Canteen Holiday Market and Winter Lodge
Nov 24 – Dec 31
11am – 5pm

The beloved Provincetown tradition is back for its seventh year at The Canteen Holiday Market! Starting the day after Thanksgiving and running until New Years, the Canteen transforms into a magical, cozy place to gather, enjoy holiday foods and drinks, and buy handcrafted goods from local artisans. This year, we will be offering several different experiences for you to enjoy — all in one trip or over several outings to our little “village.”

Holiday Market at the Crown
Nov 24 – Dec 31
11am – 5pm

Make sure and check out the Holiday Market‘s at The Crown & Anchor this Holiday Season in Provincetown! Local artists are selling their handmade goods in the courtyard Saturdays and Sundays thru New Year’s Eve!

Tina Burner “I’d Rather Be Naughty Than Nice”
Nov 24 – Dec 2
7pm – 8pm

“I’d Rather Be Naughty Than Nice,” the show also alternates between Tina Burner’s signature mixes and live arrangements of pop and holiday standards orchestrated by Broadway’s Blake Allen at Crown & Anchor in Provincetown.

After years of being the Stepford Christmas Wife, Ms. Claus takes a hard candy look at her relationship with the infamous Kristopher Kringle. We finally get the back story of the North Pole’s first lady, how she met her husband, and how things aren’t always a Winter Wonderland. As the Christmas cookie starts to crumble, Ms. Claus is left with the question: would she rather be naughty than nice?

The Anita Cocktail Variety Hour
Nov 24 – Dec 2
Vary Times

The Anita Cocktail Variety Hour is thrilled to be their THIRD SEASON. Hostess and Emcee Anita Cocktail and drag cast members Abby Cummings and Raquel Blake as they welcome guest entertainers from all over the country, performing everything from Spot-On celebrity impersonations, hysterical comedy, Pop Divas, Burlesque and Live Singing.  A great way to celebrate a Birthday, anniversary or even a divorce, a night with Anita and the girls is the way to go!

Provincetown Lobster Pot Tree Lighting
Nov 25
5pm – 7pm

The Lighting of the Lobster Pot Tree, is a Provincetown tradition to ring in the holiday season. In 2004, artist Julian Popko designed the Lobster Pot Tree in Lopes Square to recognized the hard-working local lobstermen. The tree is built from real lobster traps and is decorated with lights and bows. At dusk, the community gathers to sing carols, drink hot cocoa and count down for the lights to be illuminated.  We thank the Popko family for their ongoing commitment to kicking off the holidays in Provincetown!

The Petty Four: Just Desserts Holiday Tour
Nov 25 – Dec 3
Vary Times

Kicked out of the north pole for their bratty, naughty behavior, The dazzling desserts turned girl group, The Petty Four have been sent on tour to find the meaning of Christmas and get some holiday cheer. It has now been 300 years of touring the world with their show. They have reached the final night of their tour. Will the Petty Four find the meaning of Christmas and get the holiday cheer they need to be allowed back to the north pole or will they run out of time? Join Qya Cristál as Lulu Lemon, Roxy Pops as Peachez N Cream, João Santos as Violet Blueberry and Delta Miles as Rowena Razzberry as The Crown and Anchor presents Provincetown’s brand new holiday musical: The Petty Four: Just Desserts Holiday Tour!

Sound of Music Sing-A-Long with Jon Richardson
Thursday Nov 30
8:30pm

Sound of Music Sing-A-Long with Jon Richardson is going to be the Thursday of Holly Folly Weekend at Crown & Anchor in Provincetown.

Holly Folly Gallery Stroll
Friday Dec 1 & Saturday Dec 2
1:00pm – 5:00pm

Most of Provincetown’s galleries, from the east to the west end, are open for visitors to stroll through with many featuring special exhibitions during Holly Folly Gallery Stroll. This is a great opportunity to visit the many wonderful galleries throughout Provincetown Art Gallery Association.

