Bernstein wrote five books during his life: The Joy of Music (1959), The Infinite Variety of Music (1966), Leonard Bernstein’s Young People’s Concerts (1962), The Unanswered Question: Six Talks at Harvard (1976), and Findings (1982). The first four were part of his desire to make his lectures and commentary from his televised appearances available in written form and the fifth book is a compilation of mostly minor writings from throughout Bernstein’s life. This chapter is a summary of the contents of each of these books, with commentary on what the more substantial efforts tell us about the author’s musical philosophy. The major essay from Findings considered here at some length is Bernstein’s senior honours thesis written while a student at Harvard: ‘The Absorption of Race Elements into American Music’. Although better known as a conductor and composer, Bernstein’s writings are also important representations of his thinking.