"'Round Springfield" was written by Joshua Sternin and Jeffrey Ventimilia, based on a story idea by Al Jean and Mike Reiss. It was the first episode directed by Steven Dean Moore. Due to Fox's demand for 24 to 25 episodes per season, which the production staff found impossible to meet, two episodes of each season were written and produced by former showrunners, to relieve the stress on "The Simpsons" writing staff. Jean and Reiss, who were showrunners for the show's third and fourth seasons, returned to produce this episode, as well as "A Star Is Burns", instead of the season's main showrunner David Mirkin. On both episodes, they were aided by the staff of "The Critic", the show the two left "The Simpsons" to create. Sternin and Ventimilia were writers on "The Critic" and were big fans of "The Simpsons", so were thrilled to be able to write an episode.