Live music

People come into our tavern and say they first played in it fifty years ago. The Berkshires have a rich musical tradition, we’re a little part of it! James Taylor played on the lawn in the summer of 1970; Randy Weston would play here; Arlo Guthrie has come through; there’s a rumor that Bob Dylan was once in attendance. We have a groovy poster from when “Stephanie” played here when it was Alice’s. Johnny Irion revitalized the program a few years ago, and now we generally have a show every night the bar is open.
Upcoming shows
Rounders Revival
Rounders Revival brings acoustic folk-Americana to life through convivial energy and heartfelt performance. Their music—forged with soulful harmonies, thoughtful originals, and gently familiar covers—offers a uniquely uplifting listening experience, perfect for cozy indoor venues or relaxed outdoor gatherings. Featuring core members Katie Herbst, Grahm Sturz, Dave Brown, and Matt Shomphe, joined by rotating collaborators, they create a radiant atmosphere grounded in community and comfort.

Charell & Chantell
Sisters Charell and Chantell bring their radiant harmonies and soulful sound to the Apple Tree Inn for one special night. Known for their seamless blend of voices and heartfelt performances, the duo creates music that is as uplifting as it is intimate. Whether you’re a longtime fan or discovering them for the first time, their show promises a moving and joyful evening in the heart of the Berkshires.

Colby Lewis & Steve Ide
A beloved Berkshire duo, Colby Lewis and Steve Ide bring timeless songs from the ’60s, ’70s, and beyond to life with rich harmonies, soulful guitar, and easy charm. Their performances blend classic favorites with heartfelt musicianship, creating the perfect soundtrack for an evening in the Ostrich Room.

Evan Lanoue Band
An independent singer-songwriter and musician from Berkshire, MA, discovered his passion for music at a young age by mastering his favorite Beatles melodies on the piano. Mixing elements of pop and classic rock blues, he crafts soulful and introspective songs that carve out a unique genre. With support from G Winnard on the drums and Dan Esko on the bass, their performances resonate with dynamic energy and depth.

More upcoming shows
September 2025
October 2025
See Instagram for previews and updates. Email Jenny Rubin at jennyjrubin70@gmail.com for information about booking acts.