Wilmore
Trail Running Calendar near Wilmore 2026-2027
Explore the top trail runs near Wilmore for 2026-2027! We've gathered 13 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
Community Pride Run at Coldstream Park with a chip timed 5K, 1 mile walk, virtual option, music and vendor tables supporting LGBTQ+ students and families.
30th annual Spoonbread Festival 5K in Berea KY features a chip timed 5K, a 1 mile fun walk, and a virtual 5K with commemorative shirts.
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.
A limited-field trail 10K at Raven Run Nature Sanctuary with a virtual option, commemorative shirts, and awards for top overall and age-group finishers.
October 2026
A 1.8-mile military-style obstacle challenge at Queenslake Horse Farm on Oct 3, 2026 honoring the 19 fallen with memorial stations and a lakeside music festival.
A 5K trail run in Forkland on October 10, 2026, across hills, meadows and woods; registration includes a pancake breakfast ticket and a T-shirt.
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.
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 community 5K run and ruck on 11/14/2026 in Wilmore, KY, over mixed asphalt and cross-country terrain to raise funds for the Wounded Warrior Project.
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.