- Mario as Winnie the Pooh
- Patrick Coleman as Christopher Robin
- Bowser Junior as Tigger
- Joseph as Piglet
- Black Yoshi as Eeyore
- Chef Pee Pee as Rabbit
- Rosalina as Kanga (both are kind mothers)
- Jeffy as Roo
- Bowser as Owl
- Cody as Gopher
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