• Nicholas "Nick" Cassidy as Winnie the Pooh
  • Lydia Mercer as Darby
  • Joey Cassidy as Christopher Robin
  • Michael "Mike" Ackerman as Tigger
  • Angela 'Angie' Maria Lopez as Kessie
  • David "Dave" Englander as Roo
  • Suzie Morales as Kanga
  • Jackie "Jack" Dougherty as Rabbit
  • Dante Marcus as Owl
  • Nestor as Dexter
  • Franklin "Frank" Cassidy and Valet as Piglet

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