Trail Running calendar near Owensboro 2025-2026

Run Otter Creek singletrack in Brandenburg, KY on Dec 20 with marathon, 16 and 8 mile trail runs along a creek with rolling hills and pine needles underfoot. Expect carved wooden medals, a chili cook off and a team marathon.

Start 2026 strong at Ephram White Park in Bowling Green with 5K, 10K, and half marathon options on a scenic gravel course. Register on RunSignup to secure a spot and enjoy finisher medals, gear and costume fun.

Louisville Lovin' the Hills in Fairdale, KY on February 7, 2026 offers 50K, 15 Miler and 6 Miler options on scenic single track forest trails. Enjoy pasta at packet pickup, a wooden finisher medal and post race soup with fellow trail runner..

Hit the trails in Newburgh on April 4, 2026 for the ninth annual Race The Trails featuring Warrick County's first half marathon along Friedman Park and Scales Lake. Options include a 5K and kids races so the whole family can join the fun.

Tackle the Knobstone 50, a rugged 50 mile ultramarathon through southern Indiana's forested Knobstone Trail with roughly 10,000 feet of climbing. Enjoy scenic single track, shuttle service, and a recycled performance hat for all starters.

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.

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.