Pittsfield Live Music Events

Aquanett LIVE at Proprietor's Lodge

The Proprietor's Lodge - Lakefront Events, Dining & Venue 14 Mar 2026

10 by Satch: The Music of Louis Armstrong

The Proprietor's Lodge - Lakefront Events, Dining & Venue 20 Feb 2026

Kristin Key: The Camp Kristin Tour

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 27 Mar 2026

The Lovin' Spoonful in Pittsfield

The Colonial Theatre 9 May 2026

3rd Annual Night of Dreams Gala 2026

Berkshire Hills Country Club 8 May 2026

DJ on the Deck Après Ski Party

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 14 Feb 2026

Four Sticks: The Music of Led Zeppelin

111 South St., Pittsfield, MA, United States, Massachusetts 01201 4 Apr 2026

The Flannel Kings DEBUT at The Proprietor’s Lodge!

The Proprietor's Lodge - Lakefront Events, Dining & Venue 7 Mar 2026

Rev Tor’s 30th Anniversary Jam

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 28 Mar 2026

I’m Going To Graceland

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 1 May 2026

SPINDLE (music bingo) w/ DJ Pup Daddy - Golden Age of Hip Hop

Thistle and Mirth 26 Feb 2026

A Salute to the American Soldier a Military Musical- Presented by Wayne Soares

The Proprietor's Lodge - Lakefront Events, Dining & Venue 28 Feb 2026

Live Music with Jack Waldheim

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 16 Feb 2026

NEW Queer Live Jazz Valentine Mondays @ Methuselah (Pittsfield, MA)

Methuselah Bar and Lounge 16 Feb 2026

Little Lies: A Tribute to Fleetwood Mac

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 10 Apr 2026

BR&B returns to Bei Tempi for Valentine’s Day

Bei Tempi - Good Times 14 Feb 2026

All Over the Map Returns to Tavern at the A!!!!

Tavern at the A 13 Mar 2026

Audition Call for BTG's Production of James & the Giant Peach JR.

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 23 Feb 2026

Breaking Out of the Mid-Winter Blues IV

75 North Street , Pittsfield, MA, United States, Massachusetts 01201 22 Feb 2026

Musical Bingo

1 Meadow Ln 21 Feb 2026

Dan Gingras at the Polish Falcons Pittsfield

Polish Falcons of America Nest 580 14 Mar 2026

Brian Benlien at the Polish Falcons Pittsfield

Polish Falcons of America Nest 580 28 Feb 2026

Powerful Voices Open Mic Show - Live Music, Comedy, Poetry+ More!

Pittsfield 30 Oct 2025

Q-MoB Queer Music & Movement Class (Pittsfield, MA)

Zion Lutheran Church (ELCA) 17 Nov 2025