Trail Running calendar near Louisville 2026-2027

Set on the Adventure Trail at O'Bannon Woods State Park on Sept 19, 2026, this event offers 50-mile (solo or relay), 50K and 25K options on rolling technical singletrack. Camping and on-site lodging are available, with aid stations and fini..

Honest Abe Trail Run at Lincoln State Park offers marathon, 14K and 5K courses on trails and roads with aid stations, drop bag support for marathoners, tiered entry fees, and no participant cap.

A running event in Iroquois Park with an approximately 7.5 mile Lookout course and a 3.4 mile Short Loop option. Finishers receive medals and shirts are available by preorder with limited race day sales.

A charity 5K at Coldstream Park/Legacy Trail in Lexington on September 26, 2026 benefits NICU babies, with an in-person chip timed 5K, a kids 1/4 mile dash, and a virtual 5K option with mailed shirts.

Experience the natural beauty of Lexington at the Raven 10K Trail Run. Run or walk through grassy fields and primitive trails at the Raven Run Nature Sanctuary or join the event virtually from any location.

Trail running and walk/hike options on the Deam Lake Loop in Borden, Indiana, with 5K and 10K courses, cupless aid stations using reusable cups, optional shirts, and wooden finisher medals.

Honor history at the Mogadishu Mile, a four person team obstacle course and one mile ruck run in Georgetown. Work together to complete 500 total reps and a weighted run without leaving any team member behind.

Trail runs at Jefferson Memorial Forest with an 8-mile route and a 5-mile option, cupless hydration, on-course water for the 8 miler, restroom facilities, awards for overall male and female, and a virtual option.

Experience a unique trail run through the hills and woodlands of Gravel Switch. Enjoy a route featuring meadows and steep climbs followed by a pancake breakfast and handmade awards at the local heritage festival.

A 5K trail run on wooded, hilly camp trails in Bedford, Indiana on 10/10/2026; proceeds fund scholarships to send children to camp. All finishers receive a medal and top male and female receive awards.

A trail running event in Columbus, Indiana on 10/10/26 offering 10K and 5K distances with a course map and online registration listed.

A weekend of races at the Gallatin County Fairgrounds in Glencoe, Kentucky featuring an 800 m kids run, a 5K trail with a two hour cut off, and a last runner standing ultra run on repeated 2.083 mile laps. Headlamps required for the ultra.

A second-annual fall 5K hosted by Gleaning Housing at Coldstream Park / Legacy Trail in Lexington, KY, with pumpkins for donors and snacks and drinks for all participants. Participants may bring or wear a pumpkin costume.

Trail running festival on Oct 17, 2026 at Yellowwood State Forest with 8 mile, half marathon, marathon, 50k and a 2 to 4 person 50k relay. Festival style camping, GPX maps, aid stations, medals and post race food and music.

A six hour trail event where runners complete a 5K loop each hour; finish all six laps to earn a medal and a national ranking, with prizes and championship qualification for top finishers.

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.

On October 24, 2026, the New Hope Wesleyan Ultra Trail Run offers four trail distances at O'Bannon Woods State Park, featuring single-track forest trails, rocky sections, notable elevation changes, aid stations, timing, and awards for top f..

Timed 5K and 10K trail run and walk at Red Wolf Sanctuary in Rising Sun, Indiana, with courses through waterways, wetlands and past wildlife enclosures and proceeds supporting the sanctuary's conservation work.

A Thanksgiving-themed chip-timed 5k at Turtle Run Winery in Corydon, IN, on November 7, 2026, featuring wine pours and event items including a t-shirt, collapsible wine glass, and a finisher medal that doubles as a wine stopper.

Trail races at General Butler State Resort Park on 11/07/2026 include 5K, 10K, 13.1 mile, 20K relay and a 6 Hours of Power loop event with park facilities and river overlook.