Music Events

Experience the gentle magic of Undercover Cameo, the touring duo of Lucas Neil and Olivia Charlotte, as they bring their unique blend of folk, dreamscape, and sacred hush to the stage. With intimate harmonies, spacious arrangements, and lyrics rich with emotional honesty, their performance is more than a show—it’s a quiet gathering of the soul.

Rooted in deep friendship and reverence, their music invites you to slow down, reflect, and connect—with the songs, with the space, and with yourself.

Come early for dinner and enjoy delicious specials, refreshing cocktails, and an evening of heartfelt sound and shared presence.

✨ Dinner & music —reserve your table now!

Dive into the dark sparkle of the 80s with DJ TRYST—curator of bold soundscapes and founder of some of the Hudson Valley’s most iconic alt dance nights. Her sets blend New Wave, Post-Punk, 80s Disco, Synthwave + more, weaving nostalgia with deep cuts and club-ready grooves.

Expect vintage visuals, moody lighting, and an inclusive floor full of expression, movement, and magic. 🪩 Queer-positive. Free. All welcome.

✨ Come dressed to move. Come as you are. Come get weird.

#DJTryst #PearlMoonWoodstock #80sDanceParty #NewWave #PostPunk #HudsonValleyNights #Nightwave #DancefloorRituals #GothClubVibes

🎷 Straight Ahead Jazz Trio – Live Dinner Show

Join us for an intimate evening of timeless jazz, great food, and good company. The Straight Ahead Jazz Trio brings the golden era of swing, bebop, and cool jazz to life—setting the perfect mood for a laid-back, elegant dinner experience.

✨ Enjoy our delicious specials, craft cocktails, and the warm ambiance of Pearl Moon’s dining room and spacious patio.

🎶 Live music, smooth vibes, no cover.

#PearlMoonWoodstock #LiveJazzDinner #HudsonValleyEats #WoodstockDining #StraightAheadJazz #DinnerShow #JazzTrio #WeekendVibes

🥂 The Classics – Jazz & Funk Brunch

Start your Sunday with soulful grooves and feel-good funk from The Classics—bringing smooth jazz, vintage funk, and laid-back rhythm to your brunch table.

🍳 Enjoy delicious brunch specials, mimosas, and bloody marys on our sunny patio or cozy dining room. ✨ Good vibes, great music, and no cover.

#PearlMoonWoodstock #JazzBrunch #FunkBrunch #HudsonValleyEats #SundayVibes #TheClassicsLive #WoodstockBrunch #BrunchAndGroove

🎸 Bennett Harris Duo – Blues Dinner Show

Join us for a soulful evening of blues and roots with the Bennett Harris Duo—featuring guitarist, vocalist, and songwriter Bennett Harris, known for his deep connection to traditional American blues, fingerstyle guitar, and heartfelt vocals. A seasoned performer, Bennett brings decades of experience to the stage, blending classic blues with his own expressive style.

✨ Enjoy live music, delicious dinner specials, and handcrafted cocktails in our cozy dining room or on the spacious patio. 🎶 Music starts at dinner. No cover.

#PearlMoonWoodstock #BennettHarris #BluesDinnerShow #HudsonValleyMusic #WoodstockEats #LiveBlues #DinnerAndMusic #RootsMusic

🎷 The Frost Duo – Jazzy Dinner Show

Enjoy a night of smooth jazz and sophisticated style with The Frost Duo—featuring the dynamic pairing of instrumentalist Christian Gratz and vocalist LeahBeth Evans.

Known for their elegant interpretations and magnetic stage presence, The Frost Duo performs jazz standards and timeless classics, setting the perfect mood for a relaxing dinner experience. When they’re not composing original music, they’re bringing their polished sound to stages and events across the U.S.

✨ Join us for dinner, cocktails, and live music in our warm dining room or on the patio. 🎶 Music begins at dinner. No cover.

#PearlMoonWoodstock #TheFrostDuo #JazzDinnerShow #HudsonValleyMusic #LiveJazz #DinnerAndMusic #WoodstockEats #WeekendVibes

🎶 Dúo Andalucía – Flamenco & Jazz Dinner Show

Experience the fiery passion of flamenco fused with the soulful spirit of jazz from Dúo Andalucía. Trained under jazz virtuoso Petrosky and shaped by flamenco legends, Aaron and Emilio blend intricate guitar work and rich harmonies for a truly unique sound.

With performances across TV, prestigious venues, and festivals, their dynamic duo creates an unforgettable musical journey—perfect for a cozy dinner and cocktails.

✨ No cover. Music starts at dinner.

#PearlMoonWoodstock #DuoAndalucia #FlamencoJazz #LiveMusic #HudsonValleyEvents #DinnerAndMusic

🥂 Trinoceros Jazz Brunc

Kick off your Sunday with the vibrant sounds of Trinoceros, a dynamic jazz trio known for blending rich melodies, tight grooves, and soulful improvisation. Their energetic performances create the perfect soundtrack for a relaxed brunch vibe.

🍳 Enjoy delicious brunch specials, refreshing cocktails, and great company on our sunny patio or cozy dining room. 🎷 No cover. Music starts with brunch.

#PearlMoonWoodstock #TrinocerosJazz #JazzBrunch #HudsonValleyMusic #WoodstockEats #BrunchVibes #LiveJazz

A Night of Raw, Unrelenting Rock - get ready for a double dose of high-voltage alt-rock energy!

🎤 Of The Atlas – Fronted by Catskill’s own Jay Woodruff, this band delivers a moody, melodic, and emotionally charged sound that blurs the lines between indie grit and explosive power pop. What started as a solo journey has evolved into a full-throttle, genre-melting force—think art rock meets heartfelt anthems, delivered with precision and edge. If you like your rock introspective but loud, this one’s for you.

🎸 A Whole Nother – Born from Hudson Valley heavy-hitters GRAMPFATHER, SKRIB, Hush Woods, and Foam Cosmonaut, this six-piece outfit is chaos in the best way. Fronted by the fierce and fearless Lily Moskwa—a classically trained opera singer gone psychedelic rock priestess—they blend fuzzy guitars, synth freak-outs, and bold harmonies into a sound that’s wild, weird, and deeply addictive. Fans of King Gizzard, Modest Mouse, or Broken Social Scene—this is your moment.

 🔥Get your presale tickets by clicking HERE!🔥

Join us for a smooth and soulful Sunday with acclaimed guitarist Peter Einhorn, live at our jazz brunch series. A seasoned performer and composer, Peter brings warmth, sophistication, and dynamic artistry to every note—blending classic jazz with modern flair.

Enjoy a laid-back morning of incredible live music, delicious brunch specials, and refreshing cocktails on our spacious patio or inside our cozy dining room.

Perfect for jazz lovers, brunch enthusiasts, and anyone looking to ease into the day with good vibes and great company.