Trail Running Calendar Kentucky 2025-2026

Run the Waverly Winter Warrior at Waverly Park in Louisville on December 14, choosing a 6.5 mile trail loop or a half marathon. Part of the Winter Warrior Series, the event rewards every finisher and offers bundle discounts for multiple rac..

Run Otter Creek singletrack in Brandenburg, KY on Dec 20 with marathon, 16 and 8 mile trail runs along a creek with rolling hills and pine needles underfoot. Expect carved wooden medals, a chili cook off and a team marathon.

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.

Start 2026 strong at Ephram White Park in Bowling Green with 5K, 10K, and half marathon options on a scenic gravel course. Register on RunSignup to secure a spot and enjoy finisher medals, gear and costume fun.

Shelby Trails in Simpsonville KY on January 17, 2026 showcases scenic trails through pastures, rows of cedars and wooded creek bottoms. Choose a 4 mile loop or tackle two laps for an 8 mile challenge on mixed grass, dirt and single track.

Louisville Lovin' the Hills in Fairdale, KY on February 7, 2026 offers 50K, 15 Miler and 6 Miler options on scenic single track forest trails. Enjoy pasta at packet pickup, a wooden finisher medal and post race soup with fellow trail runner..

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.

Experience the Land Between the Lakes Great American Trail Race in Grand Rivers, starting at Lighthouse Landing on Kentucky Lake. Choose 23k, marathon, 60k or 50 mile on the scenic Canal Loop with single track, rolling hills and lake views.

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.

Hit the 99% singletrack at Saunders Springs for a day of trail running and mountain biking on scenic preserve trails. With distances and team formats for all ages, plus kids races, the event benefits local trail groups.

Enjoy 3.6 miles of winding trails at Ault Park, with a railroad trestle and a stretch of pioneer road providing a scenic, historic backdrop. Chip timing, refreshments, and a friendly vibe make this series stop a great spring outing.

Scenic single track awaits at the Backside Trail Marathon and Half in Louisville's Seneca and Cherokee Parks. The marathon is two loops on gently rolling trails, so wear trail shoes and expect slower times than on roads.

Hit the trails at General Butler State Resort Park for The Wildcat, with 5K, 10K, half marathon, 20K relay and a 6 Hours of Power. Enjoy lake and river overlook views, custom swag and fully supported aid stations.

Take on the Mt. Airy Ridge Run in Mt. Airy Forest, Cincinnati on Sunday, May 17, 2026, as part of the Dirt Days Trail Series. Choose a 5.4 or 10.6 mile loop through scenic trails, meadows and ridgelines, with on site pickup and Altra shoe p..

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..

Celebrate Father's Day at French Park with the Dirt Days Trail Series. Run a spirited 3.6 mile course of meadows, creek crossings and log bridges with chip timing, prizes and a festive postrace vibe.

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 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.

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.