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6
December
9:00 am - 12:00 pm
The Mews
429 Commercial Street

2025 Annual Jingle Bell Fun Run & Holly Folly Brunch

*****Run & Brunch and Brunch-Only are SOLD OUT. Run-only registration is available**** One-horse-open-slay your way down Commercial Street in as little clothing as you dare for this frosty fun-run! Folks will gather at The Mews (429 Commercial Street) for coffee, strip down, and run through Provincetown to Lopes Square / The Lobster Pot Tree before […] ...

6
December
11:00 am - 2:00 pm
Tin Pan Alley
269 Commercial Street, Provincetown, MA 02657

Souper Saturday

Join us for a warm cup of soup from over 25 of our local restaurants and businesses at our annual Holly Folly fundraiser, SOUPER SATURDAY. ...

6
December
11:00 am
Provincetown Brewing Company
247 Commercial Street, Provincetown, MA 02657

Anita Cocktail’s Holiday Drag Brunch

Join us every Saturday in December at the Crown & Anchor for Anita Cocktail's HOLIDAY Drag Brunch! Enjoy a mouthwatering breakfast from Mrs. A’s Comfort Kitchen while being entertained by some of P-Town’s most hilarious and talented drag queens. ...

6
December
11:00 am - 3:00 pm
Center for Coastal Studies
5 Holway Avenue, Provincetown, MA 02657

Holly Folly Makers Market

Join the Center for Coastal Studies for HOLLY FOLLY MAKERS MARKET on Saturday, Dec. 6, from 11 am to 3 pm. Enjoy some holiday cheer and check out gift ideas from local crafters. Director of Education Jesse Mechling will give a talk on Spinnaker the humpback whale at 12:30 pm.  ...

6
December
12:00 pm
Crown & Anchor
247 Commercial Street, Provincetown, MA 02657

Anita Cocktail’s Drag Brunch

Join us every Saturday at the Crown & Anchor for Anita Cocktail’s Drag Brunch! Enjoy a mouthwatering breakfast from Mrs. A’s Comfort Kitchen while being entertained by some of P-Town’s most hilarious and talented drag queens. Anita will have two guest Drag Queens every week! With fabulous performances, delicious drinks, and endless laughter, it’s the […] ...

6
December
1:00 pm
Provincetown Brewing Company
247 Commercial Street, Provincetown, MA 02657

Anita Cocktail’s Holiday Drag Brunch

Join us every Saturday in December at the Crown & Anchor for Anita Cocktail's HOLIDAY Drag Brunch! Enjoy a mouthwatering breakfast from Mrs. A’s Comfort Kitchen while being entertained by some of P-Town’s most hilarious and talented drag queens. ...

6
December
3:00 pm - 5:00 pm
Clove & Creek
353 Commercial, Provincetown MA

Clove & Creek Wreath Making Workshop

Join Jeffrey Pratt from Farm and Son for a wreath making workshop at our Provincetown location on December 6, 3-5p. All wreath making materials and refreshments will be provided. ...

6
December
4:00 pm - 7:00 pm
Red Room
258 Commercial Street, Provincetown, MA 02657

Santa Con Tea Dance

Ho,Ho,Ho it's the Holly Folly Tea Dance, back with one every weekend in December. Throw on your best Santa style and come have a twirl in the decked halls of Red Room. A annual tradition. Rotating DJS playing classic dance hits with a touch of Holidays. ...

6
December
4:00 pm
The Saki Stage at Red Room
258 Commercial Street

Toys for Joys, Toy Party and Holiday Tea Dance!!

Our mission is to bring a smile and sense of hope during the holiday season to Massachusetts children, teens, and families suffering from homelessness, poverty, food insecurity, mental illness, and other major life challenges. ...

6
December
5:30 pm
Cabaret @ Crown & Anchor
247 Commercial Street, Provincetown, MA 02657

BING: The Holiday Hits with Jon Richardson

Bing Crosby's voice will forever define the music of the Holiday season! Joined by a talented cast of musicians, Jon Richardson will take you for a walk down memory lane and will bring you nostalgia, hope, and Christmas cheer. ...

6
December
6:00 pm
Unitarian Universalist Meeting House
236 Commercial Street, Provincetown, MA 02657

“JOY TO ALL!” music for happy holidays

The final concert of the 27th season of "Great Music on Sundays @5 “Joy to All!” brings a dozen stellar musicians performing upbeat, humorous, and inspirational music without borders, perfect for the holiday season and our love of community. ...

