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Route 66 Itinerary – How to Drive America’s Iconic Highway!

By Siddharth Shah on Jun 5, 2025
Themes:  Road Trips  | Category: Places To Visit, Things To Do | Country:  USA

Summary: 
Route 66 Itinerary – Your perfect Route 66 trip plan for 2025 is here. This blog will help you plan the best American road trip. The top places to visit, driving directions, and important tips for your USA trip – you will find it all in this blog.

When you think about America, what comes to your mind? Maybe it is the bustling streets of New York, the bright lights of Las Vegas, or the sunny beaches of California. But there is something else that captures the true spirit of America, something that connects all these places like a golden thread through the heart of the country.

It is the simple joy of hitting the open road – the freedom to drive wherever your heart takes you. Explore the real America, not just the famous cities, but the spaces in between where ordinary people live extraordinary stories. Route 66. Just the name sounds like an adventure, right? It is more than just a road. It is the heartbeat of classic America! 

Imagine miles of open highway ahead. Blue skies stretch above you. Explore neon-lit motels, vintage diners, quirky roadside stops, and ever-changing scenery from the Midwest to the Pacific Ocean. This is not just any drive. It is a journey into the soul of the USA. It is the ultimate dream of all those who love road trips and those who want to experience an offbeat USA holiday.

Ready to explore this amazing piece of Americana? This guide is your first step. It will guide you in planning a memorable trip to USA. Let us get started on your Route 66 story!

Also Read: 7 Reasons Why Summer Is The Best Time To Visit USA in 2025!

What Is Route 66 and Why Is It Famous?

Route 66 Picture

So, what is the hype all about Route 66? Many people know the name, but few know how spectacular it is. You may just think of it as just another route and miss its true soul. This blog shares why it is so iconic.

Known as the Mother Road, Route 66 was one of the first highways in the U.S. Highway System. Built in 1926, it connects the Midwest to the West Coast, running from Chicago, Illinois, to Santa Monica, California. That is over 2,400 miles!

While no longer an official highway, Route 66 remains a symbol of freedom, Americana, and the golden age of road trips. Along the way, you will see historic motels, neon signs, classic cars, diners, ghost towns, and vast landscapes that change with every state.

Need more reasons why it is so famous? Well, Route 66 runs through 8 U.S. states and 3 time zones. It has inspired countless books, movies, and songs. Route 66 has well-preserved and marked scenic routes.

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Is Route 66 Still Drivable in 2025?

This is one of the most obvious thought on peoples minds! The simple answer is: yes, absolutely! 

Driving Route 66 is a fantastic trip you can definitely take in 2025. But it is a little different from a modern highway. You will not see it on standard maps as one single road. Instead, it is now a collection of smaller roads. These are proudly marked as Historic Route 66.

Good news is around 85% of the old Route 66 can still be driven today. That is over 2,000 miles of adventure! You will travel on state highways, local roads, and main streets through charming towns. To navigate, you cannot just rely on a standard GPS. It is best to use a special Route 66 navigation app.

When Is The Best Time To Do A Route 66 Road Trip?

Route 66 best time to visit

Choosing the right time of year can make your trip even better. Each season offers something different on Route 66.

  • Spring Season: March to May is a popular choice. The weather is often mild with temperatures around 18°C to 27°C. You may see wildflowers blooming in the desert. Crowds are usually smaller than in summer. Most diners and attractions are open. However, light rain is possible.
  • Summer Season: June to August is peak season. Expect very hot weather, especially in desert areas, often 40°C or more during the day. All attractions will be open. This season features long daylight hours and local events. It is a lively time but can be crowded. You can enjoy many festivals and roadside shows. Book your stay well in advance.
  • Fall Season: September to October is another excellent option. The climate is nice and mild, usually staying between 18°C and 27°C. Crowds start to thin out. Some places may show lovely fall colours during this time. You will find fewer crowds and most places are still open. However, some attractions may have shorter hours.
  • Winter Season: November to February is less common. It is cold, especially in northern states, and can drop below 0°C. Snow and ice are common. A few spots might open for fewer hours or stay closed. Snow can be an issue in some states. Some attractions may be closed or open for limited hours. If you choose winter, plan carefully based on the weather conditions.

