The real answer lies in what you're looking for to have the vacation you want.
My family stayed Value (ASSp) twice. Our two children were under the age of 6 both times, so having two double beds was fine. The theming was exciting for them, and the pools were just fine for them to cool off. The food court was large enough for us to eat with ease, and getting the kids food was relatively quick and painless. We didn't plan to use any other amenities because of their ages (bike rentals, sit-down meals, spend time in lounges). Our main focus was the parks and the pool.
We then 'moved' up to a moderate when the kids were a little older, staying at POR. We rented bikes, and the slide at the pool was something they enjoyed. We found ourselves spending a little more time at the resort and enjoyed the varied areas we could find to relax.
Our last trip we splurged on the WL, having seen it on our POR trip for a character breakfast. The amenities there were well worth it since our kids are both teens, and we ended up splitting time between the resort and parks. Having a queen-sized bed AND bunk beds made everyone comfortable at night. My husband and I could spend time at the pool with the kids and enjoy cocktails at the poolside bar. I enjoyed relaxing in the mornings in the spacious lobby, in big comfy chairs, while my family slept in peace back in our room. Indoor corridors meant not worrying about scurrying in the midst of daily summer rains to get from place to place. All in all, our stay there was far more relaxing than I would have been able to get at a Value.
We probably would not return to a Value, simply because what they offer no longer fits with the way we like to vacation.