Shake Your Trail Feather Trail Run
Race facts
- Start time
- 6:00 PM (5K, 100K Friday); 8:00 AM (50K,
- Distances
- 5K, 8 Miler, 16 Miler, 50K, 100K
- Entry fee
- from $45Price for 5K is $45.00. Price for 8 Miler is $60.00, rises to $60.00 after Oct 17.
- Terrain
- Trail
- Cutoff
- 24 hours (100K)
- Organizer
- Willenborg Woods
- Registration
- Open
From the official race website, checked 2026-10-16. Official page
External Event
Distance
3.1 mi
Pace
All paces
Terrain
Trail
Difficulty
Challenging
About this run
The Shake Your Trail Feather Trail Run invites runners to Willenborg Woods in Charleston, IL, on October 16-17, 2026. This event offers a variety of distances, including a 5K, 8-miler, 16-miler, 50K, and 100K, ensuring a challenge for every level of trail runner. The course winds through scenic timber, alongside riverside paths, and over invigorating hills, providing a true trail running experience with single-track sections. The event is hosted by trail enthusiast Becca Willenborg and organized by Willenborg Woods, aiming to create a fun, intimate, and grass-roots atmosphere. Willenborg Woods is dedicated to building and maintaining trails to foster a love for the outdoors and community. This race embodies their belief that trail running should be challenging yet enjoyable, and that everyone should experience the magic of the woods. Spectators are welcome to join the trail party.
Who it's for
This event is suitable for trail runners of all levels, from beginners tackling the 5K to experienced ultra-marathoners aiming for the 50K or 100K. The varied distances and technical trail features offer challenges for a wide range of abilities.
What to expect
- Arrive early, especially for the Friday evening races, to allow time for parking and any last-minute preparations.
- The 5K and 100K races start Friday evening, while the 50K, 16-miler, and 8-miler start Saturday morning. Check the specific start time for your chosen distance.
- Be prepared for a true trail experience with technical challenges, single-track sections, hills, and creek crossings.
- Course marking and support will be provided by the dedicated trail community.
- Weather in October can be variable; check the forecast closer to the event date and be prepared with appropriate gear.
Good to know
- Pets are not allowed at the event.
- The event is hosted at Willenborg Woods, which maintains its own trails.
- Spectators are welcome to attend and support the runners.
Typical conditions
For events around October 2026 in Charleston, United States: Typical autumn conditions in this region — conditions can change quickly; confirm race-day guidance on the official page.
How to prepare
Trail events reward time on uneven surfaces and hills. Practice footing and bring the shoes and hydration the organizer recommends — details vary by race.
Find races near youGetting there
This event is listed in Charleston, United States. Confirm the exact start venue, parking, and transit options on the official registration page.
Frequently asked questions
What are the distances offered at the Shake Your Trail Feather Trail Run?+
The event offers a 5K, 8-miler, 16-miler, 50K, and 100K.
When is the Shake Your Trail Feather Trail Run?+
The event takes place on October 16-17, 2026.
Where is the Shake Your Trail Feather Trail Run held?+
The race is held at Willenborg Woods in Charleston, IL.
What are the start times for each race?+
Friday: 5K at 6:00 PM, 100K at 6:00 PM. Saturday: 50K & 16 Miler at 8:00 AM, 8 Miler at 9:00 AM.
What is the cutoff time for the 100K race?+
The cutoff time for the 100K is 24 hours.
How do I register for the Shake Your Trail Feather Trail Run?+
Registration is available through the official UltraSignup page. Please visit the registration URL for details and to sign up.
Are pets allowed at the event?+
No, pets of any kind are not allowed at the event.
Who organizes the Shake Your Trail Feather Trail Run?+
The event is organized by Willenborg Woods.
Registration is handled by the official event organizer
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