Trail Running Calendar Kentucky 2026-2027

Run through the wooded trails of Turkey Run Park to support local wildlife rehabilitation. Choose a timed 5-mile race with awards or a 3-mile fun run. All participants get a medal and hoodie, with snacks and door prizes at the finish.

Challenge yourself on the trails of the Red River Gorge. This event on June 27, 2026, features a 5K and a new 10K course on scenic private property, with climbs, arches, and a four-hour time limit. Runners receive a commemorative shirt and..

A trail race at Mount Airy Forest in Cincinnati on June 27, 2026 offering 5K, 10K, Half Marathon and a 30K run made of three 10K loops. The event includes themed medals, costume awards, and series points within the ATRS program.

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.

The Distillery Dash kicks off a three-race cross-country series at Masterson Station Park. Runners can choose a 5k or 10k, with every finisher getting a t-shirt and award. Stick around after for an afterparty with food, music, and bourbon t..

The Red Fox Trail Run 10K is a themed trail race in Cincinnati's scenic French Park. Runners complete two loops on the park's off-road trails for their 10K distance. All finishers get a medal, and the event is part of a larger trail running..

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..

The Cabernet Canter Cross Country 10K is held at Talon Winery in Lexington. Participants run a cross-country course and receive a finisher's award with a glass of wine. An after-party with live music follows the race.

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.

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..

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.

A trail 10K at Raven Run Nature Sanctuary in Lexington on September 27, 2026, offering an in person field limited race and a virtual 10K with mailed shirts and no results submission.

Run a scenic 13.1-mile trail loop in Kentucky's Red River Gorge. The event supports local search and rescue teams and includes a shirt, medal, and post race BBQ. Team discounts and camping are available.

Explore the trails of Jefferson Memorial Forest in this trail run, part of the Kentucky Cryptid Series. Choose between an eight-mile or five-mile course through the scenic park. This cupless event encourages carpooling due to limited parkin..

A trail run on October 10, 2026 in Gravel Switch, Kentucky. The 4K course winds through hills, meadows and woodland and includes a pancake breakfast plus handmade awards presented at the community shelter.

A trail race on October 10, 2026 at the Bill Monroe Homeplace in Beaver Dam KY offering 5K, 10K and 25K on ridge roads with live bluegrass, weekend camping options, finisher medals, and awards for top finishers.

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..

A 22 km trail event across Lake Barkley and Kentucky Lake bridges via the Central Hardwoods Scenic Trail, offered as an individual race or two and three person relays with on-course water stations and race day transportation.