Exploring Route 66: The Ultimate Road Trip Adventure
If you’ve ever dreamed of hitting the open road, with nothing but blue skies, quirky roadside attractions, and miles of adventure ahead, then Route 66 is calling your name. Known as the “Mother Road,” this iconic highway stretches from Chicago, Illinois, all the way to Santa Monica, California, crossing eight states and showcasing the heart and soul of America along the way. Whether you’re a history buff, a fan of vintage Americana, or simply someone who loves a good road trip, travelling along Route 66 is an experience like no other.
In this blog, we’ll take you on a journey along Route 66 from a tourist’s perspective, highlighting the must-see attractions, hidden gems, and travel tips to help you make the most of your adventure. Buckle up—it’s going to be a long but exciting ride!
1. The Starting Point: Chicago, Illinois
Your journey begins in Chicago, the bustling metropolis where Route 66 officially starts. Before you hit the road, take some time to explore the Windy City. Grab a slice of deep-dish pizza, stroll along the shores of Lake Michigan, or visit Millennium Park to see the famous “Bean” (officially known as Cloud Gate).
Make sure to snap a photo at the Route 66 Starting Point sign, located near the Art Institute of Chicago. From here, you’ll head west and quickly leave the city’s skyscrapers behind, trading them for the rolling countryside of Illinois.
Must-see in Chicago:
• Route 66 Begin Sign: Snap a selfie with this iconic sign to mark the start of your journey.
• Lou Mitchell’s Restaurant: A classic diner that’s been serving up delicious breakfasts to hungry Route 66 travellers since 1923.
Where to stay:
The Ohio House Motel in Chicago offers a retro, budget-friendly stay in the heart of the city. With its iconic mid-century architecture, free parking, and proximity to top attractions, it’s a great choice for travellers seeking comfort and convenience without the high downtown prices.
2. Illinois: Land of Lincoln and Cozy Motels
As you make your way out of Chicago, the landscape quickly changes. Illinois is known for its small towns, friendly people, and a deep sense of American history. Route 66 will guide you through charming communities like Joliet, where you can visit the Route 66 Raceway and catch some live racing action, or stop by the Joliet Area Historical Museum for a crash course on the history of the road.
In Pontiac, make time to check out the Route 66 Hall of Fame and Museum, which features vintage cars, old photos, and memorabilia from the highway’s golden years. Pontiac is also home to several impressive murals that celebrate the history and culture of Route 66.
As you head further south, you’ll find plenty of nostalgic roadside attractions, like The Gemini Giant in Wilmington, a towering fiberglass statue that’s one of the many “Muffler Men” that dot the Route 66 landscape.
Must-see in Illinois:
• Route 66 Hall of Fame and Museum (Pontiac)
• The Gemini Giant (Wilmington)
• Historic Gas Stations (Dwight)
Where to stay:
For full on Route 66 experience – The Route 66 Hotel, Springfield – but it’s a little tired – so if comfort and modern amenities are your thing maybe try Comfort Suites in Springfield.
3. Missouri: The Gateway to the West
After cruising through Illinois, it’s time to cross the Mississippi River and enter Missouri, home to the famous Gateway Arch in St. Louis. Missouri is where the adventure really starts to pick up, with a mix of rolling hills, historic landmarks, and plenty of kitschy roadside attractions.
In St. Louis, take a detour to ride the tram to the top of the Gateway Arch for an incredible view of the city and the river below. Back on Route 66, you’ll pass through smaller towns like Cuba, known for its murals, and Rolla, which is home to the Totem Pole Trading Post, one of the oldest continuously operated businesses on Route 66.
If you’re a fan of vintage motels, Missouri won’t disappoint. The Wagon Wheel Motel in Cuba is one of the most iconic stops along Route 66. It’s been welcoming travellers since 1936 and offers a nostalgic glimpse into the past.
Must-see in Missouri:
• Gateway Arch (St. Louis)
• Meramec Caverns (near Stanton): A massive cave system that was once a hideout for the outlaw Jesse James.
• Wagon Wheel Motel (Cuba)
Where to stay:
There is an abundance of hotel options in St. Louis – but for authenticity it’s got to be the Wagon Wheel Motel in Cuba, Missouri.
