Spring is good for well, spring. I also enjoy The Loved Ones in spring since it happens at prom time. Trick R Treat on Halloween every year. Rare Exports is a fun one for Christmas.
As far as books go, I don’t have specific books that I read every year but I do seem to have specific vibes I want seasonally. Like right now for summer I want fast paced thriller type books, solid “beach read” material, but when the days get shorter, I want slow burn, moody stuff.