The way Uter gets left behind is mostly like what happened at the end of the 1965 World War II film Von Ryan's Express.
The "Diz-Nee Historical Park" (the new ownership of the Fort Springfield Civil War site) is a reference to Disney's failed attempt to build a historical theme park to be known as Disney's America. The park was to be located close to Manassas Battlefield, and was withdrawn in 1994 due to opposition.
Milhouse's tutor is parody of Tony Randall. (from DVD commentary)
The scene in the bank is a reference the movie It’s a Wonderful Life.
During the teachers' strike, one of the substitute teachers whom Bart drives out is Gabe Kaplan, who played high school teacher and title character Gabe Kotter on Welcome Back, Kotter.