"The Sidewinder Sleeps Tonite" is a song by the American alternative rock band R.E.M. It was influenced by the song "The Lion Sleeps Tonight", both in the title of the song and through the song's opening refrain. (SongFacts writes, "Rather than follow industry practice and simply pilfer the song, R.E.M. paid for the rights to use it. As part of the deal, R.E.M. were asked to do a cover of the original "Lion Sleeps Tonight".) The band used "The Lion Sleeps Tonight" as the B-side to this song. The song was released on R.E.M.'s 1992 album Automatic for the People and was later released as a single in 1993, reaching number 17 in the UK Singles Chart.

The song was included on R.E.M.'s Warner Bros. "best of" album In Time: The Best of R.E.M. 1988–2003 in 2003, one of four songs from Automatic for the People to make the compilation. In the liner notes, Peter Buck remarked: "We included this song on Automatic in order to break the prevailing mood of the album. Given that lyrically the record dealt with mortality, the passage of time, suicide and family, we felt that a light spot was needed. In retrospect, the consensus among the band is that this might be a little too lightweight."

The lyrics are famously easy to mishear. A 2010 survey found that the chorus line "Call me when you try to wake her" was the most misheard lyric in the UK, beating second-place "Purple Haze", with the most common mishearing according to the survey being "Calling Jamaica".

An audible laugh by Michael Stipe can be heard at 2:33, immediately after he sings the closing line in the third verse "or a reading by Dr. Seuss" which refers to Dr. Seuss's rhymes. When trying to name-check Dr. Seuss, Stipe kept saying "Zeus" and laughs at his own inability to pronounce that correctly, which Mike Mills kept trying to get him to do. Stipe says he loved Dr. Seuss as a kid but always pronounced his name the wrong way.

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