Buckle up, adventurer! Route 66 is calling your name—offering up 2,400 miles of nostalgia, quirky roadside stops, and freedom at every turn. From Chicago’s urban sprawl to the sun-drenched Santa Monica Pier, this road trip is the ultimate ride through Americana. Ready to leave the boring highways behind and embrace the real spirit of the open road? Let’s hit the pavement!
Plan Your Itinerary
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Route 66 covers over 2,400 miles, so plan your itinerary to include key stops and attractions while allowing for spontaneous exploration.
Allocate Enough Time
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Give yourself at least two weeks to fully enjoy the journey without rushing through the attractions.
Ensure Vehicle Readiness
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Whether you’re driving a classic or modern car, ensure it’s well-maintained and equipped for the long journey.
Embrace the Roadside Attractions
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Route 66 is famous for its quirky roadside attractions – from giant statues to historic gas stations. Make time to stop and enjoy them.
Stay In Historic Motels
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Enhance your experience by staying in vintage motels along the route that capture the essence of the Route 66 era.
Dine at Classic Diners and Cafes
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Experience authentic American cuisine at classic diners and cafes that have been serving travelers for decades.
Visit the Major Cities Along the Route
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Explore the major cities along the route, like Chicago, St. Louis, Oklahoma City, and Los Angeles, each offering its own unique culture and attractions.
Learn the History
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Take time to learn about the history of Route 66 at various museums and historical sites along the way.
Pack for Varied Weather
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Be prepared for a range of weather conditions as you’ll travel through different climates.
Document Your Journey
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Keep a journal or blog, and take plenty of photos to document your adventure on this iconic road.
Use a GPS and a Route 66 Guidebook
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While a GPS is useful for navigation, a Route 66 guidebook will provide insights into hidden gems and historical context.
Check for Road Closures
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Some sections of Route 66 have been decommissioned, so check for road closures and detours.
Meet the Locals
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Interact with locals along the way to hear personal stories and insights about the life along Route 66.
Respect the Environment
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Preserve the historic and natural sites you visit by following Leave No Trace principles.
Be Open to Adventures
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Stay flexible and open to new experiences; some of the best Route 66 memories come from unexpected adventures.
Chicago, Illinois
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The starting point of Route 66, known for its deep-dish pizza, jazz music, and vibrant architecture.
The Gemini Giant in Wilmington, Illinois
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A classic example of the “Muffler Man” roadside statues.
Meramec Caverns, Missouri
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Explore the ancient limestone caves that were once hideouts for outlaws.
The Blue Whale of Catoosa, Oklahoma
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A beloved and whimsical waterpark landmark.
Cadillac Ranch, Texas
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An iconic public art installation featuring ten Cadillacs buried nose-down in the ground.
Santa Fe, New Mexico
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Offers a rich tapestry of arts, culture, and history, with its distinctive Pueblo-style architecture.
Petrified Forest National Park, Arizona
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Known for its fascinating fossils and the colorful Painted Desert.
The Grand Canyon, Arizona
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A detour north of Route 66 leads to one of the world’s most awe-inspiring natural wonders.
The Wigwam Motel in Holbrook, Arizona
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Stay in a unique motel where each room is a standalone concrete wigwam.
Santa Monica Pier, California
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The end point of Route 66, marked by a classic pier with rides, games, and stunning ocean views.
A Route 66 road trip is an immersive dive into the Americana of yesteryear, a journey through landscapes that tell the stories of times gone by.
Following these tips and stopping at these quintessential destinations will ensure your Route 66 adventure is not just a drive but a journey through the annals of American history and culture. So, rev up your engines, cue the classic tunes, and get ready to hit the open road for an unforgettable American adventure!
Ghost Roads of America: 12 Haunted Highways with Tales of Terror and Creepy Rest Stops
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Discover chilling tales from America’s spookiest roads, complete with ghostly figures and eerie phenomena, in this thrilling guide to paranormal hotspots—perfect for adventure seekers and ghost enthusiasts. Ready for a supernatural road trip? Ghost Roads of America: 12 Haunted Highways with Tales of Terror and Creepy Rest Stops
18 High-Crime Cities in the US You Should Avoid
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American cities dazzle with culture and history, yet rising crime rates demand cautious exploration. This guide ensures you stay informed and safe. 18 High-Crime Cities in the US You Should Avoid
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For transparency, this content was partly developed with AI assistance and carefully curated by an experienced editor to be informative and ensure accuracy.
Tips for Trip Success
Book Your Flight
Find an inexpensive flight by using Kayak, a favorite of ours because it regularly returns less expensive flight options from a variety of airlines.
Book Your Hotel or Special Accommodation
We are big fans of Booking.com. We like their review system and photos. If we want to see more reviews and additional booking options, we go to Expedia.
You Need Travel Insurance!
Good travel insurance means having total peace of mind. Travel insurance protects you when your medical insurance often will not and better than what you get from your credit card. It will provide comprehensive coverage should you need medical treatment or return to the United States, compensation for trip interruption, baggage loss, and other situations.Find the Perfect Insurance Plan for Your Trip
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