Events

Join Brad Cole & Bossa Blue for The Pearl Moon Sessions, a monthly celebration of live music, featuring November’s special guest, woodwind master Jay Collins, for an evening of inventive arrangements, fantastic grooves, and musical surprises. Enjoy Pearl Moon’s signature supper-club atmosphere with exceptional food, great drinks, and room to dance as some of the Hudson Valley’s finest musicians heat up the night! 

  CLICK HERE to reserve your seats!

Experience the vibrant sounds of BOREAL, led by Brazilian vocalist Mariana Barcellos, blending the irresistible rhythms of bossa nova and samba with the warmth and sophistication of Brazilian music. Join us at Pearl Moon for an evening of captivating live music, delicious food, craft drinks, and the laid-back supper-club atmosphere that makes Woodstock nights special! 

  CLICK HERE to reserve your seats!

Transform your Sunday morning with the vibrant, soulful rhythms of the Tree of Life Quartet. Treat yourself to an exceptional brunch experience where incredible food pairs perfectly with world-class live music. 

Friday, November 13 brings an extra dose of mystery to Pearl Moon as Two Dark Birds take the stage with haunting melodies, shadowy folk-rock, and raw, soulful storytelling. Settle into the atmosphere, embrace the darkness, and let the music carry you somewhere unexpected!

CLICK HERE to reserve your seats!

Guitar virtuoso Murali Coryell brings his electrifying blend of blues, jazz, and rock to Pearl Moon, delivering masterful musicianship, fiery improvisation, and grooves that refuse to sit still. Expect an up-close encounter and experience world-class guitar playing up close—grab a seat, bring your friends, and join us for a night that rocks!

CLICK HERE to reserve your seats!

Ease into Sunday with JOURNEY BLUE HEAVEN, bringing a fresh blend of soulful sounds and feel-good rhythms to Pearl Moon's brunch table. Gather your favorite people, enjoy a delicious brunch, and let great music set the tone for a perfect Woodstock afternoon!

Join us at Pearl Moon for a live dinner show featuring The Donnelly & Einhorn R&B Project. Enjoy an evening of soulful R&B, smooth grooves, and exceptional live music paired with delicious food and craft cocktails. The perfect night out for music lovers, great company, and a little soul! 

CLICK HERE to reserve your seats!

Get ready for a night of live music with NY Funk Alliance at Pearl Moon! Enjoy an evening of funky grooves, soulful rhythms, and feel-good music alongside delicious dinner specials and craft cocktails. Join us for dinner, drinks, and a little funk on the dance floor. 

  CLICK HERE to reserve your seats!

Join us at Pearl Moon for a dreamy Sunday brunch with the Sarah Power Quartet. Enjoy an afternoon of dreamy pop, atmospheric melodies, and captivating live music paired with delicious brunch favorites and craft cocktails. The perfect way to ease into your Sunday with great food and beautiful music!

Treat yourself to an exceptionally vibrant evening as this beloved collective weaves a spellbinding tapestry of rich harmonies and magnetic rhythms. Their undeniable onstage chemistry and soul-stirring melodies create a joyful, celebratory atmosphere that keeps you completely captivated from the very first note.

CLICK HERE to reserve your table!

Brighten your Sunday morning with a brilliant fusion of masterfully played horns and deeply uplifting, soulful grooves! This phenomenal ensemble delivers an energetic and joyful performance that perfectly complements your favorite brunch flavors, leaving you feeling entirely refreshed and inspired for the week ahead!

Join Brad Cole & Bossa Blue for The Pearl Moon Sessions, a monthly celebration of live music featuring a different special guest performer with each show. Enjoy an evening of inventive arrangements, infectious grooves, and musical surprises in Pearl Moon’s signature supper-club atmosphere, with exceptional food, great drinks, and room to dance as some of the Hudson Valley’s finest musicians bring the night to life!

CLICK HERE to reserve your seats!

Ready for a night that gets your feet moving and the good times rolling? Soul Patrol takes over Pearl Moon with an irresistible mix of soulful classics, funky grooves, and high-octane live performances that will keep the energy soaring. Bring your friends, claim your spot, and discover why a night out at Pearl Moon is anything but ordinary! 

  CLICK HERE to reserve your seats!

Make your Sunday a little more memorable with the Tillson Ensemble bringing an afternoon of captivating live music to Pearl Moon. Settle in for a leisurely brunch, savor delicious food and drinks, and enjoy an engaging musical experience that makes the perfect soundtrack to a Hudson Valley Sunday!

Kick off your weekend with THE CLASSICS at Pearl Moon for an evening of familiar sounds, timeless hits, and live music that brings people together. Whether you're looking to dance, sing along, or unwind with dinner and drinks, this is your invitation to leave the week behind and make Friday night something special! 

  CLICK HERE to reserve your seats!

Saturday night calls for great music, good company, and a reason to get out on the town! SOUL PURPOSE brings the energy to Pearl Moon with a dynamic night of soulful sounds, irresistible rhythms, and live entertainment that sets the perfect mood for a memorable night out in Woodstock. Grab your friends, hit the town, and let the music take over! 

  CLICK HERE to reserve your seats!

Ease into your Sunday with a live music brunch featuring Nancy Donnelly and Peter Einhorn along with their fantastic band, together as The Donnelly & Einhorn Project. Enjoy their musical chemistry and captivating performances while indulging in Pearl Moon's delicious brunch, refreshing drinks, and relaxed atmosphere—the perfect way to spend a Sunday in Woodstock!

Make Pearl Moon part of your holiday celebration with an unforgettable evening of Christmas music, festive cheer, and dazzling live entertainment starring Brian Mitchell. Enjoy a special dinner-show experience filled with seasonal favorites, holiday magic, delicious food, and great drinks—the perfect way to celebrate the most wonderful time of the year! 

  CLICK HERE to reserve your seats!

Give your Sunday a beautiful soundtrack with Tree of Life Quartet, featuring Sasha Grin, bringing a live music brunch of inspired musicianship and captivating melodies to Pearl Moon. Enjoy a leisurely meal, delicious food, and refreshing drinks while taking in an engaging live performance in the relaxed, welcoming atmosphere of Woodstock's favorite musical gathering place!

Make your Sunday swing with Jay Collins' Gravy Train, bringing a lively afternoon of musical talent, awesome grooves, and feel-good sounds to Pearl Moon. Settle in for a delicious brunch, enjoy a drink, and let the music turn an ordinary Sunday into a memorable time of great food, great company, and outstanding live entertainment!

Give 2027 a spectacular sendoff with an unforgettable New Year's Eve celebration featuring the Upstate Family Band at Pearl Moon! Enjoy a festive dinner-show experience filled with fantastic live music, delicious food, great drinks, and plenty of energy to carry you into the new year in style! 

  CLICK HERE to reserve your seats!