Barton Fink. One of my favourite films and it really defies genres. The themes and symbolism are incredible, to say the least. There is so much to be garnered from this film that it's worth at least two watches, but probably even more. It's funny, it's sad, it's romantic, it's a murder mystery, it has action. And it's a love letter to Hollywood and the silver screen (as long as you don't know what the word "love" means). Alternatively, Weirdsville because fuck it; it's crazy and zany and who doesn't love drug-addled slackers venturing through Canada, getting up to shenanigans and meeting a group of LARPing midgets? It's an all-time favourite of mine and my friends'.
When we were kids one of the movies we owned on VHS was Barton Fink. I think my parents rented it and just never returned it and it cost more to pay the late fees than to just buy the movie. Anyways, we watched it a lot and whenever I think of the film, I immediately think of pealing, damp wallpaper. Some really strong images in that movie. Great stuff. I've never seen Weirdsville, but based on your description and enthusiasm I think I'd like to. thanks.