Trail Running calendar near Shepherdsville 2026-2027

A team event on May 16, 2026 featuring a two-hour *10K* course across a 575-acre Versailles farm with 18 checkpoints including mountain biking, ziplining, archery and canoeing. Teams compete in male, female and mixed divisions.

A trail running event in Fairdale, KY on May 23, 2026 featuring single track forest routes and distances of 50K, 15 miles, and 6 miles. The race uses campground start and finish facilities and includes packet pickup, a pasta dinner, and woo..

Experience the natural beauty of Green River Lake State Park with several trail distances ranging from a kids run to a half marathon. Join this off road event in Campbellsville for a day of technical climbs and scenic park trails.

Trail runs at Waverly Park offering a 6-mile and a 13.1-mile option, with on-site packet pick-up, awards by gender category, in-person and virtual entries, and a cupless policy for hydration.

Run a scenic lakeside out and back 5K at Freeman Lake Park to support families affected by Batten Disease. Every participant receives a finisher medal for completing this meaningful community event in Elizabethtown.

A June 20 nature run at Loretto Motherhouse offering 5K, 10K and a virtual 5K. The course goes through woodlands, lakes and grassy trails, walkers are welcome and proceeds support the Loretto Community.

Trail event at Turkey Run Park offering timed 5 mile race with awards and a timed 3 mile fun run; proceeds benefit Second Chances Wildlife Center with a single track wooded course and a midway water stop.

Experience a weekend of outdoor sports at McDougal Lake with trail runs and mountain bike races ranging from 4 to 32 miles. Compete for podium spots or enjoy the party lap at this multi discipline trail festival.

Trail run at Muscatatuck County Park offering 5K and 15K marked courses with GPX files. Weekend options include festival camping, evening kayak shuttle trips, and mountain bike events.

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.

A 31-mile road endurance run from downtown Elizabethtown to the Brandenburg waterfront in Meade County. Entry is limited to 50 runners, qualifications are verified, and each runner must have a crew vehicle and wear a safety reflective vest.

A multi-sport relay event at Kroger Field in Lexington that raises funds through TeamRaising and donations to help cancer patients with needs such as gas, hotels, and meals.

A 50k at Creekside Center, Beckley Creek Park, run as four laps on an 8-mile loop mixing technical single-track and paved stretches. Runners join one of two teams and may run a single lap as a pacer or the full distance to help their team.

Evening cross country races of 5k and 10k at Masterson Station Park on July 24, 2026, with music, food trucks and bourbon tastings. The 5k allows walkers and the 10k has a 16 minutes per mile cutoff.

Run For Dreams in Shelbyville offers 12 hour, 6 hour and 3 hour individual timed races plus a 6 hour team relay to benefit The Dream Factory. The course is a two mile cross country loop at Red Orchard Park and food will be available.

A Hurricane Heat weekend in Columbus, IN on August 1, 2026, offers a 12 hour HH12 and a 4 hour HH4 format, with tickets listed from $166 and $116 and team and service member discounts available.

Charity 5K at River Front Park in Brandenburg, KY with in-person and virtual options. Proceeds support medical expenses for a 10-year-old boy; registration fees vary and a guaranteed race shirt requires registration by July 17, 2026.

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.

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 in Glencoe, Kentucky on August 16, 2026, featuring 18 plus obstacles and open to participants aged 7 and older. The event is non competitive and allows running, jogging, or walking.