Pittsfield Festival Guide 2025 | Find Culture & Street Fairs In Pittsfield

Q: What are the upcoming Festivals in Pittsfield?

Here are the upcoming events in Pittsfield: Fall Fest: Presented by Berkshire Museum and the Berkshire County Historical Society, Fall Festival Craft Fair🍁🛍️, The Vagabond Ball, PITTSFIELD: Warren Miller's SNO-CIETY

Q: Which kind of events are trending in Pittsfield?

Here are the top trending events in PittsfieldFestivals, Candlelight Concerts, Live Music, 🎃 Halloween

Festivals in Pittsfield

Sat, 11 Oct

Fall Fest: Presented by Berkshire Museum and the Berkshire County Historical Society

Arrowhead (Herman Melville House)
Sun, 19 Oct

Fall Festival Craft Fair🍁🛍️

Berkshire Hills Country Club
Thu, 16 Oct

The Vagabond Ball

Colonial Theatre - Pittsfield
Wed, 12 Nov

PITTSFIELD: Warren Miller's SNO-CIETY

Colonial Theatre

Festivals from nearby cities

Trending

11-12 Oct

New England Noir Wine Festival 2025-OCT 11

Glendale Ridge Vineyard

4+ Interested

|

USD 71
Sat, 25 Oct

Emma's Revolution Benefit Concert

All Souls Unitarian Universalist

Newly Added

|

USD 20
Sat, 18 Oct

The Nightmare Market - Halloween Bash!

Jay Street Marketplace

26+ Interested
Fri, 10 Oct

🎃🍂Fall Festival🎃🍂

448 Tolland Tpke, Manchester, CT 06042-1765, United States

18+ Interested
Sat, 18 Oct

PumpkinFest 2025

Boys & Girls Club of Greater Westfield

22+ Interested
Sat, 18 Oct

The Great Northampton Pumpkin Festival

Main St, Northampton, MA 01060, United States

32+ Interested
Sun, 12 Oct

Fall Fest at Mabee Farm

1100 Main Street, Rotterdam Junction, NY, United States, New York 12150

18+ Interested
10-12 Oct

9th Annual Food Truck Festival

117 main st , Indian Orchard, MA, United States, Massachusetts 01151

6+ Interested
17-19 Oct

50th Glastonbury Apple Harvest & Music Festival

Riverfront Park, 300 Welles St, Glastonbury, CT, United States, Connecticut 06033

12+ Interested

Frequently Asked Questions

What are the upcoming Festivals in Pittsfield?

Here are the upcoming Festivals in Pittsfield:

Fall Fest: Presented by Berkshire Museum and the Berkshire County Historical Society is happening on Sat 11 Oct 2025 from 10:00 AM onwards at Arrowhead (Herman Melville House), Pittsfield
Fall Festival Craft Fair🍁🛍️ is happening on Sun 19 Oct 2025 from 10:00 AM onwards at Berkshire Hills Country Club, Pittsfield
The Vagabond Ball is happening on Thu 16 Oct 2025 from 7:00 PM onwards at Colonial Theatre - Pittsfield
PITTSFIELD: Warren Miller's SNO-CIETY is happening on Wed 12 Nov 2025 from 7:00 PM onwards at Colonial Theatre, Pittsfield

Which kind of events are trending in Pittsfield?