Wild Wild Wilderness

Oakwood, United States • 12 Sep 2026

Wild Wild Wilderness

The Wild Wild Wilderness is an annual trail running event held at Kickapoo State Recreation Area in Oakwood, Illinois. Established in 1981, this event offers participants the opportunity to run through wooded terrain and natural landscapes. The race facilities are located near the Kickapoo State Park Maintenance Building, where packet pickup and onsite registration take place.

Participants can choose between two distinct distances:

  • 5K (3.1 miles)
  • 7.45 miles (12 kilometers)

The 5K route follows a rustic trail that circles Clear Pond. The course leads runners through areas known as Spooky Hollow and includes a section with stairs. Participants follow specific signage for the Clear Pond Trail to navigate the loop.

The 7.45 mile course consists of approximately 95% trails. The route heads east out of the park before entering the woods. The terrain includes steep hills, creek crossings, and bridges. Wildlife, such as deer, is frequently sighted along this scenic route. For this distance, aid stations providing liquid hydration are located at approximately the two-mile and four-mile marks.

The event occurs within a park featuring extensive camping facilities, including 184 sites for tents and trailers, shower buildings, and electrical hookups. Regulations for the race prohibit the use of headphones, radios, strollers, and dogs. There is no set time limit for completing the courses. Visit the organization's website for the most recent information.

Race information

7 mi
Wild Wild Wilderness 7.45
5 km
Wild Wilderness 5k
Visit the organization's website for the most recent information.
Trail runs nearby

A loop ultrarunning event at Kennekuk Cove County Park with 3.25 mile laps, aid stations, camping, shirts and swag bags, and four hour and eight hour runner and walker options. Field limited to 250 participants.

The 28th Rattlesnake Master Run for the Prairie in Urbana features 10K and 5K runs, a 5K walk, and virtual 5K/10K options, with proceeds to Grand Prairie Friends and a course that circles Meadowbrook Park and prairie.

A Backyard Ultra near Wingate, Indiana on a measured 4 miles 880 feet loop. Runners repeat the circuit each hour, using mixed surfaces and common aid stations, until one competitor completes one more loop than all others.

Add Event
Help us complete the calendar!
  • Distance is at least 5 km
  • Event has a website or Facebook page
Website
Optional: Please provide your e-mail address if we may contact you.
Report a change
We will only update the data if the information is also on the website.