Ok, put me in here. We booked a BB for November 13-21, at POFQ. Will change that to either CSR or POR if free dining comes out and POFQ is excluded again. Or if no FD, then possibly change to a split stay, at FQ and the Poly.
Free dining has been historically offered this time of year, however most people think that will be a thing of the past soon. If bookings are low, then they might offer it, but it seems they offer less dates and exclude more resorts each year. So the general theory is if you have not booked, wait until free dining is offered, or they might not think they need to. Unless of course you are going regardless. Then book what you want. You cannot "add" free dining to an existing reservation. There has to be availability and then the reservation is changed. For example, free dining was offered at POR last year but the day it opened, lots of people were finding they were sold out of FD availability at POR. But POR still had rooms you could book without FD. Does that make sense? I don't remember exactly when the FD offer came out last year. I'll look around some old threads and post what I find. There are some threads on here about free dining, and our "source" has a blog, disneybyjoe. He has lots of insight about FD.