Sheboygan, Wisconsin
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Livability index: 65
Population: 115,300
Median housing price: $127,300
Sunny days per year: 188
Just one hour north of Milwaukee, you'll find this distinctly Midwestern town on the shores of Lake Michigan at the opening of the Sheboygan River, the area's main draw and a hotspot for surfing and sailing. Residents laud Sheboygan's free and affordable events and activities, including the annual Brat Days festival, a celebration of the city's most famous culinary export.
