I have been asked which are the best cycling tours in the Midwest that allow for viewing most beautiful scenery. One way to do this is join what is called a rolling tour.
This is available in the northern part of the Midwest throughout Minnesota where lake country rules. See Lake Michigan by riding along the lake to enjoy the view as well as a noted lighthouse and a submarine. See downtown St. Paul by riding on a scenic Minnehaha Park trail.
A great time to do this is during the fall. There is a spectacular small town festival in Lanesboro, a really tiny place that draws in tourists and bicyclists alike to enjoy the beauty of all the changing colors.
Wisconsin also has great biking routes including the Elroy Sparta trail. Of course, to me the most important and enjoyable tour to take on bicycle is of Chicago’s lakefront. Also, go out about one hour west of the city to take a bike trail that is built for sightseeing.
These are the bicycle tours I recommend, but there are so many available in the Midwest, you will want to research them so you can find the one that suits your preferences and riding abilities.