Once a year. I try and make time to watch all 3, I don’t watch any of the other Star Wars stuff often at all, just the Original Trilogy. Sometimes Rogue One and Solo, but they are not really a tradition, like it is for the OT. May be in the future it will be.
Always the original versions of the Original Trilogy. I’ve seen the later releases with more changes in each release, but watching them once or twice was enough for me.

I did manage to sit through the entire Holiday Special once, and have seen a few clips up on YouTube since. There should have been a postal “send away” for a free medal, or ability to join some sort of members club for watching that! 😃