I feel a little insulted by this post. As a CM at the DRC in Tampa (which from our location to WDW is only an hour, btw not 2 hours) we have all been to all the resorts before we even hit the sales floors. During training and even throughout the year we get tours of the resorts on property. When a guest asks for the front desk number, we give them the exact number we would call and it is directly to the resort.
I have not heard of a guest being unable to check in after Midnight and losing anything having to do with their packages.. people could be driving.. have a late flight.. anything that would cause them to come in after Midnight...like another poster said that's why the DME runs 24 hours a day.
So if the original posted say was booked to arrive on August 25 but didnt arrive until 4am on 8/26 they would have access to their room and have the dining plan beginning on the date the package was booked to begin.
Just remember, its not just Guests posting and reading on here and people do have feelings, especially when some of you say we don't know what we are doing.. if we didn't know we would't have jobs at one of the greatest places to work in the world.. just sayin'...