Kentucky
Kentucky Trail Running Calendar 2026-2027
Explore the best trail runs in Kentucky for 2026-2027! Our updated list features 63 exciting trail runs across the region. Find your next trail run in Kentucky below and join the trail community at these great events!
April 2027
Local US Road Running races in Bowling Green, KY on April 24, 2027 offering 5K, 10K and a half marathon with official results and finisher medals.
Trail running event in Morehead KY on 24 April 2027 offering 10 miles, 50K and roughly 50 mile races with separate registration windows and fees.
May 2027
A 20 mile single-loop hike through Land Between The Lakes near Grand Rivers KY on May 8 2027 with aid stations, a finisher medal, and about 1,600 ft elevation gain.
A set of local road races in Bowling Green offering 5K, 10K, and 13.1 mile options with finisher medals and published results.
Teams tackle a two hour 10K across a 575 acre Versailles farm with 18 checkpoints from biking and ziplining to archery and canoeing, with proceeds supporting scholarships.
A scenic 5K in Versailles KY over dirt, gravel and paved paths with rolling hills, plus a recovery rally featuring speakers and a Wall of Remembrance.
Local road running races in Bowling Green on May 22, 2027 offering 5K, 10K, and 13.1 mile options with finisher medals and limited on-site EMS.
Medal Madness in Bowling Green features 5K, 10K and 13.1M road races with finisher medals and posted results at 885 Mount Olivet Rd.
June 2027
A night time 10 hour endurance run at Carson Park Fairgrounds in Paducah with chip timing on a lighted half mile oval, a large aid station, on site parking, and options to stop at common race distances or continue into ultras.
Luau 5K, 10K and 13.1M in Bowling Green KY on June 12, 2027, offers local road races with finisher medals and limited on-site services.
Trail 5K and new 10K at Red River Gorge on private property, featuring steep climbs, finishers medals, awards, and a virtual 5K/10K option with shirt and medal.
Road races in Bowling Green on 06/26/2027 with 5K, 10K and 13.1 Miles distances, finisher medals, and limited on site services.
July 2027
Three road races in Bowling Green on July 10, 2027: 5K, 10K, and a half marathon with published results and set entry fees.
Luau 5K, 10K and half marathon in Bowling Green, KY on July 24, 2027, with finisher medals, published results, and limited race day support.
Local road races in Bowling Green on July 31, 2027 offering 5K, 10K and half marathon with finisher medals and limited aid stations.
August 2027
Obstacle and trail races including 5K and 10K options plus kids races at Diamond Lake Resort on August 7, 2027, with proceeds supporting MentorKids Kentucky.
Local road races in Bowling Green offering 5K, 10K, and a half marathon with finisher medals, posted results, and limited on-site services.
Ninja 5K, 10K and half marathon in Bowling Green KY on 08/28/2027 with listed registration fees and limited medical and water stations on site.
September 2027
Chip timed 5K at Kentucky Horse Park on the Hunter Pace turf and cross country course with awards, shirts, ribbons, photos and proceeds to the Kentucky Horse Council.
A trail 10K at Raven Run Nature Sanctuary in Lexington with a 170-person in-person field and a virtual 10K option that includes a commemorative shirt.