Route 66 beckons travelers, tempts history buffs, and transforms ordinary road trips into extraordinary adventures. This 2,448-mile historic highway, often called “The Mother Road,” winds through eight distinct states, each offering its own blend of quirky roadside attractions and must-see landmarks. From Illinois’ iconic Gemini Giant to California’s sun-soaked Santa Monica Pier, the expedition presents a living museum of mid-century Americana, vintage neon signs, and local flavors that can’t be experienced anywhere else. What hidden gems await in the stretches between?
The Ultimate Route 66 State-by-State Guide

Eight states, nearly 3,000 miles, and countless memories await travelers along America’s most iconic highway, Route 66. This legendary “Mother Road,” decommissioned in 1985 but forever etched in American lore, served as a lifeline during the Dust Bowl and Great Depression before becoming a symbol of freedom and adventure.
Route 66: America’s historic ribbon of asphalt where dreams and dust have mingled for generations.
In Illinois, the expedition begins at Chicago’s Lou Mitchell’s Diner, where classic American breakfasts fuel road trippers before they encounter the towering Gemini Giant astronaut in Wilmington. Before leaving the Windy City, don’t miss the iconic Route 66 sign at East Adams Street and South Michigan Avenue for a perfect start-of-journey photo. History buffs can’t miss Springfield’s Abraham Lincoln Presidential Library or the Cozy Dog Drive-In, birthplace of the humble corndog.
Missouri offers the majestic Gateway Arch in St. Louis and sweet treats at Ted Drewes Frozen Custard, a local institution since 1929. The historic Chain of Rocks Bridge spans the Mississippi, while the charming Wagon Wheel Motel in Cuba provides authentic vintage lodgings.
Kansas claims just 13 miles of Route 66, but these miles pack a punch with the Baxter Springs Independent Oil and Gas Service Station and the quaint downtown of Galena, where Americana thrives on a smaller scale.
Oklahoma, with its stretch of the Mother Road, boasts the playful Blue Whale in Catoosa, a beloved roadside photo op, and the historic Coleman Theater in Miami, an architectural gem from a bygone era. For families seeking affordable adventures, the state offers numerous budget-friendly attractions that deliver memorable experiences without the high costs of premium destinations.
Texas presents the quirky Cadillac Ranch in Amarillo, where spray-painted vintage cars stand half-buried in the dusty plains, and the MidPoint Café in Adrian, marking the halfway point between Chicago and Santa Monica. Though it has the second shortest alignment after Kansas, Texas packs in classic icons that showcase the essence of Route 66 culture.
New Mexico and Arizona deliver natural wonders and cultural treasures, from Santa Fe’s vibrant art scene to Winslow’s famous Standing on a Corner Park, immortalized by the Eagles. The Blue Hole in Santa Rosa and the Barringer Crater offer spectacular natural plunges.
California concludes this epic expedition at the Santa Monica Pier, where travelers can dip their toes in the Pacific, having traversed a highway that’s more than just pavement—it’s America’s history, culture, and spirit rolled into one unforgettable experience. Just north of the route, the college town of Chico offers a delightful detour with its blooming rose gardens and vibrant downtown scene.