Send It Jump

Our Trails


Current Trail

2 mesh front


5.30.21 upper lot and people


Welcome to WinMan

WinMan Trails is a non-profit trail system spanning 1,300 acres of private and public land. Our Mission is to inspire adventure and strengthen community by sharing an exceptional outdoor trail-related experience.

In the summer and fall, WinMan Trails offer miles of single-track mountain bike trails for all riders, beginner to advanced. Roll over hills, through the pines, and under the hardwood canopies. Tackle fast and flowy trails, technical downhills, berms, and bridges on this growing and evolving trail system.

During wintertime, WinMan Trails switches gears to offer groomed trails for cross-country skiing, fat tire biking, and snowshoeing.

Turns out our guests say it better than we can:

"One of the best hiking, biking, cross-country skiing, and snowshoeing areas out there. Incredibly well maintained, great staff, good amenities, and most importantly, super high quality trails. If you're in the area and love one of the activities I mentioned, it's a must do." - Daniel Loudenback

As a local non-profit trail system, we are 100% supported by the generous donations of our users. Please consider donating or volunteering so we can continue to provide "super high quality trails" year-round. 

What's Going On At WinMan

9 Things to Know Before Visiting WinMan in the Winter

Like any trail system, the more you know, the more you can let loose and have fun. To help make the most of your next visit, we’ve put together a…

Backcountry Skiing at WinMan Trails

We are excited to introduce a new ski trail offering at WinMan this winter – backcountry skiing. In cooperation with Wisconsin DNR, we have flagged a 3.2K out and back…

Winter Trail Preparations Begin in the Summer

There is an enormous amount of work that our volunteers and crew do during the summer months that our winter users never get to see. Underneath all that beautiful snow…