How to Plan a Road Trip on Route 66 Across the USA

How to Plan a Road Trip on Route 66 Across the USA Introduction Planning a road trip on Route 66 across the USA is an exciting adventure that offers a unique glimpse into American history, culture, and scenic landscapes. Known as the "Main Street of America," Route 66 stretches over 2,400 miles from Chicago, Illinois, to Santa Monica, California, passing through eight states and countless iconic l

Nov 18, 2025 - 09:01
Nov 18, 2025 - 09:01
 1

How to Plan a Road Trip on Route 66 Across the USA

Introduction

Planning a road trip on Route 66 across the USA is an exciting adventure that offers a unique glimpse into American history, culture, and scenic landscapes. Known as the "Main Street of America," Route 66 stretches over 2,400 miles from Chicago, Illinois, to Santa Monica, California, passing through eight states and countless iconic landmarks. This historic highway embodies the spirit of freedom and exploration, making it a bucket-list journey for road trip enthusiasts.

Understanding how to plan a Route 66 road trip is essential to maximize your experience, avoid common pitfalls, and ensure a smooth, enjoyable adventure. This detailed tutorial will guide you through every step, from initial preparations to best practices, useful tools, and real-world examples. Whether you're a first-time traveler or a seasoned road tripper, this comprehensive guide will help you create unforgettable memories on one of America’s most legendary routes.

Step-by-Step Guide

1. Research and Define Your Route

Start by researching the historic Route 66 alignment and deciding which sections you want to travel. The full route spans approximately 2,448 miles and crosses Illinois, Missouri, Kansas, Oklahoma, Texas, New Mexico, Arizona, and California. Some travelers prefer the entire stretch, while others focus on specific states or highlights.

To define your route:

  • Study maps and Route 66 guides to identify key cities and attractions.
  • Consider your available time and budget to determine how many miles you can cover daily.
  • Decide if you want to start from Chicago heading west or from Santa Monica heading east.

2. Plan Your Timeline and Schedule

Route 66 road trips typically take anywhere from one to three weeks depending on how thoroughly you explore. When planning your timeline:

  • Allocate at least 10-14 days for a leisurely trip with ample time for sightseeing and rest.
  • Factor in seasonal weather conditions—spring and fall offer the best driving weather.
  • Make a daily itinerary but allow flexibility for spontaneous stops or detours.

3. Budget Your Trip

Budgeting is crucial to avoid surprises. Key expenses include fuel, lodging, food, entrance fees, and souvenirs.

  • Estimate fuel costs based on your vehicle’s mileage and current gas prices.
  • Research accommodation options ranging from motels and hotels to camping sites and Airbnb.
  • Include a buffer for unexpected expenses or emergencies.

4. Choose Your Vehicle

Your vehicle will significantly impact your comfort and experience. Options include:

  • Personal car or SUV for flexibility and convenience.
  • RV or campervan for a self-contained travel experience.
  • Classic cars or motorcycles for a nostalgic Route 66 vibe.

Ensure your vehicle is well-maintained and roadworthy before departure.

5. Book Accommodations in Advance

While some prefer spontaneity, booking accommodations ahead is advisable during peak seasons or in popular towns along Route 66.

  • Identify must-stay locations, such as iconic motels or historic inns.
  • Consider proximity to key attractions to minimize daily driving time.
  • Check cancellation policies to maintain flexibility.

6. Prepare Essential Documents and Supplies

Ensure you have all necessary documents and supplies before hitting the road:

  • Driver’s license, vehicle registration, and insurance papers.
  • Physical and digital maps or GPS devices.
  • Emergency roadside kit including first aid, tools, and spare tires.
  • Comfort items such as water, snacks, sunglasses, and entertainment.

7. Plan Attractions and Stops

Route 66 is famous for its quirky roadside attractions, diners, museums, and natural landmarks. Popular stops include:

  • The Gateway Arch in St. Louis, Missouri.
  • The Blue Whale of Catoosa, Oklahoma.
  • The Cadillac Ranch in Amarillo, Texas.
  • Wigwam Motel in Holbrook, Arizona.
  • The Santa Monica Pier in California.

Research opening hours and admission fees to plan accordingly.

8. Prepare for Connectivity and Navigation

Cell service can be spotty in rural areas along Route 66. Prepare by:

  • Downloading offline maps and guides.
  • Carrying a traditional paper map as a backup.
  • Using apps with offline capabilities for navigation and points of interest.

