Trail Running calendar near Pine Ridge 2026-2027

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.

Big Turtle Trail Runs returns to Morehead, Kentucky on June 6, 2026 with two trail races, a 50K and a 10 Miler. Registration runs March 1 to April 30 with fees of $75 and $35.

A multi-distance trail event in Norton, Virginia with singletrack, gravel and ridgeline terrain, substantial elevation gain, and distinct 25k, 50k, 100k and 100 mile formats. Ultra finishers receive a Woodbooger buckle.

Experience private trails and spectacular arch views at The Ascent in the Red River Gorge. Choose between the 5K and 10K distances for a rewarding trail event featuring significant climbs and professional timing.

A strategy-driven trail event at Paintsville Lake State Park where a marked half marathon course includes ten optional off-trail checkpoints with time bonuses. Two checkpoints are drawn mandatory at the start and skipping them creates penal..

The Zenith Adventure Trek will take place in Pine Ridge on Saturday 11 July 2026. You can run 20 miles.

An overnight relay event at Kroger Field in Lexington offering marathon, double marathon and 12 hour ultra relay options. Proceeds support cancer patient care and the event is cupless, so participants should bring their own cup.

Evening cross country races of 5k and 10k at Masterson Station Park on July 24, 2026, with music, food trucks and bourbon tastings. The 5k allows walkers and the 10k has a 16 minutes per mile cutoff.

A 5K trail race on the Flag Rock Area Trails in Norton presented as part of the High Knob Outdoor Fest. Registration is $20 until Aug. 11 and $25 on race day; awards go to the top three men and women and all runners receive a festival T-shi..

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.

GRC Cross Country Daniel Boone 5K is in Winchester, KY on September 5, 2026, with a down and back course from Lincoln and East Hickman to the country club. Entry fee is $30 and shirt registration is available until August 22.

A community Pride Run at Coldstream Park on September 19, 2026 featuring a chip timed 5K with awards and a 1 mile fun walk. Proceeds support local LGBTQ+ school programs and related resources.

A 13.6 mile loop race starting and finishing at High Knob Observation Tower in Wise County, held Sunday September 20, 2026. The course runs mainly on Forest Service roads and proceeds support trail development in the Flag Rock and High Knob..

The 30th annual Spoonbread Festival 5K in Berea KY offers a chip timed 5K on a flat paved trail, an untimed 1 mile fun walk, and a virtual 5K option with commemorative shirts and age group awards.

A charity 5K at Coldstream Park/Legacy Trail in Lexington on September 26, 2026 benefits NICU babies, with an in-person chip timed 5K, a kids 1/4 mile dash, and a virtual 5K option with mailed shirts.

A trail 5K in Norton, Virginia held as part of the three-day Woodbooger Festival. The race runs on the Flag Rock Area Trails and raises funds to support the festival that highlights local nature and folklore.

Experience the natural beauty of Lexington at the Raven 10K Trail Run. Run or walk through grassy fields and primitive trails at the Raven Run Nature Sanctuary or join the event virtually from any location.

A 10K road climb in Norton, Virginia with more than 2,000 feet of elevation gain to the 4,200 foot High Knob summit. The 13th annual event takes place October 3, 2026.

Experience a scenic trail run through the Red River Gorge on a private looping course. This cup less half marathon supports local search and rescue teams while offering a festive atmosphere with medals and post race meals.

Trail races in Shawnee State Forest on October 3, 2026 offering 54 mile, 50K and 13.1 mile options across remote singletrack with significant elevation gain and marked aid stations. The 50 Mile route includes a wilderness section called The..