Trail Running calendar near Winchester 2026-2027
We have found 42 Trailruns within 80 miles of Winchester. See below where and when you can find the races.
0 – 100∞ km
Articles
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Timed ultraloop races and ruck events on a 5.4 mile loop in Parksville, Kentucky, with individual, relay, and ruck divisions. Full-service aid station, cup free policy, chip timing, and on site primitive camping.
May 2027
A team 10K adventure race across a 575 acre Kentucky farm with 18 challenge checkpoints and a two hour time limit. A separate 1 mile community event offers food trucks, activities, and six open checkpoints.