Winnie the Pooh was a low budget effort that never got much in the way of a marketing push, despite decent reviews. I always assume that it got made because Pooh moves a lot of merch. The other Pooh related films didn't really blow up the box office either.
The Princess and the Frog was Disney's last full blown, big budget, 2D animated film. I don't think they actually had plans for follow ups beyond that. If it made Tangled money, we would have no doubt received more 2D films. It instead performed fairly modestly. Enough to break even after home video, but not much beyond that. While it was their highest grossing 2D effort since Lilo and Stitch, it sort of confirmed that audiences had transitioned over to 3D films by that point.