- Jeremiah 'Jerry' Kincaid as Winnie the Pooh
- Tildy as Darby
- Uncle Hiram Douglas as Owl
- Granny Kincaid as Kanga
- Harry Carey as Roo
- Raymond Bond as Tigger
- Walter Soderling as Piglet
- Matt Willis as Rabbit
- Spelman B. Collins as Eeyore
- John Beal as Christopher Robin
- Bob Stanton as Nasty Jack
- The Rhythmaires as themselves
- The Owl as The Backson
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