Pittsfield events October 2025

Things to do in October 2025 in Pittsfield

With a bunch of festivals in October 2025 in Pittsfield queued up, there is a lot to catch on! From being a spectator at all the cool festivals to attending some interesting events in October in Pittsfield there is all the fun awaiting you this month. Take a tour to this interesting guide or list of things to do in Pittsfield in October 2025 and make the most of your holidays and weekends!

Trending events in october in Pittsfield

The Eagles Experience

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

Sat, 04 Oct
Oktoberfest at Bousquet Mountain

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

Sat, 04 Oct
Slay Me: A Halloween Drag Extravaganza

WANDER Berkshires

Fri, 03 Oct
16th Annual Zombie Pub Crawl

Downtown Pittsfield

11-12 Oct
Yesterday Once More: A Tribute to The Carpenters

The Colonial - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

Sat, 18 Oct
Wallace Field (full band) FREE show!

Hot Plate Brewing Co.

Fri, 03 Oct

Upcoming events in october in Pittsfield

The Vagabond Ball

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

Fri, 17 Oct
Charcuterie Board & Sip

Methuselah Bar and Lounge

Sun, 05 Oct
The Animal Support Project Fantasy Photos (Halloween & Autumn Theme)

Benson's Pet Center (Pittsfield)

Sun, 26 Oct
Pretty Paws Nail Clinic

Benson's Pet Center (Pittsfield)

Sat, 11 Oct
Petal it Forward

Thistle ‘n Thorn Floral

Thu, 16 Oct
Simply Three in Pittsfield

The Colonial Theatre

17-18 Oct

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