I just want to offer my condolences on the loss of your grandfather.

The pictures you posted of the two of you are precious. You can see in the photos his devotion to you. They capture the Disney magic that brings families together.
I think both your options are great ones. When my father was still alive, I was checking out the SOG website for a possible trip and loved the photos of the resort. It looks so beautiful and relaxing. Being so close that you can walk to the Poly and MK would be fantastic!
Your Dumbo family movie night looks like a big success! Loved the clown ice cream cones! They turned out really cute!

I am not very creative myself about making theme dinners, etc. so I just might have to borrow some of your ideas that you share from your family movie nights to plan some of my own.
Looking forward to reading more about your plans!