Trail Running calendar near Lexington 2025-2026

We have found 22 Trailruns within 80 miles of Lexington. See below where and when you can find the races.

Run the Dirty Dog Trail 4 Miler on November 8, 2025 at Veterans Park in Lexington. Scenic and technical 4 mile trails with roots, rocks and creek crossings, offered in person or virtual. Proceeds support Hickman Creek Conservancy.

Join Turkey Trails at Sawyer Point Park in Cincinnati on November 16 for fun runs for the whole family, from Kids Dash to 10k plus a virtual option. Enjoy race shirts, medals, and scenic riverfront routes with awards for 5k and 10k finisher..

Southern Lights Stroll 5K is a festive evening event at the Kentucky Horse Park in Lexington, Kentucky. The lineup includes a 5K chip-timed Run and an untimed 5K Stroll, open to participants aged 7 and up. A newly redesigned route guides wa..

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.

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.

December 2025

The Run Empowered Series will take place in Cincinnati on Monday 1 December 2025.

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 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.

Take on the Topo Trail Marathon at East Fork State Park on a scenic 6.55 mile singletrack loop, choosing Quarter, Half or Full distances. Chip timing, aid stations, a long sleeve race shirt and a finisher medal add extra race day perks.

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..

January 2026

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.

February 2026

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.

March 2026

Run the Etown Trail Classic on March 7, 2026 at Buffalo Lake in Elizabethtown, Kentucky. Choose a 5K, 8 hour solo challenge or team relay on scenic lakeshore and woodland trails with aid stations, chip timing and finisher swag.

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.

Vernal Equinox multi hour trail run March 27 to 29 at Majestic Farm in Batavia, Ohio offers 8 to 48 hour races and a Ruckers 12. Scenic 2 mile loop, cupless aid stations with hot food and shared stalls.

April 2026

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.

June 2026

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.

September 2026

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.