2024 Grandstand Entertainment
ME State Truck & Tractor Pull (3 day)
ME State Truck & Tractor Pull @ Windsor Fair (Grandstand)
Peter Allen & Hurricane Mountain Band
Peter Allen & Hurricane Mountain Band Friday, September 4, 2026
Chris Cagle LIVE at the Windsor Fair
Purchase Your Tickets Here! Get ready for an unforgettable night
Black Cat Hell Driver’s Stunt Auto Thrill Show 2026
Purchase Your Tickets Here Black Cat Hell Driver’s Stunt Auto
Chris Cagle LIVE at the Windsor Fair
Get ready for an unforgettable night of country music as Chris Cagle takes the stage at the Windsor Fair! Known for hit songs like Chicks Dig It, What a Beautiful Day, I Breathe In, I Breathe Out, and What Kinda Gone, Chris Cagle brings high-energy country entertainment and fan-favorite classics to one of Maine’s favorite fair traditions.
Chris Cagle LIVE at the Windsor Fair, Saturday, Sept. 5th at 7pm.
Tickets on Sale now. Purchase Below!
All Chris Cagle Concert purchases must be completed in advance online. Concert admission will not be sold at the fair. Have your purchase confirmation ready on your phone or a printout of your tickets ready at the grandstand gate.
Frequently Asked Questions
Fair Hours, Midway Hours, Ride bracelets. Click the link to learn more.
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
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
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
We are proud to be a member of the MAAF.
