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Trail Running Calendar near Charleston 2026-2027

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Explore the top trail runs near Charleston for 2026-2027! We've gathered 2 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

February 2027
A winter trail 5K in Charleston, IL with technical singletrack, over 900 ft of elevation gain, steep named climbs, full course marking and a post-race celebration.
June 2027
Backyard Ultra at Willenborg Woods in Charleston IL on June 5, 2027 uses a repeated 4.167 mile loop; the last runner standing earns a Bronze Ticket.
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