Continuity mistake: In the scene where Miss Hoover asks Lisa what the ninteenth-century figure nicknamed 'Old Hickory' is, there is no text on the covers of the book she's holding. In the next two shots, however, 'Teacher's Edition' can be seen on The Front cover and the spine of the book. (00:17:00)
Continuity mistake: Near the beginning when the family is eating dinner, the glasses on the table keep refilling/emptying themselves, even though nobody takes a drink. (00:03:40 - 00:04:30)
Revealing mistake: On the original DVD version, when Bart says to Lisa "I didn't want you to wreck your life" the screen is cut off on the right side slightly. (00:20:25)
Continuity mistake: When Dolph and Kearney give Milhouse a "wedgie", they are both shorter than usual.