Embarking on the Ultimate Route 66 Adventure: A 7-Day Journey of Iconic Stops, Delicious Eats, and Must-See Attractions

Route 66 is an American landmark that everyone should explore at least once! And we’ve got a full itinerary for you right here:

Day 1: Chicago, Illinois to St. Louis, Missouri

Begin your epic Route 66 road trip in the Windy City, Chicago. Explore the city’s vibrant neighborhoods, indulge in deep-dish pizza, and visit the Art Institute of Chicago. As you hit the road, make your way to Joliet, where you can catch a race at the Chicagoland Speedway. Continue to Pontiac, home to the Route 66 Hall of Fame, and end the day in St. Louis. Don’t miss the opportunity to visit the Gateway Arch, stroll along the historic Delmar Loop, and savor some BBQ ribs.

Day 2: St. Louis, Missouri to Springfield, Missouri

Start the day with a visit to the iconic Chain of Rocks Bridge, an architectural gem that spans the Mississippi River. As you journey through Missouri, make a stop in Cuba, a small town known for its Route 66 murals and the World’s Largest Rocking Chair. Continue to Lebanon and explore the Route 66 Museum before reaching Springfield, where you can tour the birthplace of Route 66 and enjoy a classic diner experience at the Steak ‘n Shake.

Day 3: Springfield, Missouri to Tulsa, Oklahoma

Today’s journey takes you through the stunning landscapes of the Ozarks. Make a pit stop in Carthage to admire its beautifully preserved courthouse and the iconic Boots Court Motel. Continue to Joplin, known for its vibrant arts scene, and explore the eclectic galleries and boutiques of the East Town neighborhood. As you cross into Oklahoma, visit the Coleman Theater in Miami and make your way to Tulsa. Enjoy a delicious steak dinner at the iconic Cattlemen’s Steakhouse and soak in the city’s rich history at the Tulsa Route 66 Main Street.

Day 4: Tulsa, Oklahoma to Amarillo, Texas

Leaving Tulsa behind, drive through the rolling plains of Oklahoma and make a stop in Arcadia to visit the quirky Round Barn, a Route 66 landmark. Continue to Oklahoma City and explore the National Cowboy & Western Heritage Museum or the Oklahoma City National Memorial & Museum. As you cross into Texas, make a detour to the Cadillac Ranch near Amarillo, where colorful vintage Cadillacs are planted nose-first in the ground. Wrap up the day with a juicy steak at The Big Texan Steak Ranch, home to the legendary 72-ounce steak challenge.

Day 5: Amarillo, Texas to Santa Fe, New Mexico

Departing Amarillo, venture into New Mexico’s diverse landscapes. Explore the artistic town of Tucumcari, known for its vibrant murals and classic neon signs. Continue westward to Santa Rosa, where you can take a dip in the famous Blue Hole, a stunning natural swimming spot. As you approach Santa Fe, indulge in the city’s vibrant art scene, explore the historic Plaza, and savor traditional New Mexican cuisine at one of the renowned local restaurants.

Day 6: Santa Fe, New Mexico to Winslow, Arizona

Immerse yourself in the enchanting landscapes of New Mexico as you journey to Albuquerque. Visit the Indian Pueblo Cultural Center, where you can learn about the rich Native American heritage of the region. Continue west to Gallup, a hub of Native American arts and crafts. As you cross into Arizona, stop at the Petrified Forest National Park and marvel at the ancient trees turned to stone. Reach Winslow and take your iconic photo at the “Standin’ on the Corner” park, inspired by the famous Eagles song.

Day 7: Winslow, Arizona to Los Angeles, California

On the final leg of your journey, drive through the breathtaking landscapes of northern Arizona. Visit the Meteor Crater near Winslow, a colossal impact crater that offers a glimpse into the Earth’s turbulent past. Continue west to Flagstaff and savor the mountain town’s charming ambiance. As you approach California, take a detour to the iconic Joshua Tree National Park, known for its unique desert scenery and Joshua trees. Finally, make your way to Los Angeles, bask in the glitz and glamour of the city, and celebrate the completion of your epic Route 66 adventure.

This 7-day itinerary showcases the highlights of the historic Route 66, but keep in mind that there are countless attractions, charming towns, and hidden gems to discover along the way. So, hit the road, embrace the spirit of the open highway, and let the magic of Route 66 guide you on an unforgettable journey through the heart of America.

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