Midwest gems to travel to this summer

Instead of pointing out the obvious spots, we’re uncovering 20 under-the-radar destinations that offer plenty of small-town charm.
windmills among tulips
Photo courtesy of Shutterstock
Holland, Michigan

Road trip season is finally here, which means it’s time to plan a getaway. Instead of pointing out the obvious spots, we’re uncovering 20 under-the-radar destinations that offer plenty of small-town charm.

These Midwest destinations are just a car ride away, tempting travelers to pick a random weekend, get on the road and drive. Each of these spots has something special to offer regardless of whether you travel for food, attractions, history, views or outdoor adventures.

Click the links below to learn about each of these destinations:

48 Hours in Ottawa, Illinois

LaSalle County Court House

LaSalle County Court House (Courtesy of Ottawa Visitors Center)

48 Hours in Holland, Michigan

Big red lighthouse

Holland Harbor “Big Red” Lighthouse (Photo by Getty Images)

48 Hours in Red Wing, Minnesota

mississippi river with the a boat in the harbor

Photo by Zach Ellefson, Drone City

Up the Coast of Lake Michigan: St. Joseph, South Haven, Saugatuck, Grand Haven and Muskegon

two lighthouses side-by-side

St. Joseph (Courtesy of Getty Images)

A quick detour to Middlebury, Indiana

horse and buggy on the left and on the right is a selection of pies

Courtesy of Elkhart County, Indiana CVB, Das Dutchman Essenhaus

The Time of Your Life in Elkhart Lake, Wisconsin

Elkhart Lake

Courtesy of Elkhart Lake Tourism

For the Wine Lovers: Hermann, Missouri

stone hill winery in a cellar

Stone Hill Winery (Photo by Matt Wilson, Courtesy of Visit Hermann)

For Outdoor Seekers: Brown County, Indiana

two people overlooking Brown County State Park

Courtesy of Brown County BCVB

For Art Appreciators: Mineral Point, Wisconsin

art gallery

Courtesy of Mineral Point Chamber of Commerce

For Water Bugs: Winona, Minnesota

person rowing with a child

Courtesy of Cynthya Porter

6 Hidden Gems in Wisconsin: Algoma, Cable, Bayfield, Cedarburg, Delafield and Milton

lighthouse peaking out in to the lake

Algoma (Courtesy of Getty Images)

Footer that says Subscribe with covers of Madison Magazine