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  • Distance: 117 m from Charleston
    17737 E. County Road 380 N., Charleston, Illinois, 61920, United States
    OpenStreetMap Google Maps
    Sat, Oct 17, 2026

    SHAKE YOUR TRAIL FEATHERS Where Natural Beauty Meets Trail Running AdventureReady to ruffle some feathers on the trails? Join us October 16th and 17th 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. Race Times: FRIDAY 5K 6:00 PM 100K 6:00 PM (24 hour cutoff)SATURDAY 8:00 AM: 50K & 16 Miler 9:00 AM: 8 miler What Makes This Race Special? A true trail runner's course with technical challenges that will keep you honestIntimate race

    atmosphere with a grass-roots feelFull course marking and support from our dedicated trail communityPost-race celebration where every finisher is celebrated like family About the RD Hosted by trail enthusiast Becca Willenborg, this isn't just another race – it's a trail running party where every bird in your flock is welcome! From competitive speedsters to casual nature lovers, we've created an event that combines the serious challenge of trail running with the laid-back vibe of a community gathering. About Willenborg Woods: At Willenborg Woods, our mission goes beyond just hosting races. We're dedicated to providing a relaxed and fun environment where everyone can experience the joy of being in the woods. We build and maintain all trails on our property with love and care, creating an inclusive space where nature and community come together.Our races embody our core beliefs:Trail running should be challenging but funEveryone deserves to experience the magic of the woodsCommunity matters as

    much as competitionFamily (including spectators) is an essential part of the trail partyCome 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! Please note: Though we love animals, pets of any kind are not allowed at the event. Event's current local time: 3:48 AM CT

    50kRunTrailUltra
  • Distance: 30.7 km from Charleston
    Sat, Sep 12, 2026 at 8:00 AM

    Race Morning Schedule:

    Check in by 7:30AM

    10K starts at 8:00AM

    5K starts at 8:15AM

    Course: 10,000 Meters (6.2 miles) on brick and hard surfaces through and north of Arcola. Finish downtown Arcola. 5,000 meters (3.1 miles), all in town. Police escort; aid stations; split times. To ensure the safety of all runners and walkers:

    Bicycles, roller blades, skateboards, leashed or unleashed animals will not be allowed on race course. Baby joggers or strollers are allowed for walkers only and must begin behind walkers.

    5k10kRunWalk
  • Distance: 39 km from Charleston
    Plum Street / 8th Street Parking, Marshall, Illinois, 62441, United States
    OpenStreetMap Google Maps
    Sat, Oct 24, 2026 at 6:00 PM

    Hosted by Marshall Rotary Club, the Jack-O-Jog is our second annual fun run event packed with fun, fitness, and Halloween safety for kids and families!

    • Free Kids Dash
    • A 2 block dash for K-6th grades dressed in Halloween best, registration required
    • 1-Mile Loop
    • Perfect for walkers of all ages
    • 5K Fun Run
    • For those ready to jog off their Halloween candy stash!

    • Runners will enjoy the same 1 mile loop, just three times through

    Costumes are encouraged—tennis shoes required!

    Kids can enjoy a festive dash and will receive a goodie bag at the finish that will include a wearable safety item for trick-or-treating. Walkers and runners will receive a participation medal and t-shirt. It's a great way to get active, enjoy the season, and support a safe and spirited community celebration!

    1 Miles5kFun RunRunWalk

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