The Lady from Shanghai is so classic. You can watch this over and over and see something different in it - the conversation goes so fast, so there are a million things to pick up on. The Cerces is their boat and that represents a Greek Goddess. Many symbolisms and Orson Welles and Rita Hayworth are stellar in this Film Noir classic.
I like many older movies.
Meet me in St. Louis with Judy Garland is a favorite.
The Secret Garden because it has so many hidden truths from India in it, like the whole world is inside you, and growing from irritable wounded child to loving and open friends, its just really got a lot to it.
Feel good movies:
Ma and Pa Kettle movies
Herbie the Love Bug
The Ugly Dachsund
Any of Walt Disneys classics, Snow White and the 7 Dwarves
Jungle Book, Little Lost Dog, Thomasina, Moonspinners, all
Everything of Alfred Hitchcocks but especially Rear Window
7 faces of Dr. Lao
How to Steal a Million (darling)
Breakfast at Tiffanys
New one: Ghostbusters Afterlife (Pretty good!).
Harvey
Send Me No Flowers
Oliver
A Christmas Carol
Great Expectations
Crouching Tiger, Hidden Dragon
The Caddy
Caddyshack
Oklahoma
Fiddler on the Roof
The Grapes of Wrath
Of Mice and Men
Annie Hall
Its a Wonderful Life
Period of Adjustment
Cat on a Hot Tin Roof
Any National Lampoon, Christmas, European or Vacation
Doctor Zhivago
Guys and Dolls
Houseboat
Bell Book and Candle
Arsenic and Old Lace
Tea and Sympathy
Yours, Mine and Ours (Fonda, Ball)
North by Northwest, Vertigo, The Birds, Rear Window, Psycho
Will Success Spoil Rock Hunter
On Moonlight Bay (Doris Day)
The Odd Couple (Walter Matthau, Jack Lemmon)
Stagecoach
Rio Bravo and other Westerns
Comedy teams like Abbott and Costello
Road to Bali and all the others with Crosby and Hope
So many others