annual pass holder

[terriluvsdisney]

I am pass holder and DVC member. I have a cash trip coming up in Oct at all stars resort. Right now I have the room and dining. My pass will be up for renewal a few days after this trip. I am coming back in Dec. So here is what I thought may save me some money. If I change reservation in Oct to a package with a 2 day park ticket I will get dining free and then I can use my annual pass I have and save the park ticket to upgrade my annual pass in Dec. Has anyone done this before?