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.

The Cabaret

December 5th at 6:00PM

December 6th at 5:30PM

December 7th at 2:00PM

December 13th at 5:30PM

December 20th at 5:30PM

All sales final – no refunds allowed

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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 food, and endless laughter, it’s the perfect way to kick off your weekend. Reserve your spot now for an unforgettable experience!

(Please note there is a $25 food and beverage minimum per person)

*Full party must be made in one reservation, will accommodate when possible.

The Brewery

Saturdays

11am

All sales final – no refunds allowed.

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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!

An exceptional blend of entertainment awaits you as Broadway divas, drag legends, and burlesque icons from across the country grace our stage. Be mesmerized by electrifying performances featuring expert lip-sync battles, heart-stirring live singing, and costumes so dazzling they’ll have you believing in magic.

Embrace the art of drag, where sparkles and rhinestones aren’t just accessories, but prisms that reflect the unending talents of our performers, including the fierce drag kings who defy expectations with every move. Amidst our wondrous production and the beats of astounding music, sip on delectable cocktails crafted to make your night unforgettable.

Ultimate Saturday Nights at the Crown and Anchor extend a special invite to bachelorette parties, divorce celebrations, or simply anyone eager to immerse in a spectacle where the joy, the music, and the performances live limitless every Saturday at 9 PM. Experience Anita Cocktail’s DRAG SHOW, where every evening sparkles with the extraordinary.

The Cabaret

Saturdays

8pm

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.

The Paramount

Saturday, December 6th

8:30pm

Yaron Spiwak and Lily Harrington present a Holiday Movie Musical Spectacular! 

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. 

Reel in the cheer and join this dynamic duo for some holiday hits and Hollywood Clips!

The Cabaret

Sunday, December 7th: 5:00pm

Friday, December 12th: 7:00pm

Friday, December 19th: 7:00pm

Hold on to your ornaments, Provincetown – because Liza Lott is BACK as Liza Minnelli, and she’s climbing up the Christmas tree whether it supports her or not! Watch is awe as everyone’s favorite holiday hazard high-kicks her way through holiday classics, and belts like someone’s dangling an Oscar in front of her face. Expect festive glamour, unhinged storytelling, and Christmas camp at is finest!

You’ve never seen a woman work this hard to convince room full of people she’s sober.

Come for the holiday magic, stay to make sure she doesn’t fall off the tree.

ONE NIGHT ONLY!

New Year’s Follies

Presented by The Crown & Anchor and Prouder Together

Ring in the New Year with Provincetown’s brightest stars as New Year’s Follies returns to Town Hall for an unforgettable night of music, laughter, and celebration. This one-night-only spectacular brings together a dazzling lineup of the town’s most beloved entertainers in a joyous tribute to “the season now past, and the life yet to come.”

Under the musical direction of the incomparable Lance Horne, this festive showcase blends show-stopping queer performances with the unmistakable spirit of Provincetown.

Presented by The Crown & Anchor and Jonathan Hawkins, and produced by Prouder Together, New Year’s Follies is the perfect way to close out 2025 — surrounded by community, queer art, and the magic of Provincetown.

Town Hall

Wednesday, December 31

8pm