and Clint take over The Crown & Anchor in Provincetown for a Sunday night you won't want to miss. The show kicks off at 7:00 PM, so grab a seat early and settle in for an evening of entertainment at Provincetown's largest LGBTQ+ entertainment complex.

Piano Bar

A to Z Piano Night

Sunday, November 15th, 2026

9:00 PM

The Crown & Anchor

A to Z Piano Night at The Crown & Anchor in Provincetown is a Sunday sing-along where the piano takes requests from A to Z and the room joins in on the chorus. Grab a stool, call out your favorite, and let the house piano do the rest. It starts at 9:00 PM, so settle in early and claim your spot near the keys.

Dance Floor

Sunday Service

Sunday, November 15th, 2026

10:00 PM

Gifford House

Gifford House's sexy Sunday night in Club Purgatory — gear up and hit the packed dance floor with DJ William Francis spinning from 10pm late into the night. A weekly late-night ritual of leather, cruising, and nonstop dancing that turns Sunday into the perfect extension of the weekend.

Community Focused

Wilde Helltown Fitness: Shred & Strength

Monday, November 16th, 2026

8:00 AM

Gifford House

Wilde Helltown Fitness is the Monday morning workout at Gifford House in Provincetown where the Shred & Strength session pushes you hard before the day gets going. It's a community class, so come as you are and leave with a sweat that's earned. Monday, November 16th starts at 8:00 AM.

Community Focused

Wilde Helltown Fitness (Strength)

Tuesday, November 17th, 2026

4:00 PM

Gifford House

Wilde Helltown Fitness (Strength) is a Tuesday strength session at Gifford House in Provincetown, built for queer folks who want to lift heavy in a room that actually feels like home. Bring your water bottle, grab a spot on the floor, and get your reps in before the town fills up for the night. It starts at 4:00 PM on Tuesday, November 17th.

Piano Bar

A to Z Piano Night

Tuesday, November 17th, 2026

6:30 PM

The Crown & Anchor

A to Z Piano Night at The Crown & Anchor in Provincetown is a sing-along piano night where the requests run from A to Z and the whole room gets in on the chorus. Grab a stool near the keys, call out your favorite show tune or pop anthem, and let the piano do the heavy lifting. It kicks off at 6:30pm on Tuesday, November 17th.