Trail Running calendar near Olive Hill 2026-2027

Tackle a 2-mile loop through Ohio's scenic Majestic Farm in this timed ultrarunning challenge. Choose from 48, 24, 12, or 8-hour events, with free horse stall storage and unique finisher buckles. The inclusive event supports athletes with d..

Traverse three West Virginia counties on a historic single track trail system once used by bison and Native Americans. Run past waterfalls and through scenic tunnels in this point to point race finishing at Camp Arrowhead.

Experience the rugged beauty of Lake Hope State Park and Zaleski State Forest. Choose between a 5 mile or 13.1 mile singletrack trail run featuring deep gorges and rocky outcroppings in the heart of Ohio.

Experience the inaugural Howlin' Wolfe 25k or 50k at Natural Bridge State Resort Park. Run through Red River Gorge on a mix of single track trails and fire roads while supporting local search and rescue teams.

This trail event at Great Seal State Park offers distances from a 5k to a 100-mile ultra. The challenging 20-mile loop features significant elevation gain on mostly single-track trails. Unique awards include buckles for the ultra distances..

Conquer a hilly road course or a family trail run at Wayne National Forest to support local cross country teams. This scenic event offers medals for top finishers and all participating children.

A trail event at Meeks Mountain Trails in Hurricane, WV supporting a scholarship fund and the local Marine Corps League. Features 5K and 10K runs, a 5K walk, and a 5K ruck with participant shirts and medals.

Event Overview The Coalfields Backyard Ultra is a Last Runner Standing event sanctioned by Lazarus Lake through the Backyard Ultra organization. It is the only backyard ultra in West Virginia. The event takes place on a measured loop at Sou..

Experience a technical trail race in eastern Kentucky featuring a 10K or a Half Marathon. Navigate wooded terrain with significant elevation gains and fast descents at the scenic Perry County Park in Hazard.

Test your limits at East Fork State Park with a 5K mud run featuring over 15 natural and man-made obstacles. This adventure race offers a challenging course for solo athletes and a dedicated version for families.

Compete in the State Games of West Virginia at Heritage Farm with 11K and 5K trail races. This official qualifier offers runners the chance to earn a spot at the State Games of America while enjoying Appalachian scenery.

Metahqua 24 returns to Chillicothe with trail races from a 2-mile youth run to a 100-mile solo challenge. The event features a scenic 2-mile loop course with a mix of single track and grassy trails. Off-site parking with a shuttle is provid..

Explore Kentucky's trails at the Big Turtle Trail Runs. This untimed event in Morehead offers a 50K and a 10 Miler route on the scenic Sheltowee Trace. Finish by the cutoff to earn your finisher medal.

Experience the diverse terrain of Barboursville Park on wooded single track and flat paths along the Guyandotte River. Choose between 4 and 10 mile distances featuring scenic valley overlooks and technical trail sections.

Experience a unique trail run on private property in the Red River Gorge with 5K and 10K options featuring significant climbs and views of natural arches.

Run through the fields of Masterson Station Park in this cross country race featuring 5k and 10k distances. Enjoy a festive afterparty with bourbon tastings, music, and food trucks.

Experience the original event of the Dirt Days Trail Series at East Fork State Park. Run through densely wooded trails on a 5.6 mile or 10.8 mile course with options for early starts and various participation categories.

Experience a 5k mud run and obstacle course at East Fork Motocross Park designed for women empowerment and supporting breast cancer awareness.

Experience a cross country race through the scenic grounds of Talon Winery in Lexington. Enjoy a finisher award plus a glass of wine and live music at the post race celebration.

Tackle the only 100-mile and 100K races in Southwest Ohio on a scenic loop around William H. Harsha Lake. This cupless ultramarathon offers four distances on rolling trails with creek crossings and beautiful views. All finishers receive awa..