


Welcome to the 37th Cheshire Fall Festival and Market Place Website!
Friday September 12th, 2025– Food Trucks and Music
Saturday September 13th, 2025 – Cheshire Fall Festival
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 2025 Fall Festival. The celebration begins on “Food Truck Friday”, September 12th, and continues Saturday, September 13th on the Great Lawn at Bartlem Park, in the heart of our town.
On Friday, visitors can expect a variety of food trucks and entertainment throughout the evening. On Saturday, September 13th, promises to be a beautiful day filled with booths on display, food trucks, performances and demonstrations spanning two stages. Come walk field and see what our local businesses, crafters, and vendors have to offer. Additionally, we are so excited to have the first Fall Festival on the Great Lawn. In the evening, you will find musical performances on the main stage. Everyone will enjoy the Kiwanis carnival in the parking lot. Be sure to stop by our Cheshire Chamber of Commerce tent and introduce yourself. Come spend the weekend with us and see everything our town has to offer.
100% of your donation will be given to the Cheshire Chamber to offset costs of festival expenses. (Please help us to keep this is a free admission festival!). Flying hours: 9:00am-11:00am – first come first serviced. The RE/MAX Balloon will fly weather permitting.
Saturday
Cheshire Fall Festival
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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.
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Festival Start 10:00 AM
Vendor set up starts at 10 AM. Patrons welcome.
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Food Trucks 10:00 AM - Dusk
Participating food trucks from Friday evening will start at 10 AM.
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Carnival 12 PM - 11 PM
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Beer & Wine TBD
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Vendor End 4 PM
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Fireworks Dusk
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Festival End Evening
The Cheshire Fall Festival will commence shortly after the fireworks.
Performances
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Cheshire Voice National Anthem [Main Stage] 10:30 AM
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CHS Marching Band [Field] 11:00 AM
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Big Fat Combo [Main Stage] 12:00 PM- 1:00 PM
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Cheshire Fencing [Field] 11:30 AM - 12:00 PM
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Cheshire Junior Cheerleader [Field] 1:15 PM -2:00 PM
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Dave Crispino [Main Stage] 200 PM - 3:00 PM
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Olympic Taekwondo [Field] 3:00 PM - 3:30 PM
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Cheshire Diversity Dancers [Field] 3:30 PM - 4:00 PM
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Joe Miller Band [Main Stage] 4:00 PM - 5:00 PM
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Luke James [Main Stage] 5:30 PM - 6:30 PM
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Cheshire Community Band [Main Stage} 7:00 PM
Sunday
2025 Sponsors

East Coast Mechanical
Grove Sponsor

All Area Landscaping and Tree Removal
Gold Sponsor

Transform Services and Repair
Adult Beverage Sponsor

RE/MAX Rise
Hot Air Balloon Sponsor

Beverage Sponsor
Stowe Public Adjustment

Richard Chevy
Car Show Sponsor

Hearst Media
Media Sponsor

Community Foundation of Greater New Haven
T-Shirt Sponsor

M&T
T-Shirt Sponsor

Feldman
Ice Cream Sponsor






















