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Windsor Fair
Fair

Windsor Fair

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Windsor Fair is Maine's second-largest agricultural fair, running August 29 through September 7, 2026 at 82 Ridge Road in Windsor. The ten-day program features harness racing, a demolition derby, the Maine State Truck & Tractor Pull, Woodsman's Day, and livestock events including the Baby Beef, Lamb & Hog Sale and the Poultry Show. Grounds are open 9am to 10pm daily, closing at 6pm on Labor Day, weather permitting.

Who's Performing

Music · 7:30 PM · Grandstand

Music · 7:30 PM · Grandstand

Chris CagleHeadliner

Music · 7:00 PM · Grandstand

Music · 11:00 AM · Roadhouse

Magic · 12:30 PM

Music · 2:00 PM · Roadhouse

Music · 2:00 PM

Music · 5:00 PM · Roadhouse

Music · 11:30 AM · Roadhouse

Music · 12:00 PM

Music · 2:30 PM · Roadhouse

Music · 5:30 PM · Roadhouse

Music · 5:30 PM

Music · 1:00 PM

Music · 5:00 PM

Music · 11:30 AM

Music · 12:30 PM

Music · 2:30 PM · Roadhouse

Music · 5:30 PM

Music · 5:30 PM · Roadhouse

Music · 11:00 AM · Roadhouse

Music · 2:00 PM · Roadhouse

Music · 5:00 PM · Roadhouse

Music · 5:30 PM

Music · 11:00 AM · Roadhouse

Music · 1:00 PM

Music · 2:00 PM

Music · 2:00 PM

Music · 5:00 PM · Roadhouse

Music · 5:30 PM

Children's · 12:00 PM

Music · 12:00 PM

Music · 1:00 PM · Roadhouse

Music · 3:00 PM

Music · 5:00 PM · Roadhouse

Music · 6:00 PM

Music · 11:00 AM · Roadhouse

Music · 2:00 PM · Roadhouse

Music · 2:00 PM

Curious what else is happening?

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