Ultimate Travel Guide to Route 66

Route 66, also known as “The Mother Road,” holds a legendary place in American history. It’s a route steeped in stories of migration, adventure, and nostalgia. Stretching 2,448 miles from Chicago to Santa Monica, it became the main artery for millions of travellers, offering a gateway between the Midwest and the Pacific Coast. Today, Route 66 continues to captivate road trip enthusiasts and history buffs alike.

the U.S. Highway 66

The Charm of Route 66 Today

While the interstate highways have overtaken much of its original path, Route 66 remains a vibrant part of American culture. From historic motels to quirky roadside attractions, it’s not just a road – it’s a journey through time.

Iconic Roadside Attractions

One of the defining features of Route 66 is the number of iconic attractions scattered along the route. Stop at places like the Blue Whale of Catoosa in Oklahoma, the famous Cadillac Ranch in Texas, or the Wigwam Motel in Arizona. These places are more than just pitstops; they embody the spirit of the highway and its role in American pop culture.

In fact, many locations along Route 66 have been immortalised in songs, movies, and TV shows. The “Get Your Kicks on Route 66” song is perhaps the most famous, and the TV show “Route 66” from the 1960s brought even more attention to the highway.

Your Route 66 Road Trip – From Chicago to Santa Monica

Whether you’re looking for adventure or a taste of history, Route 66 offers something for every traveller. Here’s what you need to know to make the most of your journey:

1. Starting Point: Chicago, Illinois

Your journey begins in Chicago, a bustling city filled with culture, iconic architecture, and rich history. Before hitting the open road, take some time to explore the Willis Tower, the Art Institute of Chicago, and grab a famous Chicago deep-dish pizza.

Chicago is home to the starting point of Route 66, and its Illinois Route 66 stretch runs for 301 miles.

2. Missouri – The Gateway to the West

As you travel from Illinois into Missouri, make sure to visit St. Louis and the Gateway Arch, a symbol of the Westward Expansion. Route 66 cuts through Springfield and Cuba, towns rich with history and vintage Americana.

Tip: Stopping at the Munger Moss Motel or the Route 66 State Park will give you a true feel of the old road, full of nostalgia and charm.

3. Oklahoma – The Heart of Route 66

In Oklahoma, Route 66 comes alive with its quirky museums, historic motels, and endless wide-open roads. From Tulsa to Oklahoma City, the landscape and culture shift dramatically. Don’t miss the Round Barn in Arcadia and the Route 66 Interpretive Center in Clinton.

Fun Fact: Oklahoma has 432 miles of Route 66, more than any other state on the route!

4. Texas – The Lone Star State

The Texas stretch of Route 66 is rich in desert landscapes and legendary road stops. From Amarillo’s Cadillac Ranch to Vega, Texas offers a combination of stunning vistas and quirky, rustic stops. If you’re in the mood for adventure, try the Midpoint Café in Adrian, Texas, which marks the exact halfway point of Route 66.

5. New Mexico – The Land of Enchantment

New Mexico’s section of Route 66 is a blend of wild beauty and rich cultural history. Stop in Albuquerque for a taste of local New Mexican cuisine, and take a drive through the Blue Swallow Motel in Tucumcari for a glimpse of vintage Americana.

6. Arizona – The Grand Canyon State

One of the most picturesque sections of Route 66 runs through Arizona. With stops in Flagstaff, Williams, and the world-famous Grand Canyon, this part of the trip is perfect for nature lovers. Make sure to take a detour to the Meteor Crater and Winslow, immortalised in the famous song “Take It Easy” by the Eagles.

7. California – The Final Destination

Your journey ends in Santa Monica, California, where the iconic End of the Trail sign marks the conclusion of the route. But before you reach the Pacific, stop in Barstow and San Bernardino for some final Route 66 nostalgia.

What to Expect on Your Route 66 Road Trip

Mileage Breakdown

The full Route 66 experience spans across eight states and covers 2,448 miles. Here’s a quick breakdown of the mileage by state:

  • Illinois: 301 miles
  • Missouri: 317 miles
  • Kansas: 13 miles
  • Oklahoma: 432 miles
  • Texas: 186 miles
  • New Mexico: 487 miles
  • Arizona: 401 miles
  • California: 314 miles
The chicken boy statute, Route 66
Mother Road Museum, Route 66
Motel Safari, Route 66

When to Travel Route 66

The best time to hit Route 66 is during the spring and autumn months. The weather is pleasant, and you’ll avoid the intense heat of summer. If you’re travelling in the summer, expect more crowds at major attractions and higher temperatures, especially in the desert sections of Arizona and New Mexico.

Route 66 Travel Tips

  • Wear comfortable shoes for the long stops and exploration. There’s a lot to see and explore along the way.
  • Stay in historic motels to experience the charm of Route 66. Many have been restored to reflect their mid-century glory.
  • Download a Route 66 map and a guidebook, as some sections of the road can be a bit tricky to navigate.
  • Be prepared for long drives with limited services, particularly in more remote areas.

The Legacy of Route 66

Route 66 is more than just a highway – it’s a symbol of adventure, freedom, and exploration. From the 1930s Dust Bowl migrations to the 1950s road trip culture, the road has witnessed pivotal moments in American history. Even today, more than 250 historical sites along the route are recognised for their cultural significance.

Final Thoughts

A trip on Route 66 is a road trip like no other. It’s a chance to immerse yourself in the rich history of America while visiting quirky attractions and charming towns. Whether you’re driving a vintage car, cruising on a motorcycle, or hopping into an RV, there’s no better way to experience the heart of America.

Plan your trip, take it slow, and make memories that will last a lifetime. Route 66 is calling – and it’s waiting for you to explore its unique beauty.

About Author
Picture of Rochelle Wilson
Rochelle Wilson

I’m Rochelle Wilson, the blogger behind Wilson Travel Blog (www.wilsontravelblog.com), where I share our family’s travel adventures around the world. Through videos and detailed reviews, I document our experiences with hotels, lounges, restaurants, and family-friendly activities.

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