Sandy Claus: Out of the Claus-et with Kristen Becker
Friday Dec 1
7:00pm – 8:00pm

Whoever said Santa was an only child? Provincetown’s Crown & Anchor Christmas’ hottest new show is Out of the Claus-et, a live interview with Sandy Claus: Santa’s older, gayer drunker sister. From #metoo to the elf uprising of 2001, Sandy dishes the dirt with up-and-coming reality TV journalist, America Furst (Harrison Fish). Starring Kristen Becker, the lovable drunkard Sandy Claus sets the record straight about the North Pole and removes the shroud of secrecy that has long hidden the truth around Santa’s empire. “It is time for transparency in the North Pole!’ says Sandy Claus. One might think it’s all candy canes and bonbons at the North Pole, but Out of the Claus-et reveals that not even magical, mythical creatures were able to avoid the conflicts of the last few years. Sandy tried appealing to her brother in writing, but has realized it is time to take her message on the road (Read Sandy’s letter to her brother Santa)

Paige Turner Slay Ride
Friday Dec 1
7:30pm – 8:30pm

Drag Darling Paige Turner returns to Post Office Café in her all-new holiday special “SLAY RIDE!” This oversized Barbie wants a lot this Christmas and isn’t taking NO for an answer!  Tis the season to be greedy, be a misfit and get your stocking stuffed, while celebrate the true meaning of Christmas Paige Turner style.

This holly jolly evening of mayhem and foolishness will definitely put you in the holiday spirit! The show features ALL LIVE sung songs from some of your favorite Christmas albums including Bing Crosby, Barbara Streisand and Mariah Carey. Original music as well over the top parodies of Feliz Navidad, I Want a Hippopotamus for Christmas and many more with videos and lots of presents just waiting to be unwrapped!  Holly Folly Weekend- 1 performance only! So plan ahead and get ready to Slay! Pun intended.

Drew Sebastian’s Cozy Christmas Cabaret
Dec 1-3
Vary Times

Drew Sebastian’s Cozy Christmas Cabaret has three shows Holly Folly Weekend at Pilgrim House in Provincetown. Drew has always been an entertainer. Before his award-winning adult film career, he was a professional in musical theater. Yes, he’s wearing clothes this time, but his shows are not short on the SEXY! Join Drew at Pilgrim House for a fun and fulfilling, somewhat naughty, and nice amount of music and laughter!

Provincetown Holly Folly Follies: A GAY Holiday Extravaganza!
Friday Dec 1
8:30pm – 10pm

Bring in the holidays with a super special holiday version of the Provincetown Holly Folly Follies presented by The Crown & Anchor in historic Town Hall. Many of Provincetown’s iconic performers usher in the holiday season in true Provincetown style – don’t miss this one-of-a-kind holiday cabaret show! One show only!

Brittany Rolfs & Clint Morris
Friday Dec 1
9pm – 11pm

Brittany Rolfs & Clint Morris are back in Provincetown at 9PM at The Crown and Anchor for two hours of songs and jollies.

Naughty or Nice Parties
Friday Dec 1
9pm – 1am

Naughty or Nice! 2 Parties! 2 Venues! 2 very different Holiday Parties at Crown & Anchor in Provincetown on December 1 at 9pm.

2023 Annual Holly Folly Jingle Bell Run
Saturday Dec 2
9AM – 12pm

2023 Annual Holly Folly Jingle Bell Run 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 Fanizzi’s for coffee, strip down, and run through Provincetown to the Lobster Pot Tree before climbing into their favorite onesie for a Brew Brunch at Provincetown Brewing Co.

Anita Cocktail’s Drag Brunch
Saturday Dec 2
11am – 3pm

The Post Office Cafe is THRILLED to welcome Anita Cocktail’s Drag Brunch back to host her SOLD-OUT shows! Have fun with Anita, Abby, Raquel, Lakia and all of the incredible entertainers bring to PTown. This season’s promises familiar favorites like Leslie Avery, Zola Powell, Ivy League and Lawanda Jackson as well as some new and exciting queens making their Provincetown premier! 11am and12:30pm Seatings!

Santa! At the Provincetown Bookshop’s Winter Wonderland
Saturday-Sunday Dec 2-3
12pm – 5pm

Four different Santas will be stopping by the Provincetown Bookshop’s Winter Wonderland during Holly Folly! Stop by our brand new holiday pop-up at 229 Commercial St. during the following time slots to chat with Santa and take a photo on his sea shanty throne!

