Trail Running calendar near Shepherdsville 2026-2027

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.

A trail event at Turkey Run Park on June 21, 2026 offering a timed 5-mile race with awards and a timed 3-mile fun run, with proceeds benefiting Second Chances Wildlife Center.

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 on July 11, 2026, offering 5K and 15K marked courses with hilly terrain, festival camping, evening kayak shuttle trips, and weekend 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 supported road event on July 12, 2026 in Elizabethtown KY with finish at Brandenburg waterfront park. Entry is limited to 50 runners and requires verified experience, crew support, and reflective safety gear.

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..

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.

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.

Indiana Spartan Hurricane Heat Weekend on August 1, 2026 features 4 hour and 12 hour Hurricane Heat formats at CERAland Park in Columbus, IN. The 12 hour heat lists 25 challenges and requires participants to be 18 and older.

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.

Muddy Princess Kentucky is a 5K obstacle mud run in Glencoe on August 16, 2026, offering standard, VIP and volunteer options and supporting the National Breast Cancer Foundation with on site photos, hydration points and a rinse off station.

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.

A trail stage race on the Knobstone Trail with 5 mile, Half Marathon, 18 miler and a new 50K option; proceeds support the Suicide Awareness Mission and local scholarship grants.

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.

Explore Lincoln State Park on trails and gravel roads. Choose from a marathon, 14K, or 5K distance, all starting together. The event features a scenic loop course with aid stations and a focus on environmental responsibility.