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Holly Folly Provincetown 2026

Holly Folly is a fun way to kick-start the Christmas season including a non-stop line up of events including a Santa Run, cabaret shows and a Christmas market.

  • Event Dates

    From: Friday, December 4, 2026
    To: Sunday, December 6, 2026

  • Key Highlights

    • Inn Stroll
    • Drag Bingo
    • The Snow Ball
    • The drag brunch
    • Santa Speedo run
    • Champagne Brunch
    • Unique Christmas Tree
    • Boston gay men's chorus

Kick Start your celebrations with a Gay Christmas Festival – Provincetown style!

Provincetown Holly folly, previously a weekend long festival in early December has expanded for the first time ever, through the entire month of December with expanded weekends featuring a fun holiday market, shopping, dance parties, sing-alongs, drag-bingo events and cultural activities to kick start your Christmas celebrations.

  • Although it is off season, weekends in PTown fill up, especially for special events, so book your hotel in advance as you would in the Summer season. Check out the Foxberry Inn, a charming hotel with great rooms, excellent breakfast options and charming hosts.

The Event

  • Next Edition: Friday 4th December, 2026 – Sunday 6th December, 2026 – with expanded events on the second and third weekends.
  • Holly Folly, the oldest and largest LGBTQ+ holiday celebration in the nation, started in 1997 as a wonderful way for everyone to gather and celebrate the holiday season with their chosen family in Provincetown.
  • Experience lively holiday markets, stunning drag shows, fantastic performance art, delicious dining, and cheerful shopping at the charming shops, boutiques, and galleries along Commercial Street.
  • Book early for kickoff. Locals say it’s the busiest December weekend; extra restaurants and bars open, then town quiets down after

Holly Folly Follies

  • Awaiting dates –  At Provincetown Town Hall – The Gayest Holiday Show in Town takes over tow town hall in a benefit for the Business Guild.
  • Don’t miss this all-star line-up that includes some of your favorite Provincetown talents to help celebrate the season.
  • From 8.30 pm.

Boston Gay Men’s Chorus: Holigays!

  • Awaiting dates | 8pm – Provincetown Town  Hall
  • A big, joyful holiday show with serious talent and plenty of camp.
  • Bring friends, grab a seat, and kick off December in style.

Holly Folly Bingo

  • Awaiting dates | 1pm – Crown and Anchor
  • Silly, loud, a little chaotic, and full of holiday cheer.
  • Drag hosts, big laughs, and a crowd ready to play.

Santa Speedo Run (Jingle Bell Run)

  • Awaiting dates – 9:00 am – 12:00 pm – Get those abs in shape and perhaps meet the love of your life in the Jingle Bell/Santa Speedo Run, a 1 mile run down the center of town, with proceeds benefiting the Cape Cod Firefighter/EMS Cancer Relief Fund.
  • 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 climbing into their warmest onesie for the Jingle Bell Brunch at Bay Cafe (177 Commercial Street).
  • Book your stay at the Carpe Diem Guest House, rated “Superb” by our readers and located right by Commercial St, close to all the Holly Folly activities.

Snowball Bar Crawl

  • Awaiting dates | 1pm to 5pm
  • Festive drinks, lively bars, drag pop-ups, and holiday mischief as you roam town.
  • Think tinsel, shots, and friends old and new.

Santa Con Tea

  • Awaiting dates | 4:00 am – 4:00 am – Red Room, 258 Commercial Street.
  • It's the 4th annual Holly Folly Tea Dance!
  • Wear your festive gear, sip on holiday specials, and dance the night away with DJ Tony T.

Holly Folly Gallery Stroll

  • Awaiting dates | 1pm to 4pm
  • Wander Commercial Street and dip into indie galleries packed with local art and holiday energy. A relaxed afternoon seeing what P-town creatives are cooking up.

The Lobster Pot Christmas Tree

Canteen Christmas Market

  • Next Edition: Awaiting dates, Typically from end November.
  • The Canteen Christmas Market returns with a long-running holiday run from late November into New Year weekends, turning its space into a warm spot for food, drinks, and locally made gifts.
  • A packed program rolls out across the new Gathering Hall with music, films, tea dances, workshops, and plenty of community energy.
  • Sunday Spin Fros-Tea Dance brings a fresh highlight to the lineup, giving visitors a fun reason to drop by each week.

