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Weekend getaways from Chicago

From food-focused to family trips, here's everything you need to plan your Midwestern weekend getaways

Photograph: Max Glaessner
Hit the road this summer with help from our road trip guide.

You survived another winter, which means it's time to pack up the car and hit the road. Chicago's central location means you're just a day's drive from exploring new farmers markets, craft beer destinations and other great spots for eating and drinking regional foods. Whether you're looking for a long weekend spent hitting restaurants and bars in Nashville, Cleveland or other big cities; a day trip to Milwaukee; or a kid-friendly place for a family beach trip, we've got you covered with itineraries for making the most of your summer.

RECOMMENDED: Things to do in the summer in Chicago

Restaurants

Door County, WI

The region mixes tradition with contemporary flavors

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Restaurants

Louisville

Tiki, tacos and a lot more than bourbon await

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Restaurants

Minneapolis & St. Paul

The Twin Cities blend hyperlocal ingredients with global influences

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Restaurants

St. Louis

There's far more to the Gateway City than barbecue

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Restaurants

Indianapolis

The underrated food city deserves a fresh look

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Restaurants

Madison

Hit the capital for beer, charcuterie and happy hour deals

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Restaurants

Cleveland

The Ohio city is an up-and-coming culinary destination

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Restaurants

Three Oaks & New Buffalo, MI

Here's where to eat on your Michigan weekend getaway

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Restaurants

Nashville

Plan a (long) weekend getaway to Nashville

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Travel

Milwaukee

Local experts help us craft the insider’s guide

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Music

50 best road trip songs

Hit the road, Jack, and crank up the dial

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Kids

Family weekend getaways

Ready to hit the road with the kids this summer?

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