Trail Running calendar near Jeffersontown 2026-2027

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.

Trail races of 10K and 5K take place near Columbus, Indiana on October 10, 2026. A course map is available on Strava and online registration is 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.

A fall trail running festival on October 17, 2026 at Yellowwood State Forest offering distances from 8 miles to a 50k plus a two to four person 50k relay, GPX course files, festival camping, aid stations, medals and age-group awards.

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 5K trail run at Shawnee Lookout Park that follows the Blue Jacket and Little Turtle loops, begins and ends at the Waterhole Meadow Shelter, and serves as the final Dirt Days Trail Series event with series points available.

On Oct 24, 2026 trail races at O'Bannon Woods State Park include a 50K featuring the Adventure Hiking Trail with about 4500 ft elevation gain, plus a two lap half marathon on a 6.6 mile loop, a single 6.6 mile loop, and a 5K.

A trail endurance event at Deam Lake offering 6 hour and 12 hour formats plus a one lap fun run on a 4.167 mile loop with steep sections, creek crossings, technical terrain, limited entry and prizes for top finishers.

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 trail ultramarathon weekend in Brownstown, Indiana on Dec 5th 2026 with 10 Mile, 50k, 100k and 100k relay options, significant elevation on the 100k, live tracking for the 100k events, cabin packages, aid stations and camping nearby.

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 ultramarathon on the Knobstone Trail, featuring about 10,000 feet of elevation gain, forested backcountry, shuttle service between start and finish, and gender inclusive registration and awards.

Timed 3 hour, 6 hour, 12 hour, and 24 hour run and ruck events on a 5.4 mile loop in south central Kentucky with a full aid station at the start finish and primitive camping on site.