We've stayed at SSR and only walked around the grounds of OKW. We personally preferred SSR because we felt many of the clusters of buildings at OKW were far away from check-in, the main pool, activity rentals, Olivia's, and the country store. SSR on the other hand seemed a bit more accessible. We stayed in the Congress Park section and found it was very convenient for us. We walked to DTD often and found it was only about 8 minutes. We also walked to Artist's Palette,Turf Club, and the main pool and found that to be about 8 minutes as well. Totally not far at all. We went during January/Feb so the pools were not busy at all but I assume in the dead of Summer there are more people. One more thing I want to mention, there are a few clusters of buildings that will put you close to the Carriage House/main pool/eateries: Grandstand, Springs, and Congress Park. If you ask for any of these sections you should be happy. The inside of the rooms are new and beautiful with granite countertops and comfy beds. The rooms may not be as huge as OKW, but no DVC on disney property has as big rooms as those. Also, as a bonus if you like to travel from your resort to other resorts for meals (nice dinner at Cali Grill, etc . . .) we find that it is sooooo easy to just walk from Congress Park over to DTD bustop and hop right on whatever resort bus you need (Contemporary, WL, Grand Floridian, etc . . .) It cuts down on the extra time of having to catch a bus to a park and THEN catch the resort bus for your dinner ressie, etc . . .