2020 Festival Cancelled Due to COVID-19

Fireworks Saturday 12th

The fireworks will begin at around dusk Saturday. We will have a couple of your favorite food vendors, beer and wine & the ice cream truck will be there. The Cheshire Community Band to play with the fireworks as usual! You can visit the Cheshire Chamber of Commerce’s Facebook Page for updated information.

Welcome to the 32nd Cheshire Fall Festival and Market Place Website!

Friday September 11th 2020 – Food Trucks
Saturday September 12th 2020 – Cheshire Fall Festival

This September, the Cheshire Chamber of Commerce, in collaboration with the town of Cheshire, will bring the community together to support our local businesses, crafters, farms, orchards, and local non-profits.  The celebration begins on “Food Truck Friday” September 11th and continues to Saturday, September 12th at Bartlem Park in the heart of our town.

On Friday, visitors can expect a variety of food trucks and entertainment provided by Cheshire’s native, Christine Ohlman during the evening. Saturday, September 12th, promises to be a beautiful day filled with booths on display, food trucks and drink, and two stages filled with performances and demonstrations. Come walk our field and see what our local businesses, crafters, and vendors have been up to.  We are beyond excited to announce an updated Car Show for all car enthusiasts! The evening will bring musical performances on the main stage and an inspiring display of fireworks for you, your friends, and family to enjoy.  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. 

This 2020 Fall Festival would not be possible without the dedicated volunteers and staff that have committed their time, talent, and love to this special event. Bring your friends and family to Cheshire on September 11th and 12th for the 2020 Fall Festival. Entertainment, food, music and more awaits you.



Yetta Augur

President Cheshire Chamber of Commerce



The Fall Festival is expanding! Check out our new layout below.