What Direction Should You Drive Route 66?

Route 66 East

So, which way should you point your car? East or West?

The first thing to decide is which direction to drive Route 66, from Chicago to Santa Monica (westbound) or Santa Monica to Chicago (eastbound). You can go either way, and you will not miss anything. If you are short on time, it is best to drive from east to west. 

Drive from East to West

Chicago to California is also the classic and most popular route. It follows the original 1926 direction. As you move west, you will gain time from the time zone changes, which gives you extra hours to explore on some days. Driving west feels like a sunny journey with the Pacific Ocean as a perfect ending. Guidebooks often follow this route, making it easier to navigate, and the sun is usually behind you in the afternoon.

Drive from West to East

Alternatively, if you pick to drive Eastbound – starting in California, you can deal with the busy Los Angeles traffic at the beginning and then enjoy quieter roads for the rest of your journey.

Whether you go east or west, Route 66 does not lose its charm. Everything depends on how you plan your USA tour packages or road trip logistics.

How Long Does It Take to Drive Route 66?

Thinking about driving Route 66? One of the primary questions is how much time do you need? The answer depends on your travel style and what you want to see.

The complete drive can take 2 to 3 weeks if you want to explore everything in detail. However, if you are looking for a short yet full-experience Route 66 itinerary, 7 to 10 days is perfect. This lets you explore the major highlights. You will still feel the magic of the Mother Road. You can even make Route 66 part of a bigger USA tour. Any less and you will spend most of your time driving without seeing much. With extra time, you can take it easy and enjoy more stops along the way.

The Ultimate Route 66 Itinerary for 7 to 10 Days

Route 66 Itinerary Tulsa

Ready for an amazing road trip? This 7 to 10-day itinerary is packed with fun. It covers key highlights of Route 66. It is a popular way to experience this iconic highway. This plan gives a good mix of driving and exploring, so you can enjoy Route 66 without feeling rushed. You will have time to stop at places you like while still moving steadily west.

Day 1 & 2: Chicago, Illinois

Your adventure begins in Chicago. Explore this lively, culture-rich city with jazz clubs, museums, and legendary food. Spend your first-day admiring the architecture of the city, tasty deep-dish pizza, and lively neighbourhoods. Visit Millennium Park, and walk by Lake Michigan.

Get ready for the open road ahead! Feel the excitement build. This marks the beginning of your exciting USA adventure. Do not forget to snap a selfie at the Route 66 Begin Sign.

Days 3-4: St. Louis, Missouri & Onward

Drive southwest into Missouri. Missouri greets you with the famous Gateway Arch, a symbol of heading west. St. Louis is a great stop with city comforts before you continue into quieter, rural areas. Visit Ted Drewes Frozen Custard for a local treat. Explore Meramec Caverns. It is a classic roadside cave attraction.

As you drive, enjoy the rolling hills. You will drive through many cute and friendly small towns. The short stretch through Kansas also has its gems, like Galena.

Days 5-6: Tulsa & Oklahoma City

Oklahoma has more original Route 66 miles than any state! It is perfect for those wanting a true Route 66 feel. Visit the Oklahoma Route 66 Museum in Clinton. In Tulsa, admire the unique Art Deco buildings and its rich oil history. Visit the Blue Whale of Catoosa. It is a quirky, fun photo stop.

Oklahoma’s stretch of Route 66 is full of old-style gas stations, diners, and shops that bring back the charm of the highway’s past. It feels like travelling back in time.

Then, head into Texas. Amarillo is your main stop. It is renowned for big steaks, cowboy vibes, and a famous Route 66 art spot. Visit Cadillac Ranch. Here, you can spray paint old Cadillacs buried nose-down! Visit the Big Texan Steak Ranch; here you can eat a 2 kg steak for free if you finish it within an hour. Even if you order a smaller meal, the fun cowboy setting and Route 66 items make it a must-visit.

Days 7-8: Albuquerque, New Mexico to Flagstaff, Arizona.

People often refer to New Mexico as the Land of Enchantment. You will see why! Albuquerque has a unique Old Town. Enjoy its Spanish colonial architecture. Take a ride on the Sandia Peak Tramway for great views. As you drive into Arizona, the landscape is stunning.

