Friday – Sunday, September 19-21, 2025 Come to The Guilford Fair, Connecticut’s 2nd oldest agricultural fair! Established in 1859, the Fair is held each year during the third full weekend in September, on the Fairgrounds in historic Guilford, Conn. For more information Friday, September 19 4:00pm — 11:00pm Saturday, September 20 9:00am — 11:00pm Sunday, […]