Music Events

JAZZ DINNER SHOW w/ SPAGHETTI EASTERN event photo

JAZZ DINNER SHOW w/ SPAGHETTI EASTERN

Wednesday August 27th

🎶 Spaghetti Eastern – Jazz Dinner Show 🎶

Dive into a night of vibrant, genre-blending jazz with Spaghetti Eastern! Their eclectic sound mixes classic jazz grooves with world influences, creating an energetic and soulful experience that pairs perfectly with dinner and cocktails in the heart of Woodstock.

🌙 Join us for an evening of live music, great food, and a truly memorable night.

06:30 PM - 08:30 PM

JAZZ DINNER SHOW w/ JOELLE & RIVER event photo

JAZZ DINNER SHOW w/ JOELLE & RIVER

Friday August 29th

🎶 Joelle & River – Jazz Dinner Show 🎶

Experience an evening of soulful jazz with Joelle & River at Pearl Moon. Harlem-born violinist and vocalist Joelle brings classical training and a velvety voice, while River, hailing from New Orleans, adds a rich, rhythmic foundation to their performances. Together, they create a captivating blend of jazz that pairs perfectly with our chef-driven menu and craft cocktails.

🌙 Join us for a night of live music, delicious food, and an unforgettable atmosphere in the heart of Woodstock.

06:30 PM - 08:30 PM

70S DANCE PARTY w/ DJ TRYST! event photo

70S DANCE PARTY w/ DJ TRYST!

Saturday August 30th

STRANGEHOUSE PRESENTS

INFERNO - 70S DANCE PARTY W/ DJ TRYST

🔥Saturday, August 30 | 9:30 PM 🔥

Get ready to step into a glitter-soaked time machine and lose yourself in the groove! INFERNO is your ultimate 70s dance night. Spinning disco, funk, club hits, rock, and everything in between. Expect vintage visuals, an electric atmosphere, and wall-to-wall good vibes that keep you moving all night long.

DJ Tryst is the curator of iconic dance floors, blending a love of vintage sound with a pulse for the present. Her parties are known for their immersive energy. Seamlessly mixing eras, genres, and moods into a cinematic night of movement. From deep cuts to anthemic bangers, Tryst’s sets are journeys that celebrate freedom, connection, and pure joy on the dance floor. Whether you’re a disco queen, a funk fanatic, or just here to feel the beat, she’s got your number.

Get your tickets at EVENTBRITE.COM

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@TRYST_OFFICIAL

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09:30 PM - 12:00 AM

JAZZ BRUNCH w/ JAY COLLINS GRAVY TRAIN event photo

JAZZ BRUNCH w/ JAY COLLINS GRAVY TRAIN

Sunday August 31st

🎷 Jay Collins Gravy Train – Jazz Brunch 🎶

Join us for a soulful Sunday with Jay Collins Gravy Train! 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 cocktails.

🌙 Reserve your table now and enjoy a relaxed morning of live music, delicious brunch specials, and refreshing cocktails on our spacious patio or inside our cozy dining room.

11:00 AM - 02:00 PM