Trail Running Calendar Kentucky 2026-2027

We have found 60 Trailruns in Kentucky. Check below where and when you can find the races.

Experience the natural beauty of Lexington at the Raven 10K Trail Run. Run or walk through grassy fields and primitive trails at the Raven Run Nature Sanctuary or join the event virtually from any location.

October 2026

Experience a scenic trail run through the Red River Gorge on a private looping course. This cup less half marathon supports local search and rescue teams while offering a festive atmosphere with medals and post race meals.

Honor history at the Mogadishu Mile, a four person team obstacle course and one mile ruck run in Georgetown. Work together to complete 500 total reps and a weighted run without leaving any team member behind.

Run through the scenic trails of Jefferson Memorial Forest in this cupless trail event featuring 5 mile and 8 mile distances. Earn special series awards while exploring the beautiful Horine Reservation landscape.

Experience a unique trail run through the hills and woodlands of Gravel Switch. Enjoy a route featuring meadows and steep climbs followed by a pancake breakfast and handmade awards at the local heritage festival.

Experience a scenic trail run through the hills of Kentucky at the historic Bill Monroe Homeplace. This event features 5K, 10K, and 25K distances accompanied by live bluegrass music and on site camping.

The Little Rooster Run offers a weekend of trail events in Glencoe, Kentucky, from a kids' fun run to a 5K and the unique Mini Barnyard Ultra. This "last runner standing" format challenges participants on a 2-mile loop every half hour. Proc..

Join the second annual Running Pumpkin 5K in Lexington's Coldstream Park. This fall event supports Gleaning Housing, a local nonprofit building affordable rental homes. Participants are welcome to bring a pumpkin or wear a costume, with sna..

Experience a 22 km trail run crossing both the Lake Barkley and Kentucky Lake bridges. Participants can run the full course individually or join a two or three person relay team through the Land Between the Lakes Recreation area.

Two looped single track trail races in Mt. Airy Forest near downtown Cincinnati. The 50K repeats longer and shorter loops totaling 10,726 feet of elevation change while the 27K uses shorter loop repeats.

Little Batty Trail Runs on 10/25/2026 in Nancy, KY features trail courses of 13.1 miles, 10K and 5K with creek or dry lake bed crossings, cross country sections and a short pavement segment; registration runs 3/20 to 8/31/2026.

Experience a themed trail run through Cincinnati's French Shelter Park with options for a 5k or 10k distance. Participants enjoy costume contests and holiday activities while earning points toward a global series award.

November 2026

Turkey Trails Cincinnati presents in-person and virtual running options on 11/14/2026 in Hamilton OH, from a 50 m kids dash up to a half marathon. Event features include chip timing, shirts, custom bibs, medals, free photos, and finish-line..

Celebrate Thanksgiving at Pulaski Park with a scenic trail run overlooking Lake Cumberland. Choose between a 5K or a Fun Run while supporting the American Cancer Society and enjoying views of the water.

December 2026

Experience an exclusive trail event at the Harry S. Frazier Scout Reservation featuring looping courses through Kentucky forest and a runner's village by John Barr Lake with distances from 5K up to 100 miles.

Join the gravel out and back races at Ephram White Park featuring 5K, 10K, and Half Marathon distances. Complete the park circuit to earn your finisher medal and series points in this festive Kentucky event.

Trail races at Waverly Park from December 13 to December 27, 2026 offering 6.5 Mile and Half Marathon distances plus virtual options. Part of a Winter Warrior Series with course markings, on-course aid, awards, and a series medal for multip..

January 2027

Trail races at Pulaski County Park on Lake Cumberland, featuring a 13.1 mile half marathon, a 10K and a 5K. Trails are well marked and include rolling hills plus a notable finisher hill.

March 2027

Experience an endurance challenge at Elizabethtown Nature Park featuring an 8 hour race and a 5K trail run. Navigate a scenic loop of lakeside trails and rolling woodland terrain with full aid station support.

Land Between the Lakes Trail Runs on March 13, 2027 in Grand Rivers, Kentucky offers four trail distances on an 11.3 mile Canal Loop with views of Kentucky Lake and Lake Barkley. The course is mostly single-track packed dirt with rolling an..

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