At home it would have to be the ITV premier of Star Wars (ANH so pre SE but after the title change).

I taped it off the television and skipped the adverts but kept the ad break cards (I still expect to see them at key points in the movie when I watch it).

At one point I was watching the thing about three times a day for many months.

If you add that to the official VHS viewings, the DVD viewings (both GOUT and SE and fan edits) and the half dozen cinema viewings I must have seen the film in some form well over a thousand times by now (though I try to limit it to about once a year these days).

In the cinema it is Indiana Jones And The Temple Of Doom which I watched about 17 times (to the point where the ticket lady at the ABC Cinema was giving me funny looks when I would see it a couple of times a day in one week).

Watching a film a lot of times isn't always a barometer of appreciation though.