For me, it would depend on my plans. If I hoped to spend lots of time in downtown Disney, it would probably be SSR. Also, I have little kids, so the 0-entry pool at SSR would be great for them. OKW was recently given a face lift, so that wouldn't be my issue, but the OKW rooms are bigger than SSR so that might be an issue. If my kids were older, OKW would probably be my choice. Either way, you will have a great time!