Flagstaff is a cool mountain town. It is a great base for an optional detour. The Grand Canyon is a must-see if time allows. It is an awe-inspiring natural wonder.

Days 9-10: The Grand Finale! Arizona to Santa Monica, California.

From Flagstaff, continue west. Visit Seligman, Arizona. It is a town that inspired the movie Cars, a Disney Pixar movie. Then, cross into California. The landscape changes again. You will drive through the Mojave Desert. Finally, you reach Santa Monica.

Your Route 66 trip ends at Santa Monica Pier, where the End of the Trail sign marks your finish. The desert views turning into beach scenes make a perfect ending to your journey. You made it!

Self-Drive Route 66 vs Guided Tour of Route 66

Route 66 Self Drive

How should you experience Route 66? Choose between joining a guided tour or driving yourself. Each has its own perks. Think about what suits your budget, travel style, and how much freedom you want.

Self-Drive

The thrill of the open road often means a self-drive adventure. This is why a self-drive Route 66 trip is amazing for many. You choose how fast or slow to go, stop anytime, stay as long as you like. See a quirky sign? Pull over! Want to spend extra time in a cool town? You can! You choose your car. You pick your music. It is the ultimate freedom. It is great for couples, families, or small groups. Planning is vital for a smooth self-driving trip.

However – Self-driving needs more planning and confidence. You will need to handle maps, possible car issues, and know U.S. driving rules. International travellers should have the right papers and be okay with long drives on new roads.

Guided tours

Prefer to sit back and soak it all in? Consider a guided tour. This offers comfort and ease. Someone else handles the driving and logistics. You get expert commentary. Guided tours make travel easier. Guides know great photo spots, and good places to eat, and take care of all the planning. Tours often include hotels, some meals, and entry fees, which helps with budgeting. 

However – the downside of guided tours is less freedom, fixed schedules, and sometimes feeling rushed. Being with a group can affect your experience, and tours usually cost more than driving yourself.

All in all – for international travellers, guided tours help with language and cultural understanding. Self-driving gives a more real road trip feel. If you want freedom and save money, drive yourself. If you prefer ease and expert help, choose a tour.

Which adventure style is perfect for you? Both offer fantastic ways to see Route 66.

Best Stops, Diners & Roadside Attractions on Route 66

Roadside Attractions on Route 66

Route 66 is famous for its unique roadside attractions. It also has some amazing food. Here are a few must-see stops and experiences. They will make your road trip even more fun and memorable!

  • See the Gemini Giant in Wilmington, Illinois. He is a tall muffler man!
  • Wigwam Motel – Sleep in tipi-shaped rooms and is one of the last historic wigwam motels on Route 66.
  • Explore Cadillac Ranch in Amarillo, Texas. Spray paint a car!
  • Visit Pops 66 Soda Ranch is a must-stop with 600 sodas, a gas station, a restaurant, and a glowing neon soda bottle you cannot miss at night.
  • Chain of Rocks Bridge – A historic bridge crossing the Mississippi. It offers lovely river views and greenery.
  • Stop at Delgadillo’s Snow Cap Drive-In, home to a world record for most milkshake varieties, for a fun and tasty treat.

Each state on Route 66 has its own food, buildings, and culture, all adding to the journey’s charm. The best way to enjoy it is to leave time for both planned stops and unexpected finds.

Where to Stay on Route 66

Route 66 Motel

Where will you sleep on your Route 66 adventure? You will find many options to suit all kinds of budgets and tastes. This makes planning your overnight stays easy.

Prefer modern comforts? You will find plenty of comfortable hotels along the way. Major towns and cities have familiar hotel chains. These offer reliable amenities and services. Book ahead, especially during peak season. Modern chain hotels give the comfort and services many travellers like. Big cities along Route 66 have well-known brands like Hampton Inn, Holiday Inn Express, and Marriott, which are good places to stay while exploring.

Vintage motels are a big part of the Route 66 charm. Many have been restored. These places often have unique buildings, are run by friendly families, and have fair prices. But they may have simple facilities, and room quality can differ. They offer a unique, nostalgic experience. Look for classic neon signs! Staying in one lets you sleep in a piece of history. They are often budget-friendly too. 

