The only thing colder weather does for me is make it easier to wear an outer garment to conceal a belt gun, if I feel like wearing one. I typically pocket holster a J-frame snub or a LCP, so just putting on a jacket or "layers" doesn't really change how that works for me.
The possible exception might be if I wear a jacket or coat which might have a heavy enough pocket to let me change to that sort of pocket holster carry. (I did it that way for many years when working cold/wet weather range sessions at our outdoor LE range, so it's been ingrained for quite a while.)
Having worked plainclothes for many years before my retirement, I long ago had reason to work out how to wear, draw and present a belt gun while wearing a sport/suit coat, and an additional outer layer of a dress raincoat in wetter months.
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Retired LE - firearms instructor & armorer
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