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Kentucky Trail Running Calendar 2026-2027

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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!

September 2027
A trail 10K at Raven Run Nature Sanctuary in Lexington with a 170-person in-person field and a virtual 10K option that includes a commemorative shirt.
October 2027
Trail half marathon at Natural Bridge Campground in Slade KY with in-person and virtual options, commemorative shirt, finisher medal, awards and on-course water stations.
A 140 acres tactical memorial at Queenslake combining a 19 station remembrance trail, team ruck and obstacle challenge, and a lakeside Guitars for Vets music festival.
A mid October event in Glencoe KY featuring an 800 m kids fun run, a 5K trail race, and a last runner standing 100 mile ultra.
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