
Chester Fair
About this event
The Chester Fair is an agricultural fair in Chester, Connecticut, at Chester Fairgrounds. The 2026 event takes place Aug 28–30, 2026. It holds a 4.3-star rating from 151 Google reviews. The Chester Fair is a late-August agricultural fair in the lower Connecticut River Valley, with livestock and 4-H competitions, a popular pie-baking contest, a midway, tractor pulls, and live music on the Chester Fairgrounds.
Location & directions
Chester Fairgrounds, 8 Kirtland Terrace, Chester, CT 06412
(860) 526-5947
Frequently asked questions
When is Chester Fair 2026?
Chester Fair takes place Aug 28–30, 2026 in Chester, Connecticut.
Where is Chester Fair held?
Chester Fair is held in Chester, Connecticut, at Chester Fairgrounds, 8 Kirtland Terrace, Chester, CT 06412.
What is Chester Fair?
The Chester Fair is a late-August agricultural fair in the lower Connecticut River Valley, with livestock and 4-H competitions, a popular pie-baking contest, a midway, tractor pulls, and live music on the Chester Fairgrounds.
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