Trail Running calendar near Louisville 2025-2026

Run the Dirty Dog Trail 4 Miler on November 8, 2025 at Veterans Park in Lexington. Scenic and technical 4 mile trails with roots, rocks and creek crossings, offered in person or virtual. Proceeds support Hickman Creek Conservancy.

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.

Tackle rugged singletrack at the JMF Trails Hillbilly Half, a scenic trail half marathon through Louisville's Jefferson Memorial Forest on November 22. Expect challenging climbs, forest views, and friendly aid stations to keep you moving.

Run or stroll a new 5K at Kentucky Horse Park, finishing inside a festive Holiday Village with lights, Santa photos and mini train rides. Choose chip timed competitive entry or a relaxed untimed stroll, family and dog friendly.

Hit the trails at the Harrods Creek Trail Bash with scenic 5K and 10K loop options through meadow and single track. Enjoy a community run that supports park upkeep and snag a long sleeve tee with early registration.

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.

Take on Jackson County Ultras in Brownstown Indiana with 10 mile, 50k, 100k and team 100k relay on scenic forest laps past lakes and ridgetop views. Camp facilities, aid stations, and a 100k finisher belt buckle await.

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.

Run the Waverly Winter Warrior at Waverly Park in Louisville on December 14, choosing a 6.5 mile trail loop or a half marathon. Part of the Winter Warrior Series, the event rewards every finisher and offers bundle discounts for multiple rac..

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.

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 Backside Trail Marathon in Louisville's Cherokee and Seneca Parks on April 26, 2026, with marathon or half on scenic single track. Medals for all finishers and a Double Down award for back to back weekend runners.

Run rugged trails in Brown County at Dances with Dirt Gnaw Bone, with steep ridges, creek crossings, and scenic woods near artisan Nashville, Indiana. Options from 5K to 50M plus a relay and post race barbecue and brew.

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.

Join the Run Baby Run 5K in Lexington for a flat, family friendly course through Coldstream Park that supports NICU families. Enjoy a kids dash, commemorative tee and virtual option while helping provide essentials for babies in need.

Experience the Raven 10K through scenic trails at Raven Run Nature Sanctuary in Lexington on Sunday, September 27, 2026. Limited to 170 runners, this 12th annual trail race features performance shirts and custom age group medals.