Embark on a captivating trail adventure at the Shake Your Trail Feather Trail Run, set for October 16-17, 2026, in the scenic Willenborg Woods of Charleston, Illinois. This grassroots event, known for its intimate and welcoming atmosphere, offers a variety of distances including a 100K, 50K, 16 Miler, 8 Miler, and 5K, ensuring a challenge for every level of trail runner. The 100K kicks off on Friday evening, with all other distances commencing Saturday morning. Typical race day conditions in mid-October present comfortable highs around 66°F and lows near 45°F, with a low chance of precipitation, creating ideal running weather.

The race unfolds on 149 acres of meticulously maintained private property, offering a truly immersive natural experience. Runners will navigate 100% unpaved terrain, traversing beautiful single-track dirt trails, winding through pristine timber, along grassy riverside paths beside the Embarras River, and across charming babbling creeks. Expect invigorating hills and ridges overlooking deep ravines that will test your strength and reward you with breathtaking scenery. The course, lovingly crafted by trail enthusiast Becca Willenborg, is celebrated by runners as a true trail runner's challenge, blending technical sections with natural beauty, making each mile a memorable journey.

Beyond the race itself, the Shake Your Trail Feather Trail Run fosters a vibrant community spirit. Participants can look forward to full course marking and dedicated support from the local trail community, culminating in a post-race celebration where every finisher is honored like family. For those wishing to extend their experience, camping is available on the premises, complete with water access and showers, adding to the unique, laid-back atmosphere that includes music and a bonfire. This event is more than just a race; it's a celebration of nature, community, and the joy of trail running.