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Tell me more, I’ll get better.
Sign up and I'll remember your taste, your people & your saves.
© 2026 Go Playfully Inc
This event is in the past.It took place on September 7, 2026 at Windsor Fair.
Amusement ParkThe Windsor Fair returns with a full slate of grandstand entertainment, including country music, demolition derbies, and the Maine State Truck & Tractor Pull. Explore livestock shows, agricultural exhibits, and daily fairground attractions.
The artists
Chris Cagle
American country music artist, early‑2000s chart hits
Headliner
Chris Cagle is a country singer known for hits such as "Chicks Dig It" and "What a Beautiful Day," and will headline a live country music show at the Windsor Fair on September 5, 2026.
Peter Allen & Hurricane Mountain Band
Peter Allen & Hurricane Mountain Band are scheduled to perform at the Windsor Fair on September 4, 2026.
The Beautiful Losers – Bob Seger Tribute Band
Bob Seger tribute rock band
The Beautiful Losers – Bob Seger Tribute Band will perform a Bob Seger tribute set at the Windsor Fair.
Amusement ParkThe Windsor Fair returns with a full slate of grandstand entertainment, including country music, demolition derbies, and the Maine State Truck & Tractor Pull. Explore livestock shows, agricultural exhibits, and daily fairground attractions.
The artists
Chris Cagle
American country music artist, early‑2000s chart hits
Headliner
Chris Cagle is a country singer known for hits such as "Chicks Dig It" and "What a Beautiful Day," and will headline a live country music show at the Windsor Fair on September 5, 2026.
Peter Allen & Hurricane Mountain Band
Peter Allen & Hurricane Mountain Band are scheduled to perform at the Windsor Fair on September 4, 2026.
The Beautiful Losers – Bob Seger Tribute Band
Bob Seger tribute rock band
The Beautiful Losers – Bob Seger Tribute Band will perform a Bob Seger tribute set at the Windsor Fair.