Events

Get ready for a night that sizzles. The Pablo Shine Latin Jazz Band brings irresistible rhythm and velvet-smooth grooves — the kind of music that makes you feel the room come alive.

Featuring: • Pablo Shine — congas • Michael Coletti — upright bass • Rick Altman — vibraphone

From bossa to samba to deep Latin jazz, this trio brings the heat. Come for dinner, stay for the rhythm. 🌙✨

✨ Stephen Johnson – Nu Bossa Dinner Show Wednesday, November 19 · 6–8pm Pearl Moon, Woodstock

Settle in for a smooth, sun-lit evening as UK artist Stephen Johnson brings his Brazilian-inspired Nu Bossa sound to Pearl Moon. Blending the gentle sway of classic bossa nova with his own contemporary songwriting, Stephen delivers original pieces full of groove, warmth, and poetic ease.

The night will feature a mix of Brazilian-influenced original Nu Bossa songs along with tastefully adapted classics, all performed with Stephen’s signature soft touch and melodic charm.

Join us for a beautiful midweek escape — great food, glowing atmosphere, and the soothing rhythms of Bossa at Pearl Moon. 🌙🎶

✨ Princess June – Mystic Folk Dinner Show Friday, November 21 · 6:30–8:30pm Pearl Moon, Woodstock

Let the ethereal sound of Princess June wash over your evening as this mystic folk trio brings their rich harmonies and soul-soothing songs to Pearl Moon.

Hailing from Rhode Island, Princess June — singer/songwriters Myah Strauser, Griffin Keeffe, and Telli Quinn — weave “cosmic lullabies for the soul,” blending contemplative lyrics, organic instrumentals, and radiant three-part harmonies. Inspired by artists like The Mama’s & The Papa’s, Fleet Foxes, Fleetwood Mac, Donovan, Nick Drake, and Simon & Garfunkel, their music carries the warmth of nature, spirituality, and life’s own synchronicities.

Currently recording their debut album Beyond the Fence, the trio has already released five singles, each carrying their signature blend of comfort, clarity, and transcendence.

Join us for an intimate dinner show that promises to be gentle, uplifting, and deeply beautiful — the perfect soundtrack for a cozy fall night at Pearl Moon. 🌙✨

✨Join us for 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:

👉CLICK HERE👈

✨ Novus Cantus – World-Rock Fusion Dinner Show Saturday, November 22 · 6:30–8:30pm Pearl Moon, Woodstock

Experience the vibrant, genre-blending sound of Novus Cantus, a world-rock fusion duo known for their dynamic musicianship and high-energy performances. Drawing inspiration from rock, flamenco, and Middle Eastern traditions, they deliver immersive original works alongside inventive interpretations of favorites by Jefferson Airplane, The Rolling Stones, Nirvana, Rusted Root, and more.

Featured on WMHT’s AHA! House of the Arts and Albany’s Local 518 Sessions, Novus Cantus has brought their bold, rhythmic style to stages across NYC, the Hudson Valley, and the Capital Region. With three Eddies Award nominations — including Best World Music Group — they continue to carve out a unique space in the independent music scene and are currently crafting their upcoming EP, Medici.

Join us at Pearl Moon for a rich, global-inspired dinner show full of rhythm, soul, and sonic adventure. 🌙🔥

✨ Peter Einhorn Trio – Live Jazz Brunch Sunday, November 23 · 11am–2pm Pearl Moon, Woodstock

Ease into your Sunday with the expressive, masterful sound of the Peter Einhorn Trio at our Live Jazz Brunch.

A graduate of the University of Miami’s renowned jazz guitar program, Peter Einhorn is an award-winning composer, accomplished performer, and the inventor of the internationally distributed SpiderCapo, a tool that has expanded the voice and possibilities of the guitar. With a master’s degree in both Music Composition and Mathematics, his playing blends deep musicality with brilliant precision.

A longtime Woodstock resident, Peter has performed or recorded with an extraordinary roster of artists, including Ira Sullivan, Joe Lovano, Jimmy Cobb, Steve Swallow, Placido Domingo, John Abercrombie, Jim Hall, Steve Kuhn, Eddie Daniels, Roland Hanna, Walter Booker, and many more — from iconic NYC jazz clubs to the stage of the Metropolitan Opera.

Join us for a warm, soulful brunch soundtracked by world-class jazz. 🥂🎶🌙

✨ Triad – Acoustic Folk Dinner Show Wednesday, November 26 · 6–8pm Pearl Moon, Woodstock

Wind down midweek with the gentle, harmony-rich sound of Triad, an acoustic folk trio whose music blends heartfelt songwriting, warm vocals, and a beautifully organic feel. Their set moves effortlessly between soulful originals and reimagined folk favorites, creating an intimate, soothing atmosphere perfect for a cozy fall evening.

Settle in for great food, glowing vibes, and a night of authentic acoustic folk at Pearl Moon. 🌙🎶

✨ Theo Berliner Trio – Dinner Show Saturday, November 29 · 6:30–8:30pm Pearl Moon, Woodstock

Join us for an evening of dynamic, genre-spanning jazz with The Theo Berliner Trio, featuring Daniel Palladino and Marco Salazar — a rising group of Hudson Valley musicians known for their sharp musicianship and adventurous sound.

Influenced by bebop, hard bop, and fusion, the trio crafts an eclectic show that bridges generations. Expect a vibrant mix of original compositions and reinterpretations of jazz standards, all delivered with energy, creativity, and a deep respect for the tradition.

Settle in at Pearl Moon for a spirited, expressive dinner show that showcases the next wave of Hudson Valley jazz talent. 🌙🎶

🔥 DJ TRYST – INFERNO DANCE PARTY Saturday, November 29 · 9:30pm Pearl Moon, Woodstock

Step into the heat and lose yourself under the lights — DJ TRYST is back with an all-night Inferno Dance Party, spinning the hottest ’70s/’80s funk, disco, club hits, Studio 54 bangers, and deep-groove floor shakers.

Known for her magnetic energy and electric stage presence, DJ Tryst transforms every room into a full-body experience — blending nostalgia-drenched classics with slick, modern edits and seamless transitions that keep the dance floor lit from the first beat to the last. Her events are more than parties; they’re immersive, high-vibe celebrations where everyone feels free, connected, and fully alive.

Get ready for shimmering disco, funk-soaked rhythms, and pulse-pounding anthems that’ll have you moving all night. Dress bold, dance hard, and let the Inferno take over. 🔥💃🌙 

✨ 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. 🌙🥂🎶

✨ 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. 🌙🥂💫