4. Kansas: A Short but Sweet Stretch
Don’t blink—you might miss Kansas! Route 66 only runs through about 13 miles of this state, but it packs a lot of charm into a small space. The tiny town of Galena is home to some classic Route 66 attractions, including the Cars on the Route gas station, where you’ll find old trucks that inspired characters in the Pixar movie Cars.
Even though the Kansas stretch is brief, it’s worth slowing down and soaking in the small-town vibe. The people are friendly, and the history is rich.
Must-see in Kansas:
• Cars on the Route (Galena)
• Historic Bridges and Markers: Kansas is known for preserving its piece of Route 66 history with well-marked sites along the short route.
Where to stay:
The Mollie Retreat on Route 66, Galena
The Mollie Retreat on Route 66 is a charming, vintage-inspired hideaway offering a nostalgic escape along America’s iconic highway. Nestled in scenic surroundings, it combines classic roadside charm with modern comforts, making it the perfect stop for travellers seeking relaxation, history, and a taste of true Americana.
5. Oklahoma: A Route 66 Treasure Trove
Oklahoma has one of the longest stretches of Route 66, and it’s packed with roadside attractions, historic landmarks, and small towns that are full of character. This is where you’ll really start to feel the nostalgic pull of the highway.
In Tulsa, you’ll find one of the best-preserved sections of Route 66, along with classic neon signs and vintage diners. Don’t miss the Blue Dome District, an artsy area filled with galleries, eateries, and the iconic Blue Dome Building, a gas station-turned-restaurant.
Further along, in Catoosa, you’ll encounter the famous Blue Whale, one of Route 66’s most beloved roadside attractions. This giant, smiling whale was originally built as a swimming hole but has since become a must-stop for Route 66 travellers.
As you continue west, stop in Elk City to visit the National Route 66 Museum, which offers a deep dive into the history of the highway, with plenty of artifacts and exhibits to explore.
Must-see in Oklahoma:
• Blue Whale (Catoosa)
• Route 66 Vintage Iron Motorcycle Museum (Miami)
• National Route 66 Museum (Elk City)
Where to stay:
The Campbell Hotel in Tulsa is a beautifully restored boutique hotel offering a blend of historic charm and modern luxury. Located on Route 66, this iconic hotel features uniquely themed rooms, elegant décor, and top-notch amenities, making it an ideal choice for travellers seeking a stylish and memorable stay.
6. Texas: Big Skies and Big Attractions
Once you hit Texas, you’re in the heart of the American West, where the landscapes are wide open, and the attractions are larger-than-life. Route 66 takes you through the Texas Panhandle, and while this section of the route is relatively short, it’s filled with unforgettable sights.
Your first major stop in Texas should be Amarillo, home to the famous Cadillac Ranch. This quirky art installation features 10 Cadillacs buried nose-first in the ground, and visitors are encouraged to add their own spray-paint art to the cars. It’s a fun, interactive stop that has become an iconic symbol of Route 66.
For a taste of Texas-sized hospitality, stop by The Big Texan Steak Ranch, where you can attempt to eat a 72-ounce steak (with all the fixings) in under an hour—if you succeed, the meal is free! If you’re not up for the challenge, no worries—the regular-sized portions are just as delicious.
Must-see in Texas:
• Cadillac Ranch (Amarillo)
• The Big Texan Steak Ranch (Amarillo)
• Midpoint Café (Adrian): Officially marks the halfway point of Route 66.
Where to stay:
The Cactus Inn in McLean, Texas, is a cosy, retro motel located along historic Route 66. Known for its warm hospitality and vintage charm, this classic roadside stop offers clean, comfortable rooms at an affordable price, making it a perfect place to rest while exploring the Mother Road.
The Big Texan Motel in Amarillo offers a unique Western-themed experience right on Route 66. Styled like an old frontier town, this quirky motel provides comfortable rooms, fun décor, and easy access to the famous Big Texan Steak Ranch, making it a must-stop for adventurous travellers.
