Trail Running calendar near Frankfort 2026-2027

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 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.

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.

Trail races in Mt. Airy Forest near Cincinnati offering a 50K ultra and a 27K loop course across single-track, hilly trails with aid stations, timing chips, and proceeds supporting local parks.

Little Batty Trail Runs on 10/25/2026 in Nancy, KY features trail courses of 13.1 miles, 10K and 5K with creek or dry lake bed crossings, cross country sections and a short pavement segment; registration runs 3/20 to 8/31/2026.

Experience a themed trail run through Cincinnati's French Shelter Park with options for a 5k or 10k distance. Participants enjoy costume contests and holiday activities while earning points toward a global series award.

Trail endurance at Deam Lake SRA with 6 hour, 12 hour and a single lap fun run on a 4.167 mile loop featuring steep climbs, creek crossings and technical sections. Limited field size and awards 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.

Turkey Trails Cincinnati presents in-person and virtual running options on 11/14/2026 in Hamilton OH, from a 50 m kids dash up to a half marathon. Event features include chip timing, shirts, custom bibs, medals, free photos, and finish-line..

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 event in Red River Gorge, Slade KY on Nov 14, 2026 offering 30 km and 50 mile trail races; the course includes significant climbing and poles may be useful.

A Thanksgiving trail event at Pulaski Park in Nancy, Kentucky on November 26, 2026 featuring a 5K and a 1 mile fun run with proceeds benefiting the American Cancer Society and awards for overall, age group, and team divisions.

A trail ultramarathon weekend in Brownstown, IN offering 10 mile, 50k, 100k and 100k relay distances, with GPX files, live tracking for the 100k fields, on-site cabin options, aid stations, and a 24 hour finish cutoff.

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 East Fork State Park on December 6, 2026, using a 6.55 mile singletrack loop with Quarter, Half, and Full options, on-course aid stations, chip timing, race shirt if registered by 11/14, and a finisher medal for all finishers..

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.

Trail races at Pulaski County Park on Lake Cumberland, featuring a 13.1 mile half marathon, a 10K and a 5K. Trails are well marked and include rolling hills plus a notable finisher hill.

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.

Trail events in the Red River Gorge on March 27, 2027 offering 25K and 50K courses from Natural Bridge State Resort Park with mixed road and single track terrain, aid stations, and a 200-runner field cap.