2024 Grandstand Entertainment

Frequently Asked Questions

Fair Hours, Midway Hours, Ride bracelets. Click the link to learn more.

Windsor Fair - Preserving Maine's agricultural history

Fun Is Just Around the Corner at the Windsor Fair

  • Ages 12 and up $15, Ages 11 and under Fre
  • Senior Days Age 60 and up: $5 Monday 8/25 & Thursday 8/28
  • Veteran’s Day: Thursday 8/28 Free with Military ID
  • Season Passes covering 1 person for all 10 days of the fair $100, available for purchase at Gates 1 & 4
  • All ticket sales are final, no refunds and no rainchecks
Harness Racing
Join us for an exhilarating experience that combines the thrill of horse racing with the art of skillful horsemanship?
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Woodsman’s Day
Whether you’re a seasoned lumberjack or a passionate amateur, this competition offers an unparalleled opportunity to test your skills.
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Demolition Derby
Ready to immerse yourself in a world where mayhem meets motorsports? Join us for all the fun!
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Truck & Tractor Pulls
Meet us in the grandstands to witness the awe-inspiring spectacle of a the truck and tractor pull event.
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Giant Pumpkin Contest
Where ordinary pumpkins become extraordinary, and gardeners become champions.
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Baby Beef, Lamb & Hog Sale
Our passionate farmers and ranchers have dedicated themselves to the art of raising these animals to perfection.
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Poultry Show
This annual event is a highlight for poultry enthusiasts and fairgoers alike. Located at the historic Windsor Fairgrounds.
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Off-Season Events
Check out this year's lineup! We host events all year round in addition to our annual fair.
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2025 Windsor Fair's Poster Winner

Amanda Lorentzen

Amanda is from Union, Maine

Congratulations, Amanda!

2025 Windsor Fair Poster Contest

Application Process

Deadline – April 15, 2025

1. Submissions, with application, should be sent or delivered to:
Windsor Fair Trustees
C/O Shannon Whittington
88 Point Road
Belgrade, ME 04917

Miss Windsor Fair Apple Queen

Now Accepting Candidates in Teen / Miss Divisions!

For more information on the contest, please contact Jennifer Fortin: Jenniferkfortin@gmail.com 
*OPEN TO MAINE RESIDENTS ONLY

Windsor Fair Memorial Pavers

The Windsor Fair offers a unique way to place a lasting gift at the Windsor Fair Memorial Park. This is a wonderful way to remember or honor loved one(s), or an individual, family or organization that has been a blessing in your life and/or closely associated with Windsor Fair.

These lasting expressions of support will be installed as borders on the walking paths around the gazebo area in the park.

Thank You To Our Sponsors

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