Upcoming Events in Pittsfield

Drop in digital skills training

09 February 2026

Pittsfield, MA

Second Street Second Chances, 264 Second St

EforAll Berkshire County Fall 2025 Showcase and

16 December 2025

Pittsfield, MA

Berkshire Innovation Center, 45 Woodlawn Ave

SheJumps | WILD SKILLS Junior Ski Patrol | MA

24 January 2026

Pittsfield, MA

101 Dan Fox Dr

The Little Mermen

20 February 2026

Pittsfield, MA

The Colonial Theatre: Berkshire Theatre Group, 111 South St

LIVE CSL 6hr Class Pittsfield 2-21-26

21 February 2026

Pittsfield, MA

Hilton Garden Inn Lenox Pittsfield, 1032 South St

Music Bingo - our annual cut-throat edition

21 December 2025

Pittsfield, MA

75 North St

Winterlights

09 May 2026

Pittsfield, MA

The Colonial Theatre: Berkshire Theatre Group, 111 South St

CATA & FLO Present a Special Needs Art & Tea Party!

13 December 2025

Great Barrington, MA

Community Access To Arts (CATA), 420 Stockbridge Rd Suite 2

Ryan Montbleau

12 December 2025

South Egremont, MA

The Egremont Barn, 17 Main St

A Christmas Carol by Charles Dickens

12 December 2025

North Adams, MA

165 E Main St