Don't know about the oldest but the Santium Cascade Ride
held at the Sisters, Ore rodeo grounds is in it's 45th year this year in the
PNER region. Come join and we are trying to figure what to do for the 50th
year
According to the ride flyer Southeast Minnesota, held at
Forestville State Park near Rochester will be running it's 39th annual
ride. That makes the first ride 1970! I'll be there this year! Beautiful
ride, lots of water on the trails, scenic hills! Charity Cup near Brainerd,
Minnesota is right up there too.