Trail Running calendar near Lexington 2025-2026

Tackle rugged singletrack at the JMF Trails Hillbilly Half, a scenic trail half marathon through Louisville's Jefferson Memorial Forest on November 22. Expect challenging climbs, forest views, and friendly aid stations to keep you moving.

Run or stroll a new 5K at Kentucky Horse Park, finishing inside a festive Holiday Village with lights, Santa photos and mini train rides. Choose chip timed competitive entry or a relaxed untimed stroll, family and dog friendly.

Hit the trails at the Harrods Creek Trail Bash with scenic 5K and 10K loop options through meadow and single track. Enjoy a community run that supports park upkeep and snag a long sleeve tee with early registration.

Join the Pilgrimage in the Park 5K Run/Walk on Thanksgiving Day at Pulaski Park in Nancy, Kentucky, for a scenic trail run with views of Lake Cumberland. Proceeds support the American Cancer Society and a fun family run welcomes everyone.

Run through hardwood forest and around John Barr Lake at the Crooked Creek Ultra Trail Race in Shepherdsville Kentucky. Distances range from a 5K to a 100 mile ultra with looped courses, support access and heated facilities.

Tackle rolling wooded trails and lakeside views at the Crooked Creek 5K Trail Challenge, held Saturday and Sunday at Camp Crooked Creek in Shepherdsville KY. Enjoy fresh air, a finisher medal, and a friendly trail race atmosphere.

Join a festive 5K road run or walk, 10K trail race, and kids fun run on Dec 6 in Corbin to honor a beloved pastor and support Laurel Lake Baptist Camp. Enjoy holiday decorations, hot cocoa, cookies and family friendly fun.

Run the Topo Trail Marathon at East Fork State Park on December 7, 2025 with quarter, half and full options on a 6.55 mile singletrack loop. Enjoy aid stations, a race tee and a finisher medal on a scenic course.

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 the Frozen Nuts Trail Run in Nancy, Kentucky on January 3, 2026 with a half marathon, 10K, 5K and a 5K competitive walk. Scenic winter trails and solid on course support make it great for racers and casual runners alike.

Run single track forest trails in Fairdale near Louisville on Feb 7, 2026 with 50K, 15 mile, and 6 mile options. Finish with soup and a wooden medal, and enjoy a packet pickup pasta dinner the night before.

Hit the trails in Nancy Kentucky on March 21 2026 for the Lucky Opossum, featuring a half marathon, 10K, 5K run and a 5K competitive walk. Scenic singletrack and friendly competition make it a perfect spring challenge.

Join the Backside Trail Marathon in Louisville's Cherokee and Seneca Parks on April 26, 2026, with marathon or half on scenic single track. Medals for all finishers and a Double Down award for back to back weekend runners.

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.

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..

Hilly 5K trail run or walk through Red River Gorge on June 27, 2026, starting at Natural Bridge Campground in Slade, KY. See rock arch views, snag a tie dye shirt while supplies last, and enjoy awards, photos, food and music.

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 Raven 10K through scenic trails at Raven Run Nature Sanctuary in Lexington on Sunday, September 27, 2026. Limited to 170 runners, this 12th annual trail race features performance shirts and custom age group medals.

Run a scenic but rugged 13.1 mile trail through Red River Gorge from Natural Bridge Campground, with finisher medal, shirt, postrace BBQ and beer for 21 plus. Proceeds support local Search and Rescue teams.