Past event — never confirmed — this event's date has passed, and we never confirmed with the organizer that it took place.
Cheshire-Prospect Fall Festival 2026
2,146 views
The Cheshire Fall Festival is a two-day community event on the Great Lawn at Bartlem Park, organized by the Cheshire Chamber of Commerce with the Town of Cheshire; 2026 marks its 38th year. Friday is Food Truck Friday, pairing food trucks with a Kiwanis carnival and an evening band. Saturday fills the field with roughly 80 business, nonprofit and civic booths plus a crafters row, food trucks, a farmers market and hot air balloon rides, while two stages run music, dance and martial arts through the day. The night closes with a community band set and fireworks.
Curious what else is happening?
Other public events whose dates overlap with this one.
Sponsors (26)
Regular participants
977 WOW
Advanced Dentistry
AJ Waste Systems
Arisco Insurance Group
Bozzuto's
Charge on Training Center
DW Gem Services
East Coast Mechanical Inc.
Elim Park
F.F. Hitchcock
Feldmans Ortho
Generation Prime
Hartford HealthCare MidState
Hearst Media Group
Ion Bank
M&T Bank
Bank & Mortgage
PowerStation Events
R.W. Hine Ace Hardware
Remax Rise
Richard Chevrolet
Saint Mary's Hospital Trinity Health
Strollo's Towing Service
The Community Center of New Haven
Town of Cheshire
Transform Technology
Trinity Health
This Weekend at the Fair
What’s on across New England this weekend — one short email, every week, free.
More Festival Events
Related Blog Posts
September 2026 Fairs in Connecticut and Massachusetts: A Weekend-by-Weekend Guide
September is the busiest month of the New England fair season, and Connecticut and Massachusetts carry most of it. Every fair and festival of the month sorted by weekend, with the two weekends still ahead marked — the Big E, Old Deerfield, Durham and more.
Sep 3, 2026
New England Fall Festivals, October 2026: Apple, Pumpkin and Harvest Weekends
A weekend-by-weekend guide to October 2026's apple, pumpkin and harvest festivals across New England, with dates and towns for Southington, Milford, Keene, Damariscotta, Mystic and more.
Oct 5, 2026
Scituate Art Festival 2026: Hours, Admission and What to Know for Columbus Day Weekend
The 60th Scituate Art Festival fills the Village Green and Route 116 in North Scituate, RI on Columbus Day weekend, October 10-12, 2026. Here are the hours, what's on, and how to plan.
Oct 5, 2026