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Today

Time Stretchers

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

Playing the Knox for the first time, the Time Stretchers play the best of the best from the 50's to today!

Free

Domingo Brunch w/Jason Ennis & Natalia Bernal

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

Welcome back local favorites, Jason Ennis and Natalia Bernal. Stop by for the magical and soothing sounds of Jason Ennis and Natalia Bernal Latin Jazz Duo (Voice and Guitar) Live Music 10a-noon

Free

Lindsey Anne

Antimony Brewing 55 Pittsfield Rd, Lenox, MA

No further information available.

Free

Jazz Brunch with Bobby MacVeety

Race Brook Lodge 864 S Undermountain Rd, Sheffield, MA

Join us at The Stagecoach Tavern, for a delicious outdoor brunch and soulful jazz and blues with Berkshire legend Bobby MacVeety and his trio. Brunch served 11am-3pm Live music starts at 12:00pm $10 cover for the music No cover to enjoy brunch in a different part of the restaurant

$10

Nate Martel

portaVia 645 Main St, Dalton, MA

Sunday Music Series…Who’s in the Window?!

Free

Sky Full of Dippers

Balderdash Cellars 81 State Road, Richmond, MA

No further information available.

Free

Jack Waldheim

Route 8 Pub 3235 Main St, Becket, MA

Route 8 Pub Winter Music Series

Free

Michael Junkins and Friends

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

January Jazz Series, Spirits & Live Music for All, 6:30 - 9:30 PM. Featuring "Junk" w/ Will Hudgins on Vibes

$10

Ollabelle

Tourists 915 State Rd, North Adams, MA

What once began as a collective of musicians gathering on the Lower East Side of post-9/11 New York City now enters 2025 a supergroup. Glenn Patscha (Bonnie Raitt), Byron Isaacs (The Lumineers), Tony Leone (Little Feat), Fiona McBain (The Nine Seas) and Amy Helm, a solo artist whose father Levon Helm was the spiritual godfather […]

Free

Daryl Lowery Trio

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

January Jazz Series, Spirits & Live Music for All, 6:30 - 9:30 PM.

$10

Rees Shad Trio

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

No further information available.

Free

Calliope Cafe

The Stationery Factory 63 Flansburg Ave, Dalton, MA

SEASON 3 This is a FREE monthly “open mic” for high school students in Berkshire County to showcase their talents (music, dance, poetry, etc). Curated by Mark Franklin who retired from Wahconah Regional High School and while there, started the annual Calliope Cafe in the school cafeteria. In the summer of 2022, he was asked […]

Free
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