Images From The Fair – 2026

Relive the excitement of the 2026 Windsor Fair! Click below to check out our image gallery and view some of the best moments.
2026 Image Gallery

The 138th Windsor Fair Is a Wrap!

Look back at the 2026 program, and see what’s still happening at the fairgrounds during the off-season.
2026 Program

2026 Premium Book

Look back at this year’s livestock shows, competitions, and exhibits. A good starting point if you’re planning to enter in 2027.
2026 Premium Book
Live at the Grandstand

2026 Grandstand Entertainment

Sale prices:
Day Pass $14
Season Pass $90

Plan Your Visit

Tickets & Fair Guides

Buy Tickets

General Admission, Chris Cagle & Black Cat Hell Drivers

Gate admission plus grandstand tickets for the Chris Cagle concert and the Black Cat Hell Drivers thrill show.

Rockwell Ride Bracelets

Skip the line at the midway. Buy your ride bracelets online before you arrive.

Fair Guides

2026 Program

The full daily schedule of shows, exhibits and events.

2026 Premium Book

Livestock, exhibit and competition classes, rules and premiums. A good place to start if you plan to enter.

Fairgrounds Map

Find your way around the fairgrounds, buildings and barns.

Fair Resources

Fair Guides & Downloads

2026 Program

The full daily schedule of shows, exhibits and events.

2026 Premium Book

Livestock, exhibit and competition classes, rules and premiums. A good place to start if you plan to enter.

Fairgrounds Map

Find your way around the fairgrounds, buildings and barns.

Fun Is Just Around the Corner at the Windsor Fair

  • Ages 12 and up $15, Ages 11 and under Free
  • Two  Senior Days for Age 60 and up: $5 on the 1st Monday 8/31 & Thursday 9/3
  • Veteran’s Day: Thursday 9/3 Free with Military ID
  • Season Passes covering 1 person for gate admission all 10 days of the fair $100, available for purchase here Tickets | Windsor Fair and at the Gates
  • 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!

2027 Windsor Fair Poster Contest

Application Process

Deadline – April 15, 2027

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

2026 Poster Winner: Diane Bliss of Topsham, Maine

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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