- John Tucker as Winnie the Pooh
- Kate Spencer as Darby
- Carrie Schaeffer as Kessie
- Beth McIntyre as Kanga
- Heather Straham as Porcupine
- Jennifer as Holly
- Jill as Christopher Robin's Mom
- Scott Tucker as Christopher Robin
- Lori Spencer as Mama Heffalump
- Basketball Coach as Tigger
- and more
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