If you have a car, you can park practically right outside your door. Very convenient. I do feel the food options are better at SSR but also feel SSR is a much larger resort and I wonder how long it takes the busses to circle through SSR. It's about 10 min through OKW which has 5 stops within the resort. While both resorts are large, it just seems like SSR is larger and more spread out ? I have stayed at OKW many times, but honestly only driven around SSR. I am staying there for the first time next month. Decor wise, OKW and SSR are very different. OKW more tropical themed and laid back with pastel colors. SSR more formal/high end with traditional Thomasville furniture. OKW has 2 queen beds in studio vs a bed and a sofa bed at SSR.
Neither of these resorts are walking distance to any parks, but both are fairly close to DD. You can walk very easily from a few areas in SSR. Some parts of SSR are a good hike to DD though. OKW offers a boat ride to DD.