Jazz in Persip Park with the Peggy Stern Trio

Persip Park 175 North St, Pittsfield, MA

Peggy Stern Trio: Peggy Stern, Maryann McSweeney, and Conor Meehan Peggy Stern has composed, played, recorded, and toured in a wide variety of situations: from solos to octets to jazz […]

Free

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 […]

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 […]

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 […]

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 […]

$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 […]

$60

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