• 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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