Trail Running calendar near Lexington 2026-2027

We have found 36 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

Run the inaugural Howlin' Wolfe 25k and 50k through scenic Red River Gorge on April 11, 2026, starting and finishing at Natural Bridge State Resort Park. Trails mix road, single track and fire road with staffed aid stations.

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.

Trail races at Mt. Airy Forest in Cincinnati on April 25, 2026 offering 5K, 10K, a half marathon and a 30K ITRA UTMB index race. Off road trails, themed medals for all finishers, and a five hour course time limit.

The Backside Trail Marathon - Louisville, KY will take place in Brownsboro Village on Sunday 26 April 2026. You can run between 21 and 42 kilometers.

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.

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

A community 5K at Freeman Lake Park on June 13, 2026 that supports families affected by Batten Disease through Gavin's Gifts. The lakeside out and back course includes a water stop and every participant receives a finisher's 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.

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..

Trail runs of three and five miles through Turkey Run Park in Louisville to benefit Second Chances Wildlife Center, with a medal, a hoodie tech tee, water stop, snacks, and door prize drawings.

The Ascent Red River Gorge 5K is a 5K trail run and walk at Natural Bridge Campground in Slade, Kentucky. The hilly course runs on private property in Red River Gorge and includes commemorative shirts, awards and free race photos.

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

A 31-mile point-to-point endurance run from Downtown Elizabethtown to the Brandenburg waterfront on July 12, 2026, limited to 50 entrants. Entrants must have verified qualifications, a crew vehicle, and wear a reflective safety vest.

The Distillery Dash kicks off a three-race cross-country series at Masterson Station Park. Runners can choose a 5k or 10k, with every finisher getting a t-shirt and award. Stick around after for an afterparty with food, music, and bourbon t..

The Red Fox Trail Run 10K is a themed trail race in Cincinnati's scenic French Park. Runners complete two loops on the park's off-road trails for their 10K distance. All finishers get a medal, and the event is part of a larger trail running..

A trail race at East Fork State Park on July 26, 2026, offering 5.6 and 10.8 mile laps plus Trekker categories for extra time. The course runs on the Backpack Trail through dense woods and reverses direction for 2026.

August 2026

Cross-country 5K and 10K races take place at Talon Winery in Lexington, with finisher awards and a drink ticket for one glass of Talon wine. An after-party in the tasting room and Monarch Pavilion includes wine sales and live music until 10..