There's just no way to know what resorts will have
free dining, or what room types, or if they'll offer it at all.
Disney has only offered free dining the last two years, during August - Sept, which is peak hurricane season. They did this because FL had a bad run of hurricanes the year before, and bookings for hurricane season were down.
They only do this for resorts and/or room types whose advance bookings for the fall aren't looking good. Disney only offers discounts when they need to fill rooms. If, for instance, CR is looking like it's booking well for the fall, they're not going to make many - or any- rooms available for the free dining offer. If the AS family suites are already booked for Aug/Sept, or close to being booked, they won't offer free dining for those rooms.
Again, this is not something that anyone can predict, unless they happen to have access to Disney's reservation system. And that doesn't include any of us.

We'll just have to wait and see what Disney does.