It was written by the duo's members, Kix Brooks and Ronnie Dunn, along with Bob DiPiero.

The song is a mid-tempo ballad describing a couple who fall in love during an Indian summer: a star football player and a cheerleader whom he meets.

The girl becomes pregnant and does not want to suffer the prejudices of small-town morals (which would look down on an unmarried, single mother) and therefore decides to escape to California.

Although his review makes note of the song's "ominous tone" and the "genuine longing" in Dunn's voice, he also goes on to say that he considers the lyrics uninspired as they do not flesh out any specifics on either character involved in the storyline.

"Indian Summer" debuted at number 48 on the Billboard Hot Country Songs chart dated for May 23, 2009.