Trail Running Calendar Kentucky 2026-2027

Trail run at Rudy Mines in Owensboro offering a 10K and a 1-mile kids run; all finishers receive medals and top three men and women in the main race earn awards.

The Zenith Adventure Trek will take place in Pine Ridge on Saturday 11 July 2026. You can run 20 miles.

Trail races at Natural Bridge Campground in Red River Gorge include a new 10K, a 5K, and a virtual option. The courses run on private property with climbs, age-group awards, finisher medals, commemorative shirts, and a four-hour time limit.

A 31-mile road endurance run on July 12, 2026, from downtown Elizabethtown to Brandenburg with strict qualification and safety requirements, limited to 50 runners and supported by crew vehicles.

Overnight running relays and ultramarathon events at Kroger Field in Lexington on July 18 to 19, 2026 raise funds for cancer patient support care. Options include marathon relays, a double marathon relay, a 12 hour ultra, and a survivors wa..

A cross-country 5k and 10k at Masterson Station Park on July 24, 2026, and the first race in a three-event series. Participants receive a race shirt, finisher award and a bourbon tasting ticket; under-21s do not receive tasting tickets.

A trail event at French Shelter Park in Cincinnati offering 5K, 10K and half marathon routes with notable elevation gain, themed 5K and 10K races, finisher medals, and a half marathon finisher t shirt.

A fundraising running event at Red Orchard Park in Shelbyville supporting The Dream Factory. Timed 3 hour, 6 hour and 12 hour events plus a 6 hour team relay take place on a two mile cross country course.

A charity 5K at River Front Park in Brandenburg on August 1, 2026, benefiting a child’s medical expenses after an anoxic brain injury. In-person and virtual options are available and awards are given by overall and age groups.

An obstacle and trail running event at Diamond Lake Resort in Owensboro, Kentucky, featuring 5K and 10K options, 28 obstacles, and youth races for ages 4 to 13. Proceeds benefit MentorKids Kentucky.

Two days of trail runs and mountain bike races at McDougal Lake, Kentucky offering distances from 4 to 32 miles, junior and e-bike divisions, participant shirts and medals, and podium awards in eligible divisions.

Trail runs in Iroquois Park with 7 mile and 4 mile options as part of the Kentucky Cryptid Series. Complete three of four races in-person or virtually to earn a Cryptid Series survivor medal and shirt.

A women only 5K obstacle mud run at Pop's Landing, Haddix Farms on August 16, 2026, featuring 18+ obstacles. Open to women aged 7 and older, the event emphasizes teamwork and a non-competitive atmosphere.

An evening of trail races at Pulaski County Park in Nancy, Kentucky, offering distances from 5K up to a 36K stage race, plus relay and combined-entry options. Registration windows and fees are listed for several events.

A 12 hour trail event at Saunder Springs Nature Preserve in Radcliff, Kentucky, offering solo, two person, and four person team options on a loop course that mixes technical and runnable trail with waterfalls and creekside sections.

A cross-country 5K and 10K at Talon Winery in Lexington with finisher awards and a wine drink ticket; under-21 participants receive the award but not the wine. The event includes wine sales, live music, and an after-party in the tasting roo..

Mud Happens is an obstacle run on August 29, 2026 at Phil Moore Park in Alvaton, KY. The main course is a three mile route with at least 20 man made and natural obstacles, and a free kids play area is provided.

Trail races at Mt. Airy Forest in Cincinnati include 5K, 10K, a 13.1 Miles half marathon and 30K. Finishers get medals, half marathon and 30K include shirts, and the event awards series points across the ATR season.

Freedom 250 2.5K Trail Race at Pulaski County Park on August 29, 2026 features winding trails and rolling hills. The event acknowledges National Overdose Awareness Month and lists a $25 registration fee.

Experience a unique trail race through the historic Blackacre Nature Preserve featuring wooded paths and farm animal sightings. Choose between 4 or 8 mile distances and enjoy post race ice cream at the historic homestead.