“Last Train to Clarksville” is a song by American rock band the Monkees. It was the band’s debut single, released on August 16, 1966, and was later included on their self-titled album, released on October 10, 1966. The song was written by Tommy Boyce and Bobby Hart, with the lyrics being a misheard Beatles lyric. The song was a hit before the TV show aired. The song “Last Train To Clarksville” by The Monkees reached the number one spot on the Billboard Hot 100 chart on November 5, 1966. This was their debut hit on this chart, entering at position #67 and staying for 15 weeks.

The upbeat and catchy tune, written by Bobby Hart and Tommy Boyce, was reportedly about a soldier saying goodbye to his girlfriend before leaving for the Vietnam War. The title “Last Train to Clarksville” is a metaphor for a departure, not only physical but also metaphorical. The song’s lyrics convey the urgency and uncertainty of parting, with the line “And I don’t know if I’ll ever see you again” expressing the fear and doubt of soldiers going to war. Despite its upbeat sound, “Last Train to Clarksville” captured the mood of the country during the escalating Vietnam War, resonating with audiences and becoming a classic hit for The Monkees.