Trail Running calendar near Lexington 2026-2027

Louisville Lovin' the Hills invites trail lovers to Fairdale KY on February 7, 2026 with 50K, 15 mile and 6 mile options across scenic single track forest trails. Enjoy pre race pasta, wooden medals, post race soup and a friendly race vibe.

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.

Bourbon Country offers 25k, 50k and trail 5k on March 28 in Shepherdsville Kentucky, set on 1,000 acres of rolling, hilly terrain. Pick a challenging loop or a shorter trail test and finish with a race shirt and medal.

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.

Run the Dirt Days Trail Series at Ault Park on April 19, 2026 a scenic 3.6 mile rolling trail that winds past an old railroad trestle and along an old pioneer road. Chip timing, refreshments and age graded awards make this a fun community r..

Run the Backside Trail Marathon and Half in Louisville on April 26, 2026, on gently rolling single track through Seneca and Cherokee Parks. Finishers get medals and a rewarding wooded trail experience.

Run the trails at General Butler State Park on May 2, 2026 for The Wildcat, a scenic trail race offering 5K, 10K, 1/2 marathon, 20K relay and a 6 Hours of Power event. Enjoy river overlook views, custom medals and on course aid.

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

Run the scenic Mt. Airy Forest trails on May 17, 2026 with 5.4 Mile and 10.6 Mile loop options through hills, ridges, streams and meadows. A casual Trekker entry gives recorded time and extra finish time for a relaxed trail experience.

A community 5K at Freeman Lake Park on June 13, 2026 that supports families affected by Batten Disease through Gavin's Gifts. The lakeside out and back course includes a water stop and every participant receives a finisher's medal.

Hit the trails at French Park for a scenic 3.6 mile dirt trail run featuring creek crossings, meadow views and log bridges. Enjoy age graded awards, random Altra shoe giveaways and season pass options for the full Dirt Days series.

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 the Dirt Days Trail Series at East Fork Lake State Park in Bethel OH, with 5.6 and 10.8 mile options. Tackle the scenic, densely wooded Backpack Trail, enjoy friendly competition, and pick a Trekker option for a more relaxed finish.

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.

Choose from 15 mile to 100 mile distances on a scenic looped course around William H. Harsha Lake, featuring singletrack, waterfall views and creek crossings. A challenging and rewarding ultra trail experience for adventurous runners.

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.

Hit the trails at the Yeti Trail Run in Mount Airy Forest Cincinnati with 5K, 10K, half marathon and 30K options through meadows, woods and along a fossil creek. Finishers get medals, costumes are encouraged and walkers are welcome.

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.