Shake Your Trail Feather Trail Run

Charleston, United States • 16-17 Oct 2026

Shake Your Trail Feather Trail Run

Shake Your Trail Feather Trail Run is scheduled for October 16 and 17, 2026 at Willenborg Woods, 17737 E. County Road 380 N., Charleston, IL. The event features multiple distance options:

  • 100K
  • 50K
  • 16 Miler
  • 8 Miler
  • 5K

Courses follow single track trails through timber, along grassy riverside paths, across creeks, and over hills. The route includes technical sections with twists and turns and exposes runners to varied natural scenery along each mile.

The course is fully marked and supported by the trail community. The event presents an intimate, grass-roots atmosphere and includes a post race celebration for finishers. Trails at Willenborg Woods are built and maintained by the property organizers who emphasize a relaxed, community oriented event environment.

Pets are not allowed at the event. Visit the organization's website for the most recent information.

Race information

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

A backyard ultra at Willenborg Woods near Charleston, IL, run on a repeating 4.167 mile loop each hour until one runner remains. The final finisher receives a Bronze Ticket tied to a backyard ultra championship.

A 5K trail race at Willenborg Woods featuring a one-third mile river crossing, about 1,100 feet of elevation gain, a steep final climb, limited to 125 runners, with post-race pancakes and ice cream.