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The 2026 Woodstock Fair runs Sep 3–7 at the Woodstock Fairgrounds in South Woodstock, CT — Connecticut's second-oldest agricultural fair, 5 days over Labor Day weekend with livestock, horse pulls, tractor pulls, crafts, demolition derby, and carnival rides.
Other public events whose dates overlap with this one.
September 2026 Fairs in Connecticut and Massachusetts: A Weekend-by-Weekend Guide
September is the busiest month of the New England fair season, and Connecticut and Massachusetts carry most of it. Every fair and festival of the month sorted by weekend, with the two weekends still ahead marked — the Big E, Old Deerfield, Durham and more.
Sep 4, 2026
Written about this eventConnecticut Fairs and Festivals 2026: Your Complete Guide
A month-by-month guide to Connecticut's fairs, festivals, boat shows, and craft fairs in 2026 — from the legendary Durham Fair to the Norwalk Boat Show and the Hartford Home Show.
Apr 25, 2026