Never to cold. Cold and wet, yes, but never to cold.
In the Ohio River valley, coldest I've shot is a -15 ºF without Windchill.. That was about 25 years ago but I did get my deer that day.
For me it is the 40º to 20ºF temperatures where it is either raining, or a wet snow to soak through the wool that gets cold. I wear beaver fur chopper mits with wool lining and fingers paired in the mit.....then a slit to poke just my trigger finger out. Range shooting, I've competed at 10ºF. I admit my feet did get a bit cold, but I had modern boots on instead of my warm mukluks or modern snow boots....my fault, not the weather... Love my Canadian cap I inherited from a friend who passes last year. It is so much warmer than my other hat but I do miss the fox hat (colonial style not western fur trade style) One of my pups got it years ago and did a good job killing the game she 'caught'. Yup. I rolled up the newspaper nice and tight. and hit ........MYSELF on the head over and over for leaving it in an accessible spot.