Shake Your Trail Feather Trail Run Charleston, IL   Oct 16–17, 2026

Where Natural Beauty Meets Trail Running Adventure! Ready to ruffle some feathers on the trails? Join this October at Willenborg Woods for a trail running celebration that’ll get your heart soaring! Whether you’re spreading your wings with the 5K, taking flight in the 8 miler, conquering the 16 miler, or going full eagle with the 50K ultra or the 100K ultra – we’ve got your perfect challenge nested right here.

Our lovingly crafted trails will take you on an adventure through pristine timber, along grassy riverside paths, across babbling creeks, and up invigorating hills that’ll test your wings. Every twist and turn of our single-track trails reveals another slice of natural beauty, making each mile an experience to remember.

What Makes This Race Special?

• A true trail runner’s course with technical challenges that will keep you honest
• Intimate race atmosphere with a grass-roots feel
• Full course marking and support from our dedicated trail community
• Post-race celebration where every finisher is celebrated like family

Come shake your tail feathers with us and discover why our trails are becoming the nest for some of the most exciting trail running adventures in the region!