Gregg Berger as Eeyore (voice)

Brady Bluhm as Christopher Robin (voice)

Jim Cummings as Winnie the Pooh / Tigger (voice) (singing voice)

Scott Dreier as (voice)

Amber Hood as (voice)

Nikita Hopkins as Roo (voice)

Tress MacNeille as Kanga (voice)

Laurie Main as Narrator (voice)

Ken Sansom as Rabbit (voice)

Steven Schatzberg as Piglet (voice)

Andre Stojka as Owl (voice)

John Fiedler as Piglet (voice)

Michael Gough as Gopher (voice)

Paul Winchell as Tigger (voice)

Peter Cullen as Eeyore (voice)

Tim Hoskins as Christopher Robin (voice)

Laura Mooney as Kessie (voice)

Marco Cassone as (singing voice)

Trist Ethan Curless as (singing voice)

Frankie J. Galasso as Christopher Robin (singing voice)

Britt Quentin as (singing voice)

Matthew Selby as (singing voice)

Greg Whipple as (singing voice)

Jon Robert Hall as (voice)

Hal Smith as Owl (voice) (uncredited)