Pittsfield Music Events

Free President's Day Bubble Show at Berkshire Community College (11:00AM Show)

Berkshire Community College 16 Feb 2026

Beyond The Wall Performs Dark Side of the Moon

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 14 Mar 2026

Aquanett LIVE at Proprietor's Lodge

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

‘90s Nation: Alternative Rock

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 21 Feb 2026

10 by Satch: The Music of Louis Armstrong

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

The Lovin' Spoonful in Pittsfield

The Colonial Theatre 9 May 2026

Red & White Valentines Day Party 🔥

Tavern at the A 14 Feb 2026

3rd Annual Night of Dreams Gala 2026

Berkshire Hills Country Club 8 May 2026

Vinyl Night w/ DJ Pup Daddy - Mardi Gras 2026 @ 45 RPM

Methuselah Bar and Lounge 17 Feb 2026

DJ on the Deck Après Ski Party

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

Dark Side of the Moon performed by Beyond the Wall

Colonial Theatre 14 Mar 2026

Four Sticks: The Music of Led Zeppelin

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

Après Ski Party at Bousquet

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 21 Feb 2026

The Flannel Kings DEBUT at The Proprietor’s Lodge!

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

Deal Me In - Casino Night to Benefit The Christian Center

193 Robbins Ave, Pittsfield, MA 10 Apr 2026

Rev Tor’s 30th Anniversary Jam

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

SKI-BR Day w/ Pabst Blue Ribbon

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

I’m Going To Graceland

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

DJ on the Deck Après Ski Party

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

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

Hot Plate Brewing Co. 11 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

Bring Your Own Vinyl w/ DJ Pup Daddy

Hot Plate Brewing Co. 27 Feb 2026

"STRIKING OUT CANCER IN THE BERKSHIRES "!! /Joe Adee & The Lug Nuts

Proprietor's Lodge 21 Feb 2026

Jazz Vespers

74 1st St, Pittsfield, MA, United States, Massachusetts 01201 4 Mar 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

Yacht Lobsters

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

Breaking Out of the Mid-Winter Blues IV

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

Anti-Valentine's Day Party | Teen Programming

1 Wendell Avenue, Pittsfield, MA, United States, Massachusetts 01201 13 Feb 2026

Sound Bath

75 North Street , Pittsfield, MA, United States, Massachusetts 01201 9 Feb 2026

THE COLLAB Artist Showcase: Live, Loud & Local

WANDER Berkshires 27 Feb 2026

Cards and Karaoke

Country Club of Pittsfield - Berkshires 21 Mar 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

Bousquet Beach Party

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 17 Feb 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

Karaoke Wednesdays!

Methuselah Bar and Lounge 4 Feb 2026