You can probably guess why this came to my mind, no?
Ok, we know Steve's answer. Mine - well, can't say which one I've watched the most... but all of these I've seen many, many times. I think my #1 could be the movie I've watched the most... but it's close.
1. Butch Cassidy and the Sundance Kid
2. Wizard of Oz (mostly as a kid but then again with kids, grandkids, and I still watch it every so often)
3. Casablanca
4. Local Hero
5. The Dish
6. It's A Wonderful Life
7. Shawshank Redemption
8. E.T.
9. To Kill A Mockingbird
10. The Godfather
11. Treasure Of The Sierra Madre
12. Shane
13. The Good, The Bad, and The Ugly
14. Diehard
15. Ben Hur
I didn't include the LOTR's trilogy nor Harry Potter because they're too recent for me to have seen as much as the above... but they're catching up. - JamesJM