- Destinations
- Experiences
- Stay
- What's new
- Editor’s Picks
- Responsible Tourism
- CampaignsCampaigns
- Subscribe
Route 66, one of the USA's most iconic highways, has been the backdrop for countless families, creating cherished memories on unforgettable road trips. Travelling with kids can come with its challenges, but in Illinois, the 'Mother Road,' as Route 66 is affectionately known, offers the perfect adventure. The journey has diverse, family-friendly attractions, immersive cultural experiences, delicious local cuisine, and more. As Route 66 prepares to celebrate its Centennial in 2026, it solidifies its status as an unmissable road trip destination for all. Here's a guide to a memorable family road trip on Route 66.
Start your road trip in Chicago, a city brimming with experiences for everyone. Visit the Lincoln Park Zoo to meet fascinating animals or enjoy breathtaking views from the Willis Tower Skydeck or 360 Chicago. Families will love the fun-filled Maggie Daley Park, while Millennium Park and its iconic Cloud Gate—affectionately called "The Bean"—are must-see landmarks. Art enthusiasts can immerse themselves at the Art Institute of Chicago, and endless family fun awaits at Navy Pier on the city's picturesque lakefront. Highlights at the Pier include the Centennial Wheel, which offers skyline views, boat excursions, and more.
From Navy Pier, hop on a Big Bus tour to Chicago's Museum Campus. You'll find walking access to the Shedd Aquarium, Adler Planetarium, and the Field Museum, perfect for an educational and engaging day out.
No trip to Chicago is complete without indulging in its famous food. Craving deep-dish pizza? Head to Gino's East. For an authentic Chicago hot dog, Portillo's is a must. For hearty comfort food, visit RJ Grunts in Lincoln Park, home to the world's first salad bar.
The city offers excellent accommodations to suit every taste, including the Holiday Inn Chicago Downtown—Wolf Point, Embassy Suites by Hilton Downtown, InterContinental Chicago, and Radisson Blu Aqua Hotel.
Begin your next day at the Begin Route 66 Sign in Chicago, but don't leave the city without breakfast at the legendary Lou Mitchell's, your first official Route 66 stop.
Heading south, go to the Old Joliet Prison for a fascinating tour—especially if you're a Blues Brothers fan. In Pontiac, snap a picture with the iconic mural at the Illinois Route 66 Hall of Fame & Museum and explore the charming downtown area, including the unique Pontiac Art Cars.
Your next stop is Normal, where you'll visit Ryburn Place at the historic Sprague's Super Service. This former gas station, café, and garage from Route 66's golden age now serve as a gift shop and information centre, celebrated for its striking Tudor Revival-style architecture.
Just south of Normal in Atlanta, don't miss the Paul Bunyon Statue, one of the famed Muffler Man statues along Route 66. If you're a fan of vintage video games, stop by the Route 66 Arcade Museum in Atlanta to enjoy pinball machines and other retro games with the kids.
As you continue your journey, take a selfie with the 24-foot-tall Abe Lincoln Statue and marvel at the World's Largest Covered Wagon in Lincoln—two quintessential Route 66 landmarks.
Continue your journey to historic Springfield, a treasure trove of Route 66 landmarks. Start by visiting the Old State Capitol and the World's Largest Route 66 Shield at Motorheads Bar, Grill, and Museum. If you're road-tripping in the summer, spend some time at Knights Action Park, where you can enjoy a water park, mini-golf, and the nostalgic Route 66 Drive-In Theater.
History enthusiasts will love the Abraham Lincoln Presidential Library and Museum and the historic stretch of Route 66 in Auburn, just outside Springfield.
After a day of exploration, indulge in local flavours at the Cozy Dog Drive In, adorned with Route 66 memorabilia and famous for its delicious Cozy Dogs. Try the horseshoe sandwich at D'Arcy's Pint for another iconic bite—an open-faced cheeseburger topped with fries and cheese sauce. For a mix of history and great food, stop by the Mahan Filling Station and Fulgenzie's Pizza & Pasta, which celebrate the legacy of Route 66.
When it's time to rest, Springfield offers plenty of family-friendly accommodations, including the Hampton Inn & Suites, Residence Inn, and the President Abraham Lincoln DoubleTree.
Start your next day bright and early as you continue your Route 66 adventure into Great Rivers Country. Begin with a visit to Henry's Rabbit Ranch, a quirky emporium filled with highway and trucking memorabilia and a collection of real and figurine rabbits. Next, explore the Pink Elephant Antique Mall, a treasure trove of vintage finds where you could easily spend hours. Don't miss the Twistee Treat Diner located at the mall—a perfect spot for a quick bite of ice cream or a cheeseburger.
Continue to the Old Chain of Rocks Bridge, an iconic Route 66 landmark that spans a beautiful stretch of the Mississippi River, connecting Illinois to Missouri. For a truly breathtaking experience, head to Grafton and take a sunset gondola ride with Aerie's Resort and Grafton SkyTours. The ride offers unparalleled views of the Mississippi River and the surrounding bluffs.
When it's time to refuel, Great Rivers Country boasts many Route 66-themed eateries. Stop by the historic Ariston Café in Litchfield for a nostalgic dining experience with delicious food. For a sweet treat, try Doc's Soda Fountain, another Route 66 classic, or grab a coffee at Post Commons to keep your journey energised.
Wrap up your epic road trip with a relaxing stay at the Best Western or the DoubleTree Hotel, ensuring a cosy and comfortable end to your Route 66 adventure.
