This is partially inspired by @UsedJavelin's thread about Seven Samurai.
I watched a lot of the Western "film canon" when I was younger, and lately I've just been craving some good "artistic" movie content. But I don't trust the :reddit-logo: crowd nor the letterboxd nerds for serious recommendations, so I turn the question to my comrades
Haven't seen anyone mention any Alfred Hitchcock films. North by Northwest is really good, so is Rear Window.
Breakfast at Tiffany's is really problematic for about a million reasons, but it's also a good film and worth seeing to understand the cultural impact it still had on defining the role and expectation of women.
The Graduate is another problematic fave, and another that has value because it can shed some light on how US culture has developed the way that it has.
The Godfather I and II are great films.
2001: A Space Odyssey is my favorite of all time and worth the hype IMO
I also liked Rope and yes Rear Window is top tier I really loved that one.