Layered answer
Check each right separately
1926 book
The original 1926 publication has passed the United States 95-year term.
Later characters and designs
Later adaptations, visual designs and character additions can remain protected.
Trademark
Branding and source-identifying uses require a separate trademark review.
Open the Winnie-the-Pooh record
Sources
Commercial use?
Verify the exact material and intended country with qualified counsel.