mine is either mid-november, because the colours are really pretty, or january!! when do you think your town looks the coolest?? (thought this would be a fun topic, sorry if it's has been asked a bunch of times lmao)
mine always changes! by the time a season is ending i'm sick of it. i was happy autumn was coming around, but now i'm tired of the dead leaves. then by the time winter's been around for a while, i'd do anything to see some green again.
Winter! The gorgeous series, Igloos, Christmas, Jingle is really cute. Dressing as santa is funnier villagers thinking it's santa when your character is a full grown woman, because well... I don't think santa has chest like that, or other feminine traits.
I would say snow, because I love it and summer, because I like how the grass looks at that time of year, and also because I've not seen my town in summer yet. And I also like autumn because, as others have said, the colours look really pretty.