Trail Running Calendar Kentucky 2025-2026

The Shelby Trails event in Simpsonville, KY, features two trail running races: a 4-mile and an 8-mile course. Scheduled for January 25, 2025, the event is designed to accommodate both beginners and experienced runners, offering a mix of technical terrain, hills, and scenic landscapes. The 4-mile rac..

Louisville Lovin' the Hills is a challenging running event held in Fairdale, KY, featuring a 50K, 15-mile, and 6-mile race. Established in 2004, the race takes participants through scenic single-track trails divided into three parts, making it one of the toughest 50Ks in the region. The event includ..

The Wildhorse Ultra is an exciting running event taking place in Georgetown, Kentucky, at Scott County Park. Participants can choose from various race durations, including 12, 8, 6, 4, and 2-hour options, as well as a free Kids Dash. The course features a 1-mile loop, allowing runners to challenge t..

The Etown Trail Classic is a running event scheduled for March 1, 2025, in Elizabethtown, Kentucky. Participants can choose from three exciting events: an 8 Hour Endurance Race, an 8 Hour Endurance Race Relay, and a 5K Trail Run. This event caters to various skill levels, making it an excellent oppo..

The Land Between the Lakes Trail Runs is an annual event held in Grand Rivers, Kentucky, featuring four race distances: 50 miles, 60 km, marathon, and 23 km. Scheduled for March 8, 2025, the race begins along the scenic shoreline of Kentucky Lake and leads participants into the picturesque Land Betw..

The Lucky O'possum is an exciting running event taking place in Nancy, Kentucky, featuring a variety of trail races. Participants can choose from a 5K Trail Run, a 10K Trail Run, a Half Marathon Trail Run, and a 5K Trail Walk, catering to different skill levels and preferences. This event promotes f..

The Bourbon Country 25K/50K/5K is an exciting trail-running event scheduled for March 29, 2025, at the Harry S. Frazier Scout Reservation in Shepherdsville, Kentucky. This annual race features three distances: a 25K, a 50K, and a 5K, catering to runners of various skill levels.Participants will expe..

The Red River Gorge Ultra is an exciting running event taking place in Pine Ridge, Kentucky, featuring two main race distances: a 25K and a 50K. Scheduled for April 5-6, 2025, this event invites runners of all levels to experience the stunning natural beauty of the Red River Gorge area. Participants..

The Red River Gorge Ultra is a premier trail running event held in the scenic Red River Gorge of Kentucky. Scheduled for April 5-6, 2025, it features a challenging 50K race on Saturday and a 25K race on Sunday, attracting runners from across the region. Since its inception in 2015, the event has bec..

The Herzog 100 is an ultra-running event taking place in Smithland, Kentucky, featuring three race distances: 100 miles, 100K, and 40 miles. Set on a scenic 13-mile loop course through the hills overlooking the Ohio River, the race emphasizes a grassroots approach, focusing on affordability and comm..

The Big Turtle 50 Miler is an exciting trail running event taking place in Morehead, Kentucky, featuring three race distances: a challenging 50-mile race, a 50K for those looking for a shorter ultra experience, and a 10-mile option for beginners. The 2025 edition introduces a new start and finish li..

The Backside Trail Marathon, held in Louisville, KY, offers both a full marathon and a half marathon, taking place in the scenic Cherokee and Seneca Parks. Established in 2012, this event encourages participants to enjoy the trails following nearby road races, making it a unique "Double Down" opport..

The Dirt Days Trail Series - Ault Park Switchback is a trail running event taking place in Ault Park, Cincinnati, on April 27, 2025. This 3.6-mile course features a mix of rolling terrain, twists, and turns, including sections along an old pioneer road and near a historic railroad trestle. Participa..

The Many Miles 4 Malakai 4x4x48 Challenge is a unique running event taking place in Lexington, KY, designed to raise awareness and funds for children affected by gun violence. Participants can join individually or as teams, running 4 miles every 4 hours for a total of 48 hours, culminating in 48 mil..

Kiss the Goat is an exciting trail running event taking place in Hazard, Kentucky, featuring two main races: a 10K and a half marathon. The event is designed for experienced trail runners, with the 10K route featuring approximately 1,250 feet of elevation gain and the half marathon offering around 2..

The Blackacre Barnstormer is a trail running event taking place at the Blackacre Nature Preserve in Louisville, KY. Participants can choose between two distances: a 4-mile and an 8-mile race, both designed to showcase the scenic trails and wildlife of the area, including goats and cows. The event su..

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..

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..