‘Decked!’ A Holiday Group Show
Saturday Dec 2
1pm – 4pm

‘Decked!’ A Holiday Group Show featuring Queer artists of The Provincetown Commons at The Provincetown Pride Center.
Featured Artists: Beth Faherty, Wylie Burrell, Caroline Carney, Maura Cunningham, Jimmy lee Curtis, Mary Gallagher, Fran O’Neill & James Ryan. *All sales go directly to the artist.
Complimentary Tito’s Holiday Punch will be served! Outdoor Artwork created by Provincetown IB Schools students in interdisciplinary study of Provincetown Harbor with local artist/scientist Mark Adams.

Holly Folly Inn Stroll
Saturday Dec 2
1pm – 4pm

Join us for the Holly Folly Inn Stroll. Take a look around, enjoy some cookies and Mulled Wine at participating Inns in Provincetown.

Snowball Bar Crawl 2023
Saturday Dec 2
1pm – 4pm

Wine and wassail your way through the streets of Provincetown with the merriest of revelers with Snowball Bar Crawl 2023. Fugly sweaters, Santa suits and tinsel-toes encouraged. Check out your favorite Provincetown stops on the way to the North Pole. Presented in partnership with our friends at Tito’s Handmade Vodka.

Santa Con Holly Folly Tea
Saturday Dec 2
4pm – 7:30pm

Our 3rd annual Santa Con Holly Folly Tea Dance! Don your gayest apparel and come celebrate the season with us and DJ Tony T at Provincetown’s Red Room!

Bing: The Holiday Hits with Jon Richardson
Saturday-Sunday Dec 2-3
5:30pm – 6:30pm

Bing Crosby’s voice will forever define the music of the Holiday season! Crown & Anchor in Provincetown by a talented cast of musicians, Bing: The Holiday Hits with Jon Richardson will take you for a walk down memory lane and will bring you nostalgia, hope, and Christmas cheer.

A Soulful Christmas
Saturday Dec 2
6pm – 7pm

Mike Flanagan, Sheree Marcelle, and Lauren Scales return to the Post Office Cabaret for the third edition of A Soulful Christmas in Provincetown! Soulful vocals with live band arrangements, singalongs, movie moments, gift giveaways, and more! Bring your family or significant other and experience all the Christmas joy.

Green & Gleeful: The Boston Gay Men’s Chorus Returns to Provincetown
Saturday Dec 2
8pm – 10pm

The Boston Gay Men’s Chorus Returns to Provincetown’s Town Hall for Holly Folly With Their All-New Holiday Show: Green & Gleeful! Get ready to jingle your bells and fa-la-la-la with a fabulous holiday extravaganza that will leave you feeling merry and bright! Step into a world of festive delight, where the Grinch takes flight! Join us for a magical journey, filled with whimsy and glee, as the Grinch brings holiday cheer, for all to see. With singing Who’s and dazzling lights, this show will steal your heart, on wintery nights. Experience the joy, the laughter, and the fun, in Green & Gleeful, a show for everyone! Don’t miss this zany adventure, where the Grinch’s spirit shines bright, and makes your holiday season merry and bright!

HO! A Holiday Dance Party
Saturday Dec 2
9pm – 1am

HO! A Holiday Dance Party at Crown & Anchor in Provincetown with Andrew Lenox and Boomer Banks on December 2 at 9pm.

Holiday Bash Provincetown
Sunday Dec 3
11am – 1pm

Join us for Holiday Bash Provincetown as we raise awareness and funds for Camp Lightbulb’s magical summer camps for LGBTQ+ youth at Harbor Lounge.

Souper Saturday
Sunday Dec 3
11:30am – 2:30pm

Join us for Provincetown’s most popular Holly Folly activity, Souper Saturday.  For just $8 you can choose from dozens of soups made with love from several Provincetown restaurants at Tin Pan Alley!  It’s a great way to support SKIP while having a warm cup of delicious soup.

Holly Folly Bingo with Austin & Mackenzie
Sunday Dec 3
1pm – 3pm

It’s Holly Folly Bingo and everyone is encouraged to rally their family and friends to join Austin & Mackenzie at the Crown & Anchor for an afternoon of Bingo! $40 per person includes eight games of Bingo and the incredible holiday antics of Austin and Mackenzie!

While you’re here, be sure to help support our local shops and galleries during the holidays by spending those three dollar bills at your favorite LGBTQ+ owned and allied businesses in Provincetown. After all, where else can you find such a truly unique array of gifts for your loved ones and chosen family this season!?