Trail Running calendar near Nancy 2025-2026

Join the Frozen Nuts Trail Run in Nancy, KY on January 3, 2026 for a scenic winter day of trail running with a half marathon, 10K, 5K run or 5K competitive walk. Choose your distance and enjoy trails, camaraderie, and cool weather racing.

Hit the trails at Big Ridge State Park for the Dark Hollow Wallow, featuring challenging hilly 11 mile and 5 mile trail races plus a Kids Trail Mile. Aid stations have very small cups so bring your own water, and students and KTC members sa..

Challenge yourself at the Warbird 100 in Hyden, Kentucky, a race weekend offering 100 mile, 50k and half marathon options. Shorter runners soak up the energy as many 100 mile runners finish, making for a festive finish.

Hit the trails at Lucky O'possum in Nancy, KY on March 21, 2026, with 5K, 10K and half marathon options for every pace. Expect rolling singletrack, friendly competition and postrun smiles for runners of all levels.

Conquer the Bluff on May 2, 2026 in Jacksboro, Tennessee invites runners to tackle a rugged 4.2 mile out and back with a 930 foot climb to a scenic overlook. Proceeds benefit Campbell County High School scholarships.

Join Gavin's Gallop, a scenic 5K at Freeman Lake Park in Elizabethtown that follows a lakeside out and back trail with a water stop at the turnaround. All finishers earn a medal and proceeds support Gavin’s Gifts for families affected by Ba..

Run the Ascent Red River Gorge 5K on June 27, 2026 at Natural Bridge Campground in Slade KY, a scenic trail with rewarding climbs and views of natural arches. Celebrate at the finish with music, food and tie dye shirts while supplies last.

Hit the scenic trails of Haw Ridge Park on July 11, 2026 for an 8 mile lake loop plus student and kids trail options. Expect rolling climbs, lakeside views, a midcourse aid stop and a friendly community vibe for all ages.

Run the rolling grounds of Talon Winery at the eighth annual Cabernet Canter, with scenic 5K and 10K cross country courses. Enjoy finisher awards, a wine ticket and live music while celebrating among the vines.

Barkley Fall Classic is a rugged 50 km trail ultramarathon at Frozen Head State Park on September 19, 2026. Expect brutal climbs, runnable singletrack and a course map revealed the night before, with proceeds supporting the park.

Celebrate the 30th annual Spoonbread Festival 5K on Sunday, September 20, 2026 in Berea, Kentucky on the flat Berea City Trail. Chip timing, commemorative shirts, music, food and free race photos make this a fun community run.

Join the Run Baby Run 5K in Lexington for a flat, family friendly course through Coldstream Park that supports NICU families. Enjoy a kids dash, commemorative tee and virtual option while helping provide essentials for babies in need.

Experience the rugged Big South Fork on 17.5 Mile or 10K trail courses from Bandy Creek Campground on September 26, 2026. Register in advance, enjoy aid stations and finisher apparel, and camp nearby with NPS reservations.

Join the Raven 10K on Sunday, September 27, 2026 for a scenic trail run through Raven Run Nature Sanctuary near Lexington, KY. Choose in person or virtual entry and tackle a challenging 10K in a beautiful park setting with limited field.

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.

Challenge yourself on scenic single track and jeep roads at Norris Dam State Park with 25k or 50k options. Finishers receive a limited edition series shirt and a deluxe finisher's medal to celebrate the achievement.