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The Wizards of Winter

Colonial Theatre 111 South St, Pittsfield, MA

Back by popular demand this holiday season, The Wizards of Winter return to The Colonial Theatre with their musical intensity, stage theatrics and festive fun. Embark on a magical musical […]

$59

John Pizzarelli Big Band – Dear Mr. Sinatra

Mahaiwe 14 Castle St, Great Barrington, MA, United States

Mr. Pizzarelli salutes the Chairman of the Board, Frank Sinatra, performing with an excellent 17-piece big band that kicks with a brawling, Count Basie-like exuberance. He will play songs written […]

$49 – $109

Chris Murphy

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

No further information available.

Free

Domingo Brunch with Redshift

Dottie's and Dorothy's 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 stop by for some exciting jazz with Redshift.... Lonny Jarrett on […]

Free

Paul Zarvis

Balderdash Cellars 81 State Road, Richmond, MA

No further information available.

Free

Livio Gravini

Antimony Brewing 55 Pittsfield Rd, Lenox, MA

No further information available.

Free

Michael Junkins and Friends

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

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

$10

The Lucky Three

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

No further information available.

Free

Wanda Houston

Firefly Gastropub 71 Church Street, Lenox, MA

A Dynamic Quartet Featuring Rhythm, Blues, Jazz & Soul from the 30s through the 70s. Wanda Houston is a professional singer, actress, and song stylist who has traveled the stages […]

Free

Chris Murphy

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

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

$10

Jim Witherell

Antimony Brewing 55 Pittsfield Rd, Lenox, MA

No further information available.

Free

Tom Corrigan

Balderdash Cellars 81 State Road, Richmond, MA

No further information available.

Free
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