I've only been to WDW four times and three of those we had a discussion at check in on where we would like to be, never had to upgrade to get a different location but managed to find somewhere. For example at Saratoga Springs the check in person suggested that as adult males we might prefer a room in the section closer to Downtown Disney and we got a nice room that meant we could walk to Marketplace. At POR we had paid for a river view (that was all that was available when we booked) but was still offered the choice of which building we prefer.
If I were to stay in a deluxue hotel, I don't feel this would be as important as at a moderate as the biggest differences are paid for (theme park view, savannah view etc) and although some rooms are further from the lobby, its not the same as the different buildings of a moderate hotel.