Trail Running Calendar Kentucky 2026-2027

We have found 49 Trailruns in Kentucky. Check below where and when you can find the races.

Experience a range of distances from a half marathon to 100 miles in the scenic terrain of Hyden Kentucky. Runners follow unique out and back or loop courses while sharing the trail with long distance finishers.

Experience a scenic trail run through the Land Between the Lakes National Recreation Area. Choose from four distances featuring single track trails and spectacular views of Kentucky Lake and Lake Barkley.

Experience a spring trail run through the wooded hills of Pulaski County Park along Lake Cumberland. Choose from half marathon, 10K, or 5K distances and earn a unique opossum finisher medal.

Experience a rare opportunity to run on private trails at the Harry S. Frazier Scout Reservation. Tackle hilly terrain and significant elevation gain in a 5k, 25k, or 50k trail challenge.

April 2026

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.

The Otter Creek Trail Relay is a two-day team event in Kentucky's Otter Creek Park. Teams of 2 or 4 tackle three scenic trail loops of varying distances, running through forests and along the Ohio River. The overnight format features a cent..

Experience a historical trail run through Ault Park in Cincinnati. Navigate three miles of winding paths and old pioneer roads with snacks and age graded awards waiting at the finish.

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..

Experience the trails of Cincinnati at the Big Foot Trail Run in Mt. Airy Forest. Choose from four distances including an ITRA indexed 30K and enjoy a community atmosphere with themed medals and costume awards.

Event Overview The Backside Trail Marathon is a running event that takes place in Louisville, Kentucky. The race was started in 2012 and is held in Seneca and Cherokee Parks. The event includes marathon and half marathon distances. The Cour..

May 2026

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..

Experience a scenic 6.1 mile trail race through the Big South Fork National River and Recreation Area featuring sandstone bluffs and waterfalls. This exclusive event is limited to 100 runners and offers over 1000 feet of elevation gain.

Experience the ridges and meadows of Mt. Airy Forest in this multi distance trail race. Choose between 5.4 or 10.6 miles with early start options for those needing extra time on the scenic counter clockwise loop.

Experience a technical trail race in eastern Kentucky featuring a 10K or a Half Marathon. Navigate wooded terrain with significant elevation gains and fast descents at the scenic Perry County Park in Hazard.

Louisville Lovin' the Hills is a classic trail run on forested single-track. It features a famously tough 50K, plus 15-mile and 6-mile options. The event includes training runs, a pasta dinner, and a post-race gathering with homemade soup.

Experience the wooded trails and meadows of Cincinnati at French Park. Choose from 5K, 10K, or Half Marathon distances featuring significant elevation and themed costumes in a community trail race atmosphere.

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.

June 2026

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.