Route 66 history
Route 66 is more than just a highway—it’s a living piece of American history. Often referred to as the “Mother Road,” Route 66 was created in 1926 and stretches more than 2,400 miles from Santa Monica, California, to Chicago, Illinois.. It became a symbol of freedom and mobility during a time when road travel was just beginning to reshape the American landscape.
Originally designed to connect rural and urban communities, Route 66 passed through eight states, bringing small-town America to life. During the Dust Bowl of the 1930s, it became a path of hope for families heading west in search of a better future. Later, in the postwar era, it fueled the golden age of road trips, dotted with neon-lit diners, quirky roadside attractions, and motels with personality.
Although Route 66 was decommissioned as a U.S. highway in 1985, its legacy lives on. Historic sections of the road are preserved as scenic byways, and many of the original landmarks have been lovingly restored. Travelers today can still cruise parts of the old road and experience the nostalgic charm that made Route 66 famous.
Why is Route 66 famous?
Route 66 is famous for being America’s original highway to freedom. Spanning over 2,400 miles from Chicago to Santa Monica, it became a lifeline during the Dust Bowl and a symbol of adventure in the postwar era. Even though it was decommissioned in 1985, travelers still follow its historic path to relive its charm, culture, and iconic roadside attractions.
Visit the official starting point of Route 66
The official starting point of Route 66 is located in downtown Chicago at Adams Street and Michigan Avenue. Marked by a small but iconic sign, this spot is where millions have begun their cross-country adventure along the legendary Route 66. Known as the “Main Street of America,” Route 66 starts in the heart of the Windy City and stretches all the way to the California coast. Visiting this historic location offers a perfect photo opportunity and a sense of nostalgia for travelers ready to explore America’s most famous road.
Route 66 road trip total distance drive time?
Planning a road trip on Route 66? The total distance of Route 66 road trip is approximately 2,448 miles (3,940 kilometers), stretching from Chicago, Illinois, to Santa Monica, California.
As for drive time, that depends on your pace. If you were to drive nonstop, it would take about 40–45 hours. But Route 66 isn’t a highway to rush through—it’s a journey filled with quirky roadside attractions, historic towns, classic diners, and breathtaking landscapes. Most travelers recommend spending at least two to three weeks to fully enjoy the experience.
The best way to enjoy Route 66 is to take it slow. Stop for photos, explore old motels, and talk to locals in the small towns that give the road its charm. Whether you’re driving a car, motorcycle, or RV, every mile of Route 66 offers a story worth discovering.
Before you go, make sure to plan your route carefully. Not all sections of Route 66 are continuous today, but with a good map or app, you can follow the original path closely.
Route 66 road trip tips and safety advice:
Must-See Stops Along Route 66 road trip
A road trip along Route 66 is filled with hidden gems and historic landmarks:
- Chicago, Illinois – The official starting point of your journey, where you can explore the city’s architecture, museums, and deep-dish pizza.
- St. Louis, Missouri – Home to the famous Gateway Arch, a must-see for history lovers and photographers alike.
- Cadillac Ranch, Texas – An iconic roadside attraction with vintage Cadillacs half-buried in the ground—perfect for quirky photos.
- Route 66 Museum, New Mexico – A stop to learn more about the road’s history and its cultural significance.
- Santa Monica, California – The end of your journey, where you can take a photo at the famous pier and reflect on your Route 66 adventure.
Route 66 road trip Travel Tips:
- Plan Your Route: While Route 66 road trip is no longer a continuous highway, many portions are preserved. Use maps or apps that focus specifically on the historic route.
- Pace Yourself: Spread the journey over two to three weeks to fully appreciate the charm of small towns, roadside attractions, and regional cuisine.
- Stay Flexible: Leave room for detours—Route 66 is filled with surprises, from hidden gems to quirky local spots.
- Pack Smart: Don’t forget essentials like snacks, water, sunscreen, and a physical map in case of limited cell service.
Safety Tips for Your route 66 Road Trip
- Vehicle Check: Ensure your car is in good shape, especially tires and brakes. Some stretches are remote, so having a reliable vehicle is key.
- Weather Awareness: Be prepared for changing weather, especially when traveling through the deserts and mountains.
- Take Breaks: Long drives can lead to fatigue, so make sure to rest and switch drivers if possible.
Detailed 2-week itinerary with the route 66 road trip must-see stops:
Day 1-2: Chicago, Illinois
Your journey begins in the Windy City! Start by visiting the official starting point for Route 66 road trip at Adams Street and Michigan Avenue. Explore Chicago’s renowned attractions, such as the Millennium Park, Willis Tower, and indulge in a deep-dish pizza at Giordano’s. Take a detour to the Route Hall of Fame before heading out on your next leg.
Day 3-4: St. Louis, Missouri
Head south to St. Louis. Visit the iconic Gateway Arch, and walk along the Mississippi Riverfront. Be sure to check out Ted Drewes Frozen Custard, a Route 66 staple. St. Louis is also home to some historic Route 66 landmarks and is a great place to get a taste of Missouri’s rich culture.