7. New Mexico: Where History Meets Art
As you roll into New Mexico, the landscape changes dramatically. The desert scenery, with its red rocks and wide-open skies, feels like something out of a movie. This state has a deep connection to Native American culture, and you’ll see signs of that influence everywhere, from the architecture to the local art.
Albuquerque is a major stop along Route 66, and it’s where you’ll find one of the longest stretches of the original highway. Cruise down Central Avenue and you’ll be greeted by vintage neon signs, classic motels, and a vibrant downtown area. If you’re visiting in the fall, don’t miss the Albuquerque International Balloon Fiesta, a stunning display of hundreds of hot air balloons filling the sky.
Another must-see in New Mexico is Santa Fe, known for its adobe-style buildings and rich artistic culture. Santa Fe is slightly off the main Route 66 path, but it’s worth the detour. Visit the historic Santa Fe Plaza, explore local art galleries, and don’t forget to try some authentic New Mexican cuisine—green chile is a local favourite!
Must-see in New Mexico:
• Route 66 Diner (Albuquerque)
• Albuquerque International Balloon Fiesta (October)
• Santa Fe Plaza (Santa Fe)
Where to stay:
Roadrunner Lodge Motel, Tucumcari
The Roadrunner Lodge in Tucumcari is a retro-style motel that transports guests back to the golden age of Route 66. With its vintage charm, modern comforts, and personalized service, it’s a perfect stop for travellers seeking a nostalgic and relaxing experience while exploring the iconic Mother Road.
El Rey Court in Santa Fe is a historic adobe-style hotel blending Southwestern charm with modern amenities. Established in 1936 along Route 66, it offers stylish rooms, lush courtyards, and a laid-back atmosphere, making it a perfect retreat for travellers seeking a unique and authentic Santa Fe experience.
El Vado Motel in Albuquerque is a beautifully restored Route 66 landmark, offering a mix of vintage charm and modern amenities. With its cosy rooms, vibrant outdoor spaces, and local food vendors, it’s a perfect spot for travellers looking to experience the nostalgia and culture of the Southwest.
8. Arizona: Desert Beauty and the Grand Canyon
Arizona is a state filled with natural wonders, and Route 66 will take you right through some of the most stunning desert landscapes you’ll ever see. One of the highlights of your Arizona journey will be a detour to the Grand Canyon, one of the Seven Natural Wonders of the World. While it’s a bit off the main Route 66 path, the Grand Canyon is an absolute must-see if you’re anywhere nearby.
Back on Route 66, you’ll pass through charming small towns like Seligman and Kingman, where the spirit of the Mother Road is still alive and well. In Seligman, you’ll find the quirky Delgadillo’s Snow Cap Drive-In, a beloved stop along the route that serves up delicious burgers and milkshakes with a side of humour. The drive-in is filled with quirky decor, and the staff is known for their playful jokes, making it a fun and memorable stop for any Route 66 traveller.
As you continue toward Kingman, you’ll encounter plenty of classic Route 66 sights, including vintage motels, gas stations, and museums dedicated to the history of the highway. Kingman itself is home to the Route 66 Museum, where you can dive deeper into the history of the road and its impact on American culture.
One of the most scenic portions of Route 66 in Arizona is the stretch that passes through the Black Mountains to Oatman, a former gold-mining town turned tourist destination. Oatman is famous for its wild burros that roam the streets and its old Western-style atmosphere. It’s like stepping back in time to the days of the Wild West.
Must-see in Arizona:
• Delgadillo’s Snow Cap Drive-In (Seligman)
• Grand Canyon National Park (detour)
• Oatman Ghost Town: Wild burros and historic charm.
• Route 66 Museum (Kingman)
Where to stay:
Brad’s Desert Inn in Holbrook is a cosy, retro-style motel located along historic Route 66. Known for its friendly service and comfortable rooms, it offers travellers a nostalgic stop near iconic attractions like the Petrified Forest and Painted Desert, making it an ideal base for exploring the Southwest.
The Red Garter Inn in Williams is a charming, historic bed and breakfast housed in a beautifully restored 1897 saloon and bordello. Located on Route 66, it offers unique, themed rooms and a touch of Old West history, making it a perfect stop for travellers exploring the Grand Canyon area.
