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November 2026

Provincetown Food & Wine Festival

Oysters & Bubbles… if you love food, this is the place and time to be! Wednesday-Sunday, November 4-8, 2026 The GRAND tasting at the Provincetown Town Hall, Prix Fixe dining, t-dance, drag brunch and drag shows, pie competition, fireside nightcaps… lots of fun and lots of good food and wine to taste! PtownFoodAndWineFestival.com
04 - 08 Nov

New England Leather Weekend

Step up and enter! Friday-Sunday, November 20-22, 2026 Will you be New England Leather 2027? Well, here is your chance! We are currently accepting applications. The winner of New England Leather (NEL) will represent the region competing at International Mr. Leather (IML) or International Ms. Leather (IMsL) during their NEL title year. Prize package includes airfare, […]
20 - 22 Nov

The Canteen Holiday Market

Welcome to the Canteen Holiday Market! Friday-Thursday, November 27, 2026-December 31, 2026 Starting the day after Thanksgiving and running every weekend to New Years, the Canteen transforms into a magical, cozy place to gather, enjoy holiday foods and drinks, and buy handcrafted goods from local artisans. Also, we will be offering several different experiences for […]
20 Nov - 31 Dec

Lighting of the Pilgrim Monument

Lighting on The Hill Wednesday, November 25, 2026 On Thanksgiving Eve, Provincetown comes together to “throw the switch” and light up the Monument for the season — a cherished tradition that has glowed above town for generations. Join us on, beginning at 3pm, as we celebrate community, connection, and the quiet of the winter season. […]
25 Nov

Thanksgiving Weekend

Happy Thanksgiving! Beautiful Thanksgiving Holiday starts on Wednesday evening with Lighting of the Pilgrim Monument community celebration. On Thursday most businesses are closed but some restaurants are open and offering special Thanksgiving menus. Friday, Saturday and Sunday shops, galleries, restaurants are open, welcoming all visitors and locals with special sales. It is good time to […]
25 - 29 Nov
8:00 am

Pink Friday

Only in Provincetown! Friday, November 27, 2026 No big malls, no big brands stores here, just little stores and galleries with amazing collection of beautiful merchandise, famous Provincetown art and on of the kind work by local artisans. It is a good place to look for this special gift for a very special person. And […]
27 Nov

Lighting of the Lobster Pot Tree

Fisherman’s Christmas Tree! On the foot of MacMillan Pier, right next to Provincetown Chamber of Commerce Visitor Center on Lopez Square, proudly stays Fisherman’s Christmas Tree made from lobsters pots. Don’t miss Lighting ceremony on Saturday, Nov. 28, 5-6pm, hosted by Chamber and sponsored by Cape Cod 5 bank. Come to see beautiful lights and […]
28 Nov
Location Name
December 2026
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2026 Chamber Winter Membership Dinner

                                                                                              2026 WINTER DINNER MEETING Wednesday, December 2nd, 2026, […]
02 Dec
5:30 pm
Front Street Restaurant
230 Commercial Street, Provincetown MA 02657

Holly Folly

Celebrate the Holidays in Provincetown! Friday-Sunday, December 4-6, 2026 The nation’s largest and oldest LGBTQ+ Holiday Celebration, Holly Folly, first began in 1997 as an opportunity to gather and celebrate the Holiday season with our chosen family in Provincetown. Today the queer community travels from far and wide to enjoy great performances, art, fine dining […]
04 - 06 Dec

First Light Provincetown – New Years Celebrations

First Light Celebration! Ring in the New Year on the tip of Cape Cod! Enjoy great performances, fine art, delicious fare and festive shopping experiences along Commercial Street all before you catch a front-row seat to Provincetown’s first-ever drone show to celebrate New Year’s Eve. Afterwards, head to your favorite spot to dance the night away… […]
31 Dec - 03 Jan
January 2027

20th Annual Polar Bear Plunge in Provincetown Harbor

Provincetown celebrates New Year with Annual Polar Bear Plunge! On that day, hundreds of intrepid plungers will meet in the Johnson Street parking lot at 11am, collect tee-shirts, gather inspiration from tracks spun by our New Year’s Day DJ. At noon, weather permitting, registrants will run, splash and plunge into the waters of our beautiful […]
01 Jan
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