Welcome to the 33rd Cheshire Fall Festival and Market Place Website!

Friday September 10th, 2021 – Food Trucks and Music
Saturday September 11th, 2021 – Cheshire Fall Festival

Last September, in 2020, The Cheshire Chamber of Commerce decided to cancel the Fall Festival due to COVID-19 concerns, but we were still able to have our fun fireworks display while complying with the Governor’s safety guidelines. We are being optimistic yet cautious in planning our Fall Festival for this year.

This September, the Chamber, in collaboration with the Town of Cheshire, will bring the community together to support our local businesses, crafters, farms, orchards, and local non-profits at the 2021 Fall Festival. The celebration begins on “Food Truck Friday” September 10th and continues to Saturday, September 11th 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 11th, promises to be a beautiful day filled with booths on display, food trucks and drink, and performances and demonstrations spanning two stages. Come walk our field and see what our local businesses, crafters, and vendors have been up to.  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. Come spend the weekend with us and see everything our town has to offer!

The 2021 Fall Festival would not be possible without the dedicated volunteers and staff that have committed their time, talent, and passion to this special event. Bring your friends and family to Cheshire on September 10th and 11th for the 2021 Fall Festival; entertainment, food, music, and more awaits you.


Yetta Augur

President Cheshire Chamber of Commerce.