Kentucky
Kentucky Trail Running Calendar 2026-2027
Explore the best trail runs in Kentucky for 2026-2027! Our updated list features 82 exciting trail runs across the region. Find your next trail run in Kentucky below and join the trail community at these great events!
November 2026
Experience the rugged Siltstone Trail at the JMF Trails Hillbilly Half, a demanding half marathon featuring steep climbs and scenic ridges in Jefferson Memorial Forest.
Trail races at Harrods Creek Park in Prospect KY offering 5K one lap and 10K two laps with proceeds supporting park upkeep.
A Thanksgiving trail event at Pulaski Park in Nancy, Kentucky on November 26, 2026 featuring a 5K and a 1 mile fun run with proceeds benefiting the American Cancer Society and awards for overall, age group, and team divisions.
A Thanksgiving weekend road event in Bowling Green, KY offering 5K, 10K, and a half marathon with finisher medals and posted results, run as a locally organized race with limited on-site services.
Last person standing backyard ultra in Bloomfield KY with repeated 4.167 mile loops from Bloomfield City Park on November 28, 2026.
December 2026
Experience an exclusive trail event at the Harry S. Frazier Scout Reservation featuring looping courses through Kentucky forest and a runner's village by John Barr Lake with distances from 5K up to 100 miles.
Holiday 5K 10K and half marathon in Bowling Green KY on 12/12/2026 with finisher medals, official results, and limited on course support.
Trail races at Waverly Park in Louisville offering a 6.6-mile loop and a half marathon plus virtual options. The event is cupless, has an aid station about halfway, on-site restrooms, limited parking, and overall male and female awards.
Experience a scenic loop course on singletrack trails in Brandenburg featuring a marathon, 16 miler, and 8 miler followed by a festive chili cook off.
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
Experience a series of forest trail races featuring 50K, 15 mile, and 6 mile distances through the scenic and varied terrain of Fairdale, Kentucky.
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.
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.