Oh my...something to make my heart beat faster, a Disney discussion.
I'll be happy to discuss this in this forum or by PM if you prefer.
To best advise you, who all is going and approximately when and which parks do you plan on visiting?
I would guess if you frequent this board you will be happiest in one of the Deluxe properties.
My fave is the Grand Floridian RPC (Royal Palm Club - concierge - main building). It is the flagship property and the best location with a great concierge staff and benefits. It is a Magic Kingdom property and on the monorail.
That being said, if you are going down for Food & Wine (festival), it is most convenient to stay at an Epcot property e.g. Yacht Club.
Regarding food, if you are at all picky about quality to value, look towards booking the Signature Dining places. And yes, you really do have to reserve in advance to ensure you get something approximating a day and time you want.