High Quality Content by WIKIPEDIA articles! Pleasantville is a 1998 American fantasy comedy-drama film written, produced, and directed by Gary Ross. The film stars Tobey Maguire, Reese Witherspoon, William H. Macy, Joan Allen, Marley Shelton and Jeff Daniels. Don Knotts, Paul Walker, Jane Kaczmarek, and J. T. Walsh are also featured.