9. California: The Final Stretch
You’ve made it! The last leg of Route 66 takes you through the Mojave Desert and into California, where you’ll experience a mix of desert landscapes and bustling urban areas. This final stretch is bittersweet, as you begin to realize your epic road trip is nearing its end, but California offers some of the most iconic sights on Route 66.
One of the first major stops in California is Barstow, home to the Route 66 Mother Road Museum, which showcases the rich history of the highway with vintage cars, memorabilia, and fascinating exhibits. From here, you’ll pass through Victorville and San Bernardino, where the historic Wigwam Motel offers a unique overnight stay in its famous teepee-shaped rooms.
As you drive closer to the coast, the landscape changes once again, and you’ll start to feel the excitement of reaching the end of your journey. Finally, you arrive in Santa Monica, where the iconic End of the Trail sign awaits you on the Santa Monica Pier. This is the official end of Route 66, and there’s no better place to celebrate the completion of your journey than on the pier, with the Pacific Ocean stretching out before you.
Take some time to explore Santa Monica and nearby Los Angeles, where you can enjoy the vibrant beach culture, dine at world-class restaurants, or visit Hollywood to soak in some glitz and glamour. Your road trip may be over, but the memories will last a lifetime.
Must-see in California:
• Route 66 Mother Road Museum (Barstow)
• Wigwam Motel (San Bernardino)
• Santa Monica Pier: The official end of Route 66.
• Hollywood (Los Angeles): If you have time, take a detour to experience the magic of Tinseltown.
The Wigwam Motel in San Bernardino offers a one-of-a-kind stay along Route 66 with its iconic teepee-shaped rooms. This quirky, retro motel combines vintage charm with modern comforts, providing travellers a memorable and nostalgic experience while exploring the legendary highway and Southern California’s attractions.
Rest Haven Motel, Santa Monica
Rest Haven Motel in Santa Monica offers a cosy, budget-friendly stay just minutes from the beach and iconic pier. With its quaint charm, comfortable rooms, and convenient location near popular attractions, it’s the perfect spot for travellers looking to explore the beauty and excitement of Southern California.
10. Travel Tips for Route 66
Now that we’ve covered the highlights of each state along Route 66, here are some practical tips to help make your road trip smooth and enjoyable:
Plan Ahead but Stay Flexible
While it’s a good idea to have a rough itinerary, allow yourself the flexibility to stop at unexpected attractions or take detours along the way. Part of the fun of Route 66 is the element of surprise—sometimes the best memories come from unplanned stops.
Choose the Right Vehicle
Route 66 is an epic road trip, so make sure you have a reliable vehicle that’s comfortable for long stretches of driving. Whether you’re renting a car or taking your own, check that it’s in good condition before setting off.
Pack the Essentials
Bring plenty of water, snacks, and a good playlist to keep you energized and entertained during long stretches of driving. It’s also a good idea to have a paper map of Route 66, as cell service can be spotty in some areas.
Respect the History
Route 66 is more than just a road—it’s a piece of American history. Many of the businesses and attractions along the way have been around for decades, so take the time to appreciate their stories and support local businesses whenever possible.
Document Your Journey
You’ll want to remember every moment of your Route 66 adventure, so be sure to take plenty of photos, write in a travel journal, or even start a blog to document your trip. This road trip is a once-in-a-lifetime experience, and you’ll want to look back on it for years to come.
Conclusion: The Magic of Route 66
Travelling Route 66 is more than just a road trip—it’s an adventure through time, a journey into the heart of America, and a chance to experience the open road in its purest form. From the bustling streets of Chicago to the sunny shores of Santa Monica, Route 66 offers a diverse and unforgettable travel experience that will leave you with stories to tell for years to come.
Whether you’re cruising past quirky roadside attractions, staying in retro motels, or gazing at the vast landscapes that stretch out before you, Route 66 captures the spirit of adventure and nostalgia. It’s a road trip that brings people together, connects them with history, and invites them to discover the beauty of the American landscape one mile at a time.
So, if you’re looking for the ultimate road trip adventure, pack your bags, grab your map, and get ready to embark on the journey of a lifetime down Route 66. The Mother Road is waiting for you!
