From here, head to the Lake of the Ozarks, where you’ll get to bask in some serious lakeside fun with gorgeous views all over. Louis, where you can spend the day checking out the iconic Gateway Arch over the Mississippi River and a couple of unique museums. Louis and ending in Kansas City, this route will take you through some of the most culture-filled cities and quintessential wild terrain in the southern part of the Midwest. For a quintessential Midwest experience (and a great excuse to toast the end of this Midwest road trip), don’t miss out on sipping a few beers at the iconic Anheuser-Busch Brewery. Louis Arch, you’ll know the journey is over, but even then, you’ll still find plenty of incredible things to do in St. Other unique sights and landmarks you’ll find along the way are the Railsplitter Covered Wagon and the Watermelon Lincoln Monument in Lincoln, the World’s Largest Ketchup Bottle, the Our Lady of the Highway Shrine, the Soulsby Service Station, and so much more!
Along the way, make a stop in the town of Bloomington, where you can stretch your legs by visiting the emblematic Illinois Route 66 Hall of Fame and Museum.
Next, head to Joliet and take some time to visit the Joliet Area Historical Museum before hopping back into the car. Adams Street, where you’ll find the iconic “Route 66 Starts Here” sign!Ĭontinue onwards to Lyons and check out the Hoffman Tower. Start in Chicago, where you can see all the city highlights like the Sears Tower and the Buckingham Fountain before heading to the corner of Michigan Ave.
Louis doesn’t slack when it comes to old-fashioned diners, classic service stations, family owned-cafes, cornfields, sleepy towns, and tons of kitschy landmarks. The Midwest portion between Chicago and St. Simply put, there is probably no road trip in the entire USA that is as full of classic Americana as the so-called “King of All Roads”. Route 66 actually starts in Chicago and runs all the way to Santa Monica on the West Coast, but if you don’t want to go the entire way, focusing on the Midwest part of the road trip is enough to experience some of the best it has to offer.
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