Pittsfield Kids Events

Christmas Dreamland

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

The Polar Express with Santa Claus

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

The Polar Express for $1

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

Santa Brunch

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

The Infield's 15th Anniversary Party (Unlimited Swings + Bounce House)

10 Lyman St, Pittsfield, MA, United States, Massachusetts 01201 15 Nov 2026

3D Modeling Challenge [Ages 10–15]

1 Wendell Avenue, Pittsfield, MA, United States, Massachusetts 01201 10 Nov 2026

The Little Mermen & The Princess Pals: Disney Sing Along

Colonial Theatre - Pittsfield 21 Nov 2026

Hunger Games Escape Room [Ages 12–18]

1 Wendell Avenue, Pittsfield, MA, United States, Massachusetts 01201 14 Nov 2026