Let’s start from the very beginning: in 1926, almost 100 years ago, Route 66 was established, covering a total of 2,448 miles. It was one of the original highways built under the then-new Numbered Highway System (also known as the "Federal Highways").

The route famously started in Chicago, Illinois, and stretched all the way to Santa Monica, California, passing through Missouri, Kansas, Oklahoma, Texas, New Mexico, and Arizona. At the time, Route 66 proved to be a quick and easy way to get to the western part of the country, which logically led to an increase in its popularity.

Image: Christian Linnemann

If you find yourself driving along the 2,448 miles that make up Route 66, you’ll certainly come across a fair share of outstanding landmarks, including American icons like the St. Louis Gateway Arch or the Santa Monica Pier. Not only that, you might want to explore some natural wonders, such as a 50,000-year-old meteor crater located in the heart of Arizona.

However, if you're more interested in landmarks focused on unusual or outlandish topics, there are plenty of roadside attractions worth visiting. For instance, you might want to stop for a few hours in San Bernardino, California, to visit the original McDonald’s location, now turned into a museum.

Image: Mick Haupt

As we mentioned before, Route 66 is too long for us to include every single state it crosses in this article. However, we still felt the need to pay a small tribute to the two ends that "America’s Main Street" was built to connect. With that in mind, let’s start with Chicago, the easternmost point of Route 66.

Originally, Route 66 was commissioned as a quicker way to get from Chicago to Los Angeles in response to the large increase in car ownership that occurred in the 1920s. Route 66 shortened the distance between these two cities by 200 miles, providing an easy-to-follow route for millions of Americans.

Image: Arnaud STECKLE

According to a popular saying, "All good things must come to an end," and the gorgeous west end of Route 66 is a living testament to this phrase. The "City of Angels" truly doesn’t need an introduction. In that sense, can you think of a more welcoming image than the warm California sun greeting drivers at the final stop of Route 66?

Interestingly, nowadays Route 66 ends in the equally gorgeous city of Santa Monica, located in Los Angeles County. In any case, the way the U.S. Route 66 Highway Association described the highway during its construction still holds true, and Route 66 can still be described as the "most scenic route from Chicago through St. Louis to Los Angeles."

Image: Rocio Abrego

Nowadays, a route connecting Illinois and California seems almost logical, but at the time, it took the efforts of a visionary group of entrepreneurs to plan the construction of Route 66. Among them, one individual stands out, known to history as "The Father of Route 66": an Oklahoma businessman named Cyrus Avery.

A resident of Tulsa, Oklahoma, Avery was truly a jack of all trades. Originally a school teacher, he went on to become a businessman, an insurance agent, and an oilman after founding the Avery Oil & Gas Company in 1904. In the 1920s, Avery was a member of the federal board appointed to create the Federal Highway System, where he rallied for the establishment of what we now know as Route 66.

Image: John Benitez

Who said that only cars can enjoy Route 66? Certainly not Charles C. Pyle, a Route 66 Association member who, in 1928, launched an innovative campaign to promote the new highway: a foot race from Los Angeles to New York City.

With a distance of 3,400 miles, this gargantuan race had a suitably large prize: $25,000, which today would be just under $400,000. Nearly 300 racers crossed America, passing through Route 66 and several checkpoints along the highway. Ultimately, the race was won by a Cherokee citizen named Andy Payne, who finished the race in 573 hours.

Image: Capstone Events

It seems only logical that such an iconic route has inspired a plethora of songs, books, and paintings. Let’s take a moment to pay homage to some masterworks of American culture that celebrate everything Route 66 has to offer. Celebrated authors like John Steinbeck and Jack Kerouac have set their novels on the highway, with Steinbeck nicknaming Route 66 "the Mother Road."

Perhaps most famously, songwriter Bobby Troup wrote the song "(Get Your Kicks on) Route 66" while traveling on the highway on a road trip across America. The song became a smash hit in 1946 after it was recorded by the Nat King Cole Trio, and it was subsequently covered by music legends like The Rolling Stones, Chuck Berry, and Bing Crosby.

Image: Jonathan Gong

In the 1950s, President Eisenhower sought to upgrade America’s highway system into a more modern network, comprising several new routes that connected all 50 states. In 1956, Eisenhower signed the Federal Interstate Act, unknowingly initiating a series of steps that would eventually lead to the end of Route 66.

After several decades, Route 66 was officially decommissioned in 1985. However, that doesn’t mean you can’t travel through most of it. Nearly 85% of the original highway is still drivable, with many signs marking where the original route once stood.

Image: Alejandro Luengo

As we mentioned before, there are plenty of spectacular landscapes to explore along Route 66 if you’re a fan of nature. With that in mind, did you know there’s a state park in Missouri named after Route 66?

Route 66 State Park is located at the site of the former town of Times Beach, Missouri, along the Meramec River. In addition to offering beautiful views and hiking trails, visitors might also enjoy seeing the old Route 66 bridge, which is currently undergoing restoration.

Image: Federico Lancellotti

We’ll end this article with a Route 66 fact you might not know. Route 66 has inspired many iconic songs, but did you know that a small part of Route 66 actually plays music on its own?

To encourage drivers to stick to the 45-mile-per-hour speed limit, the New Mexico Department of Transportation came up with a rather ingenious idea: by placing rumble strips at strategic points, cars driving under the speed limit will play "America the Beautiful"!

Image: Miguel Alcântara