Kentucky
Kentucky Trail Running Calendar 2026-2027
Explore the best trail runs in Kentucky for 2026-2027! Our updated list features 75 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
Trail marathon plus 16 mile and 8 mile loop races at Otter Creek Park in Brandenburg KY on Dec 19 2026 with aid stations, wooden medals, team scoring, and a chili cookoff.
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 Lake Cumberland, featuring a 13.1 mile half marathon, a 10K and a 5K. Trails are well marked and include rolling hills plus a notable finisher hill.
Road races in Bowling Green offering 5K, 10K and half marathon on gravel courses with a 3 hours 30 minutes time limit and online registration via RunSignup.
Events in Bowling Green include 5K, 10K and 13.1 miles on a gravel out and back course with a 3 hour 30 minute time limit; registration required on RunSignup.
February 2027
A single-track trail event in Fairdale KY on Feb 6, 2027 offering 50K, 15 Miler and 6 Miler distances, with packet pickup, pasta dinner, post-race soup and wooden medals.
Gravel-surface 5K, 10K and half marathon in Bowling Green KY with repeating out-and-back loops, online registration via RunSignup, and a 3.5 hour course limit.
Gravel out-and-back races in Bowling Green offering 5K, 10K and a half marathon with online registration required and a 3 hour 30 minute time limit.
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..
Multiple race distances on a gravel out and back course in Bowling Green, KY, with a 3.5 hour time limit and RunSignup registration required.
A two-day trail event in Hyden, KY featuring a 100 mile race plus a 50k and half marathon over varied backcountry 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.
Gravel surface race in Bowling Green with 5K, 10K and a 13.1 miles half marathon on looped out and back courses and a 3 hour 30 minute time limit.
April 2027
Gravel out and back races in Bowling Green offering 5K, 10K and 13.1 miles with a 3 hour 30 minute time limit and online registration.
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.
Pirate 5K, 10K and Half Marathon in Bowling Green KY on April 24 2027 features gravel out and back loop courses with a 3 hour 30 minute time limit.
May 2027
A 20 mile single loop hike through Land Between the Lakes on May 8, 2027 with aid stations, varied terrain, on-site parking and a finisher medal.
Bowling Green event on 05/08/2027 offering 5K, 10K and 13.1 Mile gravel out-and-back courses with registration via RunSignup.