July 7, 2026| Grandstand| Northviewdigital
Windsor Fair Entertainment Schedule – 2026 Access Entertainment Schedule... Read More → Entertainment Schedule – 2026
The Beautiful Losers – Bob Seger Tribute Band Saturday, August 29, 2026 – 7:30 P.M. Grandstands. Add To... Read More → The Beautiful Losers – Bob Seger Tribute Band
Demolition Derby at the Windsor Fair Demolition Derby #1 – Sunday, August 30 @ 7:00 pm Windsor Fair... Read More → Demolition Derby #1
ME State Truck & Tractor Pull @ Windsor Fair (Grandstand) Monday, August 31 @ 6:30 p.m. Tuesday,... Read More → ME State Truck & Tractor Pull (3 day)
Demolition Derby at the Windsor Fair Demolition Derby #1 – Sunday, August 30 @ 7:00 pm Windsor Fair... Read More → Demolition Derby #2
July 7, 2026| Grandstand| Windsor Fair
Peter Allen & Hurricane Mountain Band Friday, September 4, 2026 – 7:30 P.M. Grandstands.Giant... Read More → Peter Allen & Hurricane Mountain Band
Purchase Your Tickets Here! Get ready for an unforgettable night of country music as Chris Cagle takes the... Read More → Chris Cagle LIVE at the Windsor Fair
Purchase Your Tickets Here Black Cat Hell Driver’s Stunt Auto Thrill Show Sunday, September 6, 2025, 7:30... Read More → Black Cat Hell Driver’s Stunt Auto Thrill Show 2026
July 7, 2026
Please note that we do not permit alcohol, weapons or dogs on the fairgrounds. Our staff kindly appreciate your acknowledgment. We look forward to seeing you at the fair!
