The song playing during the home movie is Joe Cocker's "With a Little Help from My Friends", originally done by The Beatles. This is a reference to the intro for The Wonder Years.
Otto Mann makes a reference to The Shining when Bart and Lisa get onto the bus.
When this episode first aired, stars appeared during the commercial breaks to celebrate the 100th episode.
Luke Perry: (referring to his animated appearance) You know, I've been shot out of a lot of cannons, but there's nothing like the first time. Congratulations to The Simpsons on their 100th episode.
Leonard Nimoy: To everyone in the sleepy town of Springfield...may you live long and prosper.
Kelsey Grammer: Hello, Kelsey Grammer here. Felicitations to the people who bring The Simpsons to life. May you make 100 more.
In the deleted scenes on the season 5 DVDs, we learn that the Squeaky Voiced Teen's Christian name is Jeremy.
When Principal Skinner looks after Santa's Little Helper parodies Aliens. When Groundskeeper Willie sees Santa's Little Helper running parodies Alien 3. When Skinner looks at the thing who shows where Willie is parodies Alien.