Continuity mistake: When Tony Hawk and Homer compete against each other on the skateboards, Bart is on Tony's starting side. When Homer knocks Hawk off his skateboard, Bart is now on the side that Homer started on.
Clown v. Board of Education - S34-E21
Continuity mistake: Fat Tony burns Krusty's tassel on his graduation cap. This causes Krusty to put it out and move it behind his head. In the next shot, it jumps back to the right side of the hat.
Factual error: When Hugh proposes to Lisa using the electronic signage, he spells the word "honor" using the American English spelling. Hugh should have used "honour" as this part of the show was set in England, and Hugh is from England.