Trail Running Calendar Kentucky 2025-2026
We have found 27 Trailruns in Kentucky. Check below where and when you can find the races.
Distance (km)
Articles
Belgian Ultrarunner Karel Sabbe's Record-Breaking Pacific Crest Trail Run Showcased in New YouTube Documentary
Explore Karel Sabbe's record-breaking Pacific Crest Trail run in a riveting documentary. Jour..
Trail Running: How it Can Help Reduce Stress and Anxiety
Trail running is an effective way to reduce stress, anxiety, and improve physical and mental he..
Trail Running vs. Road Running: Which One Is Right For You?
When it comes to running, there are two primary options to choose from: trail running and road..
The Cabernet Canter Cross Country 5K/10K is an exciting running event taking place at Talon Winery in Lexington, KY. Scheduled for August 29, 2025, this annual race features both 5K and 10K cross-country courses, allowing participants to enjoy a scenic run while celebrating the local wine culture. A..
September 2025
The MuuvWell Hot Rod 24 Hour Ultra is an exciting endurance running event taking place in Bowling Green, Kentucky. Scheduled for September 27-28, 2025, the event features multiple race formats, including a 24-hour ultra, a 24-hour relay, and 12-hour ultra options, including a night-time segment. Par..
The Raven 10K is an annual trail running event held at the Raven Run Nature Sanctuary in Lexington, Kentucky. Scheduled for September 28, 2025, this race features both an in-person 10K and a virtual option for participants who prefer to run on their own schedule. The in-person race has a registratio..
The Heartland Harvest Festival 5K is an exciting running event set in the picturesque Elizabethtown Nature Park. Scheduled for September 30, 2025, this trail race welcomes participants of all skill levels, from seasoned runners to newcomers. The event features recognition for the top three overall m..
October 2025
The Rugged Red Trail Half Marathon is an annual running event held in Slade, Kentucky, featuring a scenic 13.1-mile looping trail course in the picturesque Red River Gorge. Scheduled for October 4, 2025, this race not only celebrates the beauty of trail running but also supports local search and res..
The Mammoth Cave 50K/25K is a trail running event held in Mammoth Cave National Park, Kentucky. Scheduled for October 25, 2025, this race features two distances: a 50K and a 25K, both set on a scenic, crushed gravel trail that offers a mix of challenging ascents and descents. The event is designed f..
December 2025
The Crooked Creek Ultra Trail Race is an exciting trail running event held at Camp Crooked Creek in Shepherdsville, Kentucky. Set against the backdrop of Bourbon Country, the race features a challenging 12.7-mile loop with over 2,300 feet of elevation gain per lap, offering participants stunning vie..