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 7.1 mile trail run around Lake Mingo at Kennekuk Cove County Park on June 13, 2026. The mostly trail course features hills, nine bridges, one aid station halfway and a post race party at the Hideaway Shelter.

Experience the beauty of the Illinois tallgrass prairie at Meadowbrook Park with 5K and 10K events supporting local land conservation. Runners and walkers of all ages are welcome to this annual community tradition.