You would have to book each room separately, and each person, in one of the rooms would have to have the dining plan. Actually, 2 sep.resies, and an adult would have to be listed in each room. You have to purchase park tickets too, for the room that you are using the MWD with.
The 5 Y.O. would have to order off of the children's menu, if you bought the plan for them. You would prob. need 2 adults on the package, to have enough to share. That would give you 2 appetizers, 2 entrees, and 2 desserts.
You would not be able to eat at any buffets, and share. It might eat up a lot of time to go to restaurants with a menu all the time.