Chester Fair

The Chester Fair is the annual late-August agricultural fair held at the Chester Fairgrounds on Kirtland Terrace in Chester, Connecticut. The 2026 edition runs August 28, 29, and 30, 2026. The fair features livestock and 4-H exhibits, agricultural and culinary competitions, midway rides (provided by Marenna Amusements with all-day ride bracelets at $35 Saturday and Sunday), food and craft concessions, live entertainment, and family activities. A long-running community fair drawing visitors from across central and shoreline Connecticut.