I have a list of favorites I'll rotate through - I am at Disney about 4 trips a year, for 4-5 days each, so I don't always want the same favorites each stay - If I've got 6-8 restaurants I like enough to revisit, I might do 2 one stay, 2 different ones another, and so on. Also depends on availability - if I can't get one of the restaurants I want during that stay. Then at least 1-2 nights, I like to try a new spot, or revisit one I haven't been to in a while if they had a recent menu or chef change.
I'll be heading up this Wednesday - my first night I've got reservations at Toledo which I've never tried, then a Biergarden (semi-regular) with some friends, then some favorites booked - Jiko and Steakhouse 71 for the next two. The last night I didn't book anything - so I'll probably just hit Disney Springs and see what's available.