Trail Running calendar near Lexington 2026-2027

We have found 41 Trailruns within 80 miles of Lexington. See below where and when you can find the races.

Trail running event on March 21, 2026 at Pulaski County Park near Lake Cumberland offering 5K, 10K and half marathon courses on wooded, well-marked trails with post-run refreshments and finisher medals.

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

The Howlin' Wolfe 50k is a trail race in the scenic Red River Gorge, starting from Natural Bridge State Resort Park. It combines road, single track, and fire road terrain, passing notable natural features. This first edition is limited to a..

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..

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.

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.

Trail runs at Waverly Park in Louisville from June 14 to June 28, 2026, include a 6 mile and a half marathon with in person and virtual options. Finish three series races to earn a cryptid medal and survivor shirt.

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..

Run through the wooded trails of Turkey Run Park to support local wildlife rehabilitation. Choose a timed 5-mile race with awards or a 3-mile fun run. All participants get a medal and hoodie, with snacks and door prizes at the finish.

Challenge yourself on the trails of the Red River Gorge. This event on June 27, 2026, features a 5K and a new 10K course on scenic private property, with climbs, arches, and a four-hour time limit. Runners receive a commemorative shirt and..

A trail race at Mount Airy Forest in Cincinnati on June 27, 2026 offering 5K, 10K, Half Marathon and a 30K run made of three 10K loops. The event includes themed medals, costume awards, and series points within the ATRS program.

July 2026

The Hardin-Meade Endurance Run will take place in Elizabethtown on Sunday 12 July 2026. You can run 31 miles.

Join the Tiger Trail 5K in Lawrenceburg, part of the summer SIRC series supporting local school running programs. Choose from a run, walk, or cross-country member event, with special pricing for team members. Complete the circuit for a chan..