Another big Disney nut and DVC member here. Last year we went to Disneyland over July 4th for Galaxy's Edge (had to make an educated guess as to when it would open when booking the trip), Disney World in August for the opening day of the Florida Galaxy's Edge, then back to Disney World over Christmas for Rise of the Resistance (yes, it's amazing, and worth dealing with all the boarding group craziness to ride).
For Christmas we stayed at the new Riviera Resort, and it quickly became one of our favorites. If you've ever stayed in Epcot for the fireworks and then waited in the resulting bus line, you'll be amazed when you're back at your resort in 15 minutes on the Skyliner. Not parks related, but we also love Disney's Hilton Head Island Resort, and that's become sort of our default destination for quick getaways.
I usually monorail over to the Contemporary arcade at some point during our trips. Newer games are generally a safe bet, but then you've got the Tron that I suspect has never had the glass off.
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