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.

Join TRAP 2026 at Meadow Creek Park for a fun trail run and refreshing lake plunge on a relaxed 5ish K course, with a plunge only option. Kids enjoy a fun run and ball pit plunge, and tickets include breakfast, a swag item and warming tents..

Join Dark Hollow Wallow at Big Ridge State Park on Sunday, February 22, 2026 for trail races from an 11 mile challenge to a 5 mile and a kids mile. Expect steep muddy hills, on course water and a friendly KTC series vibe, so bring your own..

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.

Run scenic 8 mile trails through Haw Ridge Park with early climbs, flowing singletrack and lakeside views, plus a one mile kids course for the family. Part of the Treadin' Trodden Trails series with season pass bundles.

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.

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..

Run Baby Run 5K returns to Lexington's Coldstream Park and Legacy Trail with a flat, fast course and a Kid's Dash for young runners. All proceeds support the Snow Bunny Baby Project to buy diapers and wipes for NICU families.

Run scenic single track in the Big South Fork on Sept 26, 2026 with 17.5 mile and 10K options at Bandy Creek Campground. Aid stations, finisher shirts and awards make this a memorable weekend outdoors.

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.