Entertainment events in Pittsfield

Check out happening entertainment events all around Pittsfield, MA

Yesterday Once More: A Tribute to The Carpenters

 Sat, 18 Oct at 07:30 pm The Colonial - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

BOOsquet Halloween Party

 Sat, 25 Oct at 07:00 pm 101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

Yesterday Once More: A Musical Tribute to The Carpenters

 Fri, 17 Oct at 07:00 pm Colonial Theatre - Pittsfield

Full Burn heats up The A !! Welcome back !!

 Sat, 08 Nov at 08:00 pm Tavern at the A

The Vagabond Ball

 Fri, 17 Oct at 07:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

Green River - Tribute to CCR and John Fogerty

 Fri, 31 Oct at 07:00 pm Colonial Theatre - Pittsfield

Pittsfield Halloween Parade 2025

 Fri, 24 Oct at 07:00 pm Tyler Street, Pittsfield, MA 01201

Strange Magic NY - The ELO Experience

 Fri, 07 Nov at 07:00 pm Colonial Theatre - Pittsfield

Glow Barre Party

 Fri, 17 Oct at 06:00 pm 740 Williams Street, Pittsfield, MA, United States, Massachusetts 01201

Mutts Gone Nuts: Santa Paws

 Sun, 14 Dec at 02:00 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

The Polar Express for $1

 Fri, 07 Nov at 10:00 am 57 North St, Pittsfield, MA, United States, Massachusetts 01201

GXR at Bei Tempi “We’re back!”

 Sat, 15 Nov at 09:00 pm Bei Tempi - Good Times

Harvest & Rust: A Neil Young Experience

 Sat, 22 Nov at 07:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

Depot After Dark: Teen Dance Party Edition!

 Sat, 18 Oct at 07:00 pm W A N D E R Berkshires

Aquanett LIVE at The Proprietor's Lodge

 Sat, 22 Nov at 08:00 pm The Proprietor's Lodge - Lakefront Events, Dining & Venue

Orleans - Band at Colonial Theatre Pittsfield

 Sat, 29 Nov at 07:30 pm Colonial Theatre Pittsfield

Downtown Pittsfield… It’s Alive! Night Circus

 Sat, 18 Oct at 03:00 pm Dunham Mall, Pittsfield, MA 01201, United States

FREE 1 State...2 State..Baystate Tour with Wonderstate & Natural State

 Sat, 15 Nov at 06:00 pm Berkshire DC Church

Cocktails at the Carousel

Fri, 17 Oct at 06:00 pm The Berkshire Carousel

The Colonial Theatre - Pittsfield, MA

 Fri, 14 Nov at 07:30 pm Colonial Theatre

The Wizards Of Winter

 Fri, 19 Dec at 07:00 pm Colonial Theatre - Pittsfield

Strange Magic NY: The ELO Experience

 Sat, 08 Nov at 07:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

Albert Cummings

 Thu, 13 Nov at 07:00 pm Colonial Theatre - Pittsfield

Orleans

 Fri, 28 Nov at 07:00 pm Colonial Theatre - Pittsfield

DJ Champ x Dj Jeffrey Jay Halloween Bash @ Iztac

 Fri, 31 Oct at 09:00 pm Panchos Mexican Restaurant

Berkshire Singer Showcase Auditions (9 of 10)

 Sat, 29 Nov at 07:00 pm Tavern at the A

Orleans in Pittsfield

 Sat, 29 Nov at 07:30 pm The Colonial Theatre

Albert Cummings at Colonial Theatre Pittsfield

 Fri, 14 Nov at 07:30 pm Colonial Theatre Pittsfield

Day of the Dead Show: Lexi Weege with special guest Emma Oakley

 Sat, 01 Nov at 07:00 pm 1 School Street, Pittsfield, MA, United States, Massachusetts 01201

Concert by Kenn Morr Band | Friends of the Berkshire Athenaeum Program

 Tue, 21 Oct at 07:00 pm 1 Wendell Avenue, Pittsfield, MA, United States, Massachusetts 01201

An Evening of Holiday Jazz with Tim Jones

 Sat, 13 Dec at 07:30 pm The Garage at The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

Berkshire Singer Showcase Auditions (4 of 10)

 Tue, 21 Oct at 08:00 pm Bei Tempi - Good Times

The Vagabond Ball

 Thu, 16 Oct at 07:00 pm Colonial Theatre - Pittsfield

The Animal Support Project Fantasy Photos (Halloween & Autumn Theme)

 Sun, 26 Oct at 12:00 pm Benson's Pet Center (Pittsfield)

A Hans Zimmer Candlelight Experience In Pittsfield, MA🕯️Saturday 18th October

 Sat, 18 Oct at 10:00 pm Zion Lutheran Church (ELCA)

Dueling Pianos for PDC

 Thu, 13 Nov at 06:00 pm Berkshire Hills Country Club

New Year’s Eve with Max Creek

 Wed, 31 Dec at 08:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

Federico Fellini's LA STRADA with Images Cinema

 Wed, 15 Oct at 07:00 pm 1 School Street, Pittsfield, MA, United States, Massachusetts 01201

The Wizards of Winter at Colonial Theatre Pittsfield

 Sat, 20 Dec at 07:30 pm Colonial Theatre Pittsfield

Berkshire Mini-March for the Food Bank

 Sat, 22 Nov at 09:30 am Hot Plate Brewing Co.

Saturnalia Party!

 Fri, 19 Dec at 07:00 pm 1 School Street, Pittsfield, MA, United States, Massachusetts 01201

The Animal Support Project Fantasy Photos (Thanksgiving & Veteran's Day Theme)

 Sun, 23 Nov at 12:00 pm Benson's Pet Center (Pittsfield)

The Animal Support Project Fantasy Photos (Winter Fun & Holiday Theme)

 Sun, 14 Dec at 12:00 pm Benson's Pet Center (Pittsfield)

DJ PupDaddy's Pride Night @ Methuselah (Pittsfield, MA_

 Thu, 06 Nov at 08:00 pm Methuselah Bar and Lounge Free

Simply Three in Pittsfield

 Fri, 17 Oct at 08:00 pm The Colonial Theatre

Mutts Gone Nuts at Colonial Theatre Pittsfield

 Sun, 14 Dec at 02:00 pm Colonial Theatre Pittsfield

Scavenger Hunt - Bank Heist - Pittsfield

 Fri, 10 Oct at 08:00 am Scavenger Hunt - Bank Heist - Pittsfield USD 23 to 60

The Wonderful Wizard of Oz Experience - Pittsfield

 Mon, 22 Sep at 08:00 am The Wonderful Wizard of Oz Experience - Pittsfield USD 23 to 60