Shake Your Trail Feather Trail Run

Charleston, United States • 16-17 Oct 2026

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.

Race information

100 km
100k
50 km
50k
5 km
16 Miler
8 Miler
Visit the organization's website for the most recent information.
Trail runs nearby

This unique 5K trail run sends participants splashing down a shallow riverbed for a third of a mile. With a tough hill finish and a field limited to 125 runners, it finishes with a community pancake and ice cream party.