Trail Running calendar near Shepherdsville 2026-2027

Two Hurricane Heat endurance events at CERAland Park in Columbus Indiana on August 1 2026 with tickets from $145 and team and service discounts available.

A charity 5K and virtual 5K at River Front Park in Brandenburg supporting an 11 year old boy with a serious brain injury; proceeds will help cover medical and out of pocket treatment expenses.

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.

A two-day trail running and mountain bike weekend at McDougal Lake in Hodgenville, KY, featuring distances from 4 to 32 miles, junior and e-bike divisions, looped courses, and a Double Down multi-event option.

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.

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..

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.

Trail races on the Knobstone Trail with 5 mile, 13.1 mile, 18 mile and a new 50K on Sept 13 2026, raising funds for Suicide Awareness Mission.

A community Pride Run at Coldstream Park on September 19, 2026 featuring a chip timed 5K with awards and a 1 mile fun walk. Proceeds support local LGBTQ+ school programs and related resources.

Trail ultras at O'Bannon Woods State Park in Corydon, Indiana offering 50 mile, 50 mile relay, 50K and 25K over technical singletrack, ridgelines and creek crossings.

Honest Abe Trail Run at Lincoln State Park offers marathon, 14K and 5K courses on trails and roads with aid stations, drop bag support for marathoners, tiered entry fees, and no participant cap.

A running event in Iroquois Park with an approximately 7.5 mile Lookout course and a 3.4 mile Short Loop option. Finishers receive medals and shirts are available by preorder with limited race day sales.

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.

Experience the natural beauty of Lexington at the Raven 10K Trail Run. Run or walk through grassy fields and primitive trails at the Raven Run Nature Sanctuary or join the event virtually from any location.

Trail running and walk/hike options on the Deam Lake Loop in Borden, Indiana, with 5K and 10K courses, cupless aid stations using reusable cups, optional shirts, and wooden finisher medals.

An annual military fitness tribute at Queenslake Horse Farm in Georgetown, Kentucky honoring the 19 fallen heroes with a weight carrying challenge and a full day music festival.

Trail runs at Jefferson Memorial Forest with an 8-mile route and a 5-mile option, cupless hydration, on-course water for the 8 miler, restroom facilities, awards for overall male and female, and a virtual option.

Experience a unique trail run through the hills and woodlands of Gravel Switch. Enjoy a route featuring meadows and steep climbs followed by a pancake breakfast and handmade awards at the local heritage festival.