Holly Folly Venues

  • Town Hall,  260 Commercial St – Grand old building, still an operating town hall, with offices on the lower floor. The community space and concert hall, complete with wraparound balcony host shows and performances throughout the year.
  • Vault @ Crown & Anchor,  247 Commercial Street – The Vault is a landmark cruisy hangout for the Bear, Leather and Uniform crowds, with hot guys, pulsing music and boot-black station.
  • Tin Pan Alley 269 Commercial Street – Restaurant, bar and piano lounge located in the historic center of Provincetown, serving seasonal American cuisine.
  • Red Room – Events Venue, Nightclub and community function hall, Red Room does it all. Visitors can anticipate top-tier drag performances, LGBTQ+-focused musical events, and an impressive lineup of comedy acts. Plus their signature Underwear parties and theme nights.

Where to stay for Christmas in Provincetown

Check out our editors top choices on where to stay in PTown:

Gabriel’s at the Ashbrooke Inn,    Anchor Inn Beach House,    Beaconlight Guest House,    Inn at Cook Street,

Gay Map of Provincetown

Provincetown itself has two main drags, Commercial Street and Bradford Street. P'town can be divided into three sections, the quiet and peaceful West End, the bustling downtown center, and the East End, which has a number of galleries and guesthouses.

Address: 7 Cook St, Provincetown, MA 02657

  • Historic East End inn with serene gardens.
  • Tasteful rooms; some with porches or views.
  • Hearty homemade breakfast each morning.
  • Steps to galleries; walkable to the scene.
  • Website

Address: 12 Winthrop Street Provincetown, MA 02657

  • Boutique inn steps from Commercial Street.
  • Calm rooms, comfy beds, strong showers.
  • Courtyard fire pits and porch hangouts.
  • Easy walk to bars, galleries, and harbor.
  • Website

Address: 102 Bradford Street Provincetown, MA 02657

  • Steps from Town Hall; peaceful garden setting.
  • Suites with fireplaces, decks, kitchenettes.
  • Hearty homemade breakfast; pet-friendly.
  • Central stay, quiet once inside the gates.
  • Website

Address: 176 Commercial St Provincetown, MA 02657

  • Waterfront stay with wide Provincetown Bay views.
  • Rooms with decks and gas fireplaces.
  • Light breakfast; sunset porch is the highlight.
  • Steps to Commercial St fun; calm at night.
  • Website

Address: 6 Masonic Place Provincetown, MA 02657

  • P-town’s classic three-room gay club.
  • Pop, throwbacks, and house till late.
  • Courtyard breathers; fast, friendly team.
  • Busy weekends; cover on peak nights.
  • Open: Daily 4pm-1am, Friday Saturday Sunday 12pm-1am
  • Facebook

Address: 186 Commercial St, Provincetown, MA 02657

  • Cave-style lounge just off Commercial Street.
  • Classic cocktails with a coastal twist.
  • Warm late-night mood; mixed friendly crowd.
  • Great pre-club stop or end-of-night sip.
  • Open: Daily 12pm-1am
  • Website

Address: 359 Commercial St, Provincetown, MA 02657

  • Waterfront lounge with sweeping bay views.
  • Soft seating, low light, easy mood.
  • Martinis, spritzes, and steady pours.
  • Sunset hotspot with a friendly team.
  • Open: Thursday 3pm-9pm, Friday 3pm-11pm, Saturday 1pm-11pm,
    Sunday 1pm-9pm
  • Facebook

Address: 161 Commercial St Provincetown, MA 02657

  • Iconic bayfront tea dance with sunset views.
  • Pop and house, big crowd, high energy.
  • Cover charge, wristbands, fast-moving line.
  • Perfect launch pad for a P-town night.
  • Open: 4pm–7pm (in season, daily)
  • Website

