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The Insolent Willies

Methuselah Bar & Lounge 391 North Street, Pittsfield, MA

"An electrifying experience ... they challenge conventions with their roots-rock tunes," declares WMHT-TV, capturing the essence of The Insolent Willies, an upstate New York roots-rock band that has been shaking up the music scene since 2017. Known for their infectious blend of quirky, clever original tunes and unexpected covers, the band was founded by singer-songwriters […]

Free

Les Chrostowski

Antimony Brewing 55 Pittsfield Rd, Lenox, MA

No further information available.

Free

Chantell feat Diego Mongue Band

Ostrich Room at Apple Tree Inn 10 Richmond Mountain Road, Lenox, MA

No further information available.

Free

Peak Music Series- Jim Witherell

Jiminy Peak Mountain Resort 37 Corey Rd, Hancock, MA

Jim Witherell plays acoustic versions of popular songs, from Ed Sheeran and Shawn Mendes to Michael Jackson and Bon Jovi. Throw in a couple country songs and top it off with a few song parodies, and you’ll have a fun-filled, enjoyable night. Come to our rustic Tavern to relax and let Jim entertain you.

Free

Vyntyge Skynyrd

The Stationery Factory 63 Flansburg Ave, Dalton, MA

Vyntyge Skynyrd tributes and celebrates the 1970's era of the band by replicating this timeless music as it was originally recorded and performed. Vyntyge Skynyrd captures the fire and heart of the band, as well as the soul of their fearless leader Ronnie Van Zant. You'll be transported back to 1977 where you will hear […]

$25

Hard Knox Band

Knox Trail Inn 1898 E Otis Rd, East Otis, MA

Hard Knox is back at the Knox playing lots of great covers from the 70's thru the 90's, so come on out for dinner and some great tunes!

Free

Tame the Rooster

Proprietor's Lodge 22 Waubeek Rd, Pittsfield, MA

Tame The Rooster, a dynamic and irresistible modern country band hailing from the heart of New York's capital region. Formed from the ground up, this musical powerhouse boasts a diverse range of influences, drawing from rock, country, blues, and pop to create a sound uniquely their own. With infectious songwriting and the uncanny ability to […]

TBA

Secret Planet Presents: Underground System, Big Yuki, & La Lulu

Race Brook Lodge 864 S Undermountain Rd, Sheffield, MA

Secret Planet Presents: UNDERGROUND SYSTEM / BIGYUKI / LA LULU as part of Almost Spring Weekender No. 2 at Race Brook Lodge on Saturday, March 8th, 2025. Night two kicks off with LA LULU, Grammy-winning violinist, producer, vocalist, a triple XXX threat. We follow up with the Italo-Disco, Yes-Wave, House band of your dreams — […]

$45

Domingo Brunch featuring Razztime

Dottie's Coffee Lounge 444 North St, Pittsfield, MA

Every Sunday Dottie’s serves up Domingo Brunch; a mix of delicious food, live music and extraordinary drinks. This Sunday we are excited to welcome Razztime! Razztime are the very talented Simon Guthrie & Dave Bacon. They are a piano playing duo performing everything from old Jazz standards & Blues to original pieces with some traditional […]

Free

Nate Martel

Antimony Brewing 55 Pittsfield Rd, Lenox, MA

No further information available.

Free

Kilashandra

Balderdash Cellars 81 State Road, Richmond, MA

No further information available.

Free

Awake at the Wheel

Route 8 Pub 3235 Main St, Becket, MA

Route 8 Pub Winter Music Series

Free
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