Our last trip was in December and we entered the DME area at the airport and it was packed! We got lucky because our bus pulled in within about 10 minutes after we lined up and our line, for the Grand Floridian, Contemporary, Poly & Wilderness was very short (compared to other resort lines) and we were at our resort within that 1.5 hours from getting off the plane. There were a lot of people there who were lined up for other resorts when we arrived and I think would have waited a long time after we left. I think the answer might depend on which resort you are staying at and how popular it is when you arrive.
As a side note, this was the first time we used DME (always rent a car) and I was amazed at how fast our bags arrived at our room.