Join us on an unforgettable four-day adventure along the legendary Route 66! From the bustling streets of Chicago to the historic charm of Springfield and Auburn, immerse yourself in Americana culture and scenic wonders. Get ready to make timeless memories and experience the quintessential spirit of the Mother Road.

Day 1: Chicago

Kickstart your family adventure down Illinois’ iconic Route 66 with a day of exploration in vibrant Chicago. Begin your journey amidst the bustling cityscape, where skyscrapers meet endless opportunities for family fun. Let your little ones marvel at the wonders of Lincoln Park Zoo or embark on an exhilarating sky-high adventure at the Willis Tower Skydeck. For a touch of culture, immerse yourselves in the art world at the Art Institute of Chicago or strike a pose at Cloud Gate in Millennium Park.

No Chicago experience is complete without indulging in its renowned culinary scene. Treat your taste buds to deep-dish delights at Pizzeria Uno or savor the quintessential Chicago hot dog experience at Portillo’s. End the day with a sweet treat or a cozy meal at R.J. Grunts in Lincoln Park.

Day 2: Chicago -> Lincoln

Fuel up with a hearty breakfast at Lou Mitchell’s before hitting the road to explore Route 66’s southern charms. Make memorable pit stops along the way, from touring the historic Old Joliet Prison to capturing family photos with the iconic Gemini Giant in Wilmington. Delight in the vibrant mural art at the Illinois Route 66 Hall of Fame & Museum in Pontiac and soak up the retro vibes at the Route 66 Arcade Museum in Atlanta.

Continue your adventure with a visit to the world’s largest covered wagon in Lincoln and snap a selfie with the towering Abe Lincoln statue. As the day winds down, bask in the nostalgia of classic Route 66 sites before making your way to Springfield.

Day 2 & 3: Springfield/Auburn

Immerse yourselves in history and charm as you explore the historic city of Springfield. Marvel at the world’s largest Route 66 shield at Motorheads Bar, Grill and Museum before enjoying a day of family fun at Knight’s Action Park. Dive deeper into the past with interactive exhibits at the Abraham Lincoln Presidential Library and Museum, and capture timeless moments at the Old State Capitol.

Venture outside Springfield to Auburn for a stroll along the historic portion of Route 66, preserving the essence of yesteryears. Indulge in Route 66-inspired delicacies, from the legendary Cozy Dog at Cozy Dog Drive In to the famous horseshoe sandwich at D’Arcy’s Pint.

Day 4: Great Rivers and Routes

Continue your journey through Great Rivers Country, where Route 66 unveils a tapestry of scenic wonders. Encounter adorable rabbits at Henry’s Rabbit Ranch and peruse vintage treasures at the Pink Elephant Antique Mall in Litchfield. Cool off with a splash at Raging Rivers Waterpark or soak in breathtaking views from the Old Chain of Rocks Bridge.

Savor the classic Americana flavors at historic gems like the Ariston Cafe in Litchfield or Doc’s Soda Fountain. Conclude your family adventure with a serene gondola ride at Aerie’s Resort and Grafton SkyTours, marveling at the majestic Mississippi River and scenic bluffs.

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