Trail Running calendar near Wilmore 2026-2027

A two-day trail adventure at Saunders Springs Nature Preserve. Saturday hosts 6-hour mountain bike endurance races, while Sunday features trail runs from 5K to 25K. All events are run on scenic singletrack, with proceeds supporting local tr..

Experience the inaugural Howlin' Wolfe 25k or 50k at Natural Bridge State Resort Park. Run through Red River Gorge on a mix of single track trails and fire roads while supporting local search and rescue teams.

Test your endurance at this 4 mile Kentucky obstacle course featuring over 25 challenges like the Warped Wall and Mud Pit. Your participation helps fund scholarships for children to attend summer camp.

Test your limits in the scenic Kentucky Knobs with timed running and rucking challenges ranging from 3 to 24 hours. Enjoy a supportive community atmosphere with loop-based courses featuring waterfalls and historic landmarks.

The Goatman 5 Miler kicks off the Kentucky Cryptid Series on the trails of Cherokee Park. This cupless trail run offers awards and is part of a larger series with unique recognition for finishers. Carpooling is advised due to limited parkin..

Trail marathons through Cherokee and Seneca Parks in Louisville on April 26, 2026, offering marathon and half marathon distances on single-track park trails. The race includes three aid stations, one drop bag per runner, and medals with Dou..

Event Details The Wildcat @ General Butler is a trail running event taking place at General Butler State Resort Park in Carrollton, Kentucky. It offers several distance options on a single day. Distances The available trail races are: Half..

Test your strategy and endurance on a 10 km course featuring 18 checkpoints including ziplining and canoeing. Join a team for this unique multi sport challenge on a scenic 575 acre farm in Versailles.

A trail running event in Fairdale KY over single track forest trails offering 50K, 15 Miler and 6 Miler options. The race was moved to May 23, 2026 and includes packet pickup, a pasta dinner and a post race gathering.

Experience the natural beauty of Green River Lake State Park with several trail distances ranging from a kids run to a half marathon. Join this off road event in Campbellsville for a day of technical climbs and scenic park trails.

Explore Kentucky's trails at the Big Turtle Trail Runs. This untimed event in Morehead offers a 50K and a 10 Miler route on the scenic Sheltowee Trace. Finish by the cutoff to earn your finisher medal.

Experience a unique trail run through the woods of Waverly Park in Louisville with the Mothman 6 Miler or Half Marathon. Complete three races in the series to earn a special survivor shirt and medal.

Run a scenic lakeside out and back 5K at Freeman Lake Park to support families affected by Batten Disease. Every participant receives a finisher medal for completing this meaningful community event in Elizabethtown.

Explore the scenic grounds of the Loretto Motherhouse on a trail run or walk. The course winds through woodlands, past lakes, and along gravel paths on the property. This event supports the local community and welcomes participants of all p..

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.

Experience a unique trail run on private property in the Red River Gorge with 5K and 10K options featuring significant climbs and views of natural arches.

Experience a weekend of outdoor sports at McDougal Lake with trail runs and mountain bike races ranging from 4 to 32 miles. Compete for podium spots or enjoy the party lap at this multi discipline trail festival.

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.

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.

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..