Trail Running calendar near Elizabethtown 2026-2027

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.

Get ready to get dirty at Phil Moore Park. This 3-mile obstacle run features over 20 natural and man-made challenges through the park. A free kids' play area and group discounts make it a muddy adventure for the whole crew.

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 in Borden, IN offering 5 Mile, Trail Half, 18 Mile Ultimate and a 50K that combines the half and 18 mile courses; rugged single track with aid stations and proceeds to SAM'S Foundation.

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.

Run, walk, or volunteer at the Run Baby Run 5K to support NICU babies. This flat course on Lexington's scenic Legacy Trail includes a kids' dash and virtual options. All proceeds purchase supplies for families in neonatal intensive care uni..

A 24-hour looped ultra at Bowling Green Hot Rods Stadium with individual 24- and 12-hour options plus a four-person relay. Prize money for 24-hour winners equals miles run, and a belt buckle is awarded at 100 miles.

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.

Enjoy scenic 5K and 10K trail runs or walk and hike options at Deam Lake in Borden Indiana on October 3, 2026. Expect rolling climbs, creek crossings, multi use trails and reusable cupless aid stations for a sustainable race.

Honor history at the Mogadishu Mile, a four person team obstacle course and one mile ruck run in Georgetown. Work together to complete 500 total reps and a weighted run without leaving any team member behind.

Run through the scenic trails of Jefferson Memorial Forest in this cupless trail event featuring 5 mile and 8 mile distances. Earn special series awards while exploring the beautiful Horine Reservation landscape.

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.

Experience a scenic trail run through the hills of Kentucky at the historic Bill Monroe Homeplace. This event features 5K, 10K, and 25K distances accompanied by live bluegrass music and on site camping.

A 5K trail run on wooded, hilly camp trails in Bedford, Indiana on 10/10/2026; proceeds fund scholarships to send children to camp. All finishers receive a medal and top male and female receive awards.

Join the second annual Running Pumpkin 5K in Lexington's Coldstream Park. This fall event supports Gleaning Housing, a local nonprofit building affordable rental homes. Participants are welcome to bring a pumpkin or wear a costume, with sna..

Trail running event at O'Bannon Woods State Park in Corydon, IN with a 50K that includes 3,500 ft elevation gain, a one‑lap Mini Marathon, a 6.6 mile loop, and a 5K; aid stations and a course map are provided.

Little Batty Trail Runs on 10/25/2026 in Nancy, KY features trail courses of 13.1 miles, 10K and 5K with creek or dry lake bed crossings, cross country sections and a short pavement segment; registration runs 3/20 to 8/31/2026.

Trail endurance event at Deam Lake SRA on November 8, 2026 offering 12 hour and 6 hour formats plus a one lap Fun Run. The 4.167 mile loop includes steep climbs, creek crossings, technical sections, and limited entry with prizes and a finis..

The Deam Lake Winter Warrior kicks off a trail running series at Deam Lake in Indiana. Choose from a 6-mile, 12-mile, or 4-hour endurance run on the scenic Yellow Trail loop. It's a cupless event where all finishers get an award.