Discovering the Best Route 66 Road Trip Itineraries

By Edward

Jun 25, 2025

In Travel Itineraries

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Route 66, the Mother Road, beckons with its promise of adventure, nostalgia, and a slice of Americana. Planning a road trip along this iconic highway is an exciting endeavor, but figuring out the perfect itinerary can be daunting. This guide offers insights into crafting unforgettable Route 66 road trip itineraries, highlighting must-see stops, hidden gems, and practical tips for an epic journey.

Planning Your Route 66 Adventure: Essential Considerations

Before diving into specific itineraries, consider these crucial factors:

• Time: How much time do you have for your Route 66 adventure? A complete journey from Chicago to Los Angeles typically requires at least two weeks, but shorter segments offer fantastic experiences.
• Budget: Route 66 offers options for various budgets. Accommodation ranges from budget-friendly motels to charming historic hotels. Factor in fuel, food, attractions, and potential souvenirs.
• Interests: What are your primary interests? History buffs might prioritize museums and historical sites, while nature enthusiasts may seek out scenic overlooks and hiking trails. Foodies will want to explore local diners and quirky roadside attractions.
• Vehicle: Ensure your vehicle is reliable and suitable for long distances. A comfortable car with good gas mileage is ideal. Consider roadside assistance coverage for added peace of mind.

Route 66 East to West: Popular Segments and Itinerary Ideas

While driving the entire Route 66 is a dream for many, segmenting the journey into manageable portions is often more practical. Here are some popular Route 66 sections and corresponding itinerary ideas:

Chicago to St. Louis: The Beginning of the Road

Starting in Chicago, Illinois, this segment takes you through the heart of the Midwest. Key stops include:

• Chicago, IL: Explore the Route 66 beginning point at Adams Street.
• Pontiac, IL: Visit the Route 66 Hall of Fame and murals.
• Springfield, IL: Explore Abraham Lincoln's home and the Illinois State Capitol.
• St. Louis, MO: See the Gateway Arch and enjoy the vibrant city life.

This section is perfect for a 3-4 day road trip, offering a blend of cityscapes, historical landmarks, and classic Route 66 attractions. Don't miss the iconic Gemini Giant in Wilmington, IL, and the Chain of Rocks Bridge just outside St. Louis.

St. Louis to Oklahoma City: Heart of the Mother Road

This stretch delves into the heart of Route 66, passing through Missouri, Kansas, and Oklahoma. Highlights include:

• Meramec Caverns, MO: Explore this natural wonder with Jesse James legend.
• Galena, KS: Home of inspiration for Radiator Springs from the Cars movie.
• Tulsa, OK: Visit the Route 66 Historical Village and the Philbrook Museum of Art.
• Oklahoma City, OK: Explore the Oklahoma City National Memorial & Museum and the Bricktown Canal.

Allow 4-5 days for this segment, immersing yourself in the history and culture of the Mother Road. Be sure to stop at quirky roadside attractions like the Blue Whale of Catoosa and enjoy some delicious Oklahoma barbecue.

Oklahoma City to Amarillo: Through the Texas Panhandle

This portion of Route 66 traverses the vast landscapes of Oklahoma and the Texas Panhandle. Notable stops include:

• Clinton, OK: Visit the Route 66 Museum.
• Shamrock, TX: Admire the U-Drop Inn, a stunning Art Deco gas station.
• Amarillo, TX: Home to the Cadillac Ranch and the Big Texan Steak Ranch.

Allocate 2-3 days for this leg, experiencing the wide-open spaces and unique Texan hospitality. Don't forget to try the famous 72-ounce steak challenge at the Big Texan (if you dare!).

Amarillo to Albuquerque: New Mexico's Enchanting Landscapes

This segment takes you through the captivating landscapes of New Mexico, offering a blend of Native American culture and stunning scenery. Key attractions include:

• Tucumcari, NM: Explore the vibrant neon signs and classic Route 66 motels.
• Santa Fe, NM: Visit the historic plaza and immerse yourself in art and culture.
• Albuquerque, NM: Ride the Sandia Peak Tramway and explore Old Town.

Plan for 3-4 days to fully appreciate this section, discovering the rich history and breathtaking landscapes of New Mexico. Don't miss the opportunity to sample authentic New Mexican cuisine, known for its flavorful chile peppers.

Albuquerque to Los Angeles: The Final Stretch

The last leg of Route 66 winds through Arizona and California, culminating in the vibrant city of Los Angeles. Highlights include:

• Petrified Forest National Park, AZ: Marvel at the ancient petrified wood formations.
• Meteor Crater, AZ: Witness the impact of a massive meteorite.
• Grand Canyon National Park, AZ: Take a detour to experience one of the world's most iconic natural wonders.
• Calico Ghost Town, CA: Step back in time at this preserved silver mining town.
• Santa Monica, CA: Celebrate the end of Route 66 at the Santa Monica Pier.

Allow 5-7 days for this final segment, savoring the diverse landscapes and attractions along the way. Be sure to capture a photo at the