Trail Running Calendar Kentucky 2025-2026

The OCHS XC Fundraiser 5K is a cross country running event held at Yellow Creek Park in Owensboro, Kentucky. It features two race distances: a 5K and a 3K cross country course, both run on the same course used by local high school teams. This event supports the Owensboro Catholic High School Cross C..

The Deer Trail Run Half-Marathon, held in Cincinnati, Ohio, takes place at Mount Airy Forest Playground, the city's largest park with nearly 1,500 acres of scenic off-road trails. This event offers three race distances: 5K, 10K, and half-marathon, all featuring routes through the beautiful trail sys..

The Blackacre Barnstormer will take place in Louisville on Sunday 24 August 2025. You can run between 4 and 8 miles.

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 MuuvWell Hot Rod 24 Hour Ultra will take place in Bowling Green from Saturday 27 September 2025 to Sunday 28 September 2025. You can run between 12 and 24 kilometers.

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..

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 The Rugged Red Trail Half Marathon will take place in Slade on Saturday 4 October 2025. You can run 13 miles.

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 Run The Ridge Trail Race, held in Beaver Dam, Kentucky, offers 5K, 10K, and 25K trail running events along scenic dirt roads and overlooks once traveled by bluegrass legend Bill Monroe and his Uncle Pen. The challenging course features steep inclines and declines as runners ascend and descend th..

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..

The LBL Bridge to Bridge Trail Run is a scenic 22-kilometer trail race held in Hardin, Kentucky, crossing the Lake Barkley and Kentucky Lake bridges. The course begins on the Canton side of the Lake Barkley Bridge, follows a paved path along Highway 80, then transitions onto the Central Hardwoods Sc..

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..

The Stone Steps 50K and 27K Trail Run is a long-standing ultra marathon event held in Mt. Airy Forest, just outside downtown Cincinnati, Ohio. Celebrating over 20 years, it offers two distances: a challenging 50K ultra marathon and a 27K fun run.The course features rugged single-track trails through..

The Black Gold 24hr and 12hr Endurance Challenge is a timed ultrarunning event held at Belfry High School in Belfry, Kentucky. Participants run or walk a flat, 1-mile loop around the school track and parking lot, completing as many laps as possible within 12 or 24 hours. The course features some dow..

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..

The Pilgrimage in the Park 5K Run/Walk is an annual Thanksgiving Day trail race held at Pulaski Park in Nancy, Kentucky. This event features a 5K run/walk and a fun run/walk, offering participants scenic views of Lake Cumberland along newly added trails. Organized by Phoenix Wellness, the race serve..

The Run Empowered Series in Cincinnati, Ohio, is a dynamic multi-race challenge organized by Empower Ultras, designed to inspire runners to push their limits and celebrate achievements. Participants can choose from various distances and events throughout 2025, including 10Ks, marathons, ultra-distan..

The Crooked Creek 5K Trail Challenge is a unique running event held at the Harry S. Frazier Scout Reservation in Shepherdsville, Kentucky. Taking place over two days in early December 2025, the challenge offers a 5K trail run through more than 1,000 acres of scenic terrain featuring rolling hills an..

The All Things Race P4v13 is a running event held in Corbin, Kentucky, at 578 Singing Hills Road. Scheduled for December 6, 2025, it features a 5K road run/walk, a 10K trail race, and a kids fun run. The race honors the legacy of Greg Deaton, a beloved pastor and camp director, and supports the Laur..