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 13th, and continues Saturday, September 14th 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 14th, promises to be a beautiful day filled with booths on display, food trucks, performances, and demonstrations spanning two stages. Walk our field and see what our local businesses, crafters, and vendors have to offer. 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. Spend the weekend with us and see everything our town has to offer.

Classic Car Show
This year’s 2024 Car Show will be taking place on the grounds of Bartlem Park in Cheshire, Connecticut. Registration opens at 9:00 a.m. on Saturday September 14, 2024. Entry Fee is $10. Cars, trucks, bikes are all welcome! Gifts bags will provided to the first one hundred entries. If you have interest in being a part of this year’s car show, please contact Rick Ciaburri. The Cheshire Chamber of Commerce and the 2024 Fall Festival Committee thank Richard Chevrolet for the continued support.

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Sunday September 15th, 2024 - Rain Date