Bobby Sweet and Lara Tupper

Devonfield Inn 85 Stockbridge Road, Lee, MA

Our own mini Tanglewood. Join us on the beautiful grounds of the Devonfield Inn for outdoor concerts in June, July, August, September and October. Free! A mix of Bobby's original Americana music and our folk-harmony favorites. Bring your own lawn chair and picnic. We can't wait to return to one of our favorite spots in […]

Free

Lenox Jazz Stroll

Downtown Lenox 11 Housatonic St, Lenox, MA

On Saturday, performances will take place throughout the downtown cultural district including three concerts at Lilac Park on Main St. between 3-7pm and pop-up performances throughout the day. Saturday’s performances are free, family-friendly, and open to the public. Concert-goers are encouraged to bring a picnic and lawn chairs to enjoy the afternoon in the park. […]

Free

All Ten and John

Balderdash Cellars 81 State Road, Richmond, MA

No further information available.

Free

Sean Callaghan

Firehouse Cafe & Bistro 47 Park St, Adams, MA

Join us at the Firehouse Café & Bistro for an unforgettable evening of live music with the incredibly talented Sean Callaghan. From heartfelt ballads to upbeat favorites, Sean's performances are a blend of soulful tunes and engaging storytelling that will captivate audiences of all ages. Whether you're planning a night out with friends or a […]

Free

Lonny Jarrett and Friends

Dottie's and Dorothy's 444 North St, Pittsfield, MA

Jazz you can dance to, Funk you can think about. Standards, original Lonny Jarrett/guitar, Ellen Jacobsen/drums, Aeden Madden/saxaphone, Fran Tokarz/bass Doors open at 6, Live music 7-10PM, Full Bar

Free

Les Chrostowski

Route 8 Pub 3235 Main St, Becket, MA

Great Music.Great People

Free

Pete Boyd

Locker Room Sports Pub 232 Main St, Lee, MA

No further information available.

Free

Glori Wilder

The Lion's Den 30 Main Street, Stockbridge, MA

September Den Sessions, Spirits & Live Music for All, 7 - 10 PM

$10

All of Us Band

Methuselah Bar & Lounge 391 North Street, Pittsfield, MA

Join us for a rocking night of classic rock!!

Free

Tipsy Macboozle’S “Back To Skewl Daze”

The Foundry 2 Harris St, West Stockbridge, MA

Come relive those horrid and delightful K-12 years in Tipsy MacBoozle’s Back to Skewl Daze. An irreverent, raucous, if not slightly salacious, sing along where you can belt out Another Brick In The Wall, Smokin’ In The Boys Room, ABC, Inchworm, Blinded By Science and Paperback Writers, to mention a few. Tipsy is a world […]

$20

An Evening with Roger McGuinn

Colonial Theatre 111 South St, Pittsfield, MA

Grammy Award winner, Roger McGuinn, a legendary figure in the music world, is set to take the stage at the Colonial Theatre for an unforgettable concert. With a career spanning decades, McGuinn co-founded the iconic band, The Byrds, alongside Gene Clark and David Crosby in 1964. Before The Byrds, McGuinn made his mark performing with […]

$60

Vaguely Pagan

Egremont Barn 17 Main Street, South Egremont, MA

Wes Buckley, Brian Kantor, Miles Lally, known as Vaguely Pagan, keep an audience moving with their brand of toe tappers, hippy spinners, you name it, but at the end of the night, they kind of just play soul music. You can see, hear and feel them enjoying themselves. The original songs veer into psych, folk, […]

$15

Subscribe to Music in the Berkshires e-Newsletter