Cheshire Fall Festival - Saturday September 14th 2024
Cheshire Fall Festival
Saturday September 13th 2025

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 2024 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.

Contact Us!
Cheshire Chamber
of Commerce
(203) 272-2345

2025 Vendor Applications

Downloads for Food Trucks and Crafters for this year’s 2025 Fall Festival will be available this spring. Contact the Cheshire Chamber for more information.

Thank you 2024 Sponsors!

F.F. Hitchcock

Main Sponsor

East Coast Mechanical Inc.

East Coast Mechanical

Center Court & Car Show Trophy

Generation Prime

Generation Prime

Farmer's Market

M&T Bank

M&T Bank

T-Shirt

Transform

Adult Beverage

Photo Gallery of Previous Years!