Trail Running calendar near Owensboro 2026-2027

The Louisville Lovin' The Hills will take place in Fairdale on Saturday 7 February 2026. You can run between 6 and 50 kilometers.

Trail races in Shepherdsville on March 28, 2026 offer 25k, 50k and 5k options across Crooked Creek sections with multiple water and aid stations. Participants receive a race shirt and finisher's medal, with a nine hour cutoff.

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.

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.

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.

A 31-mile point-to-point endurance run from Downtown Elizabethtown to the Brandenburg waterfront on July 12, 2026, limited to 50 entrants. Entrants must have verified qualifications, a crew vehicle, and wear a reflective safety vest.

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.

A trail stage race in Borden, IN on September 13, 2026 offering 5 mile, 13.1, 18 mile and a 50K option on rugged single track with aid stations and awards; proceeds support the 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.

A trail race on October 10, 2026 at the Bill Monroe Homeplace in Beaver Dam KY offering 5K, 10K and 25K on ridge roads with live bluegrass, weekend camping options, finisher medals, and awards for top finishers.

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.