Music Events

🌳✨ Tree of Life – Live at Pearl Moon ✨🌳 Join us for a soulful Supper Club evening with Tree of Life, blending smooth R&B, funk, and jazz into a rich, vibrant soundscape. Enjoy dinner and a show at Pearl Moon Woodstock, where we proudly serve locally sourced cuisine crafted with care!

📞 Call (845) 684-5537 to reserve your table!

🎷 Father's Day Jazz Brunch with Jay Collins & Gravy Train 🎷

Celebrate Father's Day with a soulful and grooving brunch featuring Jay Collins & Gravy Train. Led by saxophonist and vocalist Jay Collins—known for his work with legends like Gregg Allman, Levon Helm, and Little Feat—Gravy Train delivers a dynamic blend of jazz, blues, and New Orleans flavor that's sure to delight!

Reserve your table: 845-684-5537 

🎶 Jazz Supper Club with Trinoceros Jazz Trio 🎶

Join us for an intimate evening of classic jazz standards with the Trinoceros Jazz Trio. This ensemble brings a refined cocktail-hour ambiance, featuring piano, upright bass, and drums. With decades of performance experience and deep roots in jazz tradition, Trinoceros offers a sophisticated musical backdrop perfect for a relaxing midweek dinner. 

Reserve your table: 845-684-5537

🎸🌙 Bennett Harris Blues Supper Club – Live at Pearl Moon 🌙🎸 Join us at Pearl Moon in Woodstock for an evening steeped in the rich traditions of American blues with Bennett Harris. A seasoned musician and luthier, Harris delivers authentic Delta blues and ragtime, channeling legends like Robert Johnson and Blind Blake through his masterful fingerpicking and slide guitar techniques. Armed with vintage instruments, including a 1934 National steel guitar, his performances are a heartfelt homage to the roots of blues music.

Savor a delectable supper while immersing yourself in the soulful melodies and rhythms that have shaped the blues genre.It's more than a meal—it's a musical journey through time.

THIS IS A FREE SHOW

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

✨ Join us at Pearl Moon Woodstock for a heartfelt celebration of Kathy Platsky’s extraordinary life and legacy. A devoted EMT, beloved friend, and vibrant soul, Kathy’s compassion, humor, and tireless service touched countless lives in our community. Let’s gather to honor her spirit with love, laughter, and the joyful sounds of DRIP! the Band, bringing the house down with their signature blend of Funk, R&B, and Rock.

Together, let’s remember a life that truly made a difference. 💜

THIS IS A FREE SHOW

🎶 Live at Pearl Moon: Henry Ferland 🎶

Join us for an unforgettable Supper Club evening with fingerstyle guitar virtuoso Henry Ferland.

Friday, March 7 | 6:30–8:30 PM 🍷🎸

A Hudson Valley native and Berklee grad, Henry blends jazz, blues & acoustic mastery into a rich, dynamic sound!

✨ 

call now to reserve your table! 📞(845) 684-5537

🎷🥞 The Classics Live Brunch – Sunday, June 8 at Pearl Moon 🥞🎷

Join us at Pearl Moon in Woodstock for a delightful Brunch featuring The Classics. This Hudson Valley-based trio brings a dynamic blend of jazz, funk, soul, and reggae to the stage, offering a vibrant musical backdrop to your brunch experience. Known for their versatility, The Classics seamlessly transition between genres, ensuring a lively and engaging performance that complements Pearl Moon's renowned brunch offerings.

Savor a delectable brunch menu while enjoying the rich, soulful sounds of The Classics. It's the perfect way to relax and recharge as you wrap up your weekend.

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

The Hardwoods – Acoustic Folk Supper Club

Join The Hardwoods for an intimate evening of rich harmonies and rootsy acoustic folk. Their heartfelt songwriting and warm, down-to-earth sound create the perfect backdrop for a cozy supper club experience. Settle in for an inviting night of live music, comfort food, and good company.

THIS IS A FREE SHOW

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

🎶🌙 The Glass Hours Acoustic Supper Club – Live at Pearl Moon 🌙🎶

Immerse yourself in an evening of soulful Americana and country-folk with The Glass Hours, the captivating duo of Megan Barbera and Brad Armstrong. Blending Megan's Colorado mountain roots with Brad's Southern heritage, their music weaves rich harmonies and evocative storytelling into a tapestry of acoustic sound. Their self-titled debut album, released in March 2024, garnered acclaim from outlets like Americana UK and The Bluegrass Situation, leading to performances at notable events such as NYC’s Underwater Sunshine Festival. Currently based in New York's Hudson Valley, The Glass Hours continue to enchant audiences with their intimate performances and authentic songwriting.

Join us at Pearl Moon in Woodstock for an evening where heartfelt melodies meet a cozy dining experience. Savor delicious cuisine while being serenaded by the harmonious blend of voices that define The Glass Hours.

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

🎶 Jazz Supper Club at Pearl Moon 🎶 Experience the Laura Evans Duo live — a night of timeless tunes and smooth sophistication.

Laura Evans, renowned for her velvety vocals and emotive delivery, brings a fresh perspective to classic jazz standards. Her interpretations breathe new life into timeless tunes, creating a nostalgic yet contemporary ambiance. Accompanied by her talented instrumental partner, the duo’s synergy promises a harmonious blend of rhythm and melody that will resonate with jazz lovers and newcomers alike.

📍 Pearl Moon, Woodstock 🍷 Great food. Soulful jazz. Cozy vibes.

📞 Reserve your table: (845) 684-5537

TODD RUNDGREN LIVE TRIBUTE NIGHT!

Come join us for a night filled with the legendary sounds of Todd Rundgren at Pearl Moon Woodstock. Get ready to groove to his timeless hits and enjoy a tribute like no other with live music by Freak Parade!This in-person event promises to be an unforgettable experience for all music lovers. Don't miss out on this opportunity to celebrate the music of a true icon!

Freak Parade features original Todd Rundgren's Utopia rhythm section John Siegler and Kevin Ellman . This new group performs the classic Todd and Utopia gems that these men played on and beyond! The band also features Todds current guitarist, the accomplished Bruce McDaniel.

Get your tickets here before they sell out!

🎶 Peter Einhorn – Jazz Supper Club 🎶

Spend your Saturday evening with the warm, sophisticated sound of jazz guitarist Peter Einhorn. A celebrated performer, composer, and inventor.  His unique approach blends technical brilliance with heartfelt expression.

🎸 Jazz, great food, and a touch of magic—don’t miss it!

Reserve your table: 845-684-5537

Spice up your Sunday with the vibrant rhythms of the Pablo Shine Latin Jazz Band, live at Pearl Moon! Fusing Afro-Caribbean beats with soulful jazz improvisation, Pablo Shine brings an irresistible energy that’s perfect for brunch. Grab your friends, sip something delicious, and let the music move you!

📞 Call (845) 684-5537 to reserve your table!