


Welcome to the 36th Cheshire Fall Festival and Market Place Website!
Friday September 13th, 2024– Food Trucks and Music
Saturday September 14th, 2024 – Cheshire Fall Festival
Sunday September 15th, 2024 – Rain Date
This September, the Chamber, in collaboration with the Town of Cheshire, will bring the community together to support our local businesses, crafters, farms, and local non-profits at the 2024 Fall Festival. The celebration begins on “Food Truck Friday”, September 13th, and continues Saturday, September 14th at Bartlem Park, in the heart of our town.
On Friday, visitors can expect a variety of food trucks and entertainment throughout the evening. Saturday, September 14th, promises to be a beautiful day filled with booths on display, food trucks, performances, and demonstrations spanning two stages. Walk our field and see what our local businesses, crafters, and vendors have to offer. Additionally, we are beyond excited to announce an updated car show for all car enthusiasts! In the evening, you will find musical performances on the main stage and an inspiring display of fireworks for everyone to enjoy. Be sure to stop by our Cheshire Chamber of Commerce tent and introduce yourself. Spend the weekend with us and see everything our town has to offer.

Saturday
Cheshire Fall Festival
-
Balloon Rides 9:00 - 11:00 AM
Sponsored by ReMax. In front of Cheshire Pool. $20.00 Donation. Children under 12 must be accompanied by an adult.
-
Festival Start 10:00 AM
Vendor set up starts at 10 AM. Patrons welcome.
-
Carnival 12 PM - 11 PM
-
Food Trucks 10:00 AM - Dusk
Participating food trucks from Friday evening will start at 10 AM.
-
Beer & Wine TBD
-
Car Show 9:00 AM - 3:00 PM
-
Vendor End 4 PM
-
Cheshire Community Band 6:30 PM Start
-
Fireworks Dusk
-
Festival End Evening
The Cheshire Fall Festival will commence shortly after the fireworks.
Main Stage
-
Dave Crispino 10:30 - 11:30 AM
(with an interlude at approximately 11:00 AM from the Cheshire High School Marching Ram Band)
-
Sophisticatos 12:00 - 12:45 PM
-
The Joe Miller Band 1:15 - 2:00 PM
-
Imposter 2:30 - 3:15 PM
-
The Emily Mager Band 3:45 - 4:30 PM
-
Big Foot 5:15 - 6:00 PM
-
Cheshire Community Band 6:30 PM Start
Second Stage
Sunday
Contact Us!
Cheshire Chamber
of Commerce
(203) 272-2345
2024 Vendor Applications
Downloads for Food Trucks and Crafters for this year’s 2024 Fall Festival are available now. The vendor application will be coming soon! Contact the Cheshire Chamber for more information.
2024 Sponsors

Main Sponsor

Generation Prime
Farmer's Market

Feldman's Orthodontics
Ice Cream

M&T Bank
T-Shirt

Transform
Adult Beverage

Trinity Health
Ambulance