Trail Running Calendar Kentucky 2026-2027

We have found 61 Trailruns in Kentucky. Check below where and when you can find the races.

A weekend of races at the Gallatin County Fairgrounds in Glencoe, Kentucky featuring an 800 m kids run, a 5K trail with a two hour cut off, and a last runner standing ultra run on repeated 2.083 mile laps. Headlamps required for the ultra.

A second-annual fall 5K hosted by Gleaning Housing at Coldstream Park / Legacy Trail in Lexington, KY, with pumpkins for donors and snacks and drinks for all participants. Participants may bring or wear a pumpkin costume.

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 trail races, 50K and 25K, take place at Mammoth Cave National Park on October 24, 2026 starting from Bell's Tavern Pavilion. The crushed gravel out and back course has ascents and descents, cupless aid stations, and limited entries.

Trail races in Mt. Airy Forest near Cincinnati offering a 50K ultra and a 27K loop course across single-track, hilly trails with aid stations, timing chips, and proceeds supporting local parks.

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..

A *4 miles* trail run and walk at Veterans Park in Lexington on November 14, 2026, over mostly hard-packed dirt trails with grassy and short paved sections. The race is chip timed, offers awards, hydration stops, and a virtual option with m..

A trail running event in Red River Gorge on November 14, 2026, offering 30K and 50 mile distances with registration from June 1 to August 31 and set entry fees for each distance.

A Thanksgiving trail event at Pulaski Park in Nancy, Kentucky on November 26, 2026 featuring a 5K and a 1 mile fun run with proceeds benefiting the American Cancer Society and awards for overall, age group, and team divisions.

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.

Road running event in Bowling Green, KY on 12/12/2026 offering 5K, 10K and a half marathon on gravel out-and-back courses, with registration via RunSignup and finisher medals and awards available.

Trail races at Waverly Park in Louisville offering a 6.6-mile loop and a half marathon plus virtual options. The event is cupless, has an aid station about halfway, on-site restrooms, limited parking, and overall male and female awards.

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..

Warbird 100 in Hyden, KY on March 19-20, 2027 includes a 100-mile race plus a 50k and a half marathon; the shorter races share parts of the 100-mile course, with the 50k covering the final 20 miles alongside it.

Trail events in the Red River Gorge on March 27, 2027 offering 25K and 50K courses from Natural Bridge State Resort Park with mixed road and single track terrain, aid stations, and a 200-runner field cap.

April 2027

Timed ultraloop races and ruck events on a 5.4 mile loop in Parksville, Kentucky, with individual, relay, and ruck divisions. Full-service aid station, cup free policy, chip timing, and on site primitive camping.

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