Address: 258 Commercial St, Provincetown, MA 02657

  • Modern club at the Gifford House.
  • DJ nights, live shows, drag and guests.
  • Strong sound, quick bars, clear sightlines.
  • Late crowd; cover on busy weekends.
  • No fixed daily hours.
  • Opens for shows and parties.
  • Typical shows run 4–9 pm.
  • Club nights run late. Check the calendar for your date.
  • Website

Address: 247 Commercial St Provincetown, MA 02657

  • Central hotel-venue with bars, stages, and pool.
  • Drag, cabaret, DJs, and live music nightly.
  • Modern rooms; pro staff; smooth operations.
  • Right on Commercial St; walk to everything.
  • Open: Bar/restaurant 11am–1am daily.
  • Wave Bar 4pm–1am daily.
  • Shows: start times vary; many begin 7pm–9pm
  • Pool bar (summer): afternoons to early evening.
  • Website

Address: 11 Carver St, Provincetown, MA 02657, United States

  • Basement late-night club with a cruisy vibe.
  • Pop and house; busiest after 11 pm.
  • Theme nights: underwear, gear, leather.
  • Fast bar, tight room, big weekend energy.
  • Open: Daily 10pm-1am
  • Website

Address: 9 Carver St, Provincetown, MA 02657

  • Front-porch cocktails on Commercial Street.
  • Calm early, lively later; great people-watching.
  • Classics done well, fast friendly service.
  • Perfect warm-up before a night out.
  • Open: Daily 5pm–1am
  • Website

Address: 10 Carver Street Provincetown, MA 02657

  • Intimate lounge at the Brass Key.
  • Low light, fireplace, leather seating.
  • Classic cocktails mixed with care.
  • Courtyard sips near Commercial Street.
  • Open: Daily 5pm-1am
  • Facebook

Address: 207 Commercial Street Provincetown, MA 02657

  • Waterfront deck with wide harbor views.
  • Drinks from the bar, food from mall vendors.
  • Chill vibe, sunset is the main event.
  • Steps from Commercial St—great meet-up spot.
  • Open: Tue–Thu & Sun 11am–7pm Fri–Sat 11am–9pm Closed Monday
  • Website

Address: 177 Commercial St Provincetown, MA 02657

  • Waterfront spot with big bay views.
  • Chowder, lobster rolls, hearty plates.
  • Busy brunch; fast, friendly service.
  • Deck and window tables are the prize.
  • Open: Sun–Thu: 8am–8pm Fri–Sat 8am–12am
  • Breakfast/Brunch 8:00–13:00; Lunch 13:00–16:00
  • Website

Recommended Hotels in Provincetown By Booking

Book with confidence. Get the best Prices from our partner Booking.com
We have chosen hotels in Provincetown that keep you close to all the shops, restaurants & bars

Anchor Inn Beach
4 Star, Luxury

Anchor Inn Beach House
Booking.com
  • 4 Star – Unique Decor, Large Windows and Balconies
  • Close to the gay district
  • Refrigerators, antique-style
  • Provincetown property with uniquely decorated rooms, refrigerators, Wi-Fi, close to Pilgrim Monument and Park.

Beaconlight House
4 Star, Readers Choice

Booking.com
  • 4 Star – Outdoor Hot Tub, Flower Gardens
  • Close to the gay district
  • En suite bathroom, flat-screen TV
  • Features en suite bathrooms, flat-screen TVs with DVD players, refrigerators, outdoor hot tub, and flower gardens.

Inn at Cook Street
4 Star, Great Value

Booking.com
  • 4 Star – In The Heart of Art Gallery District
  • Close to the gay district
  • Unique decorations, flat-screen TV
  • In Provincetown's art gallery district, historic inn with individually decorated rooms, daily hot breakfast.

Hotel at Gabriel's
4 Star, Location

Booking.com
  • 4 Star – Large Courtyard and Gardens
  • Close to the gay district
  • Cable TV, fireplace, balcony
  • In central Provincetown, offers free WiFi, rooms with cable TVs, fireplaces, warm colors, and plush bedding.

Video Of Holly Folly Provincetown

Holly Folly Provincetown

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