Pittsfield Christmas 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

The Wizards of Winter return to the COLONIAL THEATER, PITTSFIELD MA

111 South St, Pittsfield, MA 01201-6174, United States 20 Dec 2025

Berkshire Lyric Presents: In Dulci Jubilo Christmas Concert

St. Mark's Church 12 Dec 2025

Christmas Eve Worship at Zion Lutheran Pittsfield

74 1st St, Pittsfield, MA, United States, Massachusetts 01201 24 Dec 2025

The Light of Christmas, a holiday handbell concerrt

67 East Street, Pittsfield, MA, United States, Massachusetts 01201 14 Dec 2025

Music Bingo - our annual cut-throat edition

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

TAA Miraculous Maccabees Party and Latke-Fest Dinner!

26 Broad St, Pittsfield, MA 19 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

The Light of Christmas Concert

St. Stephen's Parish, Pittsfield MA 14 Dec 2025

Youth Group Christmas Party

172 Hubbard Ave, Pittsfield, MA, United States, Massachusetts 01201 16 Dec 2025

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

Benson's Pet Center (Pittsfield) 14 Dec 2025

Queer Skies presents: A Nightmare Before Christmas

WANDER Berkshires 20 Dec 2025

African Dance Winter Series with Sister Noel

Berkshire Music School 20 Dec 2025

Christmas Glow Night

675 MERRILL RD, Pittsfield, MA, United States, Massachusetts 01201 12 Dec 2025