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Trail Running calendar near Winchester 2026-2027

We have found 41 Trailruns within 80 miles of Winchester. See below where and when you can find the races.

Topo Trail Marathon Races

Bethel - 68 mi from Winchester

Experience 100 percent singletrack trail racing at East Fork State Park. These loop based races offer distances from a quarter marathon to a full marathon with full course support and finisher awards for all participants.

January 2027

Frozen Nuts Trail Run

Nancy - 71 mi from Winchester

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.