The 2026 Centennial of Route 66 is more than just a birthday for the highway—it’s a celebration of the American urge to move, and nowhere is that pulse stronger than in Missouri. This stretch of the Mother Road offers a perfect cross-section of the last century, including its birthplace.
This road trip itinerary through the Show Me State is more than just a drive from the Mississippi through the Ozarks; it's a curated collection of the route’s most compelling icons—from the sweet, frozen nostalgia of Ted Drewes in St. Louis to the beautifully restored Art Deco splendor of the Boots Court in Carthage. Along the route, you aren't just witnessing roadside attractions; you're honoring the complex, layered history of the land itself. Buckle up—this is 300 miles of history, heartbreak, and hospitality.















