Trail Running calendar near Lexington 2026-2027

We have found 56 Trailruns within 80 miles of Lexington. See below where and when you can find the races.

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.

Tackle a 2-mile loop through Ohio's scenic Majestic Farm in this timed ultrarunning challenge. Choose from 48, 24, 12, or 8-hour events, with free horse stall storage and unique finisher buckles. The inclusive event supports athletes with d..

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

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.

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..

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.

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.

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

Test your endurance at Perfect North Slopes with obstacle races ranging from 5K to 50K. Experience steep alpine climbs and muddy terrain at this comprehensive Trifecta Weekend event located just outside Cincinnati.

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..