In the southeast corner of Wisconsin, Lake Geneva has been welcoming wealthy Chicagoans for 150 years. They came, they built fabulous mansions, and now the rest of us get to gawk at them from a footpath that hugs all 20 miles of shoreline.
When to go: Now, when it's still fairly quiet. July and August are crowded, especially on weekends.
What to do: Walk around Geneva Lake; if you want to walk only the eight miles from Lake Geneva, an excursion boat will pick you up in Williams Bay. Shop downtown. Rent a kayak or stand-up paddleboard.
Details: For more, see Gawking in Lake Geneva.