9. Stay Safe and Healthy

Road trips require attention to safety and health:

  • Take regular breaks to avoid driver fatigue.
  • Stay hydrated and carry enough food and water.
  • Inform family or friends of your itinerary.
  • Check weather forecasts and road conditions daily.

10. Enjoy the Journey

Finally, embrace the spontaneity and charm of Route 66. Take photos, interact with locals, and savor the nostalgia of America’s historic road.

Best Practices

Plan for Flexibility

While it’s essential to have a plan, allow room for unexpected discoveries and changes. Road conditions, weather, or local events can influence your schedule.

Support Local Businesses

Many small towns along Route 66 rely on tourism. Eating at local diners, shopping at roadside stands, and staying in historic motels helps preserve the route’s character.

Respect the Environment

Dispose of trash properly, stick to designated trails, and respect private property. Sustainable travel ensures Route 66 remains beautiful for future generations.

Document Your Trip

Keep a journal, blog, or photo diary. Sharing your experiences can inspire others and preserve your memories.

Stay Connected with Route 66 Communities

Join online forums, social media groups, or local clubs focused on Route 66 to get tips, updates, and meet fellow travelers.

Tools and Resources

Maps and Navigation

Google Maps: For route planning and real-time traffic updates.

Roadtrippers: Specialized app for discovering attractions and planning stops.

AAA Maps: Paper maps and travel guides for Route 66.

Accommodation Booking

Booking.com: Wide selection of hotels and motels along Route 66.

Airbnb: Unique local stays for an authentic experience.

Campendium: For camping and RV site options.

Guides and Information

Route 66 Association Websites: State-specific associations provide maps, events, and updates.

Books: "Route 66: The Mother Road" by Michael Wallis and "The Route 66 Encyclopedia" by Jim Ross.

Vehicle Preparation

AAA Roadside Assistance: For emergency support.

Local Mechanics and Service Stations: Identify stops en route for vehicle checks.

Real Examples

Example 1: Two-Week Classic Route 66 Road Trip

Starting in Chicago, this itinerary covers major highlights with comfortable daily driving distances:

  • Day 1-2: Explore Chicago and begin the journey to Springfield, Illinois.
  • Day 3-4: Drive through Missouri, visiting St. Louis and Route 66 State Park.
  • Day 5: Short detour in Kansas for a quick visit to Galena.
  • Day 6-7: Oklahoma stops including Tulsa and the Blue Whale.
  • Day 8-9: Texas panhandle with Amarillo and Cadillac Ranch.
  • Day 10-11: New Mexico’s Albuquerque and Santa Fe.
  • Day 12-13: Arizona’s Petrified Forest and Flagstaff.
  • Day 14: Finish in Santa Monica, California, enjoying the pier and Pacific Ocean views.

Example 2: Motorcycle Route 66 Adventure

A 10-day motorcycle trip focused on the western half of Route 66:

  • Start in Amarillo, Texas, and visit Cadillac Ranch.
  • Ride through New Mexico with stops at historic motels and diners.
  • Explore Arizona’s scenic stretches including the Grand Canyon detour.
  • End the trip in Santa Monica, soaking in the coastal atmosphere.

FAQs

How long does it take to drive the entire Route 66?

The full Route 66 can be driven in about 10-14 days at a relaxed pace with daily sightseeing stops. However, some travelers complete it in less time or extend it to several weeks.

Is Route 66 suitable for all types of vehicles?

Yes, Route 66 accommodates cars, motorcycles, RVs, and bicycles. However, some remote sections may have rougher roads, so vehicle preparation is important.

When is the best time to travel Route 66?

Spring (April to June) and fall (September to October) offer mild weather and fewer crowds. Summer can be hot, especially in desert areas, and winter may bring snow in northern states.

Are there any safety concerns on Route 66?

Route 66 is generally safe, but it’s wise to stay alert, avoid isolated areas after dark, and maintain your vehicle. Always have a charged phone and emergency supplies.

Can I travel Route 66 with children?

Yes, Route 66 offers family-friendly attractions such as museums, parks, and diners. Plan shorter driving days and engaging stops to keep children entertained.

Conclusion

Planning a road trip on Route 66 across the USA is a rewarding journey that combines history, adventure, and cultural exploration. With careful preparation and the right resources, you can experience the charm of America’s Mother Road in a safe and enjoyable way. Whether you choose to travel the entire length or select highlights, Route 66 promises unforgettable memories and a true taste of classic Americana. Start planning today and get ready to hit the open road!