
Entertainment Schedule – 2025
Windsor Fair Entertainment Schedule Access Entertainment Schedule
Relive the excitement of the 2025 Windsor Fair! Click below to check out our image gallery and view some of the best moments.
2025 Image Gallery
Mark your calendars! The next Windsor Fair will be held Saturday, August 29 through Monday, September 7, 2026 (Labor Day). We can’t wait to see you there!
2025 Program
The 2025 Windsor Fair has come and gone, but you can still explore the Premium Book here online. From daily shows to large animal exhibits, check out all that made this year’s fair special and stay tuned for details on our next fair season!
2025 Premium Book
Windsor Fair Entertainment Schedule Access Entertainment Schedule

Runnin’ Down A Dream Tom Petty Tribute Band Saturday, August

Peter Allen & Hurricane Mountain Band Friday, August 29, 2025,

Lexi James & Wildheart Band Saturday, August 30, 2025, 7:30

Black Cat Hell Driver’s Stunt Auto Thrill Show Sunday, August
Fair Hours, Midway Hours, Ride bracelets. Click the link to learn more.
Amanda is from Union, Maine
Congratulations, Amanda!
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
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
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.
82 Ridge Road, Windsor, ME 04363
Phone: 207-549-7911
HOURS OF OPERATION: 9am – 10pm unless inclement weather. (Labor Day 6pm)
The new Agricultural Education Center will provide hands-on learning opportunities, host year-round programs, and inspire future farmers to carry forward our agricultural heritage.