Pittsfield Halloween Events

80th Annual Pittsfield Halloween Parade

Tyler Street 30 Oct 2026

Halloween With Skeeter Creek At The Proprietor’s Lodge

22 Waubeek Rd 31 Oct 2026

The Shining @ Holiday Inn

Holiday Inn & Suites Pittsfield-Berkshires by IHG 31 Oct 2026

The Purge 💀 😈 Pre Halloween Bash

BB's Hot Spot 24 Oct 2026

Bring Your Own Vinyl w/ DJ Pup Daddy

Hot Plate Brewing Co. 23 Oct 2026

Halloween Eve Vinyl Spins w/ DJ Pup Daddy - Spooky Tunes @ 45 RPM

Hot Plate Brewing Co. 30 Oct 2026

Candlelight: A Haunted Evening of Halloween Classics

South Congregational Church 30 Oct 2026

Silver Lake Halloween Show

67 East St, Pittsfield, MA 01201-5313, United States 24 Oct 2026

Halloween Community Trick-or-Treat at On Pointe Barre

740 Williams Street, Pittsfield, MA, United States, Massachusetts 01201 31 Oct 2026

Halloween Glow Barre Party

740 Williams Street, Pittsfield, MA, United States, Massachusetts 01201 23 Oct 2026