To me one of the big differences between Disneyland and Walt Disney World is the opportunity for community to grow in Anaheim. There is no place in any Orlando park where the sort of regular meet ups that occur at Disneyland can happen.
One of my favorite communities at Disneyland organizes around the Saturday night swing dancing. To me, a swing band and a full dance floor just means summer. Take, for instance, this video that shows at least three, possibly four, generations all out on the dance floor at the same time enjoying this particular brand of Disney magic.