- The Disney Acid Sequence Adventure is a Wonderful Thing from Pooh's Grand Adventure has a variety of harmless imagery such as a giant pyramidal upside down rock with glowing red eyes and sharp claws in a post apocalyptic wasteland, Pooh under a spotlight resembling a giant human skull, and an evil hand dragging Owl into a map.
- The Skullasaurus from Pooh's Grand Adventure. It never appears in the whole movie, but its growls are always being heard by the heroes as they search on for Christopher Robin, and by each time its growls are being heard more and more closer and more aggressively, as it seems to getting more and more closer to them, and through the movie, there's a feeling that it really has its eyes on the heroes and is just playing around for no reason but to scare them for its own amusement. By the end of the movie, it turns out most of the growls were really from Pooh's tummy.
- Similarly, the "Rock-a-Bye Pooh Bear" episode of The New Adventures of Winnie the Pooh in which a tornado or hurricane or something strikes and carries everyone away in increasingly convoluted ways, leaving poor Piglet all alone when it passed. Scary as they were being carried away, and scary when it passed and everything was too calm. And it was more or less focusing on Piglet because he's the one who'd be the most frightened in such a situation.
- In "Luck Amok", Tigger tries to hide Piglet from seven years of bad luck by hiding him in an isolated refuge for seven years, which is topped by a lightning rod because "lightning will be afraid to come around". However, a lightning bolt strikes the rod, which destroys the entire refuge, leaving only Piglet. This leaves Piglet extremely traumatized and spends the rest of the episode muttering to himself with a terrified look on his face.
- Early on in the episode, Tigger unplugged Rabbit's bathtub drain, causing the poor bunny to get sucked down while Tigger speaks in a creepily-cheerful tone. Sure, he uses a plunger to pull him back out, but still.
- Rabbit's freakout in the forest during "Tigger Too" is pretty disturbing. Plus, it was animated by Don Bluth, so it's to be expected.
- The trippy Heffalumps and Woozles dream sequence from "Blustery Day". "Beware! Beware! Beware! Beware! BEWARE!!!!"
- At one point, two heffalumps extend their trunks like accordions and proceed to play the (already terrifying) main melody of the song in a very slow, much higher pitch. The resulting sound effect turns out like Death's violin in G major.
- That part is immediately followed by a heffalump who's using his ears to fly shouting some gibberish before swooping down on Pooh. What was he even supposed to be saying there?
- Not to mention the bit where a heffalump is walking behind a honey pot (which, itself, is walking on human legs). She removes the lid with her trunk and it laughs/cries (?) hysterically until she puts the lid back on.
- At the very end of "The Many Adventures of Winnie the Pooh" and the original shorts it was made from, we see a shot of the live-action Pooh teddy bear seen earlier at the start of the film.... which suddenly winks! Needless to say, it looks eerie and unsettling, and the music finishing into a loud crescendo does not help either.
- This was toned down in "Winnie the Pooh and a Day for Eeyore" by replacing the original music with a five-note tuba tune and a light note. Sadly though, we still have the winking Pooh doll.
- Winnie the Pooh: A Very Merry Pooh Year has everyone getting a Personality Swap and Eeyore getting Pooh's cheery personality. It's just that Eeyore with such a happy disposition and a cheerful smile just doesn't seem right.
- The pulsating music and lighting makes The Stinger of Winnie the Pooh (2011) somewhat unnerving. Of course, once the Backson starts talking, it switches to funny.
- In "The Tigger Movie", the avalanche scene and how close Tigger got to being killed in it. Granted he didn't, but still.
- In "Everything is Honey", is Pooh actually so hungry he's hallucinating that everything is honey while a jaunty song plays, or is he sleepwalking along and dreaming that everything is honey? Either way, it's scary.
- The Bad Future dream sequence of Springtime With Roo, where it's revealed that if Rabbit keeps up his Control Freak tendencies, the others will finally give up and leave the Hundred Acre Wood, reducing it to a desolate, creepy area with all it's foliage dying. The real clincher is when Rabbit begs the narrator if he can change the words of the book, and for a moment it looks like it's too late, since he has lost the belongings of his friends to make amends with them, and the words seem to have been already written."Rabbit was all alone".
- In "Poohs Heffalump Halloween", in the very last moments of the finale, the moon turns around, turns into a Jack OLanturn and yells Boo! This was never mentioned anywhere else in the movie, except if you theorize that it was the Gabloon that pretty much set off the entire plot of the movie in the first place.
- In the now-infamous "Too Smart for Strangers" episode that's the Trope Namer for Too Smart for Strangers, Pooh says that you should be suspicious of anyone you don't know, stay away from secluded areas, and to run away if you "meet a stranger" which is hard to avoid doing in populated areas.
Nightmare Fuel / Winnie-the-Pooh