Music Events

✨ Dinner & Jazz with Pamela Pentony – at Pearl Moon ✨

Join us for a very special evening with vocalist Pamela Pentony, whose career has taken her from Broadway and the London stage to the jazz clubs of Paris and festivals across Europe. Pamela first appeared as a principal in Broadway’s groundbreaking rock opera SOON, sharing the stage with Peter Allen, Nell Carter, Richard Gere, and Barry Bostwick. She went on to perform at The Public Theatre under Joe Papp, at The National and Young Vic in London, and at international festivals including The Edinburgh Jazz Festival.

Pamela’s extraordinary voice has led her to collaborate with legends like Barry Manilow, John Prine, Muddy Waters, and Dusty Springfield, as well as touring the U.S. with big bands. From jazz standards to soulful interpretations, her performances are both timeless and unforgettable.

✨ Pair an exquisite dinner with the magic of live music at Pearl Moon.

🌙 Dinner & Music with The Glass Hours at Pearl Moon 🌙

The Glass Hours are American songwriters Megan Barbera and Brad Armstrong, an Americana/Country Folk duo who met in New York’s Hudson Valley in 2022. Blending Megan’s Colorado mountain roots with Brad’s Southern influences, their music is rich with storytelling and harmony.

Their self-titled debut (2024, Cornelius Chapel Records) was praised by Americana UK, The Bluegrass Situation, and Americana Highways, and led to national tours and a spot at NYC’s Underwater Sunshine Festival. Their highly anticipated second album, Chapel Glass, arrives September 2025.

✨ Join us for an intimate evening of song, story, and dinner at Pearl Moon.

✨🥂 Spellbinder Orchestra Jazz Brunch at Pearl Moon 🥂✨

This Sunday, experience the enchanting sounds of the Spellbinder Orchestra — an intergenerational collective led by songstress Alzara Getz. Their music blends folk rock with touches of classical, world, cabaret, and Eastern European influences, weaving between rousing, joyful grooves and dreamy, soulful melodies.

Based now in the Hudson Valley, Spellbinder has lit up stages from Woodstock’s Bearsville to SXSW and the San Francisco Edwardian Ball. Don’t miss this magical brunch performance at Pearl Moon!

🌞 Good food, vibrant music, Sunday vibes!

🌈🎉 Sunday Drag Bingo with Cookie Doe 🎉🌈

Get ready for a night of laughs, glamour, and fabulous prizes with Cookie Doe! Hosted by the team at Queerly, this Sunday evening event brings together the best of drag, bingo, and community spirit. Whether you’re a bingo pro or just here for the fun, expect witty banter, glittering costumes, and a whole lot of joy.

✨ Come for the game, stay for the performance, and leave with memories (and maybe a prize!) to sparkle all week.