Music Events

THE HARDWOODS - ACOUSTIC FOLK SUPPER CLUB event photo

THE HARDWOODS - ACOUSTIC FOLK SUPPER CLUB

Wednesday April 23rd

The Hardwoods are an acoustic folk trio based in Woodstock, NY, known for their rich harmonies and Celtic-inspired melodies. The group comprises virtuoso guitarist Jon B. Woodin, classically trained violinist David Woodin, and seasoned vocalist/instrumentalist Janice Hardgrove. Together, they blend original compositions with traditional fiddle tunes and carefully curated covers, creating a heartfelt and engaging musical experience. Their performances are characterized by tight harmonies and a fun, heartfelt mix of songs, tunes, and original compositions.

Their acoustic folk supper club performances offer a perfect backdrop for enjoying dinner, with their music providing a warm and inviting atmosphere. Whether you're a longtime fan or new to their sound, The Hardwoods deliver an unforgettable musical experience that resonates with audiences of all ages!

Free Event

Music from 6:30-8:30

Full dinner & drink menu available!

Call 845-684-5537 to reserve a table for dinner!

https://linktr.ee/PearlMoonWoodstock

06:30 PM - 08:30 PM

ACOUSTIC OPEN MIC event photo

ACOUSTIC OPEN MIC

Thursday April 24th

Every Thursday

🎤 Acoustic Open Mic at Pearl Moon Woodstock! 🎸

Every Thursday night, dive into the vibrant sounds of the Hudson Valley at the ultimate open mic experience! Whether you're a seasoned performer or just looking to share your original tunes, this is your stage. 🎶

Join us for an evening of raw talent, creative energy, and the best local musicians in the area! We've got all the instruments ready—just bring your passion, your voice, and your unique sound.

No Ticket Needed! Just show up and sign up 6PM!

Music from 6:30-8:30

Full dinner & drink menu available!

Call 845-684-5537 to reserve a table for dinner!

https://linktr.ee/PearlMoonWoodstock

Come play, share, and be part of the music scene that’s buzzing in the Valley! 🌟🎤🎵

06:00 PM - 08:30 PM

BOREAL - BOSSA NOVA SUPPER CLUB! event photo

BOREAL - BOSSA NOVA SUPPER CLUB!

Friday April 25th

Transport yourself to the sun-kissed shores of Brazil with Boreal's enchanting Bossa Nova Supper Club at Pearl Moon in Woodstock. This trio brings the timeless rhythms and melodies of Bossa Nova to life, creating an intimate and soulful atmosphere perfect for a relaxed evening out. Their performances are a celebration of Brazilian music, offering a blend of smooth guitar, gentle percussion, and soothing vocals that pair beautifully with a delicious dinner and drinks.​

Whether you're a longtime fan of Bossa Nova or new to its charms, Boreal's performance promises an evening of musical elegance and warmth. Join us for a night where the spirit of Brazil meets the cozy ambiance of Pearl Moon.​

Free Event

Music from 6:30-8:30

Full dinner & drink menu available!

Call 845-684-5537 to reserve a table for dinner!

https://linktr.ee/PearlMoonWoodstock

06:30 PM - 08:30 PM

THE FORBIDDEN LOVERS - EDM - INDIAN FUSION - HIP HOP event photo

THE FORBIDDEN LOVERS - EDM - INDIAN FUSION - HIP HOP

Saturday April 26th

The Forbidden Lovers are more than a performance duo — they’re an experience, a journey, a cosmic fusion of East and West. Born in Goa, India in 2019 amid a vibrant swirl of global rhythms and cultural exchange, this dynamic act creates a soundscape that transcends borders and genres.

One hails from the East, deeply rooted in the timeless traditions of Ancient Indian vocals. The other comes from the West, radiating the pulse of electronic beats, hip hop, and urban soundscapes. Together, they craft a hypnotic blend of Indian classical fusion, EDM, tribal rhythms, and futuristic textures — music that feels both ancient and ahead of its time.

Their live shows are immersive and transformational: deep basslines, sacred mantras, mystic visuals, and ecstatic movement fill the space with raw energy and uplift. The Forbidden Lovers aren’t just here to perform — they’re here to awaken something deep within.

🎟️ $15 pre-sale tickets at EVENTBRITE.com; $20 at the door!

