At the 1960 Tony Awards, Bosley earned a Tony for his featured performance, and Fiorello! made a bit of Tony history: a tie resulted in Fiorello! and The Sound of Music sharing the 1960 award for Best Musical. The following month, Fiorello! become the third musical to win the Pulitzer Prize for Drama.
The production enjoyed a 796-performance run; Bosley played all 796 performances.