Greatest Hits/Every Mile a Memory 2003–2008 is the first greatest hits album of country music singer Dierks Bentley. It was released May 6, 2008 on Capitol Records Nashville. His fourth album for Capitol Records Nashville, it includes his ten singles from his first three albums: 2003's Dierks Bentley, 2005's Modern Day Drifter, and 2006's Long Trip Alone. Two songs were newly recorded for this compilation: "Sweet and Wild" (a duet with Sarah Buxton) and "With the Band". Also included here are live recordings of the album cuts "So So Long" (originally included on Modern Day Drifter) and "Wish It Would Break" (originally included on Dierks Bentley), as well as live renditions of his singles "Come a Little Closer", "Lot of Leavin' Left to Do" and "Free and Easy (Down the Road I Go)".
Bentley enlisted the help of his fans to assist in selection of the live tracks, title, and cover art for this album. The first 3000 are credited as executive producers in the liner notes.