Trail Running calendar near Mackville 2026-2027

This 31 mile point to point endurance run takes participants from downtown Elizabethtown to the Brandenburg waterfront. Runners must provide their own crew vehicle and follow specific safety protocols for this summer road challenge.

Run through the fields of Masterson Station Park in this cross country race featuring 5k and 10k distances. Enjoy a festive afterparty with bourbon tastings, music, and food trucks.

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..

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.

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.

The Sorta Mountain Stage Race offers three distances on September 13, 2026. Choose from the Ultimate 18, a Half Marathon, or a Five Miler course. All registration is managed through Ultrasignup.

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..

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.

Experience a scenic trail run through the Red River Gorge on a private looping course. This cup less half marathon supports local search and rescue teams while offering a festive atmosphere with medals and post race meals.

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.

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.

The Little Rooster Run offers a weekend of trail events in Glencoe, Kentucky, from a kids' fun run to a 5K and the unique Mini Barnyard Ultra. This "last runner standing" format challenges participants on a 2-mile loop every half hour. Proc..

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..

Test your endurance on a technical 4.167 mile trail loop at Deam Lake State Recreation Area. Choose from 6 hour, 12 hour, or single lap options in this limited entry format with hourly starts.

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.