I would work out where you want to have your sit down meals and then go over to allears, as they have prices over their, and work out the cost of your meals, against the dining plan.
We had the free one last year, and if we were going again i would definately pay for it. We also have one sit down meal everyday.
There are some excellent places to get snacks too, for example the bakery on main street and the one at boardwalk. You can get a lovely small cake using a snack credit. Somewhere there is a whole thread dedicated to the snack credits you can get.
For three of us, (2a, 1 c) I think we spent over 800.00 on food, I kept all of the reciepts at the time. Mr T actually paid for the food, as I paid for the holiday using deals, so it was even better value. We had some great family meals, that we would never have otherwised experienced. The best was the steak resturant in canada, sorry the name escapes me. Another one was at the Wilderness campground.
We also experienced loads of different character meals too.