Continuity mistake: After Roo and Lumpy leave Pooh's house, they slam the door hard (there is a crashing sound when the honey pots inside crash from the slam). But later when Pooh and the others return, the door is ominously wide open.
Other mistake: Throughout the movie large footprints of heffalumps are shown. However, when the heffalumps bound around, they never create any footprints of any kind.
Continuity mistake: When Tigger's family portrait falls on him, it falls picture forward. However when you see Tigger's face looking out through the back of the portrait, the pushed in parts of the portrait are blank. They should be showing parts of the portrait since they're from the portrait side.
Continuity mistake: In the opening shot of Roo opening his bedroom window after he hears the Heffalump call, the handle is missing from the inside of the bedroom window frame. The next shot after he talks with Kanga shows the frame with a handle. (00:02:20)