Willoughby
Trail Running Calendar near Willoughby 2026-2027
Explore the top trail runs near Willoughby for 2026-2027! We've gathered 19 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
Experience the peak of autumn foliage at the Chippewa Creek Challenge in the Brecksville Reservation. Run a half marathon trail course through the heart of the Cleveland Metroparks amidst vibrant fall colors.
Trail races at Ledge Lake Lodge in Hinckley offering 13, 26, and 52 mile options on a looped trail with rock, root, and field terrain.
November 2026
Trail event at North Chagrin Reservation offering distances from a 5K to a 100K, plus ruck options, chip timing, stocked aid stations, awards, and finisher prizes.
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
Trail 10k and Half Marathon at Brecksville Reservation on March 20, 2027; hikers are welcome for the 10k.
April 2027
A memorial 5K trail run through the wooded trails of Camp Manatoc in Peninsula, Ohio on April 18, 2027. Registration is open March 1 through December 31, 2026 with a $30 fee. Proceeds support camp financial assistance and participants receive a custo..
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.
June 2027
Trail races of 5k, 5 mile and 10 mile at Pine Hollow in Cuyahoga Valley National Park on June 19, 2027, supporting the Humane Society of Summit County.
Trail races in Brecksville Reservation on June 27, 2027 offering a 50K ultra and a 25K point to point on the Buckeye Trail, first held in 1994.
July 2027
Community cross-country 5K at Seven Hills Recreation Center on July 18, 2027, open to runners and walkers with a $30 registration fee.
September 2027
October 2027
Two-day obstacle race weekend near Cleveland with Sprint, Super, Beast, an Ultra, kids races, and a Trifecta option at Southington Off Road Park.