Wilderness Lodge is absolutely my favourite WDW resort. Yes, as some have said, the rooms can appear quite dark (although not as dark as the rooms at AKL). We fund the transport to be particularly good when we stayed there. Lots of options for getting to MK ansd we liked the fact that we could get on a boat to the Contemporary too
If travelling with kids (or even without) there is a Hidden Mickey tour - just ask at the Concierge desk for the sheet. As well as the tour of the Lodge, you can ask at check in about being Flag Family, where you get to go up on the roof of the lodge and raise the flags that fly up there. It really is the most amazing experience.
The pool is great - there ARE better themed pools on property but we really liked the WL pool, although it does get crowded, particularly in the afternoons.
Roaring Fork is a great counter service place. I usually find the counter service places are more limited at the deluxes, usually because they have other options whereas the Value resorts don't. But I never had a problem finding something at Roaring Fork. The flatbreads are delish!
We've never eaten at Artist Point as it's a bit upscale for our tastes but we've had a drink or two in the bar there, which is really nice. Whispering Canyon Cafe (someone referred to it as Whispering Pines above) is good fun. The food isn't outstandingly great but the atmosphere and shenanigans are good
There are some details about being Flag Family in my trip report (Fred, Wilma and Family do Disney - Day 8) and also some pictures in the other posts from that trip. It really is a lovely resort and a great place to stay
