Trail Running calendar near Berea 2026-2027

Shelby Trails in Simpsonville KY on January 17 offers scenic 4 mile and 8 mile looped courses with creek crossings, rows of cedars, single track and rolling hills. Varied trail and open pasture sections make for a rewarding challenge.

The Warbird 100 is a 103 mile mountain ultra through Daniel Boone National Forest featuring rugged ridgelines, technical singletrack and creek crossings. Expect remote trails, big climbs, exposed views and a 35 hour cutoff.

Hit the trails at Lucky O'possum on March 21, 2026 in Nancy, Kentucky. Choose a half marathon, 10K or 5K trail run for a fun day of challenge and community.

Run the inaugural Howlin' Wolfe 25k and 50k through scenic Red River Gorge on April 11, 2026, starting and finishing at Natural Bridge State Resort Park. Trails mix road, single track and fire road with staffed aid stations.

The Laurel Lake 10k will take place in London on Saturday 9 May 2026. You can run 45 miles.

Enjoy a scenic 5K trail run at Natural Bridge Campground in Red River Gorge on Saturday, June 27, 2026. Celebrate with shirts, music, food and finish line photos while tackling this beautiful wooded course.

Run through scenic trails at Talon Winery with 5K and 10K cross country courses, then celebrate with live music and a tasting. All finishers get an award and adults receive a drink ticket for one glass of Talon wine.

Join the Spoonbread Festival 5K in Berea, Kentucky on September 20 for a friendly flat and fast run or a relaxed 1 mile fun walk along the scenic Berea City Trail. Enjoy chip timing, commemorative shirts, music, food and a water stop while..

Run Baby Run 5K returns to Lexington's Coldstream Park and Legacy Trail with a flat, fast course and a Kid's Dash for young runners. All proceeds support the Snow Bunny Baby Project to buy diapers and wipes for NICU families.

Explore the rugged beauty of Big South Fork with trail runs on Saturday, September 26, 2026 in Oneida, Tennessee. Choose a challenging 17.5 Mile out and back or a scenic 10K loop, both starting from Bandy Creek Campground.

Join the Raven 10K on Sunday, September 27, 2026 for a scenic trail run through Raven Run Nature Sanctuary near Lexington, KY. Choose in person or virtual entry and tackle a challenging 10K in a beautiful park setting with limited field.

Experience the Rugged Red Trail Half Marathon in Red River Gorge on October 3, 2026. Tackle 13.1 miles on site or virtually, earn a long sleeve shirt and finisher medal, enjoy BBQ and beer, and support local search and rescue.

Join the first Running Pumpkin 5K in Lexington on October 17 at Coldstream Park and Legacy Trail, a fun autumn run hosted by Gleanings Housing to support affordable housing. Bring or wear a pumpkin and enjoy snacks and community spirit.