Happening Next

Pittsfield Christmas Events

Christmas events Happening Next in Pittsfield, MA

Christmas Dreamland

Main Location: 475 Tyler St, Pittsfield, MA 12 Dec 2026
TRIPS-ADVENTURES

The Polar Express with Santa Claus

 57 North St, Pittsfield, MA, United States, Massachusetts 01201 12 Dec 2026
ART

The Light Before Christmas with Trek Track Collective

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

Rock the Halls: A Rock & Roll Christmas

 Colonial Theatre - Pittsfield 18 Dec 2026

The Polar Express for $1

 57 North St, Pittsfield, MA, United States, Massachusetts 01201 11 Dec 2026
ART

Holiday Shindy 2026

 Masonic Temple Association 12 Dec 2026
HOLIDAY

Santa Brunch

Berkshire Hills Country Club, Benedict Road, Pittsfield, MA, USA 19 Dec 2026
KIDS

Prepare Him Room

 172 Hubbard Ave, Pittsfield, MA, United States, Massachusetts 01201 14 Nov 2026
CALENDAR

The Light Before Christmas: Trek Track Collective

 Colonial Theatre - Pittsfield 28 Nov 2026
TRIPS-ADVENTURES

Annual RCS Craft Fair

 Richmond Consolidated school 7 Nov 2026
NONPROFIT

Berkshire ~Phil~Am Group

Italian American Club. 5 Dec 2026
WORKSHOPS

BASKET WEAVING WORKSHOP AT TAVERN AT THE A

 Tavern At The A 27 Dec 2026
FITNESS USD 93

Third Annual New Moon T.O.W. Veterans Dinner and Resources Fair

 Pittsfield, Massachusetts 14 Nov 2026
FESTIVALS

WREATH ART AUCTION to benefit The Pittsfield Community Food Pantry

 Lichtenstein Center for the Arts 2 Dec 2026
ART

Holiday Dinner

 Zucchini's 1331 North St, Pittsfield, MA 01201 5 Dec 2026
HOLIDAY