WE've stayed at every level of Disney resort also. I totally agree that each is what you make of it. Beyond that, each resort has it's strengths and weaknesses. Just because a resort is in a lower category doen't mean that the theming won't appeal to you more. If you like the New Orleans look of POFQ, then maybe you'll find WL ugly, or GF stuffy. Lots of folks comment that only the All-Stars/Pop have actual Disney characters around the resort as decor, and that they feel the most Disney.
We recently had our first stay at Pop, and were impressed with the level of quality there. The service was very good, the CM's very nice, the food court was great, the room was very clean. Cleaner than some of theother resort roms we've had.
Some of the higher end resorts also don't have very good QS retaurants. I understand they are redoing the one at CF and have redone the one at the Poly (twice I think since the last time we ate there) - but they were nowhere near the quality of the mods and values. In the am, I want a quick breakfast so I can get to the parks quickly. The food courts offer that.
The bus service was very quick from Pop too. No looping around the whole resort or stopping at other resorts (Epcot Deluxes, moderates). Even the All-Stars were faster than many of the others.
The only things we really missed were the hot tub and the less full buses. At Pop, nearly every bus we took was packed full. On the other hand, the bus queues were orderly, unlike what we saw at POR.
We had a great view from our room - lake AND pool! WE may well stay there again. I'd rather be able to stay eight nights at Pop than just one at GF for the same price.