Madeline and Pooh arrive at Winslow's with Christopher's important papers, only for Madeline to slip on wet pavement and lose them all to the wind. Fantasy Gardens • Garden of Twelve Friends • Hunny Pot Spin • Le Pays des Contes de Fées • PLAY! • Pooh's Hunny Hunt • Pooh's Playful Spot • The Magic of Disney Animation • The Many Adventures of Winnie the Pooh

Dark Reprise: When an exhausted Christopher Robin discovers Madeline's drawings of Pooh and friends, a sadder variation of the famous "Winnie the Pooh" theme song is performed on a piano.Spring: Disney Color-Fest: A Street Party! • Disney's Easter Wonderland • Disney's Spring Promenade • Hippity Hoppity Springtime • Usatama on the Run! The outfit young Christopher Robin wears is based on his outfit from the original Shepard illustrations. A Heffalump is a type of elephant-like character in the Winnie-the-Pooh stories by A. A. Milne. Heffalumps are mentioned, and only appear, in Pooh and Piglet's dreams in Winnie-the-Pooh (1926), and seen again in The House at Pooh Corner (1928). Physically, they resemble elephants; E. H. Shepard's illustration shows an Indian elephant. They are later featured in the animated television series The New Adventures of Winnie the Pooh (1988–1991), followed by two animated films in 2005, Pooh's Heffalump Movie and Pooh's Heffalump Halloween Movie.

Magical Land: Hundred Acre Wood isn't just a forest where Christopher Robin played as a child outside his family's cottage, but a magical place you access by climbing through a magic door in a tree. It also responds to Christopher Robin's emotional well-being, reflecting his gloominess and him gradually relearning how to play. In Norway, the movie's title is Kristoffer Robin og Ole Brumm (Christopher Robin and Winnie the Pooh). Though "Kristoffer Robin" is a pretty well known character in Norway and probably could have carried the title alone, it's Pooh that Norwegians know and love, and the title was changed to reflect that the movie was about the relationship between the two. Ascended Fridge Horror: This film is based on the idea of Christopher Robin growing up and its impact on Pooh and his friends, a concept that was only hinted at in previous works but never explicitly explored outside of stories about him leaving for boarding school.Something They Would Never Say: The other inhabitants of the Hundred-Acre Wood initially refuse to believe that Christopher isn't a Heffalump because he claims that monsters don't exist, which is something the Christopher Robin they remember would never say. Christopher takes this on board and convinces them of who he is by pretending to defeat a Heffalump in combat instead of dismissing its existence. Ultimate Spider-Man: Spider-Man • Venom • Green Goblin • Miles Morales • Lizard • Rhino • Doctor Octopus • Iron Spider • Spider-Gwen • Kraven the Hunter • Hobgoblin Roo joins the heffalump-hunting expedition without his mom's knowledge, and ended up discovering Lumpy and captured him. Roo soon discovered that none of the scary things Pooh and the others had told him about heffalumps were true. The two became fast friends and were seen celebrating their friendship in the song " Shoulder to Shoulder," in which Lumpy finally "uncaptured" himself. Lumpy begins to miss his mother and Roo decides to help him find her by going to the rest of the gang for help. As noted in Non-Standard Character Design, both Rabbit and Owl are portrayed as actual living animals despite the rest of the cast being stuffed animals, just as they were in the original Milne stories. Unlike the stuffed animals the stories were based on, who are now residing in the New York Public Library, Owl and Rabbit were completely imagined, and presumably, were based on the nearby wildlife.