Albert Brooks was the last actor to be offered the role of Harry. In an interview with Playboy magazine, he stated that he received a nice letter from Woody Allen offering him the role. Brooks responded, "It was insane that Allen didn't do it himself." Apparently, Woody took his advice.
Woody Allen based Harry's trip on Ingmar Bergman's Wild Strawberries (1957). Bergman is said to be Allen's favorite director.
Robert De Niro, Dustin Hoffman, Dennis Hopper and Jack Nicholson were sought in vain for the role of Harry Block.
The film is similar to 8½ (1963), in that it chronicles an artist with a creative block struggling with his current relationships and remembering his old ones, interspersed with dream sequences, as well as his work being based on events from his life.