Painesville
Trail Running Calendar near Painesville 2026-2027
Explore the top trail runs near Painesville for 2026-2027! We've gathered 10 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A course preview for Conquer the Castle at AB Williams Memorial Woods in Mayfield on October 10, 2026, featuring an unmarked loop of about 10 miles with no aid stations.
A charity trail run and neighborhood 1-mile fun walk at EDWINS in Cleveland Heights benefiting EDWINS Leadership & Restaurant Institute, with awards by age group.
November 2026
Fall trail race at North Chagrin Reservation on Nov 7, 2026 with looped distances from 5K to 100K, ruck divisions, chip timing, and an optional hill climb at Squire's Castle.
Timed runs and relays on a 2 mile loop at South Mastick in Rocky River Reservation, including 6 hour and 3 hour time events plus 4 mile races.
A two-loop trail running event at North Chagrin Reservation in Willoughby Hills, Ohio, the Dirty Dirty 15K is the final race of the Dirty Trail Series, passing Squires Castle, Buttermilk Falls and Oxbow Lagoon and ending with a series party.
February 2027
Trail races on 02/20/2027 at North Chagrin Reservation with 15K and 8K options plus a heated shelter and hot chocolate bar.
March 2027
May 2027
A 24 hour trail race in Chapin Forest Reservation near Cleveland with a 1 mile loop, a 100 mile option, and open distance up to 24 hours.
Trail races at Shelterhouse Picnic Area through forests, Sulphur Springs Loop, creek-side single-track; choices of a 10K or a 13.1-mile half marathon.
September 2027