Well free dining is usually released the last week in April so that would still give you 180+ days to plan.
Travel dates for November are extremely limited in recent years usually just a few days toward the end of the month and in December it will be around the 6th to 22nd if you base it on this years dates.
You don't even need a resort reservation to make ADRs. But I agree with the above poster - even April to August isn't last minute, never mind the seven or eight month spread.
October has been eliminated most of the time, too. If you book a stay ahead of time hoping they will add the free dining, you might have eliminated your resort by already having a reservation. They base the resorts and number of rooms in the offer to what hasn't been reserved. Free dining is just a way to fill up rooms when there are more vacant rooms. Not all resort and all the rooms at that resort are eligible for the free dining plan.
Save Up to 30% on Rooms at Walt Disney World!
Save up to 30% on rooms at select Disney Resorts Collection hotels when you stay 5 consecutive nights or longer in late summer and early fall. Plus, enjoy other savings for shorter stays.This offer is valid for stays most nights from August 1 to October 11, 2025.
CLICK HERE