The Princess Bride

Groundhog Day. Humor, tragedy, redemption, rodents.

Purple Rain.

If i'm having trouble sleeping or I'm stressed I'll just put that on and it'll chill me out. really relaxes me. I know it's a silly Prince movie but I absolutely love it.

it’s a tie between Hot Fuzz and Clue.

Robin Hood Men in Tights. I’m pretty much always happy to sit down and rewatch this one. Still laugh at every stupid joke.

Stardust. It's beautiful, sweet, moving, well-acted, funny, entertaining, and has a great story. Just a wonderful, comforting experience all around. One of the few movies that's decidedly better than the book.

Edit: Didn't notice that I'd been beaten to mentioning it, but it's worth repeating!

I would have to say "Drei Haselnüsse für Aschenbrödel", especially in the time around Christmas.
("Three Wishes for Cinderella", an iconic Czechoslovakian/East-German film which is pretty much total cult here in Germany.)

Apart from that (and perhaps better known internationally):
"Back to the Future" also is pretty near the top of my list.

O Brother, where art thou?

for my family it's often Back To The Future

Ocean Waves, the studio Ghibli one

Stardust

Kiki's Delivery Service
Bicentennial Man

Local Hero (1983)

Spiderman Into the Spiderverse

I could watch the original: Miracle on 34th St, anytime.

Lethal Weapon

Also one of my wife's favourites so guaranted to have company :)

I guess it would be a favourite, probably Nausicaä of the Valley of the Wind. I watched it countless times during my final year of high school as part of my major literature assignment (in addition to all the other times I've watched it for leisure), so I know it so well at this point that I'm far beyond the "I've seen this too many times, it's boring now" stage. I appreciate every little detail now.

Tombstone

It's a tie between Eurovision, School of Rock and Bohemian Rhapsody. And I am now just noticing they are all music related films which I never really noticed before.

lotR Trilogy.

Shawshank Redemption.

There Will Be Blood.

Wrath of Khan directors cut.

Blues Brothers - I'm not the type of person who can rewatch movies often but I watch this at least 2-3 times a year.