The song "Stewball" tells the story of a legendary racehorse named Stewball, admired for his beauty and speed. Despite not being the favored horse in a race, Stewball surprised everyone by winning, leaving the narrator wishing they had bet on him instead of other horses.

Meaning of "Stewball" by Peter, Paul & Mary

The lyrics of "Stewball" reflect themes of unpredictability, missed opportunities, and the idea of underdogs succeeding against all odds. The narrator's regret over not betting on Stewball symbolizes the feeling of missing out on potential success by not believing in something or someone different. The contrast between the graceful racehorse and the narrator's own struggles as a "poor boy in trouble" highlights the idea of longing for freedom and prosperity. Ultimately, the song serves as a cautionary tale about not underestimating the value of the unconventional and unexpected.