I found an awesome article on Jim Hill Media which shows pictures of the costumes of Disney Characters at the parks used throughout the years. I suggest taking a look at his whole article at jimhillmedia.com, but here I can show you the progression for Winnie the Pooh.
Here is a photo of Pooh and Eyore from Disneyland in 1966:
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Pooh is kind of scary, and I am not sure I understand the purpose of the honey pot on his head. Eyore is okay, I think.
Pooh’s costume received a slight redesign, but did not really change until the 1980s:
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This costume is better, but now the eyes and face seem really off to me. I do appreciate the lack of head wear.
Pooh received another redesign and this is what he looks like now in the parks:
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Now he looks a lot like the most recent incarnations of the character in the animated tv shows and movies.
Take a look at the full article here to see other characters’ progressions.
