we never have gone back to the room, to us it eats way too much time. Even when we stayed at the beach club, or the poly we stayed in the parks. We have three girls, there is no way they would ever all lay down at one time in a room, we would get frustratred, they would get frustrated. They fall in the parks when they fall. It works very well for us, my kids have NEVER ever fallen asleep in a stoller, except at disney. We usually get to the parks later too, (11 ish) only because my girls will sleep until ten, and we will stay until it closes, we have done the partys (halloween and chirstmas), and we stayed until the close for all of them. I have some amazing pictures of my oldest, alone on main street after a christmas party, eating ice cream, it was at least one in the morning. For some reason, being off schedule at disney does not bother them on vacation, so much going on I guess, I mean we have had a melt down or two, but then we go find a quiet spot, go to the baby care center, or eat. Usually it is that my kids are hungry, and that seems to bother them more than lack of sleep while we are at disney.
Usually at home they are in bed by seven, and up around 7ish. Only the baby naps now, but they are on a tight schedule, but for some reason at disney, they go with the flow.
If you think your little one will crash when tired, then I would not bother going back, for us, that is such a hassle!