Outdoor outfits missing from CAS cold weather category

Probably depends on what you consider “cold” - that looks like just a rain jacket, not a winter coat. I wouldn’t wear it where I live in what I consider “cold.”

But I’m pretty sure you can still choose to assign it as your Sim’s cold weather outfit, and it will work (just remove the cold weather filter in CAS). My understanding is that the warm/cold clothing gameplay is based on which outfit the Sim is wearing, not on whether the pieces of clothing used are tagged for cold weather. So in theory you could make your cold weather outfit a bathing suit and it would still work.

Yeah, I can still choose them as a cold weather outfit by removing the cold weather tag.

I just find it very annoying that I have to do that every time (I especially like the dotted outfit).

I agree that it doesn't look like the warmest outfit, but still its definitely not everyday wear for inside. And that is the category where it shows up now!