Tips to Make the Most of Your Route 66 Journey

Route 66 Tips

Want your Route 66 road trip to be extra special? These simple tips will help you enjoy it even more.

  • Have a basic plan, but do not fill your schedule too much. The charm of Route 66 is in the surprises like fun shops and unique roadside stops you find along the way.
  • Make a road trip playlist. Good music makes the drive better, and those songs will always remind you of your Route 66 adventure. Also, try local radio stations as you go, you may find some fun music!
  • Classic Route 66 motels fill up fast, especially in peak months. Pre-book at least 2 to 3 days ahead to avail the most iconic stays.
  • Fill up your tank whenever possible, especially in Arizona, New Mexico, and Texas, where towns can be far apart.
  • Plan popular attractions like Cadillac Ranch or Petrified Forest on weekdays for a quieter, more immersive experience.
  • Enjoy the detours, these surprise moments are often the most special. Stay flexible and open to new experiences.
  • Download offline maps and GPS locations before your trip, as phone signals can be weak in remote areas. Some Route 66 spots are hard to find, so exact directions help. Apps like Route 66 Navigator are great for this.
  • Take lots of photos! You will want to remember all the cool sights.
  • Yes, you will want Instagram-worthy shots. But do not forget to slow down, soak in the silence, and connect with locals at diners or museums.
  • Collect more than just photos. Pick up old postcards and small souvenirs, or write in a travel journal each day. These little things can mean more than photos years later.
  • Support local shops, keep natural spots clean, and take care of old buildings. Route 66 stays special when travellers help protect its history.

Final Thoughts

You do not drive Route 66 just to reach somewhere; you drive it to go back in time, to connect with people and places that feel real and grounded. Route 66 is an amazing adventure. It is a journey through the heart of America. While Route 66 is iconic for self-drive adventures, customized USA tour packages can absolutely include Route 66 as a themed route.

Whether you want to drive just a stretch or cover the entire highway, our USA destination experts can help you plan this incredible experience. We can help weave it into your perfect American holiday.

FAQs about Route 66

1. Can Indians drive in the USA with an Indian driving license?

Yes, Indian citizens can drive in the USA with proper documentation. You will need a valid Indian driving license, International Driving Permit, and passport. It serves as an official translation. Many rental companies prefer it. It makes things smoother.

2. Where Does Route 66 Start and End?

Route 66 starts in Chicago, Illinois, at the Begin Route 66 sign on Adams Street. It officially ends over 2,400 miles later in Santa Monica, California, with the iconic End of the Trail sign on the Santa Monica Pier.

3. Is Route 66 still fully drivable today?

Yes, about 85% of the original Route 66 is still drivable and marked with Historic Route 66 signs. Some parts need short detours, but with the help of apps and Route 66 guides, you can follow the old road from Chicago to Santa Monica.

4. Is driving Route 66 safe for families or solo travellers?

Yes, Route 66 is generally safe. Like any travel, use common sense. Stay alert and keep your car and things safe. Stick to well-travelled areas at night. It is a popular route for all types of travellers.

5. How much will a Route 66 road trip cost?

This varies greatly. It depends on your car, stays, food, and activities. A mid-range budget might be USD 200 to 250 per person per day. This covers gas, food, lodging, and some attractions. You can travel on a budget or choose to spend more, it is up to you.

Also Read: USA Budget Tour 2025-26 : Affordable Travel Tips and Destinations!

About Author

Siddharth Shah
Siddharth Shah

Hello! This is Siddharth (Business Development Manager- Flamingo Transworld). I graduated in MBA Finance from HL college, Ahmedabad University, and later on, moved to the Uk for my MBA from Warwick University. Just Constantly Curious, and love history and numbers. I have traveled to 40+ Countries and believe that with our team of young and enthusiastic travel consultants we are able to make your trip hassle-free and enjoyable. Our team dedicatedly works on making your trip happy with 90+ videos on YouTube, and 400+ blogs, for various destinations which can provide extensive knowledge about the places to visit, things to do, and much more.

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