MidwestWeekends.com — Your Travel Guide to the Upper Midwest

Visit to Wisconsin with a toddler

I am planning to flying to Chicago in June with my girlfriend and 2-year-old daughter for a two-week vacation. The plan is first to spend some days to visit Chicago, then discover a bit of Route 66. After that, I'm planning to drive up north to see my host family in Neenah, Wis. (I was an exchange student years ago). So the plan is to stop maybe in Milwaukee or Madison . . . maybe the Harley Davidson Museum. The plan is then to visit some nice places around Wisconsin, and I would like maybe to go all the way to the Mall of America in Minneapolis, mainly for my girlfriend. Do you have suggestions for nice things to see and do? Since we will be with a baby, we want to spend most of the time outside discovering some nice nature landscapes and walking around. Thank you! - Francois, Belgium

There are a lot of possibilities for you! I recommend following the shores of Lake Michigan on a Circle Tour, and skipping the Mall of America (460 kilometers from Neenah), which is a regular mall, just bigger.

I did the Circle Tour of Lake Michigan with my kids, and they loved it. For more, see Lake Michigan with kids.

The first three weeks of June are an excellent time to go, because the beach towns are not so crowded. Still, reserve as soon as possible, especially for weekends, and watch out for big festivals that will make hotel rooms very expensive.  For more, see Planning a Circle Tour of Lake Michigan.

Door County is very lovely. Green Bay has a great old-fashioned (and cheap) amusement park. Milwaukee is a lot of fun. Chicago is fantastic. If you don't want to rush, you could just do Chicago to Door County and back, and you wouldn't be bored.

For more, see 15 great places for kids in Wisconsin and Chicago with kids.

Last updated on March 16, 2016