A soundtrack album was due for release on Warner Bros. Records, but it was not released because Tim Robbins didn't want the songs played outside of the movie's context.
The first three albums by Bob Roberts - The Freewheelin' Bob Roberts, Times Are Changin' Back, and Bob on Bob - were spoofs of/based on/homages to Bob Dylan's classic albums The Freewheelin' Bob Dylan, The Times They Are A'Changin' and Blonde On Blonde, respectively, including the cover photos on the first two.
Tim Robbins and his brother David, who co-wrote the songs in the film, are the sons of folk singer Gil Robbins of the Highwaymen
The scene in which Bob Roberts meets the wife and children of the local mayor is a pastiche on Bob Dylan's Dont Look Back (1967), where Bob meets the wife and children of the local sheriff.