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Trail Running Calendar near Peninsula 2026-2027

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Explore the top trail runs near Peninsula for 2026-2027! We've gathered 33 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Five weekly trail races in Cuyahoga Valley National Park from Sept 29 to Oct 27, 2026, each 3 to 5 miles at a different location with series swag and a surprise twist.
Multi-distance ultra on the Ohio and Erie Canalway in Akron, Ohio, offering 100 mile and two 50 mile options on USATF certified courses.
Hill-climb event at Brandywine Ski Resort with repeated one mile loops and a short steep final climb on October 10, 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.
Five weekly trail races in Cuyahoga Valley National Park from Sept 29 to Oct 27, 2026, each 3 to 5 miles at a different location with series swag and a surprise twist.
A community HalloWin event at Boettler Park with a two-lap 5K and a 1 Mile fun run, costumes and candy, $2,000 in prizes, and proceeds supporting The Debbie Rayl Kindness for Kids Program.
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.
Five weekly trail races in Cuyahoga Valley National Park from Sept 29 to Oct 27, 2026, each 3 to 5 miles at a different location with series swag and a surprise twist.
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 trail event at Ledge Lake Lodge with 13, 26, or 52 mile loop options through Hinckley Reservation, rocky and rooty terrain and a 16 hour cutoff for the double.
Five weekly trail races in Cuyahoga Valley National Park from Sept 29 to Oct 27, 2026, each 3 to 5 miles at a different location with series swag and a surprise twist.
Outlast Cleveland is a 6 hour trail endurance challenge in Garrettsville, OH where runners complete a 5K every hour for six rounds. Finish all six to earn the OUTLAST medal and a place on the national leaderboard.
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.
Trail ultramarathon in Akron offering 50K, 25K and 5 Mile loop courses through Bath Nature Preserve and Bath Community Park.
January 2027
A four hour loop event at Silver Springs Park where participants complete as many 2 mile loops as possible, with awards for most loops and finisher swag included.
February 2027
Trail running and rucking in Richfield on February 20, 2027, with 5 km and 5 mile options, on-site perks, awards, and virtual entries with mailed goodies.
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 event in Fairview Park offering 13K and 5K routes with a single track pine section called Little Oregon, chip timing, hoodies, and age group awards.
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