- Why did the barkeeper character lie on the witness stand about the contract? He could only lose by that. If he'd told the truth, Toad would have been exonerated for the theft charge, but the barkeeper would have had full legal right to Toad Hall - it was a binding contract - so he would have come out on top. Instead, by lying he put himself in a lose-lose-situation: he'd denied the existence of the contract on the stand, so his inhabiting Toad Hall would eventually exonerate Toad, and make Toad get back Toad Hall.
- Because he was the real motor-car thief, and Toad was the perfect fall guy for the crime. Everyone was aware of Toad's borderline-insane obsession with motor cars, and had reason to believe he'd get one at any cost, even if it was theft. Thus, Winkie would be free of all accusations.
- Anybody notice that, for all the talk about Disneyfication, their version of The Legend of Sleepy Hollow is more true to the book than the Tim Burton version?
- That's because Burton's version was a loose retelling and not the actual story, much like how his Alice in Wonderland (2010) wasn't meant to be an exact retelling of those books. Hence why his movie is titled just Sleepy Hollow (1999) instead of the book's (and Disney's) title The Legend of Sleepy Hollow.
- At the same time, it's a simple tale anyways, making this into a Feature Length movie would take a lot of Adaptation Expansion.
- During the Headless Horseman song, Ichabod's got a pile of...pink mush on his plate. What was that suppose to be? Mashed potatoes? Hasty pudding?
- Its gelatin dessert. The story is set in 1790 and the dessert was around as early as 1747.
- More of a meta example, but why was "Mr. Toad's Wild Ride" so scary? There's no horror in the Wind in the Willows part of the movie - all Nightmare Fuel comes from the last 5 minutes or so of the Sleepy Hollow part. Toad most certainly doesn't get hit by a train, die and go to hell! Why end the ride that way?
- Also, just how DID Toad manage to get out of his cell unnoticed? Yes, he's Disguised in Drag, but unlike the book, there's no reason for a woman to be hanging around a prison cell.
- Maybe the prison guards thought it was a conjugal visit?
- In the original book (and early versions of the film) the jailer thought he was a washer woman visiting the jail.
Headscratchers / The Adventures of Ichabod and Mr. Toad