Trail Running calendar near Elizabethtown 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.

Tackle the rugged Knobstone 50, a point to point 50 mile trail run through steep, Appalachian style hills and forested vistas. Pacers are welcome and organizers offer shuttle service plus a recycled performance finisher hat for all finisher..

Hit the 99% singletrack at Saunders Springs for a day of trail running and mountain biking on scenic preserve trails. With distances and team formats for all ages, plus kids races, the event benefits local trail groups.

An overnight team relay at Otter Creek Park (Brandenburg, KY) where teams of two or four rotate through three loops of 3, 5, and 9 miles, with on-site camping, an aid station at the hub, evening music, and night running.

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.

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.

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.

Tackle the rugged Knobstone Trail at the Sorta Mountain Stage Race in Borden, IN with distances from a 5 Miler to a challenging 50K. Enjoy aid stations, a unique 50K finisher medal, and support SAM'S Foundation.

Run scenic loops at Lincoln State Park with marathon, 14K or 5K options through woods and gravel. Aid stations, marathon drop bags and eco friendly finisher mementos make this a welcoming trail event.

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.

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.

Enjoy scenic 5K and 10K trail runs or walk and hike options at Deam Lake in Borden Indiana on October 3, 2026. Expect rolling climbs, creek crossings, multi use trails and reusable cupless aid stations for a sustainable race.

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 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.

Join the Legends Spooky Trail Race in Owensboro on October 25, 2026 for a scenic, spirited 6 km through Rudy Mines on the Ben Hawes Trail. Two 3 km loops over rolling hills, rooty singletrack and a final climb make this an autumn trail chal..

Join Medal Madness on December 12, 2026 at Ephram White Park in Bowling Green for a festive 5K, 10K or half marathon on scenic gravel out and back loops. Expect finisher medals, a gear shop, awards and a best costume contest.