09:30 PM - 11:30 PM

JAY COLLINS' GRAVY TRAIN - JAZZ BRUNCH! event photo

JAY COLLINS' GRAVY TRAIN - JAZZ BRUNCH!

Sunday April 27th

Jay Collins' Gravy Train brings a soulful twist to your Sunday mornings with their live jazz brunch at Pearl Moon in Woodstock. Led by saxophonist, vocalist, and multi-instrumentalist Jay Collins—known for his work with Gregg Allman, Levon Helm, and Donald Fagen—Gravy Train delivers a smooth blend of blues, bebop, and soul. The ensemble features Matt Finck on guitar, Adam Coté on acoustic bass, and Lavon “Lee” Collins on drums, creating a groove that's both engaging and easygoing. Perfect for savoring brunch and mimosas, their performance offers a relaxed yet vibrant atmosphere, making it a standout Sunday experience in the Hudson Valley.

Music from 11AM-2PM

Full brunch, lunch & drink menu available!

Call 845-684-5537 to reserve a table!

https://linktr.ee/PearlMoonWoodstock

11:00 AM - 02:00 PM

HENRY FERLAND TRIO - ACOUSTIC JAZZ SUPPER CLUB event photo

HENRY FERLAND TRIO - ACOUSTIC JAZZ SUPPER CLUB

Wednesday April 30th

Join us for an intimate evening of guitar mastery with the Henry Ferland Duo at Pearl Moon in Woodstock. At just 23, Henry Ferland has already made a significant mark in the music world, winning the International Home of the Legends Thumb Picking competition and performing at the Chet Atkins Appreciation Society event in Nashville. A recent graduate of Berklee College of Music, his dynamic performances showcase intricate melodies and rhythms, offering a unique blend of jazz and blues. This acoustic supper club setting provides the perfect backdrop for enjoying dinner while being captivated by Henry's artistry.​

Music from 6:30-8:30

Full dinner & drink menu available!

Call 845-684-5537 to reserve a table for dinner!

https://linktr.ee/PearlMoonWoodstock

06:30 PM - 08:30 PM

ROB CANILLO - FOLK/ROCK/BLUES SUPPER CLUB! event photo

ROB CANILLO - FOLK/ROCK/BLUES SUPPER CLUB!

Friday May 2nd

Rob Cannillo is a celebrated singer-songwriter whose music weaves together the rich threads of Americana, folk rock, and blues into something deeply heartfelt and undeniably authentic. With four albums under his belt—including his latest release, Tailwind—Cannillo has a gift for storytelling that resonates long after the last note fades.

His soulful vocals and evocative lyrics have graced stages from SXSW and Bethel Woods Center for the Arts to The Towne Crier, The Turning Point, and Daryl’s House. Whether in an intimate supper club setting or a renowned music venue, Cannillo’s performances pulse with raw energy and a deep emotional connection. Timeless, powerful, and always engaging, his live shows continue to build a devoted fanbase and draw widespread acclaim.

Music from 6:30-8:30

Full dinner & drink menu available!

Call 845-684-5537 to reserve a table for dinner!

https://linktr.ee/PearlMoonWoodstoc

06:30 PM - 08:30 PM

DRIP!  Live RnB FUNK ROCK! event photo

DRIP! Live RnB FUNK ROCK!

Saturday May 3rd

DRIP! is an exciting new group out of Woodstock, NY embracing what makes you move! Each member, a powerhouse in their own right, their combined power is a force of hip shaking gravity!

Specializing in Funk/Rock and RnB, this burgeoning supergroup has a set for all occasions. Whether they’re bumping their original tunes like “Booty Call” and “Little Horse”, or singing classics from Joe Cocker and Funkadelic to Adele and Silk Sonic, if you want a good time guaranteed, this is your band!

This 5 piece tour d’force is a supergroup of some of the finest musicians the Hudson Valley, nay, THE WORLD has to offer!

Conor Wenk - Mad scientist on the synth guitar and vocals Anna Womack - The ship smashing siren on vocals James Orr - Wave Master of light and sound on Bass Dave McDonough - A refrigerator full of licks on lead guitar Amit Shamir - Rhythm Mechanic and all around swell guy on Drums DRIP’s IN THE SPOT! AND WE GOT WHAT YOU WANT! TO MAKE THAT A$$ DROP!

$15 pre-sale tickets at EVENTBRITE.com; $20 at the door!

09:30 PM - 11:30 PM