* AccidentalInnuendo: To a modern audience, there are certain lines that can be misconstrued as meaning something else. This includes:
** "I like babies."
** "He shall live with us, and sleep with us, and drink warm cocoa with us!"
** "I'm a MAN now, Tanta."
** The entirety of "If You Sit On My Lap Today".
* AlternativeCharacterInterpretation:
** He may be the Burgermeister's #1 lackey and cause a lot of trouble for the heroes later, but Grimsley is genuinely worried when the rope attached to Baby Claus' sleigh snaps. He tries to follow it into the blizzard before getting stuck in a snow drift.
*** Heck, the prologue could well double as a FreudianExcuse for him. Most of his PetTheDog moments come before losing baby Claus in the snowstorm. We see him as a meaner and more stereotypical ObstructiveBureaucrat after ''going for years believing himself to be responsible for an innocent baby freezing to death''. It's not an excuse for going along with the Burgermeister's more ridiculous edicts, but it's easy to see how the trauma of FailureToSaveMurder could have served as his CynicismCatalyst.
** Winter, powerful as he is, has a few stupid moments. How does he not see the obvious pile of sticks [[HiddenInPlainSight right under his feet]] in the beginning?
* AntiClimax: The way Burgermeister Meisterburger is taken out of the picture -- he just dies offscreen, with no explanation or anything, and all his laws are somehow abolished because of this (lifting the ban on toys).
* SugarWiki/AwesomeMusic:
** The title song, sung by Creator/FredAstaire.
** The "Wedding Song", aka "What Better Way To Tell You", also sung by Astaire, counts as well.
** Jessica's song "My World is Beginning Today" is really beautiful, in no small part thanks to Robie Lester's impassioned delivery.
** Creator/MickeyRooney absolutely ''nails'' his performance of "Put One Foot in Front of the Other" in being catchy, timeless by season, and a really inspirational PepTalkSong.
* BigLippedAlligatorMoment: After realizing where she belongs best, Jessica suddenly breaks into song "My World is Beginning Today", complete with songbirds, a fountain reflection and VERY TRIPPY acid-like visual effects that, other than Jessica's character development, adds nothing to the plot.
* CaptainObviousReveal:
** "Jessica. Oh, ''she'' becomes Mrs. Santa Claus." Yeah, who would have guessed it was the only named woman who's not his adoptive mom?
** "I knew it, I knew it, ''that's'' how he got his name!" Yeah, the fact that it ''is'' his ([[MeaningfulRename birth]]) name should have been a clue.
* EnsembleDarkHorse: Despite, or perhaps because of, being second banana to Burgermeister Meisterburger, Grimsley is ''very'' popular with the fans.
* HilariousInHindsight: The scene where Kris gives a toy train to Winter can be this if one remembers it in conjunction with ''WesternAnimation/{{Frozen|2013}}'''s saying about melting a frozen heart...
* LoveToHate: The Burgermeister is an utterly deplorable villain with nothing redeeming about his character, but between his thick German accent, his hilarious {{Double Take}}s, and the amount of AmusingInjuries he subjects himself to, it's almost impossible to not be entertained by him.
* MoralEventHorizon: Burgermeister Meisterburger crosses it when he burns a pile of toys -- ''in front of a crowd of crying kids, no less'' -- just after he arrests Kris with a cheap trick.
-->'''Burgermeister Meisterburger:''' CHILDREN OF SOMBERTOWN, YOU WILL NEVER... ''NEVER'' PLAY... ''AGAIN!''
* {{Narm}}:
** It's not too hard to find another good reason why "If You Sit On My Lap Today" and "My World is Beginning Today" were cut from TV broadcasts for years. The characters are just ''so'' dramatic...
** When Kris first brings the toys to the kids, there's a close-up of the young boy's face who exclaims "Real toys!" with his eyes looking very unfocused, giving him a crazed expression.
* NarmCharm: The story, animation, and songs are just so cheesy that people can't help but still enjoy it.
* SpecialEffectFailure: There are a couple examples:
** The kids are supposed to be crying at the toy bonfire, but they clearly have what appears to be ''smiles on their faces''.
** At the end of Jessica's ThatRemindsMeOfASong, the cheesy "animation" trick they used to let her look at her reflection in the water: the animators stuck a photograph of her at the bottom of the fountain... which remains completely stationary even as she sings.
* SpiritualSuccessor: To Creator/LFrankBaum's ''Literature/TheLifeAndAdventuresOfSantaClaus''. Not only do both tell the story of Santa Claus's origins and how he came to do all the things he does, they share a few other elements too, like baby Claus being a foundling raised by the non-human beings who later become his helpers, and the sight of children's stockings hanging by the fireplace to dry inspiring him to leave presents inside them. Creator/RankinBassProductions would later do a straightforward adaptation of ''The Life and Adventures of Santa Claus'' as their final stop-motion Christmas special in 1985
* TearJerker:
** The Burgermeister ''burning'' every toy in Somebertown and bragging about it. We cut to the children's faces as they cry: "We'll never play again..."
** After his HeelFaceTurn, Winter Warlock starts rapidly losing his magical powers, and with them his self-confidence. He spends the latter half of the movie feeling utterly useless and thinking of himself as TheLoad. You just want to give the poor guy a hug.
** Another Winter Warlock case -- albeit leaning more toward happier tears -- occurs at Kris and Jessica's wedding in the woods. By now he's lost all of his power, but he still quietly prays, "Oh, please... let me have just a ''little'' magic..." That last spell illuminates all of the branches in the forest with twinkling lights: Winter gave the world the first Christmas trees.
* UnintentionalPeriodPiece: For a special that otherwise goes to so much effort to maintain a timeless sensibility, just about every aspect of "My World is Beginning Today" -- the imagery, vocal stylings, character theme, and even the orchestrations -- firmly insists that we not forget this was made in the [[TheSeventies early 70s]].
* ValuesDissonance: After two generations of increasingly extreme paranoia over children being sexually abused/molested/exploited, the song "If You Sit On My Lap Today" just doesn't sound as innocent now as it did back then. If Kris sang that today in Anytown, U.S.A, he'd be dogpiled by cops and branded a pedophile before he could blink. [[AccidentalPervert He 'charges' the kids one kiss for every toy he gives them!]] The sequence featuring this song has been edited in most modern-day airings (ABC Family (now Creator/FreeForm), at least, has restored this and the "My World is Beginning Today" sequence, also cut from most modern-day airings for the reasons listed below, since 2010).
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