Pride and Prejudice - I like things that have a very “low-stakes” amount of drama, where no one dies, nothing majorly bad happens, etc. I love the soundtrack too, I find it very relaxing.
Once - this is more of a bittersweet comfort movie but in the best way. Soundtrack also really great.
When Harry Met Sally - cozy autumnal comfort, like drinking a pumpkin spice latte and not giving any fucks about who is calling you basic. The soundtrack is almost like its own character.
Stepbrothers - really dumb rec, but when you just want to watch something incredibly stupid, this is my go to.
bonus: comfort series
Anne with an E - I love this series for the setting. Makes me want to give up everything to live in a farmhouse with very little possessions and no phones.