Events

🥞🎷 Jazz Brunch with the Tillson Jazz Ensemble at Pearl Moon 🎷🥞

Ease into your Sunday with the swinging sounds of the Tillson Jazz Ensemble. Known for their vibrant mix of classic jazz standards and spirited improvisation, this group brings a smooth, soulful energy that pairs perfectly with Pearl Moon’s farm-fresh brunch menu and craft cocktails.

Relax, savor the flavors, and let the music carry you through a Sunday filled with warmth, rhythm, and community. 🌞✨

🍴🎶 Acoustic Dinner Show with Triad at Pearl Moon 🎶🍴

Join us for an intimate evening with Triad, an acoustic trio weaving together rich harmonies, dynamic rhythms, and heartfelt songs. Their sound blends folk, jazz, and soul into a warm, inviting performance that pairs perfectly with Pearl Moon’s farm-to-table dinner and handcrafted cocktails.

Settle in, savor the music, and let Triad’s acoustic energy create the perfect backdrop for a night out in Woodstock. 🌙✨

Settle in for an unforgettable evening as Novus Cantus brings their vibrant world-rock sound to Pearl Moon. Blending the fire of rock with the elegance of flamenco and the hypnotic pulse of Middle Eastern rhythms, this Hudson Valley–born group creates a sound that’s both timeless and electrifying.

Known for their dynamic performances, Novus Cantus mixes original music with inventive takes on classics by Jefferson Airplane, the Rolling Stones, Nirvana, and more. They’ve been featured on WMHT’s AHA House of the Arts, Albany’s Local 518 Sessions, and earned three Eddies Award nominations, including Best World Music Group.

Formed by brothers Alexander and Christian Herasimtschuk and joined by bassist Jozef Lisiecki, the band draws inspiration from flamenco, Middle Eastern, South American, classical, rock, and heavy metal styles. Their shows are rich, immersive, and full of heart.

✨ Join us for dinner and let Novus Cantus set the soundtrack for a magical Woodstock night 🎶

🍴🌙 Acoustic Dinner Show with Undercover Cameo at Pearl Moon 🌙🍴

Experience the multi-generational folk collective Undercover Cameo—featuring Lucas Neil, Olivia Charlotte, Sandy Allen, and Elizabeth Beisel—as they bring their poetic lyricism and soulful arrangements to the Pearl Moon stage.

Blending ambient textures with intimate harmonies, the group creates an atmosphere of connection, love, and presence—music that invites you to slow down, soften, and feel deeply. ✨

Pair the performance with Pearl Moon’s farm-fresh dinner and handcrafted cocktails for a night of nourishment in every sense.

🥞🎶 Funk • Jazz • R&B Brunch with Tree of Life at Pearl Moon 🎶🥞

Bring your Sunday to life with the soulful sounds of Tree of Life—a band that blends funk, jazz, and R&B into a groove-filled experience that will have you swaying in your seat. Their vibrant energy and rich musicianship set the perfect backdrop for Pearl Moon’s farm-to-table brunch and craft cocktails.

✨ Good food, great music, and the warm Pearl Moon vibe—there’s no better way to spend your Sunday in Woodstock.

🔥 Strangehouse Presents: INFERNO! — Undead Disco at Pearl Moon 🪩 Friday, October 17 · 9:30 PM · No Cover

Step into the shadows and onto the dance floor for a night of spooky disco delights! Inferno: Undead Disco is a Halloween-season dance party that blends vintage grooves with eerie atmosphere and electric energy. Expect 70s & 80s disco, funk, and more, plus immersive visuals and all the Halloween vibes you crave. Feel free to dress up! Killer dance moves are mandatory.!

🎧 DJ Tryst is a Woodstock-based musician, DJ, and nightlife curator known for crafting transportive themed events that pulse with dark glamour and retro rhythm. Her sets weave disco, funk, and underground sounds into immersive dancefloor experiences that light up the night.

🕰 When: Friday, October 17 · 9:30 PM 📍 Where: Pearl Moon, 52 Mill Hill Rd, Woodstock, NY 💸 Cover: Free!

🎃🦇 Halloween Night Dance Party at Pearl Moon! 🦇🎃

Get ready to dance, haunt, and howl the night away with The Minorikeys—New Paltz’s own eclectic party band known for their high-energy sets and wild cross-genre mash-ups that keep the dance floor moving all night long. 👻💃🕺

Come dressed to impress (or terrify!) for our Costume Contest—with a cash prize for 1st place and spooky-good prizes for 2nd and 3rd! 🧛‍♀️💰✨

It’s going to be a wicked night of music, mischief, and monster moves. Mark your calendars, grab your ghouls, and join us at Pearl Moon for a Halloween bash you won’t want to miss. 🪩🦹‍♂️🌕