Really hard to pick five but these are some of my absolute favorites.
- The Boogyman
- The Jaunt
- I Am the Doorway
- Rainy Season
- Survivor Type
Not a short story, but shorter than a full novel: The Long Walk. It’s one of his absolute best, in my not at all humble opinion. There has only ever been one story, of any length, that I didn’t like and that is Gerald’s Game. That one is way too real and could happen, probably has happened.
The Long Walk is incredible, I hope the movie (if they really do it) will do it justice.
Just off the top of my head:
-The Woman in the Room -Gray Matter -I Am the Doorway -Gramma -Umney’s Last Case
honorable mentions: The Ten O’Clock People, The Jaunt, The Gingerbread Girl, A Very Tight Place, Dolan’s Cadillac, The End of the Whole Mess
though Night Shift really is a superb collection of stories overall.
I haven’t read enough of his short story collections to rank but I’m currently reading Skeleton Crew and am liking a lot of them so far! They’re more fantasy than I expected with the right amount of grossness.