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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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Activity City Fly Drive Road Sioux Falls South Dakota USA

Road Trip, South Dakota

A good starting point for any trip to South Dakota is a road trip based on I-90.  I-90 is the longest interstate highway in the USA and the longest east-west road across South Dakota.  Although it doesn’t pass through the South Dakotan capital of Pierre it does provide the focus on a great holiday in this part of the world.

The route will take in a number of impressive geographical features starting off with the Sioux Falls after which the state’s largest city is named.  Over 7000 gallons of water cascade down every second.  That’s a lot of water by anyone’s standards.

Sioux Falls - South Dakota USA
Sioux Falls – South Dakota USA

The striking landscape of Badlands National Parks features a maze of buttes, canyons, pinnacles and spires. The native Lakota people gave this land its name, “mako sica,” meaning “land bad.” Erosion of the Badlands reveals sedimentary layers of different colors: purple and yellow, tan and grey, red and orange and white. Bison, pronghorn, bighorn sheep, mule and whitetail deer, prairie dogs, coyotes, eagles and hawks are amongst the wildlife you are likely to see.

Badlands - South Dakota USA
Badlands – South Dakota USA

If Native American history and culture is your cup of tea then at Mitchell you will find a  Prehistoric Indian Village that is more than 1,000 years old. On-going excavations and laboratory analyses are discovering more about how these people lived.  A trip to the  Akta Lakota Museum on the campus of the St Joseph’s Indian School in Chamberlain provides history and learning about Native American life in a unique way. Check out the mini-theater, interactive displays, English-Lakota descriptions, and its beautiful gift shop.

Finally there are a few attractions that you will want to check out that you might not have expected. Whilst visiting the Akta Lakota museum take in the Dignity Monument.

Dignity Monument - South Dakota USA
Dignity Monument – South Dakota USA

The sculpture was erected in 2016 near I-90 in honour of the 125th anniversary of South Dakota statehood.  It depicts an indigenous woman in plains style attire.  If you enjoy sculptures, then head to the Porter Sculpture Park at Exit 374 and spend time viewing the sculptures made by Wayne Porter who makes his sculptures mainly from junk metal.

If you are visiting South Dakota as a road trip that a trip to the Pioneer Auto Show at Murdo is a must. There are more than 30 buildings displaying it’s unrivaled collection of cars, motorcycles, tractors, scooters and bicycles.  Plus other automobilia including gas pumps and antique toys.  In case you are in the mood, they also have classic American cars for sale.

Rapid City is South Dakota’s second-largest city and this is the place to head for to see the Mount Rushmore Memorial, the Custer State Park and the Crazy Horse Memorial.  Which is where we started.  We have run out of space to do justice to everything South Dakota has to offer, we will be back again.

Mount Rushmore - South Dakota USA
Mount Rushmore – South Dakota USA
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City Europe Heritage Road Scotland UK Uncategorized

Scotland, UK

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.

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.