Welcome to the 37th Cheshire Fall Festival and Market Place Website!

Food Trucks and Music

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.

On Friday, visitors can expect a variety of food trucks and entertainment throughout the evening. 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.