- Mr. Chips M.A. (Cantab.) as Winnie the Pooh
- Katherine as Darby
- Dr. John Hamilton Wetherby D.D. (Cantab.) as Christoper Robin
- Max Staeffel M.A. (Oxon.) as Roo
- John Colley, Peter Colley I, II and III as Tigger, The Backson, Rabbit, and Gopher
- Peter Colley as an adult as Owl
- Sir John Colley as Dexter
- Perkins as Smudge (uncredited)
- Mr. Jackson B.A. (Cantab.) as Papa Heffalump
- Wainwright as Piglet
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