Trail Running calendar near Shepherdsville 2026-2027

We have found 47 Trailruns within 80 miles of Shepherdsville. See below where and when you can find the races.

A trail race day at Green River Lake State Park on May 30, 2026 featuring a kids 0.8 mile run, a 5K, a more technical 10K, and a new half marathon; bib pickup is Friday in downtown Campbellsville and race morning at the venue.

June 2026

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.

July 2026

Trail runs of 15K and 5K at Muscatatuck County Park on July 11, 2026, on marked trails with a rated hill and surface difficulty. Weekend activities include camping, mountain bike events and guided kayak shuttle trips.

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 point-to-point *31 Miler* from Downtown Elizabethtown to Brandenburg waterfront with a 50-runner limit, required crew support, verified qualifying results, and mandatory safety equipment and procedures.

An overnight relay event at Kroger Field in Lexington offering marathon, double marathon and 12 hour ultra relay options. Proceeds support cancer patient care and the event is cupless, so participants should bring their own cup.

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.

August 2026

A Hurricane Heat weekend at CERAland Park on August 1, 2026, with 12-hour and 4-hour Heat formats held alongside a Tough Mudder event; team entry rules and a service member discount are listed.

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, KY on August 16, 2026, featuring 18+ obstacles and open to participants aged seven and up. Participants may run, jog, or walk the course with an emphasis on teamwork and fun.

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.

Experience a cross country race through the scenic grounds of Talon Winery in Lexington. Enjoy a finisher award plus a glass of wine and live music at the post race celebration.

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.

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