During Marge's introduction, a black-and-white movie clip appears which is ostensibly from a movie called 200 Miles to Oregon. No such movie by that title exists, but it might be a reference to the original 3:10 to Yuma, in which Glenn Ford starred as Ben Wade.
Bart's introduction (where his voice appears as waves on an oscilloscope) is a parody of the Control Voice's introduction in the 1960s TV series The Outer Limits.
The Shining - Referenced in the title and parodied throughout the segment.
Maggie spells "REDRUM" with her blocks when Homer tries to watch the TV.
Analogous to Jack Torrance endlessly typing "All work and no play makes Jack a dull boy", Homer writes "No TV and no beer make Homer go crazy" all over the walls. The only thing Homer types is "Feelin' fine," which briefly reassures Marge, until a lightning flash reveals the writing on the walls.
When Groundskeeper Willie says to Bart that he has got the Shinning, Bart says "You mean Shining?!" to which Groundskeeper Willie says "Ssh! Do you want to get sued?!" This was added in to not get sued by Warner Bros (the distributor of the original film) for using their film's title in the segment.
Homer does the "Heeeere's Johnny!" scene, but he breaks into the wrong room, which is vacant. He then breaks into another room announcing himself as David Letterman, only to discover that Grampa has finally arrived. The third and final time, he finds the right room and announced himself as several guests on 60 Minutes.
When Marge discovers that Homer has written 'No TV and no beer make Homer go crazy' all over the walls, Homer bursts through a door and scares her. In The Shining, Jack sneaks up on Wendy and asks her what she thinks of his 'book'. In the film it is written as: "All work and no play makes Jack a dull boy".
Jurassic Park - When Homer first arrives in the past, he says, "I've gone back to the time when dinosaurs weren't just confined to zoos!" Also, the theme song plays for a moment.
A Sound of Thunder - The idea that Homer causes significant alterations to the future by killing a mosquito is a parody of the scene from the film, in which a hunter goes back in time to hunt dinosaurs. The hunter kills a butterfly by accident only to find that this alters the future the hunter returns to.
Ned Flanders being the absolute lord and master of the world is similar to Big Brother in George Orwell's 1984.
The Flintstones - The Simpson house momentarily changes to the house owned by the Flintstones.
The song the inside-out Simpsons and Groundskeeper Willie sing and dance to is a parody of "One" from A Chorus Line. It was also played at the end of "The Shinning".
Lights Out - The Simpsons annual Halloween episode "Treehouse of Horror V" referenced Oboler's "The Dark" about a mysterious fog that turns people inside-out. In the episode, The Simpsons and Groundskeeper Willie turn inside out, and then break into a song and dance number. No recordings of the original broadcasts of "The Dark" have survived, but Oboler recorded a memorable remake for his 1962 stereo album Drop Dead!
Danny Elfman is credited as "Danny Skellingelfman". This is an obvious reference to Jack Skellington from The Nightmare Before Christmas. Also, he wrote the music and he did Jack's singing voice for the film.
This is the last Halloween Special to feature a cemetery opening. This is also the last one to feature a Simpson character (usually Marge) coming out of the curtains and speaking with the audience, and the curtain opening didn't happen again until 23 years later in Treehouse of Horror XXVIII, at the beginning of the "MMM...Homer" segment.
This is the first, and so far the only THOH episode in which a running gag is used in each segment of the special (Willie being killed with an axe).
This is the second time where James Earl Jones did a voice in a Halloween episode, after Treehouse of Horror. In this case, he did the voice of the alternate universe Maggie in "Time and Punishment".
Nightmare Cafeteria is based off the short lived TV series, Nightmare Café.
The settings on the Hamilton Beech Student Chopper read: Off, Chop, Pulverize, Puree, and Gooify.
This was the first episode that King of the Hill's David S. Cohen wrote for the show.
It became #1 in Watchmojo's Top 10 Best Halloween Special Episodes.
On FXX reruns the Gracie Films logo woman screaming has been replaced with Homer's screaming.
Before Mr. Burns and Smithers leave for the winter, Smithers suggests to Burns that cutting off the cable television and beer supply might have been the reason that the previous caretakers went insane and murdered their families. Burns then says that owes Smithers a Coke if everyone gets slaughtered, which he also says in "Treehouse of Horror II" where him and Smithers are returning Homer's brain to his body.
A deleted scene features Bart encountering Sherri and Terri as the ghosts of the previous caretaker's daughters. Bart is skateboarding in the halls, turns a corner, and sees Sherri and Terri, who sing, "Your daddyyyy's going to kill youuuu." Bart then skates down another hall and sees Patty and Selma, who tell him, "They're right, y'know." The scene also shows Dracula, the Mummy, the Werewolf, Freddy Krueger, Pinhead, and Jason Voorhees coming out of the rooms and watching Bart.
Jimbo says "Oh no! My favourite outfit!" But of course it is his only outfit!
If you look at the upper-right hand side of the crowded detention, you can clearly see Lisa, yet the reason is unknown. Lisa being sent to detention in Treehouse of Horror XX in Dial 'M' for Murder became a plot for that section.
Bart finds a chainsaw out of nowhere and it disappears when he is speaking with Willie.
It is unknown how Grampa arrived the mansion if he was dropped off at a gas station. He either walked all the way to the mansion from the gas station, he was driven there by someone else, or the gas station might have been close to the mansion.
Homer could have easily went to the nearest town to buy some beer.However, considering Homer's low intelligence, this might not have occurred to him.
Time and Punishment
When the machine picks up the Simpson house to take it to the 'Re-Neducation Center', the garage is on the wrong side of the house. It is on the correct side in the following shots of Homer returning.
When Marge, Bart and Lisa are speaking with Ned, Marge's pearls are white instead of red. This is a very common animation goof that occurs in loads of episodes.
When the staff come after Bart and Lisa, Mrs. Krabappel is no longer overweight.
After Skinner kills Groundskeeper Willie with the axe, he is wearing his apron, even though it is in the following shot where he actually puts it on.
Ralph is seen with Bart, Lisa, Wendell, and Milhouse in class. After Wendell is sent to detention, Ralph is never seen or mentioned again. Ralph is actually in Lisa's class, so after Wendell was sent to detention, Ralph probably moved back to Lisa's class offscreen.