Shake Your Trail Feather Trail Run

OCT
16-17
2026
This trail running event at Willenborg Woods offers distances from a 5K to a 100K on scenic, handcrafted trails through timber and along creeks. It focuses on a community atmosphere with full course support and a post-race celebration. Pets are not permitted.
16-17 Oct 2026
100 kilometers 50 kilometers 5 kilometers

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About the race

The Shake Your Trail Feather Trail Run takes place on October 16-17, 2026 at Willenborg Woods in Charleston, Illinois. The event offers several distances: a 5K, 8 miler, 16 miler, 50K, and 100K. The trails go through timber, along grassy riverside paths, across creeks, and up hills.

The event is hosted by trail enthusiast Becca Willenborg and aims to provide a relaxed and fun environment. It is described as having an intimate, grass-roots atmosphere with a community gathering vibe. Trails are built and maintained on the property. Full course marking and support is provided. A post-race celebration is held for finishers. Pets are not allowed at the event. Visit the organization's website for the most recent information.

100 km
100k
50 km
50k
5 km
16 Miler
8 Miler

Events nearby

The Uptown Spirits Run 5K Take part in this untimed, community-focused 5K in Charleston. The event starts and ends at The Uptowner, featuring an out-and-back route with a turnaround at Roselawn Cemetery. It's a stop on the statewide Illinois Adventure Series.