- 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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