Google Maps Dutchess County FairgroundsDutchess County Fair Warns About Ticket ScamFair officials say there are only two places you should buy Dutchess County Fair admission tickets and ride wristbands: directly through the Fair's official website or at the Fairgrounds gate. Canva / Dutchess County Fair via Facebook Dutchess County FairWhen Is the 2026 Dutchess County Fair? The 2026 Dutchess County Fair returns to the Fairgrounds in Rhinebeck from Tuesday, August 25, through Sunday, August 30. How Much Do Dutchess County Fair Tickets Cost? Hope to see you at this year's Dutchess County Fair!