Short Breaks And Midwest Weekend Getaways From Chicago - My Family Travels
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Living in the center of the US, Chicago area families have some driving to do for weekends away at fun museums, waterparks, and great cities.

The Midwest is both the Land of Lincoln and the land of Obama, two fathers who have been celebrated for enjoying their families and family vacations. (At least we can speak for the latter.) So it stands to reason that other families in the Chicago metropolitan area would welcome a chance to escape the stress of the city and enjoy family time on a short break holiday.

This central region may not be as densely packed with resorts, campgrounds, B&Bs and other weekend getaways as the country's coasts, but there are plenty of lodging choices and vacation ideas for those who want to have fun. Whether your family is looking for a short break holiday, a cheap vacation package, a fun last-minute excursion to break up a road trip, or a weekend getaway from everyday routines, there are lots of options within a 200-mile radius of Chicago, and some other great cities within 300 miles.

The following weekend getaway roundup includes some of our family's favorite kids' destinations. There are, of course, many other choices for spending your time and money on a short break, so we'll just highlight some of the top local attractions, kid-friendly festivals and events that suit all ages. We welcome you to submit your own favorite Midwest weekend getaways.

Weekend Getaways Within 200 Miles of Chicago

Illinois Apple Farms
Great apple and pumpkin picking farms exist throughout Illinois; these are some favorites for Chicago area families that are ripe for fall weekends.

Midwest Weekend Getaway With A Tropical Vibe At KeyLime Cove
This resort's huge indoor waterpark offers an affordable family weekend for all ages — all year round — plus coaster rides at the Six Flags nearby.

Explore Indianapolis with Kids
Home to the largest children's museum in the world, be sure to check out Indianapolis, Indiana for great family fun year round

Free Travel Fun In Indianapolis
Wondering what kind of family vacation you can afford? Head to Indy for free concerts, museums, history, transportation and endless fun throughout spring, summer and fall (winter's cold!)

Springfield Illinois, Land of Lincoln
From the world's first drive-up diner to the old Capitol building where Abraham Lincoln served the people, central Illinois delights history-minded families.

Bringing Outdoor Fun Indoors at Great Waterparks
Does your family get the winter blues? Consider visiting one of these Milwaukee area indoor waterparks, where the fun continues year round.

Water Play in Wisconsin Dells Family Hotels
At these amazing waterparks in the world's capital of indoor waterplay resorts, the last thing you'll be thinking about is the long drive home.

Fun that's Only in Summer for Midwest Weekend Getaways

Great Lakes' Family Beach Areas
From New York to Wisconsin, the Great Lakes' shoreline includes hundreds of family beach getaways for watersports, fishing and outdoor adventure.

A Traverse City, Michigan Family Guide
Parasailing, skiing, ballooning and more family activities join watersports and fishing at this long-established resort area along Michigan's western shore.

City Weekends or Fun Short Breaks within 300 Miles of Chicago

Cleveland, Ohio A Family-Welcoming City
This northern Ohio city has matured from urban blight to having fine museums, parks, great art, cheap convenient hotels and the country's best pita.

Detroit, Michigan Family Attractions
There are many sides to the city of Detroit, and exploring the heritage of Michigan's Motor City is one of the best ones for a family weekend getaway.

Cincinnati & Newport, Double the Pleasure
The new Underground Railroad Freedom Center, museums and friendly mid-Westerners attract families to this Ohio – Kentucky metroplex.

Iowa Family Attractions
Iowa may be off your flight path, but when you head out Io-o-way, you'll find the trails of Lewis & Clark, Herbert Hoover, Blue Bell ice cream and that Field of Dreams.

Along the African Diaspora Trail in St. Louis
In addition to a great zoo, many fine museums, a heritage of jazz music and Missouri hospitality, families will also find a rich history of African American culture.

Milwaukee, Wisconsin – Big City Fun with Small Town Charm
Visit this Great Lakes city that strikes the perfect balance between small town charm and urban attitude with various attractions perfect for the whole family.

Winter Wonderland Getaways in Wisconsin Door County 
Door County may be known as the summer retreat for Midwesterners and Chicagoans, but be sure to visit during wintertime for ice fishing, snowmobiling, snowshoeing and beyond

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2 Replies to “Short Breaks And Midwest Weekend Getaways From Chicago”

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    This is a great travel destination ideas, although it seems outdated. Do you have a more updated travel guides, I believe some locations are not the same due to the pandemic

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    I think this content needs updating. I am interested in looking for new winter destinations after the pandemic hits.

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    Planning a winter getaway is an adventure in itself. The snowy landscapes add a magical touch to the family bonding experience. You nailed it. meticulous planning is key, and being ready for unexpected twists, like a surprise blizzard, keeps the excitement alive. Any memorable winter destinations you’d recommend?

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