Two-day Itineraries | Midwest Living
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Two-day Itineraries

Explore the Midwest with the help of our two-day itineraries, ideal for a weekend or overnight getaway. Find itineraries for big cities, small towns and scenic drives in Michigan, Minnesota, Wisconsin, Illinois, Iowa, Indiana, Ohio, Kansas, Missouri, Nebraska, South Dakota and North Dakota.

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With luxe lodging and a museum-packed park, Indianapolis is a great urban escape.
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American history unfolds in all its retro-kitsch glory on this journey that starts in Chicago and runs southwest through the state to St. Louis. Unplug from the modern everyday on a nostalgic,...
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Head to northeast Kansas, where cute shops, cozy B&Bs, ghostly tales and the legacy of Amelia Earhart breathe energy into historical streets.
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Top-notch museums and a revitalized downtown area draw visitors to Oklahoma’s capital (population 590,000).
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Once nicknamed the Oil Capital of the World, Tulsa (population: 396,000) is reinventing itself as a 21st-century destination. Spend a weekend exploring art, architecture, gardens, bike trails and...
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An inventive summer-long Shakespeare festival—including created-on-the-spot plays—stars during weekends in Bloomington-Normal, Illinois.
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Enjoy boat trips, swimming, observatory tours, boutique shopping, inventive restaurants and pampering lodgings in this hamlet 80 miles northwest of Chicago’s Loop.
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A string of 1,200 garage sales transforms a scenic drive on Ohio's Lincoln Highway into a treasure hunt. Small towns, a haunted prison and great bargains await among farm-flecked landscapes.
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Explore the German heritage that small-town Hermann (population: 2,600) proudly maintains in its food, wine, beer, museums and famous wine trail.
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Family activities and fall color star in the hometown of Arbor Day founder J. Sterling Morton (population: 7,200). The best time to visit is during the fall apple harvest and specifically, if you don...

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