At the moment I think it is impossible because of the game engine, but what is the probability that it will be added in the future?
MjolnirVilkas wrote: »There's mods for Skyrim that do that and it's quite impressive but not straightforward to set up. So if anyone into Skyrim and want to see the province in different seasons, maybe check it out.
While the idea for ESO seems interesting, I doubt it's doable. Also, keep in mind that some areas don't have traditional seasons. Windhelm is subpolar, northern Skyrim is permafrost. Doubt there's any harsh winters in A'likr or The Cat Land.