It'll trigger eventually. It took me forever to get that one to trigger (Period Drama), but eventually it did. They'll show up in Cait's room together, but just got to keep at it (repeating day after day until it happens).
As for the West Hall, as mentioned it is for Scary Stories. That one took me a while to trigger as well, even though they kept showing up there and nothing triggered. But after a ton of different checks, it eventually triggered for me.
Either it's glitchy, or has some of low percent chance of triggering. It was annoying, but eventually they popped. Just gotta have that patience to keep rechecking every day.