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!
December 2026
Local road races in Bowling Green, KY on December 26, 2026 offering 5K, 10K and a Half Marathon with timed results and finisher medals; limited on site medical coverage and water stations.
January 2027
A winter event in Bowling Green on January 2, 2027 offering a 4 mile run (two laps on a gravel perimeter track) and a 2 mile walk with walking only rules. Entry fee is $40 and each paid participant receives a sweatshirt or hoodie.
Trail races at Pulaski County Park on January 9, 2027 offering 5K, 10K and half marathon courses with rolling hills, finisher medals and no on course aid.
New Year road races in Bowling Green on January 9, 2027 offering 5K, 10K and a 13.1 mile half marathon with finisher medals and limited on course support.
Trail running event in Simpsonville KY with a 4 mile loop and an 8 mile double-loop across grass, singletrack, cedar rows and creek crossings.
Nine mile trail race at Jefferson Memorial Forest near Horine, part of the Winter Warrior Series; cupless event with an aid station, finisher coin, and optional shirt.
Three road races in Bowling Green on January 23, 2027 offering 5K, 10K, and a 13.1 mile half marathon with timed results and finisher medals.
Medal Madness in Bowling Green, KY offers 5K, 10K and a Half Marathon on January 30, 2027 with finisher medals and limited on course support.
February 2027
A trail running event in Fairdale KY on February 6, 2027 offering 50K, 15 Miler and 6 Miler on single-track forest trails with post-race soup and wooden medals.
Road races in Bowling Green offering 5K, 10K and Half Marathon with finisher medals, official results, and limited on-site support.
Local road races in Bowling Green on 27 Feb 2027 offering 5K, 10K, and half marathon with medals and limited aid stations.
March 2027
Trail event at Nature Park in Elizabethtown KY offering 5K, 50K endurance race, and 25K relay on a mixed-surface loop with on-course aid stations.
Land Between the Lakes Trail Runs on March 13, 2027 in Grand Rivers, Kentucky offers four trail distances on an 11.3 mile Canal Loop with views of Kentucky Lake and Lake Barkley. The course is mostly single-track packed dirt with rolling and larger h..
Three road races in Bowling Green on 03/13/2027 offering 5K, 10K and 13.1 Mile distances with finisher medals and limited on-course services.
A multi-distance trail event in Hyden KY featuring a 100-mile backcountry loop plus a 50k and a half marathon on shared, technical terrain.
Trail events in the Red River Gorge on March 27, 2027 offering 25K and 50K courses from Natural Bridge State Resort Park with mixed road and single track terrain, aid stations, and a 200-runner field cap.
Medal Madness in Bowling Green offers 5K, 10K and a half marathon with finisher medals, official results, limited aid stations, and small local race organization.
April 2027
Local US Road Running event in Bowling Green on 04/10/2027 offering 5K, 10K and a half marathon with limited race day support.
A timed endurance event in Parksville, Kentucky with 3, 6, 12 and 24 hour running and ruck options, relays, on-site camping, and a full aid station at the start/finish.
A 4 mile obstacle course in Mackville, KY on April 17, 2027 with 25+ obstacles and elite and open waves; proceeds support Camp Calvary's scholarship fund.