Events

An Evening of Soul-Stirring Americana You Won't Want to Miss

This Friday, October 24th, we're thrilled to welcome Brad Cole to our stage—a masterful storyteller whose roots-based folk glides on an eclectic mix of old-school jazz, rhythm & blues, and rock. His passionate, distinctive voice delivers songs about life's ups and downs with sharp wit and raw honesty that hits you right in the heart. This is music that feels both refreshingly unexpected and like coming home.

With 12 years of touring from Lincoln Center to Levon's Barn right here in Woodstock, Cole has shared stages with Chris Stapleton, Ingrid Michaelson, and Dave Davies of the Kinks. His latest album Lay It Down, recorded in East Nashville, showcases his most soulfully eclectic work yet—and critics can't stop raving about it.

Join us for an intimate evening of exceptional food and unforgettable music. This Hudson Valley-based troubadour knows how to move a room, and Friday night promises to be something special.

🎵 Friday, October 24th | 🍽️ Reserve your table now | 📞 845.624.5537

Savor a night of fine dining, smooth melodies, and lively jazz with the Straight Ahead Jazz Trio at Pearl Moon.

🎷 Jay Collins Gravy Train at Pearl Moon 🎶

Join us for an unforgettable evening of jazz and groove with Jay Collins Gravy Train at Pearl Moon! Known for their rich, soulful sound and dynamic performances, this band blends jazz, funk, and improvisational flair into a truly infectious experience. Perfect for dinner and live music lovers alike, the Gravy Train promises a night of smooth melodies, lively rhythms, and plenty of good vibes.

Come for the music, stay for the atmosphere—and let Pearl Moon be your destination for a night of top-tier live jazz.

🎃🦇 Halloween Night Dance Party at Pearl Moon! 🦇🎃

Get ready to dance, haunt, and howl the night away with The Minorikeys—New Paltz’s own eclectic party band known for their high-energy sets and wild cross-genre mash-ups that keep the dance floor moving all night long. 👻💃🕺

Come dressed to impress (or terrify!) for our Costume Contest—with a cash prize for 1st place and spooky-good prizes for 2nd and 3rd! 🧛‍♀️💰✨

It’s going to be a wicked night of music, mischief, and monster moves. Mark your calendars, grab your ghouls, and join us at Pearl Moon for a Halloween bash you won’t want to miss. 🪩🦹‍♂️🌕

✨Join us at NORTHERN RESISTANCE with Jay Collins at PEARL MOON WOODSTOCK for a night of powerful music and positive vibes!  🎸🎶

Two-time Grammy winner 🏆Jay Collins🏆 brings his electrifying Woodstock-based band Northern Resistance to our stage for a high-energy performance that fuses raw rock edge with sophisticated jazz and blues grooves. 🎸

🔥A true musical heavyweight, Collins has left his mark across American roots music—touring 15 years with the Gregg Allman Band, arranging horns for the iconic Little Feat, and earning his Grammy awards with the legendary Levon Helm Band. Today, he's a cornerstone of the Helm Family Ramble Band and one of New York State's most sought-after horn players. 🎷🎹🎤

On saxophone, vocals, and keys, Collins leads Northern Resistance through original compositions that honor the spirit of classic rock while pushing into bold new territory. Expect smoking horn lines, soulful vocals, and instrumental virtuosity that will keep you on your feet all night. 💫🎺

Don't miss this rare chance to experience one of the Hudson Valley's finest musical treasures in the intimate setting of Pearl Moon Woodstock. 🌙✨

Get your tickets at EVENTBRITE:

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