To me Free Dining only made sense when booking a moderate resort before. It was barely worth it when Disney made you add park hoppers last couple of years, but it was still best discount if going in the Fall for parties of 3 or more (if again booking Moderate). But now that Moderate gets quick service only it's so not worth it! I priced out Port Orleans Riverside for our dates Aug 13-19 and upgraded the Dining plan to regular and was at $3325 for 2 adults, 1 child under 10.
It was only $160 more if we did the same resort, same dates with the room discount and added the dining plan. Ok yes free dining still cheaper but barely...
Now at Wilderness Lodge it would cost us $3541 so only $200 more to go to a deluxe now.
I think it depends what your family was going to do anyway... if you usually stay at value and add park hoppers and you like quick service only.. great. We like the regular dining plan and the moderate resorts. There is no way I will pay $500 more for the same thing at Riverside as last year.
We will be staying at a deluxe this year, but most likely with a good room discount we already booked with.
I believe this is Disney trying to phase out the Free Dining promo. The sooner we let go of it the better... By the way I love the
Disney Dining Plan so I'm sad about it