Pittsfield Live Music Events

June 5 First Fridays at Five

Downtown Pittsfield 5 Jun 2026

Rhapsody: The Music of Queen

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 25 Jun 2026

Back to the Garden 1969

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 30 May 2026

Rev Tor's 30th Anniversary Jam

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 25 Sep 2026

BFAIR In Bloom - A Garden Party Tasting Event

The Proprietor's Lodge - Lakefront Events, Dining & Venue 4 Jun 2026

1776

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 2 Jul 2026

Summer Stomp Country Concert

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 25 Jul 2026

The Legend of Georgia McBride

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 31 Jul 2026

Summit Sounds with Movin' On

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

IAN MAKSIN in PITTSFIELD, MA: "CELLO FOR PEACE" Concert Tour

Sanctum Gallery 28 May 2026

Summit Sounds with The Hotshot Hillbillies

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

A Chorus Line

30 Union St, Pittsfield, MA, United States, Massachusetts 01201 16 Jul 2026

Devised Theatre Ensemble: The Legends of the Berkshires

Robert Boland Theatre 25 Jul 2026

HairBallz 10 year Anniversary Bash!!

Tavern At The A 30 May 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

Fire on the Mountain Jam

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 1 Aug 2026

Even It Up @ The Parkside

Parkside Restaurant 6 Jun 2026

Film Night - The River

148 North St Pittsfield Ma 01201 23 May 2026