Here is my list, depending on the mood:
Stoner Comedy Classics:
- Up in Smoke (Cheech & Chong)
- Half Baked
- How High
- Harold & Kumar
Stoner Classics:
- Dazed and Confused
- Fear and Loathing in Las Vegas
- The Big Lebowski
- Human Traffic
- (2001 - A Space Odyssey)
Absurd Comedies:
- Airplane
- Napoleon Dynamite
- Hod Rod
- Tenacious D in The Pick of Destiny
- Anything by Monty Python for example Life of Brian
- Barb and Star go to Vista Del Mar
Visually Trippy Movies:
- Beach Bum
- A Scanner Darly
- Waking Life
- Glossary of Broken Dreams
Trippy & Weird Movies:
- Sorry to Bother You
- Sans Soleil
- The Holy Mountain
- Bakara
Drug Movies (trippy but not recommended if you are looking for a good time):
- Enter the Void
- Requiem for a Dream
- Trainspotting
- Spun (this one at least is still a comedy)
Edit: Bonus mention Dark Side of The Rainbow, that is Pink Floyd’s Dark Side of the Moon synced to The Wizard of Oz
Comedy Movies
- Dumb and Dumber
- Grandma’s Boy
- The Hangover
- Dodgeball: A True Underdog Story
Adventure Movies
- Hunt for the Wilderpeople
- The Princess Bride
- Hook
- Fantastic Mr. Fox
Action Movies
- Deadpool
- Vampire Hunter D: Bloodlust
- Kill Bill
Visually Stunning Movies
- Redline (2009)
- Big Fish
- 2001: A Space Odyssey
- Mad Max: Fury Road
- Life of Pi
- Scott Pilgrim vs. the World
Just try it Movies
- Dolemite Is My Name
- The Naked Gun: From the Files of Police Squad!
- Amadeus
Double feature Pineapple Express and grandmas boy.
These are both great stoner movies in my book.
I am not familiar with getting stoned but I bet It’s Such a Beautiful Day would give any non-sober (and sober) person an existential crisis, if that’s something you’re looking for.
I’ve been meaning to rewatch it so maybe I get some of it the second time around…