Trail Running calendar near Owensboro 2025-2026

Challenge yourself on scenic trails around Deam Lake with choices from a 6 mile or 12 mile run to a 4 hour endurance option. All finishers earn awards and the race is part of the Winter Warrior series for extra bragging rights.

Join the Black Annie Trail Race at Scales Lake Trails in Boonville on Nov 16, 2025. Choose 5K, 10K or 15K by completing one to three laps of a scenic 3.35 mile loop. Finishers receive a medal and official timing.

Run through hardwood forest and around John Barr Lake at the Crooked Creek Ultra Trail Race in Shepherdsville Kentucky. Distances range from a 5K to a 100 mile ultra with looped courses, support access and heated facilities.

Tackle rolling wooded trails and lakeside views at the Crooked Creek 5K Trail Challenge, held Saturday and Sunday at Camp Crooked Creek in Shepherdsville KY. Enjoy fresh air, a finisher medal, and a friendly trail race atmosphere.

Tackle scenic singletrack along Otter Creek in Brandenburg, KY on Dec 20, 2025, with marathon, 16 mile and 8 mile options. Rolling hills, creekside trails, hot food and carved wooden medals make this a cozy winter trail challenge.

Run single track forest trails in Fairdale near Louisville on Feb 7, 2026 with 50K, 15 mile, and 6 mile options. Finish with soup and a wooden medal, and enjoy a packet pickup pasta dinner the night before.

Take on the scenic Buffalo Lake loop in Elizabethtown, with shaded woods and rolling terrain, choosing a 5K or an 8 hour solo or team challenge. Enjoy stocked aid stations, chip timing, finisher medals and post race refreshments.

Join Race The Trails on April 4, 2026 in Newburgh, IN for scenic trail runs including Warrick County's first half marathon, a 5K and kids races. Celebrate new trails at Friedman Park while supporting local park improvements.

Knobstone 50 on April 11, 2026 is a point to point 50 mile trail race through rugged southern Indiana with roughly 10,000 feet of climbing along the Knobstone Trail. Registration closes April 3 and pacers are allowed for the 50 mile field.

Enjoy singletrack trail runs and mountain bike endurance races at Saunders Springs Nature Preserve with solo, duo and team classes plus kids races. Proceeds benefit local trail stewardship and KyMBA programs, so you can race and give back.

Join the 6th Annual Honor and Remember Run at Cool Springs in Velpen IN to salute veterans, first responders and 9/11 heroes. Choose 5K, 10K trail with a Ruck option or virtual entry and enjoy awards, refreshments and timed results.

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.

Take on the MuuvWell Hot Rod 24 Hour Ultra at Bowling Green Ballpark with 24 hour and 12 hour solo options plus a 24 hour relay on a short stadium loop. Chase miles for medals, a 100 mile buckle and cash prizes for top finishers.