- In the ending of adventure mode, the player finds Maxwell trapped in a demonic throne, with a phonograph playing ragtime nearby. Turning it off makes him thank you, because he's been listening to that one song for eternity. And turning it back on...
Maxwell: I suppose I deserved that.
- Generally, the baying of the Hounds, which appear every few days, tends to invoke trepidation in the characters. When Wolfgang hears them, however...
Wolfgang: I hear puppies!
- Willow's reaction to a Deerclops is basically what any rational person would say if they met such a monstrous creature.
- One of the possible traps is a simple chest. If you open it, the season immediately changes to the unforgiving Winter or Summer. The only thing a character can say when they fall for the trap is "Whoops".
- Wickerbottom is normally a no-nonsense woman. In the presence of a baby beefalo, she momentarily gushes over its cuteness before catching herself.
Wickerbottom: Look at it's widdle face! *Ahem*.
- Wilson's comment on the pitchfork is pure hilarity:
Wilson: Maxwell might be looking for this.