The lyrics tell the story of Reuben who made a train that went down, leaving a lasting impact. The narrator reflects on their experiences, mentioning being in jail, traveling east and west, and starting their own graveyard while riding a long train with a haunting whistle.

Meaning of "Reuben's Train" by The Dillards

The lyrics of "Reuben's Train" seem to convey themes of life's journey, consequences, and mortality. Reuben's train symbolizes creation and impact, with its destination being unknown, much like the uncertainty of life. The mention of being in jail and starting a graveyard could represent the consequences of one's actions and the idea of facing the outcomes of decisions made. The whistle blowing 100 miles emphasizes the lasting effects of our choices. The imagery of traveling to where the chilly winds don't blow could signify a desire for peace and rest. Overall, the lyrics suggest reflections on life's journey, the choices we make, and the legacies we leave behind.