Pooh and friends wake up to missing Christmas presents and set off on a snowy adventure through Hundred Acre Wood, encountering magical creatures and learning that friendship is the best gift.
| Actor | Role |
|---|---|
| SSophia ToriWinnie-the-Pooh(voice) | Winnie-the-Pooh(voice) |
 Bruce CampbellOwl (voice) | Owl (voice) |
 Angela ColePiglet (voice) | Piglet (voice) |
 Jamal FahimTigger (voice) | Tigger (voice) |
| EEnvee Lin AliceEeyore (voice) | Eeyore (voice) |
 Faith GrahamChristopher Robin (voice) | Christopher Robin (voice) |
| CChristopher Columbus Watkins IIIRabbit(voice) (as Columbus Trey) | Rabbit(voice) (as Columbus Trey) |
 Bianca WallaceKanga(voice) | Kanga(voice) |
| IIris Miller-BalesRoo(voice) | Roo(voice) |
| CChristina MercadoMrs. Milne(voice) | Mrs. Milne(voice) |
| JJimmy GaddMr. Milne/Narrator(voice) | Mr. Milne/Narrator(voice) |