Pittsfield Arts Events

Mutts Gone Nuts: Santa Paws

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 14 Dec 2025

Taconic Theatre Craft Show

Taconic High School 13 Dec 2025

The Wizards of Winter at Colonial Theatre Pittsfield

Colonial Theatre Pittsfield 20 Dec 2025

A Christmas Story for $1

57 North St, Pittsfield, MA, United States, Massachusetts 01201 12 Dec 2025

An Evening of Holiday Jazz with Tim Jones

The Garage at The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 13 Dec 2025

Holiday Open Studios

75 South Church St., 3rd floor, Studio 302, Pittsfield, MA 13 Dec 2025

VISIONS! IN THE CITY OF PARADISE

Hancock Shaker Village 17 Dec 2025

New Year’s Eve with Max Creek

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 31 Dec 2025

BCC Players Presents "The Winter's Tale" directed by Grace Kelley

1350 West St, Pittsfield, MA, United States, Massachusetts 01201 12 Dec 2025

Music Bingo - our annual cut-throat edition

75 North Street , Pittsfield, MA, United States, Massachusetts 01201 21 Dec 2025

Mollie Kellogg's 2nd Saturday Open Studio

Clock Tower Business Park 13 Dec 2025

OPEN STUDIOS - Clock Tower Artists

75 South Church Street, Pittsfield, MA, United States, Massachusetts 01201 13 Dec 2025

Beer and Carols

74 1st St, Pittsfield, MA, United States, Massachusetts 01201 18 Dec 2025

The Wizards Of Winter

Colonial Theatre - Pittsfield 19 Dec 2025

Sanctum Gallery Grand Opening (Invitation for Love)

148 North St Pittsfield Ma 01201 14 Feb 2026

Tim Jones

Colonial Theatre - Pittsfield 12 Dec 2025

Taproom Trivia

1 School Street, Pittsfield, MA, United States, Massachusetts 01201 16 Dec 2025

Magic Tree House: Showtime with Shakespeare

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

Movie Afternoons | Screening of Ferris Bueller's Day Off

1 Wendell Avenue, Pittsfield, MA, United States, Massachusetts 01201 16 Dec 2025

Movie Afternoons | Screening of The Holiday

1 Wendell Avenue, Pittsfield, MA, United States, Massachusetts 01201 30 Dec 2025

The Lovin' Spoonful in Pittsfield

The Colonial Theatre 9 May 2026

Mutts Gone Nuts at Colonial Theatre Pittsfield

Colonial Theatre Pittsfield 14 Dec 2025

Q-MoB NEW Queer Men's Coffee Klatch @ Wander Berkshire (Pittsfield, MA)

WANDER Berkshires 1 Mar 2025

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

Pittsfield 30 Oct 2025

Noon Years Eve Party (Pittsfield)

Zion Lutheran Church of Pittsfield 31 Dec 2025

NEW Queer Men's D&D Roleplaying Group @ UCC Pittsfield (Pittsfield, MA)

110 South St 13 Apr 2025

Pittsfield Audio Tour: Echoes of Elegance on Historic North Street

Wollison–Shipton Building 20 Nov 2025

Mutts Gone Nuts

Colonial Theatre - Pittsfield 13 Dec 2025