Sunday, October 11, 2026

Doors: 6:30 PM | Show: 7:30 PM

Grammy-winning powerhouse Ruthie Foster brings a soul-stirring blend of blues, gospel, folk, and roots music to the Mayflower Room. Her extraordinary voice can move from a whisper to a roar, making this intimate performance a rare chance to experience one of American roots music’s most compelling live artists up close.

Monday, October 12, 2026

Plymouth Tea Dance kicks off Women's Week 2026 with a Women's Tea Dance at Provincetown Inn. 4-7pm, DJ PJ on the decks, the same energy you already know from Plymouth on a brand new dance floor.

Make it a weekend, not just an afternoon: we've got a group rate of $154/night plus taxes and fees!  CLICK HERE.

Monday, October 12, 2026

Doors: 7:00 PM | Show: 7:30 PM

Two acclaimed singer-songwriters share one intimate stage for an evening of masterful musicianship, sharp storytelling, and beautifully crafted songs. Jonatha Brooke’s poetic folk-rock sensibility meets Susan Werner’s genre-spanning virtuosity and quick wit for a night that promises to be smart, spontaneous, and deeply personal.

Tuesday, October 13, 2026

Doors: 7:30 PM | Show: 8:00 PM

Bold, quick, and unapologetically funny, Rachel Scanlon brings her razor-sharp stand-up to Provincetown for one unforgettable night. The co-host of Two Dykes and a Mic and star of the Hulu special Gay Fantasy delivers the kind of comedy that feels even better when you’re only a few rows from the stage.

Friday, October 16, 2026

Doors: 7:00 PM | Show: 7:30 PM

From “Damn I Wish I Was Your Lover” to “As I Lay Me Down,” Sophie B. Hawkins has built a career on fearless songwriting, unmistakable vocals, and a sound all her own. See the Grammy-nominated singer-songwriter in a setting intimate enough to experience the emotion and storytelling behind the songs.

Saturday, October 17, 2026

Doors: 8:00 PM | Show: 8:30 PM

Grammy-winning singer-songwriter Paula Cole brings three decades of fearless, deeply personal music to the Mayflower Room. From the enduring songs of This Fire to her newest work, Cole’s expressive voice and emotionally honest songwriting make this a particularly powerful artist to experience in such an intimate space.

The Keyhole brings live music, cabaret, piano bar and late-night entertainment to an incredibly intimate setting. With just 50 seats, this speakeasy-inspired room inside the historic Provincetown Inn puts every guest just feet from the performer. No distant seats. No barriers. Just exceptional artists, great stories, laughter and the kind of connection that makes a live performance unforgettable.

Friday, October 30, 2026

Scott Allan's LIVE mediumship event is designed for this exact crowd, this exact weekend, in one of the most beloved towns in Massachusetts. Whether you're here for Spooky Bear Weekend, passing through for the holiday, or simply ready to see what spirit communication actually looks like up close — this evening is for you.

Schedule

• Doors Open: 5:30 PM
• Show: 6PM:  7:30 PM
• Meet & Greet/ Book Signing: 7:30 - 8:00 PM

Behind an unmarked door, with whispered passwords, and faint sounds of jazz.  Inspired by classic speakeasies, whispered password, come experience an immersive late-night experience unlike anything else in town.