Trail Running calendar near Owensboro 2026-2027

Kick off the year with a festive 5K, 10K or half marathon at Ephram White Park on a scenic gravel course with finisher medals, shirts and a best costume contest. Limited spots remain so register soon and chase a new PR.

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.

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.

Race The Trails returns April 4, 2026 in Newburgh Indiana for its 10th year supporting local trails and parks. Run the 5K or bring the kids for fun races and help fund trail building and park improvements.

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.

Join Gavin's Gallop, a scenic 5K at Freeman Lake Park in Elizabethtown that follows a lakeside out and back trail with a water stop at the turnaround. All finishers earn a medal and proceeds support Gavin’s Gifts for families affected by Ba..

Honor veterans, first responders and those lost on 9/11 at the 6th Annual Honor and Remember Run on Aug 8, 2026 at Cool Springs. Pick a 5K, a 10K trail or ruck with honor workouts, or race virtually while supporting police departments.

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.

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.

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.