I would start keeping any eye on the DIS around the beginning of May . . but, please do the math carefully. Free dining is usually not the best deal you can get.
Unless you are staying deluxe where a room discount might be better, or didn’t plan to dine at Disney anyway, it is by far the best deal we could get the last 7 years.
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