Trail Running Calendar Kentucky 2026-2027

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 limited field 31 mile supported run from Elizabethtown KY to the Brandenburg waterfront park. Runners must meet ultra or marathon experience requirements and be supported by a crew vehicle with safety signage and lights.

A multi-sport relay event at Kroger Field in Lexington that raises funds through TeamRaising and donations to help cancer patients with needs such as gas, hotels, and meals.

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.

Experience the natural beauty of French Park in Cincinnati with this trail race featuring wooded paths and creek crossings. Finishers receive themed medals and can compete for points in a season-long trail running series.

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.

This charity 5K run and walk supports Talon Lopez, a 10-year-old with an anoxic brain injury. The event offers in-person and virtual options, plus a free run for kids 12 and under. It takes place at River Front Park in Brandenburg, Kentucky..

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.

The Kentucky Cryptid Series - Wolfman is a trail run through Iroquois Park, offering 7-mile and 4-mile options. It's part of a four-race series where completing three earns a special survivor medal and shirt. This cupless event encourages p..

Experience a women only 5K obstacle mud run at Pop's Landing at Haddix Farms. Join a community focused on unity and empowerment while tackling a fun mud course to support breast cancer awareness.

Run for 12 hours on a scenic loop course through Saunder Springs Nature Preserve. Choose to tackle the trails solo or as part of a two or four-person team. The challenge is to cover as much distance as possible on terrain featuring forests,..

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.

Run the Deer Trail Run Half-Marathon through the scenic trails of Cincinnati's Mt. Airy Forest. This themed trail event awards series points and finisher medals. Costumes are encouraged for a chance to win an award.

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 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.

Join the 30th annual Spoonbread Festival 5K in historic Berea. Run or walk a flat, paved course on the city trail, with festivities supporting the local chamber of commerce. Enjoy chip timing, a race shirt, and the vibrant atmosphere of the..

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.

Hit the trails at the Yeti Trail Run in Mount Airy Forest Cincinnati with 5K, 10K, half marathon and 30K options through meadows, woods and along a fossil creek. Finishers get medals, costumes are encouraged and walkers are welcome.