Pittsfield Live Music Events

August 7 First Fridays at Five

North St, Pittsfield, MA 01201, United States 7 Aug 2026

Steve Winwood Tickets

Tanglewood, Lenox, MA 6 Sep 2026

Summit Sounds with Movin' On

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 13 Aug 2026

Summit Sounds with The Hotshot Hillbillies

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 3 Sep 2026

Summit Sounds with Brian Benlien

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 10 Sep 2026

Deadgrass

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 9 Oct 2026

The Boy Band Project

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 17 Oct 2026

Live at the Colonial Theatre!

Colonial Theatre 10 Oct 2026

Summit Sounds with The Housie Shakers

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 27 Aug 2026

Bousquet Jazz + Blues Festival - Presented by Berkshires Jazz

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 8 Aug 2026

Rev Tor's Anniversary Jam

Colonial Theatre - Pittsfield 25 Sep 2026

Deadgrass

Colonial Theatre - Pittsfield 9 Oct 2026

SPINDLE (music bingo) w/ DJ Pup Daddy - Totally Awesome 80s

Thistle and Mirth 27 Aug 2026

Masterpieces & Melodies: Whalen for Congress Art Auction and Concert

W A N D E R Berkshires 14 Aug 2026

A Chorus Line

30 Union St, Pittsfield, MA, United States, Massachusetts 01201 31 Jul 2026

Yesterday and Today - The Beatles Tribute

Colonial Theatre - Pittsfield 16 Oct 2026

A Place for Us: The Music of Stephen Sondheim (Pittsfield, MA)

Berkshire Athenaeum 19 Sep 2026

Bring Your Own Vinyl w/ DJ Pup Daddy

Hot Plate Brewing Co. 28 Aug 2026