I feel your pain on the planning Kimmy! DH and I have a reservation for a two bedroom at SSR from 10/18-10/26 using a combination of DVC points and an RCI exchange. We also have our flights booked. I even have a few dinner reservations made. You would think I was good, but wrong.
Our college aged DD and her friends might come down for part of the trip during their fall break. Our two DSs, who are out of college and working, might come if the Reds are not in the play offs. We could be a party of 2 or a party of 9. Also, if the girls come we will do
MNSSHP with them on Sunday. If they don't come we will do it on Thursday. I can't wait till this is all decided.
As for some of your questions, we were at ESPN on a Sunday around Christmas of 2011. It was packed, but it was holiday time. YMMV, but I would have a backup plan to watch the game. Also, on our trip last October we went over on Saturday to watch the OSU game at 3:30. You had to wait in line to get in even in the bar area. It took us almost an hour to get a table.
Are you set on the meal deal at Universal? I loved eating at Three Broomsticks which is not on the list. I also loved the staying at RP and having the front of the line privilege and early entry to HP. Worth every penny.
I would consider skipping Le Cellier and eating around the world. You can eat at Le Cellier on any trip, but Food & Wine is only for a short time.
Happy Planning!