Trail Running Calendar Kentucky 2026-2027

We have found 48 Trailruns in Kentucky. Check below where and when you can find the races.

Experience a range of distances from a half marathon to 100 miles in the scenic terrain of Hyden Kentucky. Runners follow unique out and back or loop courses while sharing the trail with long distance finishers.

Experience the beauty of Kentucky Lake and Lake Barkley at this 21st annual event. Choose from four distances through scenic singletrack trails in the Land Between the Lakes National Recreation Area.

Experience the scenic trails of Pulaski County Park at the Lucky Opossum trail run. Choose between 5K, 10K, and Half Marathon distances along the shores of Lake Cumberland this March.

Trail races in Shepherdsville on March 28, 2026 offer 25k, 50k and 5k options across Crooked Creek sections with multiple water and aid stations. Participants receive a race shirt and finisher's medal, with a nine hour cutoff.

April 2026

A two-day trail adventure at Saunders Springs Nature Preserve. Saturday hosts 6-hour mountain bike endurance races, while Sunday features trail runs from 5K to 25K. All events are run on scenic singletrack, with proceeds supporting local tr..

Experience the inaugural Howlin' Wolfe 25k or 50k at Natural Bridge State Resort Park. Run through Red River Gorge on a mix of single track trails and fire roads while supporting local search and rescue teams.

A trail run at Ault Park in Cincinnati on April 19, 2026, featuring a rolling 3.6 mile route that passes an old railroad trestle and a pioneer road. The event offers age graded awards, prize drawings, tech shirts and a season pass.

The Goatman 5 Miler kicks off the Kentucky Cryptid Series on the trails of Cherokee Park. This cupless trail run offers awards and is part of a larger series with unique recognition for finishers. Carpooling is advised due to limited parkin..

Explore the extensive trails of Cincinnati's largest park, Mt. Airy Forest, in this trail running event. Choose from four distances, all part of a themed series where costumes are encouraged. Every finisher gets a medal, and you can earn po..

Event Overview The Backside Trail Marathon is a running event that takes place in Louisville, Kentucky. The race was started in 2012 and is held in Seneca and Cherokee Parks. The event includes marathon and half marathon distances. The Cour..

May 2026

Event Details The Wildcat @ General Butler is a trail running event taking place at General Butler State Resort Park in Carrollton, Kentucky. It offers several distance options on a single day. Distances The available trail races are: Half..

The Blue Heron 10K will take place in Stearns on Saturday 16 May 2026. You can run 10 kilometers.

Trail runs at Mt. Airy Forest offering one lap of 5.4 miles or two laps of 10.6 miles, plus Trekker categories that allow extra time and a recorded finish. This is a scored leg of the Dirt Days Trail Series with chip timing.

Event Overview The Kiss the Goat is a trail running event taking place at Perry County Park in Hazard, Kentucky. This will be the fourth year of the event and the second year offering both a half marathon and a 10K distance. Course Details..

Louisville Lovin' the Hills is a classic trail run on forested single-track. It features a famously tough 50K, plus 15-mile and 6-mile options. The event includes training runs, a pasta dinner, and a post-race gathering with homemade soup.

Trail races at French Park in Cincinnati include 5K, 10K and a half marathon on off road trails with notable elevation gain. Events award series points and finisher medals and have a three hour course limit.

June 2026

Explore Kentucky's trails at the Big Turtle Trail Runs. This untimed event in Morehead offers a 50K and a 10 Miler route on the scenic Sheltowee Trace. Finish by the cutoff to earn your finisher medal.

Experience a unique trail run through the woods of Waverly Park in Louisville with the Mothman 6 Miler or Half Marathon. Complete three races in the series to earn a special survivor shirt and medal.

Explore the scenic grounds of the Loretto Motherhouse on a trail run or walk. The course winds through woodlands, past lakes, and along gravel paths on the property. This event supports the local community and welcomes participants of all p..

A 3.6 mile trail through French Park in Cincinnati featuring meadow and interior trails with multiple creek crossings using stepping stones, log bridges or water routes. This is the fourth leg of the Dirt Days Trail Series on Father’s Day 2..