The Essential Kris Kristofferson is a 37-track, 2-CD greatest hits compilation and career retrospective for Kris Kristofferson. The compilation was released in 2004, and covers the period 1969-1999, although it focuses heavily on the years 1969-1971. Disc 1 covers only this period, while disc 2 mostly covers the rest of the 1970s, with only four songs from the 1980s (including one by The Highwaymen) and one from the 1990s.