Home  /   North America  /   Provincetown Events  / Bear Week Pool Party and DILF night

Pool Intentions
Provincetown 2027

Get ready for an epic two days of week pool parties at the Crown & Anchor as bears from around the world celebrate Provincetown Bear Week.

  • Event Dates

    From: Awaiting dates
    To: Awaiting dates

  • Key Highlights

    • Pool Party
    • Top Djs
    • Bears
    • Hot Guys

Pool Intentions Provincetown 2027

Get ready for an epic two days of pool parties at the Crown & Anchor as bears from around the world celebrate Provincetown Bear Week in the July summer sun.

  • The event takes place at the Crown and Anchor, the gay entertainment complex smack dab in the middle of town. It is the town’s premier gay venue for drinking and dancing and the men are hot, hot hot!

The Pool Parties

  • Next Edition: Awaiting dates.
  • Bearmania’s signature daytime event transforms the Tryst Beach Club into one giant outdoor dance floor.
  • DJ The Baptist provides the soundtrack as hundreds of bears gather for one of the week’s biggest pool parties.
  • Pool Intentions is the official party of the Bear Mania Weekend celebrations.
  • Events runs from noon until 4 pm.

BearMania

Host Hotel Full? Where to stay?

  • The host hotel sells out fast. Currently the following hotels have limited availability:
  • The Breakwater hotel – Rated “Superb” 1.6 km from the centre.
  • Surfside Hotel and Suites – Rated “Good” 400 m from the centre.
  • Foxberry Inn – Rated “Superb” 2.6 km from the centre.
  • You can easily rent a bike. It is the best way to get around and explore.

The Crown & Anchor

  • The Crown and Anchor offers a total vacation experience. All of the food served at the Central House at the Crown is locally sourced and seasonal, including local fishermen’s fresh catch, meat from the in-house butcher and plenty for vegetarians and vegans.
  • The venue includes a video bar, a piano bar and the town’s favorite leather bar. During the day, the giant pool and deck is the place to see and be seen. You can book a room at the Crown & Anchor Inn, which will put you right in the heart of the week-long action. Book early. Independence week sells well in advance.

Recommended Hotels in Provincetown 

Here are the hotels we recommend that have good reviews and keep you close to all the action:

Gabriel’s,    Anchor Inn,    Beaconlight,   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 Bear Week Provincetown

Carpe Diem Guesthouse Provincetown

Other Events in July

Flash Party Ibiza

Flash Party Ibiza

From: Aug. 13.2026 - To: Aug. 13.2026
Flash Ibiza! Break down the walls; everyone is welcome, gay, straight, boy, girl, don't knows, don't care!, Be yourself, don't be anybody else
Maschio Peloso Torremolinos

Maschio Peloso Torremolinos

From: Aug. 18.2026 - To: Aug. 18.2026
Maschio Peloso is the ultimate gay party for hairy guys who want to party hard.
Loco Bongo Barcelona

Loco Bongo Barcelona

From: Sep. 26.2026 - To: Sep. 26.2026
Loco Bongo Barcelona enjoy the craziest Saturday party in the city, where you can play, dance and have a lots of fun.
Madrid Pride

Madrid Pride

From: Jun. 24.2027 - To: Jul. 04.2027
Madrid Gay Pride is simply the best city pride in Europe. Held on the first weekend in July, the event is one of the largest of its kind with a stunning parade.
We Party Pride Festival Madrid

We Party Pride Festival Madrid

From: Jun. 30.2027 - To: Jul. 04.2027
Guys from all over the world come to visit Madrid during gay pride and the WE Party Pride Festival is proud to bring you the best gay events in the city