DH and I were celebrating our anniversary on our last trip to WL (in May). We requested in our reservation an upgrade if at all possible (to jr suite or anything - we were already booked for courtyard view).
When we got there, as usual, we got exactly what we paid for - courtyard view.
I think people get upgraded here and there, just never seems to happen to me. I think it doesn't happen very often in general, but my motto is it doesn't hurt to ask.
Good luck!