6
December
7:00 pm
Paramount Room @ Crown & Anchor

Tina Burner’s LOW ELF ESTEEM

This holiday season, RuPaul's Drag Race All-Star and National Miss Comedy Queen Tina Burner has Low Elf-Esteem. While everyone else is helping themselves to candy canes and festive fun, this melancholy elf is just hoping to put the (self) help back in Santa's Little Helper. ...

6
December
7:00 pm
Red Room
258 Commercial Street, Provincetown, MA 02657

Tammie Brown’s Holiday Sparkle

Tammie Brown's annual Christmas Show- The Holiday Sparkle. Featuring Tammie's Holiday hits and special guest appearances. ...

6
December
7:30 pm
Cabaret @ Crown & Anchor
247 Commercial Street, Provincetown, MA 02657

Anita Cocktail’s DRAG SHOW: HOLIDAY EDITION

Get into the holiday spirit with Anita Cocktail and friends in a BRAND NEW Holiday Themed Show! A mix of live singing, lip sync and comedy, Anita Cocktail’s DRAG SHOW: Holiday Edition will deliver killer vocals, incredible performances and holiday cheer sure to make your yuletide gay! ...

6
December
8:30 pm
Paramount Room @ Crown & Anchor

Thirsty Burlington in Christmas is Cher-ing!

Holly Folly would not be the same without Thirsty Burlington. Please join Thirsty in her brand new Holiday spectacular “Christmas is Cher-ing!" With stunning costumes and featuring all your favorite classic holiday songs, as well as some new ones! This show is one not to be missed. ...

6
December
8:30 pm
Red Room
258 Commercial Street, Provincetown, MA 02657

A Young and Original Christmas

This unforgettable show blends traditional and unconventional Christmas songs with the band’s own original holiday material, delivering a magical, heartwarming, and wildly entertaining night of music. Don’t miss these two special performances at The Red Room! ...

6
December
9:00 pm
Cabaret @ Crown & Anchor
247 Commercial Street, Provincetown, MA 02657

Drew Sebastian’s My Life on the Naughty List

This Christmas, Drew Sebastian wants nothing more than to get off the Naughty List and finally earn his spot on the Nice List. But in this Hallmark-After-Dark holiday fever dream, our favorite ‘Nasty Daddy’ discovers that getting onto Santa’s lap—and staying there—isn’t as easy as it looks. ...

6
December
9:00 pm
Post Office Cafe & Cabaret
303 Commercial Street, Provincetown, MA 02657

Helltown Burlesque: Holly Folly Edition

Spookey and the Post Office Cabaret present Ptown's Burlesque show. Featuring variety, Pole, dancing, drag, aerial acrobatics, and of course Burlesque! Hosted by The Duchess of Sandwich. Also starring Lady Maddness, Lilly Rose Valore, Erik the Red, and Spookey. ...

7
December
11:00 am
Porch Bar @ Gifford House
9 Carver Street, Provincetown MA 02657

Brunch with the Chorus Boys

Join the Boston Gay Men's Chorus for a festive, gourmet brunch fundraising reception and help us sustain our mission to inspire change through music. ...

7
December
11:00 am - 3:00 pm
Provincetown Brewing Company
247 Commercial Street, Provincetown, MA 02657

A Very Merry Burner Brunch

HO HO HO - It's A VERY MERRY BURNER BRUNCH. Rupaul's Drag Race star and National Miss Comedy Queen Tina Burner welcomes all sinners to an offering of laughs, live singing and signature mixes. ...

7
December
11:30 am - 4:30 pm
The Yoga Joint
333R Commercial Street Unit 1

Beach Sauna & Plunge

Our year-round barrel sauna sits directly on the Provincetown harbor at 333R Commercial Street. Enjoy hot & cold therapy, ocean views, and our indoor studio yoga lounge with the only beachfront sauna experience in Provincetown. ...

7
December
5:00 pm
Cabaret @ Crown & Anchor
247 Commercial Street, Provincetown, MA 02657

The BIG GAY Holiday Movie Musical Extravaganza

Attend an exclusive screening of beloved Christmas films and TV specials, showcasing iconic scenes and interactive sing-alongs. Explore classic favorites, witty satire, Hanukkah celebrations, and romantic delights, complemented by live singing, popcorn and eggnog. ...

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