Trail Running calendar near Louisville 2026-2027

A community trail event at Fowler Pumpkin Patch featuring a 5K trail run and 1 mile and 1.5 mile family runs, with proceeds supporting early childhood scholarships and food security programs.

Trail races through O'Bannon Woods State Park in Harrison County, Indiana, with four distances from 3.1 to 31.1 miles, marked courses, aid stations, finishers' medals, packet pick-up, and door prizes from local businesses.

A trail endurance event at Deam Lake SRA offering 6 hour, 12 hour and single-lap fun run on a 4.167 mile hilly loop with technical sections. Limited to fewer than 50 spots; finisher medal, prizes and a baseball cap are included.

Deam Lake Winter Warrior is the Deam Lake stop in a winter series with 6-mile, 12-mile, 4-hour endurance and virtual options on the Yellow Trail. The event uses Buzzards Roost Shelter, is cupless, and has limited parking.

A *4 miles* trail run and walk at Veterans Park in Lexington on November 14, 2026, over mostly hard-packed dirt trails with grassy and short paved sections. The race is chip timed, offers awards, hydration stops, and a virtual option with m..

Trail running weekend near Brownstown, Indiana offering 10 mile, 50k, 100k and a 100k team relay with significant elevation, live tracking for longer events, aid stations, cabin packages, postrace food and indoor facilities.

Experience an exclusive trail event at the Harry S. Frazier Scout Reservation featuring looping courses through Kentucky forest and a runner's village by John Barr Lake with distances from 5K up to 100 miles.

Trail races at Waverly Park in Louisville offering a 6.6-mile loop and a half marathon plus virtual options. The event is cupless, has an aid station about halfway, on-site restrooms, limited parking, and overall male and female awards.

Experience an endurance challenge at Elizabethtown Nature Park featuring an 8 hour race and a 5K trail run. Navigate a scenic loop of lakeside trails and rolling woodland terrain with full aid station support.

A 50 mile point to point trail race on Indiana's Knobstone Trail with roughly 10,000 ft of elevation gain through steep, forested terrain. The event includes declared gender divisions, aid station cut-offs, and a yearly finisher slab.

Timed ultraloop races and ruck events on a 5.4 mile loop in Parksville, Kentucky, with individual, relay, and ruck divisions. Full-service aid station, cup free policy, chip timing, and on site primitive camping.

A team 10K adventure race across a 575 acre Kentucky farm with 18 challenge checkpoints and a two hour time limit. A separate 1 mile community event offers food trucks, activities, and six open checkpoints.