Events

✨ Jay Collins Gravy Train – Live Jazz Brunch Sunday, November 30 · 11am–2pm Pearl Moon, Woodstock

Kick back this Sunday with the upbeat, soulful sounds of Jay Collins Gravy Train at Pearl Moon’s Live Jazz Brunch. Led by true musical heavyweight Jay Collins, who has left his mark across American roots music — from 15 years touring with the Gregg Allman Band, arranging horns for Little Feat, to earning Grammy awards with the Levon Helm Band — this ensemble brings mastery and energy to every performance. Today, Collins is a cornerstone of the Helm Family Ramble Band and one of New York State’s most sought-after horn players. 🎷🎹🎤

Blending tight grooves, smooth melodies, and a playful energy, the group delivers a mix of originals and spirited reinterpretations that flow as smoothly as your brunch cocktails. Join us for a fun, flavorful morning of great music, delicious food, and Sunday vibes that hit all the right notes. 🌙🥂🎶

Brian Mitchell & Friends — Live at Pearl Moon Friday, December 26 • 9:30–11:30 PM

Get ready for a true musical gumbo as Brian Mitchell & Friends cook up a spicy blend of blues, rock, and funky New Orleans–style R&B.

A five-time Grammy Award–winning artist, Brian Mitchell has brought his unmistakable sound to stages with Levon Helm, Bob Dylan, Bruce Springsteen, Little Feat, and Dolly Parton. Closer to home, he’s a fixture in the Woodstock scene, performing regularly with The Weight Band and The Helm Family Midnight Ramble.

Join us at Pearl Moon for a holiday-season throwdown filled with soul, swagger, and that unmistakable New Orleans groove.  This is our holiday gift to you; no tickets needed for the Dec 26 late night show—just come enjoy the music!

✨ SAVE THE DATE! ✨ NEW YEAR’S EVE at Pearl Moon – Woodstock with DJ TRYST

Ring in 2026 with style, sparkle, and serious groove as DJ Tryst takes over Pearl Moon for a high-energy NYE celebration. Expect a night of iconic throwback hits, disco-drenched bangers, modern dance-floor magic, and the signature Tryst vibe that keeps the crowd moving straight through midnight!

More details coming soon — but for now, mark your calendar and get ready to dance your way into the new year. 🌙🥂💫