Music Events

Triad - Acoustic Trio!

Join us for an evening of live music with Triad! Their signature blend of acappella harmonies, acoustic guitar melodies, and festive vibes are a great way to spend your evening with dinner and a show!

THIS IS A FREE SHOW

Make a table reservation: click HERE!  View menus: click HERE!

Pablo Shine Latin Jazz Band at Pearl Moon

Experience the vibrant rhythms and soulful melodies of the Pablo Shine Latin Jazz Band at Pearl Moon in Woodstock, NY. Led by conguero Pablo Shine, the band delivers an electrifying fusion of Afro-Cuban, Brazilian samba, and bossa nova, alongside original compositions. With a repertoire that pays homage to Latin jazz legends like Cal Tjader, Dizzy Gillespie, Mongo Santamaria, and Tito Puente, this performance promises to be a musical journey that will have you dancing in your seat.

Whether you're a jazz aficionado or new to the genre, this event offers a unique opportunity to enjoy live music in a cozy, intimate setting. Don't miss out on an afternoon of exceptional music and community vibes.

THIS IS A FREE SHOW

Make a table reservation: click HERE!  View menus: click HERE!

Too Lazy Boys – Acoustic Folk Supper Club at Pearl Moon

Join us for an evening of heartfelt harmonies and rustic charm as the Too Lazy Boys take the stage at Pearl Moon in Woodstock, NY. This free Acoustic Folk Supper Club event offers a cozy atmosphere to enjoy the band's signature blend of blues, bluegrass, and Americana. Whether you're a longtime fan or new to their music, it's the perfect way to spend a Wednesday evening with great food, drinks, and live music.

THIS IS A FREE SHOW

Make a table reservation: click HERE!  View menus: click HERE!

Savor the soulful sounds of jazz guitarist Peter Einhorn during a delightful Sunday brunch at Pearl Moon in Woodstock, NY. From 11:00 AM to 2:00 PM, enjoy a selection of classic jazz standards and original compositions, all while indulging in Pearl Moon's renowned brunch offerings. Whether seated at a table or enjoying the ambiance from the outdoor patio, this event promises a memorable start to your Sunday!

Peter has performed with jazz legends such as Joe Lovano, Jimmy Cobb, Steve Swallow, and Placido Domingo. His innovative approach to guitar, including the invention of the SpiderCapo, has expanded the instrument's sonic possibilities. Peter's compositions and performances have been celebrated for their depth and originality, earning accolades from NPR and Cadence Magazine. Don't miss this opportunity to experience his masterful guitar work in an intimate setting.

THIS IS A FREE SHOW

Make a table reservation: click HERE!  View menus: click HERE!

Stephen Johnson Nu Bossa Trio

Experience the smooth, sultry rhythms of Brazil with the Stephen Johnson Nu Bossa Trio. Blending timeless Bossa Nova classics with fresh original compositions, this trio delivers an elegant evening of Latin jazz perfect for relaxing and unwinding. Enjoy a night of soulful music, delicious dinner, and handcrafted drinks in an intimate setting!

THIS IS A FREE SHOW

Make a table reservation: click HERE!  View menus: click HERE!

Indigo Trio – Jazz Supper Club

INDIGO TRIO is a dynamic acoustic jazz ensemble featuring the rich blend of Claudia Forest on violin, Dan Silversmith on guitar, and Harry D’Agostino on upright bass. With a sound that’s both timeless and fresh, they breathe new life into jazz standards—offering classic tunes alongside their own original arrangements.

Their unique instrumentation creates a warm, intimate atmosphere, while their rhythmic energy and artistic chemistry captivate audiences. Drawing from swing, bossa nova, gypsy jazz, blues, and the Great American Songbook, INDIGO TRIO delivers performances that are as soulful as they are sophisticated.

Beloved by audiences across the Hudson Valley, Capital Region, and the Berkshires, INDIGO TRIO continues to charm listeners with shows that radiate joy, artistry, and the timeless spirit of jazz.

THIS IS A FREE SHOW

Make a table reservation: click HERE!  View menus: click HERE!

Jay Collins' Gravy Train – Jazz Brunch

All aboard the Gravy Train for a soulful Sunday jazz brunch! Saxophonist Jay Collins leads this all-star crew through a grooving blend of jazz, blues, and New Orleans flavor—perfectly paired with brunch classics and refreshing cocktails. Wake up right with great tunes, great food, and even better vibes.

THIS IS A FREE SHOW

Make a table reservation: click HERE!  View menus: click HERE!

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

Make a table reservation: click HERE!  View menus: click HERE!

Lali and the Pops – Jazz Supper Club

Step into an evening of elegance with Lali and the Pops, serving up smooth jazz standards, soulful vocals, and playful rhythms that set the mood just right. This intimate supper club experience pairs timeless tunes with a curated menu of delicious dishes and craft cocktails. A perfect night out for jazz lovers and foodies alike.

THIS IS A FREE SHOW

Make a table reservation: click HERE!  View menus: click HERE!

Eddy Lee Ryder's album 'Sweet Delusions' is a Bold Debut of Heartache, Humor, and Pop Brilliance

Self-described “demented pop” chanteuse Eddy Lee Ryder makes a memorable full-length debut with Sweet Delusions—a sweeping, genre-blurring album that fuses timeless songwriting with dramatic introspection and sly pop sensibilities.

The alter ego of Woodstock, NY-based singer-songwriter Liz Brennan, Ryder blends chanson, country, indie, and classic standards into a fresh strain of modernist pop Americana. Her sharp wit, classic rock spirit, and emotional depth give the album its distinct voice.

Produced by Dave Cerminara (Father John Misty, Weyes Blood) at the Outlier Inn, Sweet Delusions explores apocalyptic romance, bitter regrets, and flickers of hard-won hope. Ryder crafts vivid snapshots of intimacy and loss with charm, humor, and raw vulnerability.

With standout tracks like “Smoke and Mirrors” (featured in cult horror hit Terrifier 2), Ryder proves herself a singular new voice—quirky, honest, and unmistakably real.

THIS IS A TICKETED SHOW

Discounted presale tickets available at EVENTBRITE: click HERE!

($20 tickets are available at the door the day of the show)