You never know what conditions will be like. Brush pants & long Johns get me through all my hunting. They might get wet, but you stay warm, & they dry overnight.
I am similar in this regard. I wear shorts under my brush pants when it is warmer and denim jeans under my brush pants when winter hits. When staying in a motel, I put them on top of the vents of the heating system with my socks and put boot dryers in my boots (get wet from sweat).
My jeans are worn inside my muck boots and the brush pants over the top. Walking in water or wet snow will sometimes soak through the pants (you can wash them in waterproofing stuff, which I do every so often), but since I am moving, I don't get cold. I am more warm blooded than most, and I also hate having my upper body sweating, so I wear less than most on my upper body.
If there is a windchill below zero Fahrenheit, ear muffs or a headband that is larger over the ears (and they make them with pocks for the disposable hand warmers too) can protect your ears. I am always wearing a baseball cap style hat, since my camera mounts to it. If you are comfortable in a knit/stocking cap, that goes over your ears, that's another option. Cheeks might still get cold.
I am guessing, most people coming from warmer climates will want to wear a little more clothing than people who live in cold climates, if for no other reason than they don't have time to acclimate. Regardless, I'd still recommend trying to adjust your dress (layers) during the hunt so that you don't get too sweaty. Sweat and cold temps aren't a good combo.
I wear a short sleeve t-shirt, until it gets to below about 20 deg, and then I add a long sleeve zipper hoody. There can be some temps in the in between zone where I will start with the hoody on, possibly zipped up, then unzip it, then take it off and put it in the back of my vest. Someone coming from a warmer climate would generally need more than this, but the idea is you will get warmer as you hunt and/or as the temp increases during the day. Being able to layer up or down is important.
Same with gloves. I wear mittens that have lightly gloved fingers that can come out of the mitten tips. I may start with just a trigger finger out, then more fingers out, then taking off the mittens entirely. Sometimes the temps are just right where I have to put them back on, then off, then on, etc.
For me, a lot of it depends on the cover I am hunting and how much snow is on the ground. If I am walking on less than a few inches of snow, in field grasses, that's a big difference between 2 feet of snow in thick cattails. In the latter, I am generating a ton of heat due to all the exertion.
I also recommend bringing some powerbar/protein bar type things for an emergency, in the field, in case you start running low on energy and your core temp starts dropping (hypothermia) and keeping hydrated. Honey is also an easy thing to carry (squeeze bottle) that is a dense source of carbs for an energy boost and a way to raise blood sugar, allegedly, a little slower than other types of sugar.
I can't remember if you said what type of dog you have,
@Ridlejs ? Most labs are good to lower temps that most people want to hunt. If you have a breed with less fur, and slimmer build, a waterproof fleece vest can help. It is easy for dogs to overheat, so you don't want to do this unless you are getting to a temp below the dog's comfort level (which is different for every dog). Unless you are hunting with a Chihuahua, I wouldn't put something warm on them below 30 deg F. My dog doesn't have a thick coat, and I put the fleece on her when it gets below 20 deg F. Sometimes between 20 F and 30 F, if she is going to get wet. I never used to put anything on my lab. And my newfoundland loved to be out in -20 F actual temps.