Event Dates
From: Thursday, October 29, 2026
To: Sunday, November 1, 2026
Spooky Bear Halloween in Ptown 2026
Ptown is bear-y spooky for Halloween, with an eclectic schedule of spooky events, costume parties and epic tea dances.
Spooky Bear Halloween in Provincetown 2026
Ptown is bear-y spooky for Halloween, with an eclectic schedule of sexy parties, street entertainment and events fit for every kind of zombie, angel, demon, daddy — and bear.
- Provincetown is the fastest selling destination out of 180 cities on our site. Even the off-season Autumn and Winter events have become popular, so please, don’t delay, book your hotel as soon as possible. Several of the parties take place at The Crown and Anchor hotel and entertainment complex.
The Event
- Next Edition – Thursday 29th October, 2026 – Sunday 1st November, 2026.
- The gay resort at the tip of Cape Cod celebrates its annual Spooky Bear Weekend and balmy temperatures (for October) during the last weekend in October.
- Halloween Weekend in Provincetown includes spooky parties, haunted dances, events for families, a haunted house and even a costume ball.
- From lumberjacks to Dalmatians, Cub scouts to Care Bears, unicorns to Wonder Women, to a Krispy Kreme man with his own special frosting, the harnesses, singlets, and sexy men are out in force all weekend long.
- Amp up your costumes for the wackiest, scariest, and most salacious Halloween fun that only Provincetown offers.
Our Top Tips for a great weekend
- Layers for costumes: daytime often mild (around 60-70°F) but nights drop into the 50s with sea breezes.
- Commercial Street fills with elaborate costumes and photo-ops during Provincetown Spook Bear weekend —many bar-hop between Crown & Anchor, Boatslip and Red Room.
- Expect some lines at Crown & Anchor; people move between rooms (Paramount, Vault, Wave) so don’t stay stuck in one.
- Book early: weekend passes and hotel rooms sell fast; ferry service is reduced in late October, so check times in advance.
- Costume Tip! Regular Visitors often bring more than one look for the weekend—one for the Friday ball, one for the Saturday main party, plus something playful for brunch or tea dances.
- For the best places to stay, plan, dine and cruise, check out our gay guide to Provincetown.
Provincetown Spooky Bear – Our Top Picks!
- While many of the town’s businesses host special Halloween parties and events, Spooky Bear has a separate program with official theme nights and gatherings not to be missed.
- Thursday – Furball Underwear Party: The Red Room’s Underwear Party kicks it up a gear with the FURBALL and continues with Underwear parties throughout the weekend.
- Friday – Boatslip Tea – The Dead Dance Tea” runs late afternoon into evening.
- Friday – Costume Ball and Costume Contest: Compete for cash prizes in your best costume at Crown & Anchor, 9pm-1am.
Other Halloween Pop-ups and Cabaret
- Spook Bear Provincetown Bar and cabaret add-ons pop up across the following venues:
- Post Office Cafe & Cabaret – lively dining room, campy cabaret, and cheeky comedy right on Commercial.
- Gifford House / Purgatory – old-school guesthouse on the hill with a sweaty basement party and cruisy late nights.
- Red Room – glossy stage space with DJs, drag stars, and dance-floor heat.
- Tin Pan Alley – cocktails, piano tunes, and that classic Provincetown show-tune energy.
- The Mews – bay-side dining downstairs, spirited bar crowd upstairs, sunset views when you time it right.
- Boatslip – salty ocean breeze, boys in skimpy costumes, and the famous 4pm tea that kicks off the night.
- Crown & Anchor – drag, DJs, poolside hangs, big Halloween looks, and a crowd that goes hard from dusk to late.
- Provincetown Town Hall – auditorium hosts theatrical productions, music concerts, dance performances, and comedy acts.
Spooky Bear Full Schedule 2026
- Awaiting full schedule of events for Spooky Bear Provincetown’s 2026 edition.
Recommended Hotels in Provincetown
The following hotels are close to the bear events and just a short walk from Commercial Street, the epicentre of gay life in Provincetown.
Gabriel’s at the Ashbrooke Inn, Anchor Inn Beach House, Beaconlight Guest House, Inn at Cook Street
Recommended Hotels
Where to stay close to all the gay bars
Our top 4 selections with the best rates.
Where we stay!
Carpe Diem Guesthouse is our home
from home when we are in Provincetown.
Official Website
For further information and advice on
Spooky Bear Halloween in Ptown Website
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
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
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
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
- 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
- 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
- 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
- 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.
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