Trail Running calendar near Hyden 2026-2027

Take on mud and hills at Dark Hollow Wallow with 11 mile, 5 mile and Kids Trail Mile options for all ages. Rustic trail racing with aid stations and family friendly entries, so bring water and be ready for a challenge.

The Warbird 100 is a 103 mile mountain ultra through Daniel Boone National Forest featuring rugged ridgelines, technical singletrack and creek crossings. Expect remote trails, big climbs, exposed views and a 35 hour cutoff.

Hit the trails at Lucky O'possum on March 21, 2026 in Nancy, Kentucky. Choose a half marathon, 10K or 5K trail run for a fun day of challenge and community.

Run the Union Half Marathon and Relay in Big Stone Gap on April 11, 2026 along the scenic Greenbelt and Powell River Trail with two historic train tunnels. Finishers get a unique medal and race shirt, perfect for solo runners and teams.

Run the inaugural Howlin' Wolfe 25k and 50k through scenic Red River Gorge on April 11, 2026, starting and finishing at Natural Bridge State Resort Park. Trails mix road, single track and fire road with staffed aid stations.

Troublesome Hollow is a trail running weekend in Bristol VA offering 50K, 25K and a 3 mile walk along scenic riverside trails with swinging bridges and a climb to a fire tower. Official chip timing and a cupless policy mean bring a reusable..

Conquer the Bluff in Jacksboro, TN on May 2, 2026 is a 4.2 mile climb to Eagle Bluff with about 930 feet of gain. Proceeds benefit Campbell County High School scholarships and high school athletes may enter free.

The Laurel Lake 10k will take place in London on Saturday 9 May 2026. You can run 45 miles.

Join the ninth annual Fit Farmer 12K Trail Run on May 23, 2026 in Norton, VA for a scenic challenge on the Flag Rock trails around Norton Reservoir. Proceeds support a senior supplement program helping low income seniors buy fresh local pro..

A multi-distance ultrarun in Norton, Virginia, featuring 100-mile, 100k, 50k, and 25k races, substantial elevation gain, aid stations, distance-specific finisher buckles or medals, and awards across Male, Female, and Nonbinary/Open categori..

Enjoy a scenic 5K trail run at Natural Bridge Campground in Red River Gorge on Saturday, June 27, 2026. Celebrate with shirts, music, food and finish line photos while tackling this beautiful wooded course.

Join the Flag Rock 5K Trail Run in Norton, Virginia on August 13 as part of the High Knob Outdoor Fest. Tackle scenic trails around Flag Rock and support the festival as all proceeds help keep the outdoor celebration going.

Tackle rugged trails and lake views at Panther Creek State Park with a half, 10K and kids mile for all ages. Expect steep single track, big climbs, aid stations and a limited edition event shirt for finishers.

Experience a scenic and challenging 13.6 mile loop with about 1,600 feet of climb, starting and finishing at High Knob Observation Tower in Norton, Virginia. Proceeds support trail maintenance and the race is part of the High Knob Triple Cr..

Join the Spoonbread Festival 5K in Berea, Kentucky on September 20 for a friendly flat and fast run or a relaxed 1 mile fun walk along the scenic Berea City Trail. Enjoy chip timing, commemorative shirts, music, food and a water stop while..

Explore the rugged beauty of Big South Fork with trail runs on Saturday, September 26, 2026 in Oneida, Tennessee. Choose a challenging 17.5 Mile out and back or a scenic 10K loop, both starting from Bandy Creek Campground.

Tackle the Steele Creek Struggle, a rugged 13.1 mile trail half on October 3, 2026 in Bristol TN. Expect technical single track, steep climbs and creek crossings through Appalachian woods, with proceeds supporting Steele Creek Park.

Take on the Hellbender 10K in Norton VA on October 3, 2026, a challenging climb to the High Knob summit. More than 2,000 foot of elevation gain and sweeping mountain views make this 6.2 mile race a tough but rewarding test.

Experience the Rugged Red Trail Half Marathon in Red River Gorge on October 3, 2026. Tackle 13.1 miles on site or virtually, earn a long sleeve shirt and finisher medal, enjoy BBQ and beer, and support local search and rescue.

Run the Norris Ultra Dam Hard Trail Race on Saturday, November 14, 2026 at Norris Dam State Park in Norris and Andersonville TN. Choose 25k or 50k on scenic single track and jeep roads with aid stations and nearby camping.