Bobby Troup got the idea for the song on a cross-country drive from Pennsylvania to California. Troup wanted to try his hand as a Hollywood songwriter, so he and his wife, Cynthia, packed up their 1941 Buick and headed west. The trip began on US 40 and continued along US 66 to the California coast. Troup initially considered writing a tune about US 40, but Cynthia suggested the title "Get Your Kicks on Route 66". The song was composed on the ten-day journey and completed by referring to maps when the couple arrived in Los Angeles. The lyrics read as a mini-travelogue about the major stops along the route, listing several cities and towns through which Route 66 passes: St. Louis; Joplin, Missouri; Oklahoma City, Oklahoma; Amarillo, Texas; Gallup, New Mexico; Flagstaff, Arizona; Winona, Arizona; Kingman, Arizona; Barstow, California; and San Bernardino, California. Winona is the only town out of sequence: it was a very small settlement east of Flagstaff and might indeed have been forgotten if not for the lyric "Don't forget Winona", written to rhyme with "Flagstaff, Arizona". Many artists who have covered the tune over the years have changed the initial lyrics, usually to "It goes to St. Louis, down through Missouri..." then continuing with Oklahoma City and so on. Of the eight states through which the actual route passes, only Kansas and its cities—US 66 spends just inside the state's southeast corner—are not mentioned by the song. Chuck Berry famously mispronounces Barstow to rhyme with "cow" instead of correctly pronouncing it to rhyme with "go". "Route 66" was first recorded in 1946 by Nat King Cole, whose rendition became a hit on both the U.S. R&B and pop record charts. Cole later re-recorded the tune in 1956 and 1961.
Other recorded versions
The song has become a standard and has been recorded by numerous artists. The version recorded by Perry Como in 1959 is more lyrically complete, including the seldom-heard second verse and also the introductory verse. Chuck Berry's version, featured in his 1961 album New Juke Box Hits, was closest to its R&B roots, with jazz overtones, often blended into his own songs.
Two of the leading British Invasion bands included "Route 66" on their debut albums, Them and the Rolling Stones.
Essex-born English singer-songwriter Billy Bragg recorded an anglicised version of the song called "A13 " for a John Peel session in 1985. In the song—strummed and sung to the same tune as the original — the landmark cities are replaced with English towns along the route of the A13, with Bragg inviting listeners to "Go motoring, on the A-thirteen". According to Bragg he wrote the lyrics whilst playing with his band Riff Raff in 1977: whilst the band played "Route 66" as part of their set, Bragg "objected to singing about these places that didn't know... there's a tradition of driving down the A13 to the glory of Southend. Growing up in Barking, that was the promised land, in quite a Springsteenish way". The song was originally meant to be released on Bragg's 1983 debut album Life's a Riot with Spy vs Spy; however, it was ultimately not included due to problems getting permission to use the music of "Route 66". It was finally released commercially on the bonus disc of the 2003 compilation Must I Paint You a Picture? The Essential Billy Bragg.
The Depeche Mode cover made the #1 spot on the KROQ Top 106.7 Countdown of 1988.