"Down the Road" is a song written and recorded by American country music artist Mac McAnally. McAnally has charted with the song on two separate occasions. The first of these two versions was released as the second single from his 1990 album Simple Life, and was a minor chart single for him that year. Eighteen years later, McAnally re-recorded the song as a duet with Kenny Chesney on Chesney's 2008 album Lucky Old Sun. This rendition is also McAnally's highest charting country hit, having reached Number One in February 2009.

Lyman Corbitt McAnally Jr., known professionally as Mac McAnally, is an American singer-songwriter, session musician, and record producer. In his career, he has recorded ten studio albums and eight singles. Two of his singles were hits on the Billboard Hot 100, and six more on the Hot Country Songs chart. His ninth chart entry came in late 2008-early 2009 as a guest vocalist on Kenny Chesney's cover of his 1990 single "Down the Road".