Day 5-6: Springfield, Missouri & Tulsa, Oklahoma
In Springfield, stop by Route 66 State Park and grab a bite at The Route 66 Diner. Then continue south to Tulsa, where you’ll find art deco architecture and the Golden Driller statue.
Day 7-8: Oklahoma City, Oklahoma & Amarillo, Texas
Spend your day exploring Oklahoma City, including the Oklahoma Route 66 Museum. Afterward, head west to Amarillo, Texas. Be sure to make a stop at the famous Cadillac Ranch—a must-see roadside art installation where visitors can spray paint on old Cadillacs half-buried in the ground.
Day 9-10: Albuquerque, New Mexico
Arriving in Albuquerque, New Mexico, enjoy the vibrant Old Town and discover the Route 66 Neon Sign Park. You can also take a detour to Sandia Peak for breathtaking views or check out the Route 66 Diner for a meal served with nostalgia.
Day 11-12: Flagstaff, Arizona & Petrified Forest National Park
Next, head to Flagstaff, a great spot to explore the local culture and art. Don’t miss the Lowell Observatory, where Pluto was discovered. Also, take a day trip to the Petrified Forest National Park to experience the colorful desert landscape and ancient fossils along Route 66.
Day 13-14: Santa Monica, California
Finally, end your Route 66 road trip at Santa Monica Pier, the official terminus of the Route 66. Take time to enjoy the beautiful beaches and local attractions in Santa Monica before you conclude your adventure.
Best roadside attractions & photo ops for route 66 road trip
1. Cadillac Ranch (Amarillo, TX)
One of the most famous photo ops, Cadillac Ranch features ten classic Cadillacs buried nose-first in the ground. This vibrant, interactive art installation allows visitors to spray paint the cars, creating a constantly evolving masterpiece.
2. Route 66 Sign (Chicago, IL)
Start your adventure with a photo at the official Route 66 sign at Adams Street and Michigan Avenue in Chicago.
3. The Wigwam Motel (Holbrook, AZ)
Stay or snap a picture in one of the iconic wigwam-shaped cabins at the Wigwam Motel. This vintage roadside stop offers a fun glimpse into the mid-century motels that once lined Route 66.
4. Blue Whale of Catoosa (Catoosa, OK)
This quirky landmark features a giant blue whale statue sitting by a pond. It’s a nostalgic and playful photo op, perfect for anyone traveling with kids—or just anyone who loves a good roadside oddity!
5. The Mother Road (Santa Monica, CA)
End your journey with a photo at the End of the Trail sign at Santa Monica Pier, marking the official end of Route 66. It’s a must for every traveler!
Where are the most iconic Route 66 restaurants?
1. The Route 66 Diner (Albuquerque, NM)
A must-stop for anyone traveling along Route 66, this diner offers a perfect blend of retro charm and delicious food. With its neon lights and vintage vibe, the Route Diner serves up everything from burgers to milkshakes, making it a true Americana experience.
2. Lou Mitchell’s (Chicago, IL)
Known as the “Gateway to Route 66,” Lou Mitchell’s has been serving hungry travelers since 1923. This iconic restaurant is famous for its hearty breakfasts, including their signature homemade donuts and the famous “eggs and bacon” plates, all served with a side of history.
3. The Blue Bonnet Café (Marble Falls, TX)
Located in Texas, the Blue Bonnet Café is a Route 66 staple. This cozy spot offers comfort food like chicken-fried steak and award-winning pies, making it a perfect stop for a taste of local flavors.
4. Big Boy (Burbank, CA)
Famous for its giant hamburgers and friendly service, this diner is one of the most recognizable stops for food lovers along the route.
5. Delgadillo’s Snow Cap Drive-In (Seligman, AZ)
For a fun and quirky experience, stop at Delgadillo’s Snow Cap in Seligman, AZ. Known for its ice cream treats and hilarious staff, this vintage drive-in is a true Route 66 gem that offers both great food and laughs.
Hotels and motels in route 66 road trip?
From Chicago to Santa Monica, Route 66 road trip—also referred to as the “Main Street of America”—is lined with famous hotels and motels that evoke the heyday of American road travel. If you’re beginning your journey near Soldier Field Chicago, a historic landmark in its own right, you’ll find a variety of accommodations that blend retro charm with modern comfort.
Starting in Chicago, just a short drive from Soldier Field, you can explore vintage-style motels that offer easy access to Route 66’s starting point on Adams Street. As you move southwest, historic establishments like the Route 66 Hotel in Springfield, Illinois, and the Blue Swallow Motel in Tucumcari, New Mexico, offer a nostalgic experience with neon signs, period decor, and stories from travelers of decades past. Many of these hotels and motels are family-run, providing personalized service and a chance to immerse yourself in Americana. Whether you’re staying in a restored 1930s motor lodge or a modern boutique hotel inspired by the route’s heyday, each stop offers a unique window into American travel culture.
