Hi Yvonne,
Your son certainly is lucky to have been to Walt Disney World so many times. I'm sure you've made many magical memories, and this trip is sure to have many more!
Personally, I would choose the resort that will be most appealing to you. Both the Contemporary and Grand Floridian are deluxe resorts, and I would recommend either of them. They both have restaurants with award winning cuisine and provide monorail access to the Magic Kingdom and EPCOT.
Should you choose to stay at the Contemporary, your son can still spend an evening in the Mousketeer Club and take part in activities such as the Pirate Cruise. You're only a short monorail ride away.
Two reasons I think your son might really enjoy the Contemporary.
- the monorail goes right through the hotel. My 8 year old son thinks that's pretty cool.
- it's home to Chef Mickey's, one of the most popular character dining restaurants.
It sounds like Disney is a place you enjoy visiting with your son, and no matter where you decide to stay, you will have a wonderful time.