Trail Running calendar near Pine Ridge 2026-2027

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.

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.

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.

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..

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.

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.

A looped endurance event on a flat, paved 2.05 mile course in Williamson WV offering 47 hour and 35 hour formats, solo and team entries, a 25 lb ruck division, on site food and camping, and ankle bracelet timing.

Trail event in Hyden, KY on March 19 and 20, 2027, featuring 100 mile, 50k and half marathon courses. The 50k ties into the 100 mile route and route files are available from the organizer.

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.

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.