Chris Merenda

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

No further information available.

Free

Domingo Brunch featuring Christine Bile

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 we are thrilled to welcome back Christine Bile. Christine Bilé is a singer-songwriter playing acoustic pop-folk music. (guitar and ukelele) , all while singing with her wide vocal range. Her music will empower you, make you […]

Free

Sky Full of Dippers

Balderdash Cellars 81 State Road, Richmond, MA

No further information available.

Free

Christmas at Trinity

Trinity Episcopal Church 88 Walker St, Lenox, MA

Trinity Church will present program of beloved carols and instrumental music for the season at Trinity Church. The concert will include well-known beloved music for Christmas by Gregg Smith, William Walton, Ola Gjeilo and traditional carols arranged by Nancy Wertch.

TBA

Nate Martel

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 Philip Skaller on Piano

$10

Farmstead For Farmers Benefit Concert

Egremont Barn 17 Main Street, South Egremont, MA

Final Acre Campaign for River Run Farm, A Farmsteads for Farmers Benefit Concert Concert at 7pm A Berkshire Community Land Trust benefit concert, the last event in the Final Acre Campaign for River Run Farm! Join local musicians as we raise funds for the local Farmsteads for Farmers initiative to place River Run Farm into […]

$30

Kris Allen Trio

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

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

$10

The Lucky Three

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

No further information available.

Free

Winter Concert

Bard College at Simon's Rock 84 Alford Rd, Great Barrington, MA

The Simon's Rock Chamber Orchestra plays music by Vivaldi, Mozart, Haydn, Elgar, Dvorak and Purcell's "Dido's Lament" with soprano Gilbert Otten.

Free

Tipsy Carol McBoozle’s Holiday Sing-Along

The Foundry 2 Harris St, West Stockbridge, MA

We can’t get enough of her antics. Bring the whole family and laugh sing and even dance with our favorite personality. Come celebrate community and seasonal spirits with the beautiful Tipsy McBoozle as she tinkles the ivories with your favorite Holiday tunes. Pull out that rusty old trombone and bring it to play along! Sure […]

$15

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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