What You Should See on Your Midwest Road Trip

Plan a Midwest road trip

If you’re stuck for Midwest trip ideas, why not plan an amazing road trip? When it comes to summer road trips, the East and West coasts seem to take all of the glory. While those dreamy routes do evoke images of Route 66, coastal landscapes, and enchanting forest and mountainous backdrops, we’re here to tell you the Midwest’s hidden gems and sights certainly stack up to their coastal counterparts. With our list of top picks to see on your Midwest summer road trip, as well as a few places to stop and glamp along the way, we’re hoping to send you off on the Midwest road trip of your dreams. From cheap road trips in the Midwest to a splash of luxury, we have all the best options for fun road trips in the Midwest. Road trip destinations don’t get much better!

Keep reading to find the best places to road trip in the Midwest

When it comes to road trips, Midwest America is the perfect destination. The Midwest is large, vast, and spread-out, so depending on your route, you may or may not be able to make all of these stops. While we couldn’t cover everything in the Midwest, these are certainly some stand-out options. To help you plan the perfect adventure, we’ve put together a list of the best places to roadtrip in the Midwest.

Start your Midwest road trip in Nebraska, one of our favorite places to road trip to in the Midwest

Let’s start our great Midwest road trips with Nebraska. An unassuming state in every sense of the world, it’s exactly the kind of place we’re talking about when we say hidden gems when we’re talking about great places to roadtrip to in the Midwest. Take the city of Valentine, for example. By all means, it’s a small Midwestern town that doesn’t jump out when looking at a map. Take a deeper look, though, and you’ll find it’s an ideal stopping off point on a Midwest road trip, boasting a 70-foot spring-fed waterfall. Outdoor lovers will also enjoy the nearby Niobrara River—a perfect place for canoeing or kayaking, as well as western Nebraska’s beautiful sandhills.

What to see: Valentine, Nebraska

Where to stay: Refined Luxury Tents with Vintage Decor on Vineyard in Nebraska

The best Midwest road trips from Illinois

One of the best places to visit in the Midwest in summer when you’re planning the best Midwest road trips from Chicago, you can’t leave out Illinois from your itinerary. Apart from the mandatory stop in Chicago, we have something a bit more off the beaten track in mind for the best Midwest road trip. Tucked away in Geneva, Illinois, you’ll find an original showpiece—a replica of a 9th Century Viking ship—from the 1893 World’s Columbian Exposition held in Chicago. This incredible piece of art came from Norway and ailed through the Great Lakes to make it to the exposition.

What to see: Viking ship replica

Where to stay: Stay in a Tree House near Shawnee National Forest, Illinois

The best Wisconsin road trip ideas

Just 40 minutes south of Wisconsin’s capital city, New Glarus is an obvious choice for the beer-loving and brewery-appreciating traveler on a Midwest road trip. Up there with the best family road trips midwest America can boast, New Glarus is home to one of Wisconsin’s most well-known breweries, the New Glarus Brewing Company, and since its delicious ales are only available in Wisconsin, you better try them while you’re passing through. One of our favorite Wisconsin road trip ideas, this is a must for any fan of beers and ales.

What to see: New Glarus Brewing Comapny

Where to stay: A-Frame Cabin Adjacent to Beautiful Pond in Hillsboro, Wisconsin

The best family road trip ideas Midwest USA can boast

This is up there with some of our favorite family road trip ideas. Midwest road trip ideas in Wisconsin is a lovely spot nestled within the state’s peninsula. With water on both sides, Door County makes for a refreshing stop on your Midwest road trip. Soak up your surroundings, and enjoy the fresh air while making this stop, and don’t forget one of the state parks the area has to offer. When it comes to glamping, Wisconsin has so much to offer.

What to see: Peninsula State Park, and outdoor theater Northern Sky Theater

Where to stay: Family-Friendly Cabin Across From Lake Michigan, Wisconsin

Head to Ohio for one of our road trips in the Midwest, 2021

If you find yourself in Ohio, stop by Serpent Mound—a 1,330-foot-long effigy mound, which, for those of you who’ve forgotten history lessons past, is a raised pile of earth in the shape of an animal, symbol, or other figure constructed within many different Native American cultures. While historians don’t completely agree on its original purpose (or beginnings, for that matter), I think we can all agree it’s a sight to see, making this one of the best road trips in the Midwest.

What to see: Serpent Mound in Bratton, Ohio

Where to stay: Upscale Cabin for Rent in Hocking Hills Region of Ohio


Mix the outdoors with a bit of culture by visiting Missouri. Mark Twain was born in the small town of Hannibal, so stop for a visit to the Mark Twain Boyhood Home & Museum and learn about the roots of one of America’s greatest novelists. After that pit stop, head south to the Mark Twain State Park, which is tucked away in the Salt River Hills and offers all sorts of outdoor fun. Picnics, hiking trails, and lake swimming await.

What to visit: Mark Twain Boyhood Home & Museum; Mark Twin State Park

Where to stay: Riverside Tree House by the Ozark Mountains, Missouri

We hope this list of Midwest must-sees gives you a place to start and a bit of inspiration—here’s to a Midwest summer road trip to remember.

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