Hello, Lykkers! Route 66, known as the “Main Street of America,” is more than just a highway—it’s a celebration of American culture and history.

Stretching from Chicago to Santa Monica, this iconic route spans over 2,400 miles, passing through small towns, bustling cities, and scenic landscapes.

A road trip along Route 66 is an unforgettable experience, offering a chance to explore unique attractions, roadside diners, and historical landmarks. Here’s a driving guide to help you make the most of your journey.

1. Start in Chicago, Illinois

Kick off your Route 66 adventure in Chicago, a city rich in history and culture. Before hitting the road, explore landmarks like the Willis Tower and Millennium Park. Once you’re ready, head south on Michigan Avenue, where you’ll find the official Route 66 Begin Sign.

• Tip: Take time to explore Chicago’s museums and the vibrant downtown before starting your journey.

Millennium Park

2. St. Louis, Missouri

As you move into Missouri, stop in St. Louis to see the Gateway Arch, a symbol of westward expansion. Enjoy the views of the Mississippi River and explore nearby cultural sites like the Courthouse Place.

• Tip: Don’t miss a visit to the City Museum, an interactive experience with fun exhibits and art.

Courthouse Place

3. Tulsa, Oklahoma

Tulsa is known for its Art Deco architecture and thriving music scene. Stroll through the historic district, where you’ll find quirky diners and shops. A must-see is the Golden Driller statue, one of the largest free-standing sculptures in the world.

• Tip: Plan to stop at the Route 66 Historical Village to learn about the highway’s impact.

Golden Driller statue

4. Amarillo, Texas

In Amarillo, visit the famous Cadillac Ranch, where 10 iconic Cadillacs are half-buried in the dirt. For a unique dining experience, head to the Black Bear Diner Amarillo.

• Tip: The Texas countryside is perfect for scenic photography, so don’t forget your camera.

5. Santa Fe, New Mexico

Santa Fe is a beautiful blend of Native American art, southwestern culture, and adobe architecture. Explore the Santa Fe Plaza, where local artisans showcase their crafts, and visit the Georgia O’Keeffe Museum to see works by the legendary artist.

• Tip: Try the local cuisine, including green chili dishes, for an authentic New Mexican experience.

Santa Fe Plaza

6. Flagstaff, Arizona

Flagstaff offers a cooler escape from the desert heat and is a gateway to the Grand Canyon. Visit Lowell Observatory, where Pluto was discovered, or take a detour to the Grand Canyon for breathtaking views.

• Tip: The scenic drive from Flagstaff to the Grand Canyon is filled with stunning landscapes.

7. End in Santa Monica, California

Your Route 66 journey ends at the Santa Monica Pier, where you can enjoy the beach and the historic pier. Reflect on your adventure as you dip your toes in the Pacific Ocean, completing one of the most iconic road trips in the world.

• Tip: Take time to explore Santa Monica’s vibrant shopping and dining scene before relaxing on the beach.

Santa Monica Pier

Additional Tips for Your Journey:

• Plan Your Stops: Research interesting attractions along the route and make time for spontaneous stops.

• Stay in Historic Motels: Choose retro motels for a nostalgic experience.

• Pack for Weather Changes: Weather can vary, so bring layers and check forecasts regularly.

• Bring Snacks and Water: Some stretches are remote, so be prepared with snacks for long drives.

Route 66 is more than just a road—it’s an adventure. From iconic landmarks to hidden gems, this journey offers a deeper connection to America’s history and culture. So, pack your bags, hit the road, and let the freedom of Route 66 guide you to unforgettable memories. Safe travels!

Route 66: 20 Great Stops on the Road Trip

Video by Through My Lens