Trail Running calendar near Windham 2026-2027

We have found 72 Trailruns within 80 miles of Windham. See below where and when you can find the races.

A fundraising run on October 3, 2026 at Harborcreek Community Park in Erie, PA featuring a 5K and a 1 mile fun run walk to support the Haven 2 Home program; entry fees and race shirts are listed.

Experience a classic cross country race on the trails of North Park during the autumn foliage season. Enjoy 20k, 10k, and 5k distances featuring handmade bamboo medals and traditional folk dancing.

Final race of the Into the Woods 2026 trail run series, a chip timed six mile course through trails, fields and boardwalk at Asbury Woods in Erie, PA. Pre registration is $35 until October 9; day of entry is $40.

Experience the vibrant autumn foliage of Mohican State Park through a variety of trail races. Runners and hikers can enjoy rugged paths and forest scenery alongside their leashed dogs in Perrysville Ohio.

A 100 mile ultramarathon plus front half and back half 50 mile options on the Ohio and Erie Canalway Towpath in Akron Ohio, held October 10 and 11 2026. The course is mostly crushed limestone and is USATF certificated.

Experience a historic trail race through the rugged single track of Oil Creek State Park. Choose between four challenging distances ranging from 25K to 100 miles with belt buckle awards for ultra finishers.

Community race in Schenley Park on 11 October 2026 with a 5 km adult course and a 1 km kids loop, packet pickup and a republic-shaped finisher medal. The event features an autumn picnic by the Czech and Slovak school and on-site refreshment..

A charity HalloWin event on Oct 17, 2026 at Boettler Park in North Canton featuring a 5K trail run and a 1 Mile Fun Run with costumes, shirts, medals, prizes, and candy stops; net proceeds support local teachers.

A charity event in Cleveland Heights featuring a 3.5 mile off-road trail with water crossings and a 1 mile neighborhood walk. Proceeds benefit EDWINS Leadership & Restaurant Institute and awards are given by age group.

Experience a Halloween themed trail race through the scenic woods of North Park. Choose between the 6.66K or 13K distances and enjoy a festive atmosphere in Allison Park.

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 Reservation featuring half, full and double marathon loop formats across rocky, rooty terrain; the double marathon has a 16 hour cutoff.

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

Test your endurance at the North Chagrin Reservation with races ranging from a 5k to a 100k ultramarathon. Discover scenic forest trails featuring creek crossings and a unique knighting ceremony for long distance finishers.

Timed individual and relay races at South Mastick in Rocky River Reservation on November 7, 2026, featuring 3 hour and 6 hour timed events plus 4 mile races on a 2 mile loop, chip timing, and awards across multiple divisions.

A trail race day at Raccoon Creek State Park on 11 July 2026, featuring distances from 1 mile to 50K, aid stations on longer routes, and fundraising in support of a veteran community care organization.

A trail running event at Camp Nuhop on November 7, 2026 with distances from a short fun run to a 50 km ultra. Entries include a tech shirt or winter hat, chip timing, post race meal and local beer, with limited fields.

A multi-distance trail event in Settlers Cabin Park using a 7.75 mile segment run both ways to form a 15.5 mile loop. Routes are almost entirely wooded trail and include aid stations, crew access for the 50K, and finisher medals.

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..

Regal Beagle Ultra in Akron, OH features 50K, 25K and 5 Mile loop races through Bath Nature Preserve and Bath Community Park, on mixed terrain with aid stations and an eight hour course limit for the 50K.

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