It really depends on the movies you're watching and how you watch them. I've watched "It Follows" like 4 times in the past year to show it to different people. I would watch The Shining every year at Halloween, and It's a Wonderful Life at Christmas. On the other hand, sometimes you just want to throw on one of your comforting favorite movies in the background.

There's also a media preservation angle - you can imagine the monopoly media companies of the next decade not wanting to stream "My Own Private Idaho" or "Female Trouble".