Trail Running Calendar Kentucky 2025-2026

The Cabernet Canter Cross Country 5K/10K is an annual running event held at Talon Winery in Lexington, Kentucky. Participants can choose between a 5K or 10K cross-country race through the scenic winery grounds. Each runner receives a race shirt and a Cabernet Canter wine glass, with a complimentary..

The GRC Cross Country Daniel Boone 5K Honoring a community member takes place in Winchester, Kentucky, on Saturday, August 30, 2025. This 5K offers a run or walk option for all ages. The course features a winding out-and-back route that starts at the corner of Lincoln Street and East Hickman Street..

Pride Run Lexington is a LGBTQ+-supporting running event produced by Frontrunners Lexington, held at Coldstream Park on the grounds of the Kentucky Horse Park in Lexington, Kentucky. The weekend event offers a 5K Run/Walk on scenic trails (chip-timed) and a 1 Mile Fun Walk, plus a volunteer option...

Yeti Trail Run in Cincinnati, Ohio offers three off-road distances — 5K, 10K, and a half-marathon — run on trails through Mount Airy Forest and French Park. The course features wooded single-track, meadows, and a fossil-filled creek, with French Park providing the greatest elevation gain at about 33..

The MuuvWell Hot Rod 24 Hour Ultra is staged in Bowling Green, Kentucky, at the Bowling Green Hot Rods Baseball Park. The main 24-hour race follows a 0.31-mile loop around the concourse perimeter of the stadium, allowing runners to churn out laps for up to 24 hours. In addition to the 24-hour event,..

The Heartland Harvest Festival 5K is a scenic autumn running event held at Elizabethtown Nature Park in Elizabethtown, Kentucky. Scheduled for September 27, 2025, this light trail 5K race offers a welcoming atmosphere for both seasoned runners and newcomers. Participants can enjoy the natural beauty..

Run Baby Run 5K Benefiting NICU Babies is Lexington, Kentucky’s race held at Coldstream Park/Legacy Trail. The in-person 5K Run/Walk, a Kid’s Dash (1/4 mile) for children 10 and under, and a 5K Virtual Participant option make up the events. The flat, fast course follows the Legacy Trail through Cold..

The Raven 10K is an annual trail running event held at Raven Run Nature Sanctuary near Lexington, Kentucky. This scenic 10K race takes place on the sanctuary's 734-acre grounds, featuring trails through meadows, woodlands, and streams, with historic early 19th-century settler remnants along the rout..

The Rugged Red Trail Half Marathon is an annual trail running event held in Slade, Kentucky, at the scenic Red River Gorge. Celebrating its 11th year in 2025, the race features a challenging 13.1-mile loop on private trails, offering runners a unique and rugged outdoor experience. Participants recei..

6 Hours of Power at General Butler State Park (Recreation Center) in Carrollton, Kentucky, is a Wolf Pack Adventures endurance event. Runners complete as many 5K loops as possible within a 6-hour window, with a minimum four-loop finish to officially complete the race. The course is a single 5K loop..

The General Butler Trail Race, held at General Butler State Resort Park in Carrollton, Kentucky, offers a variety of trail running events including a half marathon, 10K, 5K, 20K relay, and a unique 6 Hours of Power endurance challenge. The courses start and finish at the park's Recreation Center, fe..

The Forkland Festival Fox and Hound 4K is a unique trail running event held in Gravel Switch, Kentucky, within the scenic Forkland Community. This challenging 4-kilometer course features a steep quarter-mile uphill start, followed by open meadows and woodland trails, finishing with a downhill stretc..

Run The Ridge Trail Race in Beaver Dam, Kentucky offers three trail distances: 5K, 10K, and 25K. The course climbs high in the hills and winds along dirt roads and ridge overlooks, with steep ascents and descents to reach the ridge top and return. The race starts and finishes at the celebrated Bill..

LBL Bridge to Bridge Trail Run is a 22-kilometer trail race held in Hardin, Kentucky. The course starts on the Canton side of the Lake Barkley Bridge and crosses into Land Between the Lakes, following a paved path along Highway 80 before continuing on the Central Hardwoods Scenic Trail, ending after..

The Mammoth Cave 50K/25K is a trail running event held in Mammoth Cave National Park, Park City, Kentucky. Scheduled for October 25, 2025, it features two distances: a 50K and a 25K. The race takes place on the scenic Bike & Hike Trail, a crushed gravel out-and-back route named after a historic rail..

Stone Steps 50K and 27K Trail Run takes place in Mt. Airy Forest, Cincinnati, Ohio, just a short distance from downtown. The event offers two trail ultramarathon distances: a 50K loop course and a 27K loop course on single-track trails through Mt.Airy’s 1,469.9-acre woods. Runners navigate a hilly,..

Black Gold 24hr and 12hr Endurance Challenge takes place at Belfry High School in Belfry, Kentucky. The race uses a new 1-mile loop around the track and adjacent parking lot, offering a flat course with optional direction changes and added hills for variety. Solo runners or three-person relay teams..

Santa Trail 5K at Dugas Community Park in Scottsville, Kentucky, offers a festive 5K on the Dumont Hill trail system. The main event is a 5K trail run/walk, with an accessible loop for walkers, runners, and those pushing strollers or rolls. A Child Dash for ages 10 and under and a virtual participat..

The JMF Trails Hillbilly Half is an annual challenging half marathon held at Jefferson Memorial Forest in Louisville, KY. The 10th edition features a rugged trail course starting at the Horine parking area, looping around a lake, descending Yost Ridge Trail to the Welcome Center, then following the..

Pilgrimage in the Park is a Thanksgiving Day 5K Run/Walk at Pulaski Park in Nancy, Kentucky. The event offers a 5K Run/Walk and a Fun Run/Walk on scenic new trails, featuring views of Lake Cumberland. The 3.1-mile course is suitable for runners and walkers. A portion of the proceeds benefits the Ame..