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Route 66 : Chicago to LA

“Just take my way that’s the highway that’s the best” Bobby Troup 1946.

When the road was originally designated in 1926, it started in Chicago, Ilinois and ended in Los Angeles, California, but was extended in 1936 to Santa Monica on the coast. It was officially removed from the US Highway System in 1985.

End of Historic Route 66 Sign -Image by Andrzej from Pixabay
End of Historic Route 66

Many sections of the route have since been preserved as Historic Route 66. The impact of the National Highways bypassing small towns like those of the original Route 66, form the basis of the Pixar Film “Cars”.

Historic Route 66 Sign - Image by HUNTER16 from Pixabay

Planning a driving holiday this year, then there could be no better choice than driving down Route 66 from Chicago to Los Angeles linking hundreds of rural communities along the way.

Although the original route was declassified many years ago with careful planning its possible to drive along most of it.  There are some excellent Historic Route 66 Maps and Guides (*AD) available to help you plan your journey.

Route 66  
Copyright Linnaea Mallette
Route 66

Most people drive the Route 66 East to West, so all the rental cars end up in the West.  You can save up to 30% on the cost of your car rental by travelling from West to East plus you get the benefit of a shorter flight back to the UK.

The original Route 66passes through eight states and nearly 2,500 miles of diverse landscapes and historic communities. Travellers can explore classic roadside attractions such as vintage neon signs, restored diners, quirky museums, and well-preserved motels that capture the spirit of mid-20th century American travel.

Cities like St. Louis, Tulsa, Albuquerque, and Flagstaff each offer unique glimpses into the cultural and economic history that made Route 66 famous.

Due to its length of the highlights of a Route 66 journey is the remarkable variety of scenery along the way. The route crosses the rolling plains of the Midwest, the wide-open prairies of Oklahoma and Texas, the dramatic mesas of New Mexico, and the striking deserts of Arizona and California.

Cadillac Ranch - Image by Rosy / Bad Homburg / Germany from Pixabay
Cadillac Ranch

Popular stops include Cadillac Ranch near Amarillo, the Painted Desert and Petrified Forest National Park in Arizona, and the charming town of Williams, known as the gateway to the Grand Canyon. Each region offers a distinct blend of natural beauty, local traditions, and historic landmarks that make the journey as memorable as the destination.

Painted Desert Arizona - Image by blairelizabethbwn0 from Pixabay
Painted Desert

A trip along Route 66 is not just a drive across the country; it is a nostalgic exploration of American culture, history, and the enduring appeal of the open road.

Best Times to Go

  • May – June: Please temperature and long daylight hours.
  • September – October: Less crowded with excellent weather.
  • Avoid July – August for the sections in the Arizona and California deserts, where temperatures can become dangerously high.

Check out our:

14 Day Route 66 Road Trip Itinerary

7 Day Route 66 Road Trip Itinerary

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L.A. CA. USA.

It might seem strange to suggest that you visit LA because of the beaches, but it actually has some of the best beaches in the US. The names of them are easily recalled by most of us due to their locations being used in numerous US films and TV series. Venice Beach is one of LA’s most known beaches, with its numerous galleries, quirky shops, street performers, what is less well known are the Venice canals. Whilst in the area dont’t miss out on Muscle Beach. The perfect place for people watching.

Guitar Player – Venice Beach LA

Many people prefer Santa Monica Beach to Venice, I will leave that up to you to decide. Santa Monica attracts more than 7 million visitors a year who come primarily for the beach connection. It is also close to other Los Angeles attractions. Santa Monica is very attractive as a walkable and bike friendly destination. Don’t miss a trip to the world famous Santa Monica Pier, yes they have them in the States as well.

Santa Monica Beach, LA, CA
Santa Monica Beach, LA

For the kids and young wizards at heart. Los Angeles is home to the brand new Wizarding World of Harry Potter at Universal Hollywood. Complete with its own Hogwarts Castle and Harry Potter themed rides. Of course you can not really visit Los Angeles without doing something celebrity / entertainment based. You can make your own tour if you plan ahead or book yourself onto many of the themed tours. Fully recommended are the tours of Universal Studios, Warner Brothers, Paramount Pictures or Sony Pictures. Finally we can not do justice to all LA has to offer so we will be back.

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Dubai, UAE

One night is Dubai is not enough to do justice to this fantasic holiday destination. The Burj Al Arab hotel is an experience in itself. It was constructed using cutting-edge engineering and was built to resemble the billowing spinnaker sail of a J-class yacht. Being one of the tallest hotels in the world it is hard to miss on the skyline. Despite its size, in terms of rooms there are just 202 bedroom suites. The smallest suite occupies an area of 169 m2 so not that small being bigger than the average 3 bedroomed UK home.

Burj Al Arab – Dubai

What you wont find in Dubai are great museums and heritage sites, though you will find some culture. Visit the Al Fahidi Neighbourhood to see what Old Dubai was like in the 19th century. Here you will find small museums, galleries and food events. Don’t miss the Jumeirah Mosque. Adopting an ‘Open Doors, Open Minds’ policy, the mosque welcomes visitors of all faiths and their are daily tours with a guide.

Fountains - Dubai
Fountains – Dubai

Dubai is a city of modern wonders. A must see are the Dubai Fountains, the fountain jets up to 22,000 gallons of water as high as 140m in the air at any one time. The Mall of the Emirates is the ultimate shopping experience with over 500 shops, cinema complex and snow slope.

Camel desert safari - Dubai.
Camel desert safari – Dubai.

Away from the city, there are plenty of opportunities to get your adrenaline rush. Sky-diving, desert safaris, desert dune buggy experiences, diving with sharks, bungee jumping, drive a McLaren Sprint and Audi R8 V10 on track and the extreme rides at one of the water parks.

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Scotland

Starting and ending at Inverness Castle the North 500, is a 516 mile route that takes in some of the more remote parts of Northern Scotland. The route works its way along the west coast to Applecross and then northwards towards the towns of Torridon and Ullapool. From there, you’ll embark on a drive to some of the most northerly coastal points of mainland Scotland, including Caithness. From John o’ Groats you head south through Dingwall back to Inverness.

The North 500

How could you not be tempted to drive the North 500 yourself? In fact you could even cycle or walk the route. If driving allow yourself the best part of a week and you are advised to book your accommodation in advance particularly during the summer season. This is where Maggie can help you out. She will help you find those less popular little gems along the route and suggest stopping off points to make the most of your journey.

Ackegill Tower

Not only will you find superb accommodation but fantastic scenery, exquisite beaches, fine food and the best distilleries in the world.