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Cycle Southwest Wisconsin

Southwest Wisconsin has some of the best bicycling anywhere. This corner of Wisconsin, known as the Driftless Area, was by-passed by glaciers. Left untouched by the giant ice sheets, it retains the landscape of the pre-glacial era. Bordered on the north by the beautiful Wisconsin River and on the west by the mighty Mississippi River, it is home to numerous attractions and historical sites. Wisconsin bike trails will take you on a picturesque journey you are unlikely to forget.

So get your copy of our Wisconsin bike trail map and ride one of our 28 pre-designed Wisconsin bike trails on your next bicycling trip. At the end of your bike ride stay with us for awhile and enjoy another of our natural resources – the friendly people in our southwest Wisconsin communities.

Come for the bike ride and discover so much more ...

Wisconsin bike trails - bicycle across Southwest Wisconsin with your free Wisconsin bike trail map
  • A tapestry of scenic hills, verdant valleys, and panoramic ridges as you bicycle across Southwest Wisconsin
  • Lodging specials for bicyclists looking for a great cycling vacation
  • Dining, shopping, sightseeing along each bike trail (all on roads)
  • Art, theater, historic sites, and world famous architecture
  • Small towns with the best of America's hospitality

28 loops in the Wisconsin area selected for biking events by the Chicago 2016 Olympic Bid Committee.


Free Wisconsin Bike Trail Map - Southwest Wisconsin Request FREE Wisconsin bike trail map


  • Please note. All loops are on paved roads.
  • All loops are intended for avid bicyclists due to the level of difficulty.



Get your FREE Wisconsin bike trail map today!

Cycle SW Wisconsin