Wilmore
Trail Running Calendar near Wilmore 2026-2027
Explore the top trail runs near Wilmore for 2026-2027! We've gathered 12 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A 5K trail run through hills and wooded meadows in Forkland with entry that includes a pancake breakfast ticket and a T shirt and age group awards.
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 race at Silver Creek Bike Park in Berea KY on October 24 2026 with on course photography, water fill station, post race snacks and a cupless low waste policy.
A themed 5K run/walk at Lone Oak Green Park in Nicholasville on 10/24/2026 with supply stickers at each 1K and staged no-contact zombies along the course.
November 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 mailed shir..
A 5K Run and Ruck on November 14, 2026 in Wilmore, Kentucky where 100% of proceeds support Thomson-Hood Veterans Center.
A two mile fun run in Huntertown Community Interpretive Park run as two laps on a mowed grass trail, with food trucks after the event and a T‑shirt deadline of Nov 1.
April 2027
A timed endurance event in Parksville, Kentucky with 3, 6, 12 and 24 hour running and ruck options, relays, on-site camping, and a full aid station at the start/finish.
May 2027
Test your strategy and endurance in a two hour adventure race featuring eighteen unique challenges like ziplining and climbing across a five hundred acre Kentucky farm.
September 2027
Chip timed 5K at Kentucky Horse Park on the Hunter Pace turf and cross country course with awards, shirts, ribbons, photos and proceeds to the Kentucky Horse Council.
October 2027
A 140-acre memorial fitness event at Queenslake combining a tactical 5 km ruck and obstacle course with a veteran music festival and permanent 19-station memorial trail.