Trail Running calendar near Shively 2026-2027

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 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.

Tough Mudder Indiana at CERAland Park on August 1, 2026 offers 15K and 5K obstacle courses across woodland and farmland, plus spectator, VIP, group, and volunteer options.

Indiana Spartan Hurricane Heat Weekend in Columbus, IN offers 4 hour and 12 hour Hurricane Heat formats at CERAland Park on August 1, 2026. The 12 hour format has 25 challenges and an age minimum of 18.

Support the Milan cross country team at the Indian Trails 5K in Indiana. This community fundraiser features both running and walking options for participants of all backgrounds.

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.

Indiana Hurricane Heat at CERAland Park in Columbus, IN on Aug 1, 2026 offers 12 hour and 4 hour Hurricane Heat formats. The 12 hour format includes 25 challenges and has an age minimum of 18; team options and discounts are available.

Participate in a 5K or 10K trail and ruck run in Velpen to honor veterans and emergency personnel. Enjoy a professionally timed race at Cool Springs that supports local community safety and veteran awareness.

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.

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.

Set on the Adventure Trail at O'Bannon Woods State Park on Sept 19, 2026, this event offers 50-mile (solo or relay), 50K and 25K options on rolling technical singletrack. Camping and on-site lodging are available, with aid stations and fini..

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.