Introduction
There’s nothing quite like a Route 66 road trip—an all-American journey filled with neon signs, vintage motels, quirky roadside attractions, and the kind of charm you just can’t find on an interstate. Known as the “Mother Road,” Route 66 is more than a highway—it’s a living time capsule that winds through eight states and nearly 2,500 miles of small-town nostalgia and wide-open adventure. Whether you’re craving pie from a chrome-plated diner or a photo op in front of a giant blue whale, this road trip delivers unforgettable memories mile after mile.
In this guide, you’ll find everything you need to plan your perfect Route 66 experience—from classic diners on Route 66 and retro motels to can’t-miss scenic stops and a downloadable itinerary to keep you on track. Let’s hit the road!
A Brief History of Route 66
Commissioned in 1926, Route 66 originally stretched from Chicago, Illinois, to Santa Monica, California. It quickly became the go-to route for westward migration, earning its reputation as a symbol of opportunity and freedom. Over time, the highway helped shape American pop culture through films, songs, and TV shows—cementing its legacy as the most iconic road trip in the U.S.
Though officially decommissioned in 1985, much of the original route remains driveable, thanks to historic preservation efforts. Today’s travelers can still explore this beloved roadway and the Americana spirit it embodies.
Top Things to Do Along Route 66
1. Visit Cadillac Ranch – Amarillo, Texas
A surreal stretch of desert land where ten Cadillacs are buried nose-first in the ground. Bring spray paint—it’s encouraged!
2. Explore the Blue Whale of Catoosa – Oklahoma
A giant smiling whale on a small pond, perfect for a quirky photo op and picnic.
3. Walk Across the Chain of Rocks Bridge – Missouri
A historic pedestrian bridge over the Mississippi River with a rare 22-degree bend.
4. Snap a Pic at Wigwam Motel – Holbrook, Arizona
Yes, you can still “sleep in a teepee” at this nostalgic lodging spot.
5. Cruise through Oatman, Arizona
A restored mining town with roaming burros and Wild West vibes.
READ ALSO: Maine to Nova Scotia Budget Road Trip Guide
Where to Stay: Retro Motels & Boutique Gems
Blue Swallow Motel – Tucumcari, New Mexico
This neon-lit motel has been welcoming Route 66 travelers since 1939. Enjoy vintage decor, friendly hosts, and garage parking.
Munger Moss Motel – Lebanon, Missouri
A throwback to the golden era of road tripping, complete with old-school signage and mid-century furniture.
The Campbell Hotel – Tulsa, Oklahoma
For a boutique twist, stay at this beautifully restored 1920s hotel, located right on Route 66.
Route 66 Inn – Barstow, California
Budget-friendly, clean, and close to nearby attractions like Calico Ghost Town.
Where to Eat: Classic Diners on Route 66
Dell Rhea’s Chicken Basket – Willowbrook, Illinois
Serving up crispy fried chicken since the 1940s. A Route 66 staple!
MidPoint Café – Adrian, Texas
Located at the exact halfway point of the route. Known for its “Ugly Crust Pie.”
Rock Café – Stroud, Oklahoma
Built in 1939 and still serving burgers and fries from its original stone structure.
Mr. D’z Route 66 Diner – Kingman, Arizona
Bright turquoise booths, root beer floats, and jukebox tunes transport you back in time.
Seasonal Travel Tips for Route 66
- Best Time to Go: Late spring (May–June) and early fall (September–October) offer mild weather and fewer crowds.
- What to Pack:
- Comfortable shoes for exploring roadside attractions
- Layers for changing weather
- A paper map or GPS backup (cell service can be spotty!)
- Driving Tips: Fill up your tank frequently—some stretches are long and remote.
Instagrammable Spots You Can’t Miss
- Route 66 Shield on the Road – Tulsa, OK
- Blue Whale – Catoosa, OK
- Hackberry General Store – Hackberry, AZ
- Roy’s Motel & Café – Amboy, CA
- Cadillac Ranch – Amarillo, TX
Hidden Gems & Offbeat Attractions
- The World’s Largest Rocking Chair – Fanning, MO
- Meteor Crater – Winslow, AZ
- Bottle Tree Ranch – Oro Grande, CA
- Totem Pole Park – Foyil, OK
- 66 Drive-In Theatre – Carthage, MO (Catch a movie under the stars!)
Local Flavor & Insider Tips
- Talk to the Locals: Gas stations and diners often offer the best travel advice.
- Support Mom-and-Pop Shops: Skip the chains and invest in small-town economies.
- Grab a Route 66 Passport: Some towns offer stamp booklets as you pass through.
- Start Early: Many attractions close by 5 or 6 PM.
- Don’t Rush: This isn’t a race—give yourself time to explore.
Sample 3-Day Route 66 Itinerary (Oklahoma to Arizona)
| Day | Destination | Highlights |
| 1 | Tulsa to Amarillo | Blue Whale, Route 66 Museum, Cadillac Ranch |
| 2 | Amarillo to Albuquerque | MidPoint Café, Tucumcari murals, Blue Swallow Motel |
| 3 | Albuquerque to Holbrook | Route 66 Diner, Petrified Forest, Wigwam Motel |
Conclusion
A Route 66 road trip is more than a vacation—it’s a rite of passage for anyone who loves history, nostalgia, and the open road. From classic diners on Route 66 to retro motels and scenic stops, every stretch tells a story. Whether you’re traveling solo, with a partner, or the whole family, this journey offers something timeless: a true taste of Americana. So grab your sunglasses, cue up your road trip playlist, and start planning your epic ride.
Plan your getaway today and relive the golden age of travel—one mile at a time.
In another related article, Road Trips That Feel Like Europe — Without Leaving the U.S
