Trail Running calendar near Windham 2026-2027

A 5K cross country race at Penitentiary Glen Reservation in Willoughby on August 18, 2026. The course mixes grass fields and crushed limestone trails, with separate races for male and female competitors and open entry for kids and adults.

Endurance race on one of Cleveland's steepest hills where runners complete as many laps as possible within 1, 3, 6, or 12 hour limits. All registrations and donations go directly to cancer patients through the Nelson Family Foundation.

A festival-style trail event at Hemlock Creek Picnic Area with run, ruck and 1-mile options, a river crossing on the longer route, live German music and a biergarten. A portion of proceeds benefits Bike Cleveland.

A multi distance trail endurance event at Camp Tuscazoar in Dover OH featuring a 25 mile loop, night run options, cupless aid stations, pacer rules for the longest distances, and awards including belt buckles and medals.

Muddy Dash in Pittsburgh is a family friendly mud run 5K at Switchback MX with obstacles, mud pits, slides, a pre party and an after party with music and food. Packet pickup is available the day before and spectators enter free.

Experience a unique trail race at Camp Manatoc featuring technical single track paths normally closed to the public. Run the half marathon 15k or 5k distances through wooded terrain with special permission to bring your dog along.

A trail race at Montour Woods near Coraopolis offering a Half Marathon, 20 Mile, and 50K on twisty singletrack with notable elevation gain, aid stations roughly every 3-4 miles, and proceeds supporting the Hollow Oak Land Trust.

A 24 hour 10K loop challenge at Moraine State Park South Shore on September 11 to 12, 2026. Runners complete repeated 10K loops on trails with about 723 feet of vertical gain per loop while aid stations and a main tent support participants.

Trail ultramarathons of 25K and 50K around scenic Mill Creek Park in Youngstown featuring mostly single track trails, rocky and rooted terrain, a rugged stream crossing, and staffed aid stations.

A six hour loop challenge on shaded single track trails in North Park near Deer Browse 2 Pavilion in Allison Park PA. Runners complete as many 2 mile loops as they wish, earn a raffle ticket per loop, and top male and female loopers receive..

A trail race at Richfield Heritage Preserve on September 13, 2026 offering 50K, half marathon and 10K on a repeated 6 mile loop through single track, bridle paths and camp roads with typical trail obstacles.

Run through the forested trails of West Branch State Park on the newly designated Buckeye State Trail section. Choose between a full marathon half marathon or 10k while exploring oak forests and lakefront views in Ohio.

A community run/walk on September 19, 2026 at Stone Mad Pub in Cleveland featuring a chip timed 5K and a 1 mile walk, with age group awards, event T shirts, food, and a post race beer for those 21 and over.

A Hawaiian themed 5K obstacle race at Allegheny RiverTrail Park in Aspinwall that raises funds for The Stanley M. Marks Blood Cancer Research Fund and Lending Hearts. Teams carry a pineapple through the course and a luau follows with live m..

A five-event trail series in Cuyahoga Valley National Park with weekly themed Tuesday evening races from late September through October. Distances are 3 to 5 miles and the final event at Camp Butler is dog friendly.

A field and trail running event in Millersburg, Ohio on 10/03/2026 featuring a 5k and a 0.5 mile timed kids run, held the same day as Charm Days with food, a pony parade, auctions and local sales.

A community event at Forest Ridge Preserve featuring a chip timed 5K and a 1.5 mile self guided hike through the Chagrin River valley. Proceeds support the Moreland Hills Parks Commission and registrants by September 20 receive a commemorat..

Fineview Step Challenge in Pittsburgh on October 3, 2026 features 2 mile and 5 mile courses that climb 12 public staircases with over 1,600 steps including a 371 step set on Rising Main Avenue. Proceeds support Fineview Citizens Council pro..

WQMX 5KAY is the 8th annual 5K run with a one mile walk option at Rufener Hilltop Farms in Mogadore on October 3, 2026. Net proceeds support WQMX Bosom Buddies and age group medals are awarded.

A six hour timed trail event at Brady's Run Park on a 2.1 mile loop featuring steep opening climbs, ridgeline single track and technical switchback descents. Open to solo runners and two person relay teams with awards for top finishers.