Yes, the rougher, sketchier look of
Winnie the Pooh was intentional. If the sketchy style adds to your enjoyment of certain films, that's fine, but I think it's kind of silly to just dismiss films with digital ink-and-paint as inferior. Digital ink-and-paint methods reproduce the animators' drawings in the finished film just like xerography does, and the fact that the CAPS films and
Winnie the Pooh were both made with these methods demonstrates that filmmakers can control how "sketchy" or "polished" their films look. I, too, enjoy the sketchy look for some films; I think it's a compelling design aesthetic in its own right, and it's a good look for some films. I wouldn't advocate the sketchy look for every film, though, but it's a good thing that digital methods give hand-drawn artists more control over the visual style of their films.
As compelling as the art for, say,
101 Dalmatians is, the graphical look of that film wasn't so much a choice as it was artists working within the limitations of the technology. Even during the heyday of xerography in animation, Disney was continually refining the process so that it more closely resembled manual inking (but with the added benefit of having the animators' drawings reproduced on the cels). Originally, xerography was unable to reproduce colored lines, which is why
101 Dalmatians has such a distinctive look:
By the time
The Rescuers was made, more variety in toner color was available, so the character animation has a noticeably softer appearance. For instance, I seem to recall that it was relatively significant that Miss Bianca's hat could be done with a purple outline, and Bernard's fur uses a lighter, gray outline than the characters in
101 Dalmatians:
The Little Mermaid doesn't use xerography; the APT process for this film predated CAPS, but is more advanced than xerography (basically lines could be any color):
I guess what I'm trying to say is that the development of CAPS (Toon Boom Harmony is what they're using now) was just a continuation of something Disney was striving for all throughout the xerography era - greater control over the look of their films.