Shake Your Trail Feather Trail Run

About the Event

The Shake Your Trail Feather Trail Run returns to Charleston, Illinois on October 16th through the 17th, offering runners a variety of distances across Willenborg Woods' scenic trails. This event is designed for trail running enthusiasts looking for technical challenges and natural beauty along pristine timber paths and grassy riverside routes. Participants can expect to navigate babbling creeks and invigorating hills that test their endurance.
On race morning, temperatures typically range from 10°C to 20.1°C with a feel-like temperature of around 15°C due to moderate humidity levels. The trail conditions are firm yet slightly soft underfoot, allowing for a balanced challenge between traction and comfort. Wind speeds average at about 13 km/h, adding some variability but not overly affecting the race pace.
The Shake Your Trail Feather Trail Run has been an annual event since its inception in 2019, with each year drawing more participants to Willenborg Woods. The run supports local trail maintenance and community engagement through dedicated support from volunteers who ensure full course marking and aid stations are available throughout the event days. Post-race celebrations highlight every finisher's achievement.
The race offers a 5K on Friday evening, an 8-mile loop early Saturday morning for more endurance-focused runners, as well as options like the challenging 16 miler and the ultra distances of both 50K and 100K. Each distance is designed to cater to various levels of trail running expertise.
Runners can register online at https://ultrasignup.com/register.aspx?did=131435, with fees starting from $29 for early registration until September 16th when prices increase slightly. Bib pickup will be available on-site Friday evening between 4:00 PM and 7:00 PM or Saturday morning before the start of each race.
The Shake Your Trail Feather Trail Run begins at Willenborg Woods located at 17737 E County Road 380 N, Charleston, Illinois. The address serves as both the starting point and bib pickup location for runners on Friday evening. All participants must be at least ten years old to compete in any distance.
The Shake Your Trail Feather Trail Run concludes its weekend-long celebration of trail running adventure through Willenborg Woods in Charleston, Illinois on October 17th, providing a unique blend of technical challenge and community spirit that makes it an essential event for serious runners seeking both competition and camaraderie.

Races Offered

100K

Oct 16, 2026

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Distance — 100K

terrain

Type — Running

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18:00

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$130.00

5K

Oct 16, 2026

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Distance — 5K

terrain

Type — Running

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18:00

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$40.00

50K

Oct 17, 2026

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Distance — 50K

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Type — Running

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08:00

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$95.00

16 Miler

Oct 17, 2026

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Distance — 25.7K

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Type — Running

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09:00

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$60.00

8 Miler

Oct 17, 2026

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Distance — 12.9K

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Type — Running

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09:00

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$55.00

Weather History

These values represent the 3-year monthly averages for October in Charleston.

thermostat Temperature

10.0° / 20.1°

wb_sunny Feels like

6.9° / 17.2°

light_mode Avg sunshine hours

8h 48m

water_drop Avg rainfall

1.2 mm

ac_unit Avg snowfall

—

air Avg wind speed

13.1 km/h (Gentle breeze)

opacity Sweat loss rate

Moderate

terrain Course conditions

Firm and slightly soft

sunny Max UV Index

Moderate (4.0)

humidity_mid Humidity

64.6%

wb_twilight Sunrise

07:03

nightlight Sunset

18:12

About Charleston

Learn more about the host city, Charleston.

Charleston is a city in and the county seat of Coles County, Illinois, United States. The population was 17,286, as of the 2020 census. The city is home to Eastern Illinois University and has close ties with its neighbor, Mattoon. Both are principal cities of the Charleston–Mattoon Micropolitan Statistical Area.