Trail Running calendar near Berea 2026-2027

Experience a range of distances from a half marathon to 100 miles in the scenic terrain of Hyden Kentucky. Runners follow unique out and back or loop courses while sharing the trail with long distance finishers.

Experience the scenic trails of Pulaski County Park at the Lucky Opossum trail run. Choose between 5K, 10K, and Half Marathon distances along the shores of Lake Cumberland this March.

Experience the inaugural Howlin' Wolfe 25k or 50k at Natural Bridge State Resort Park. Run through Red River Gorge on a mix of single track trails and fire roads while supporting local search and rescue teams.

Experience a scenic 6.1 mile trail race through the Big South Fork National River and Recreation Area featuring sandstone bluffs and waterfalls. This exclusive event is limited to 100 runners and offers over 1000 feet of elevation gain.

Experience a technical trail running event through the wooded hills of Hazard Kentucky. Choose between a 10K or Half Marathon featuring significant elevation gain and rewarding descents.

Experience an off road trail race at the Green River Lake State Park with several distances including a Half Marathon 10K 5K and a dedicated kids run.

Explore Kentucky's trails at the Big Turtle Trail Runs. This untimed event in Morehead offers a 50K and a 10 Miler route on the scenic Sheltowee Trace. Finish by the cutoff to earn your finisher medal.

Explore the scenic grounds of the Loretto Motherhouse on a trail run or walk. The course winds through woodlands, past lakes, and along gravel paths on the property. This event supports the local community and welcomes participants of all p..

Challenge yourself on the trails of the Red River Gorge. This event on June 27, 2026, features a 5K and a new 10K course on scenic private property, with climbs, arches, and a four-hour time limit. Runners receive a commemorative shirt and..

Run through the fields of Masterson Station Park in this cross country race featuring 5k and 10k distances. Enjoy a festive afterparty with bourbon tastings, music, and food trucks.

The Cabernet Canter Cross Country 10K is held at Talon Winery in Lexington. Participants run a cross-country course and receive a finisher's award with a glass of wine. An after-party with live music follows the race.

Join the 30th annual Spoonbread Festival 5K in historic Berea. Run or walk a flat, paved course on the city trail, with festivities supporting the local chamber of commerce. Enjoy chip timing, a race shirt, and the vibrant atmosphere of the..

Run, walk, or volunteer at the Run Baby Run 5K to support NICU babies. This flat course on Lexington's scenic Legacy Trail includes a kids' dash and virtual options. All proceeds purchase supplies for families in neonatal intensive care uni..

Experience the single track trails of the Big South Fork National River and Recreation Area with a 17.5 mile or 10k loop. Enjoy a post race family picnic and commemorative apparel in the heart of Oneida.

A trail 10K at Raven Run Nature Sanctuary in Lexington on September 27, 2026, offering an in person field limited race and a virtual 10K with mailed shirts and no results submission.

Run a scenic 13.1-mile trail loop in Kentucky's Red River Gorge. The event supports local search and rescue teams and includes a shirt, medal, and post race BBQ. Team discounts and camping are available.

A trail run on October 10, 2026 in Gravel Switch, Kentucky. The 4K course winds through hills, meadows and woodland and includes a pancake breakfast plus handmade awards presented at the community shelter.

Join the second annual Running Pumpkin 5K in Lexington's Coldstream Park. This fall event supports Gleaning Housing, a local nonprofit building affordable rental homes. Participants are welcome to bring a pumpkin or wear a costume, with sna..

Celebrate Thanksgiving at Pulaski Park with a scenic trail run overlooking Lake Cumberland. Choose between a 5K or a Fun Run while supporting the American Cancer Society and enjoying views of the water.