Route 66, often referred to as the “Main Street of America,” is more than just a highway; it’s a journey through history, culture, and the spirit of the American road trip. As you traverse this iconic route, you’ll encounter quirky roadside attractions, vibrant towns, and the stories that shaped a nation. Here are three diverse examples to inspire your own historic Route 66 adventure.
Perfect for families and nostalgia seekers, this route focuses on iconic stops that celebrate the classic Americana experience.
Start your journey in Chicago, where you can snap a photo at the famous Route 66 sign. As you drive southwest, make a stop in Pontiac, Illinois, to visit the Route 66 Hall of Fame and Museum, filled with memorabilia and artifacts that tell the story of this legendary highway. Continuing on, stop at the charming town of Bloomington for a bite at the historic Denny’s, known for its vintage décor. Next, head to St. Louis, where the Gateway Arch stands tall, symbolizing westward expansion. After crossing into Missouri, don’t miss the chance to visit Meramec Caverns, a stunning natural wonder that once served as a hideout for Jesse James. Finally, wrap up your trip in Springfield, where you can visit the Abraham Lincoln Presidential Library and Museum to delve into the life of America’s beloved president.
This route is family-friendly and includes plenty of opportunities for educational stops. Consider visiting during the summer months for the full experience of outdoor attractions and local festivals.
For those who appreciate the bizarre and unusual, this route highlights some of the weirdest and most wonderful roadside attractions along Route 66.
Kick off your adventure in Los Angeles, where you can take a selfie with the giant Hollywood sign before hitting Route 66. Your first quirky stop is the famous “World’s Largest Rubber Band Ball” in Wilmington, Illinois. Next, make your way to the “Cadillac Ranch” in Amarillo, Texas, where you can spray paint your own artistic contribution on a row of half-buried Cadillacs. As you continue, visit the “Blue Whale of Catoosa” in Oklahoma, a giant concrete whale that has become a beloved photo op. Finally, end your trip at the “Route 66 Museum” in Victorville, California, where you can learn about the highway’s fascinating history while exploring its many eccentricities.
This route is best enjoyed with a sense of humor and a willingness to step outside the traditional tourist path. It’s perfect for solo travelers or groups looking for unique experiences.
Ideal for those who want to combine scenic beauty with historical exploration, this route showcases the natural landscapes and history surrounding Route 66.
Begin your journey in Santa Monica, California, where the iconic pier marks the western end of Route 66. As you head east, make a stop at the stunning Joshua Tree National Park, where you can hike among the unique rock formations and Joshua Trees. Continuing through Arizona, don’t miss the Grand Canyon, a UNESCO World Heritage site that offers breathtaking views and hiking opportunities. As you journey through New Mexico, take a detour to the historic town of Santa Fe, known for its Pueblo-style architecture and art scene. Finally, wrap up your trip in the historic Route 66 town of Flagstaff, where you can explore the Lowell Observatory and learn about the stars that have guided travelers for centuries.
This route is perfect for nature lovers and history buffs alike. Plan your trip during the spring or fall for mild weather and stunning seasonal scenery.