Every human has the ability to make trucker's lemonade!
Traditional underwear should be layered with a nylon mesh shirt and leggings - you will sweat when walking or doing any kind of movement and allowing sweat to escape will keep you dry and warm. A thin expedition weight thermals is your second layer to keep in the warmth. A bodysuit constructed of midweight fabric will keep cold spots away. Love my Body Sock. Your final layer should be a down jacket and fleece-lined jeans. Toasty warm.
The most important extremity is your head and neck. When there is wind chill or extremely cold temperatures, a balaclava is the best thing you can wear to protect your face and neck from bitter cold. And a polyester watchcap will keep your head warm without adding weight. The balaclava can be ditched and you can wear only your watchcap when its not so cold but still cold enough you want to keep the head warm.
With your hands, I find you need both a liner glove and a sheepskin lined gloves. I find mylar space age liner gloves to be cheap in keeping the hands warm. Insulated gloves without liner gloves tend to get cold fast. With really low temperatures, add some cheap hand warmers that will ensure your gloves stay warm even when its freezing outside. When its below 35, gloves are mandatory.
Liner socks and wool socks are darn warm and comfortable. I find hiking boots work well for the winter. When there is snow and ice, lambskin-lined hiking boots with ice screws in the outer sole are heavenly and the ice screws keep a good grip on slushy and slippery terrain.
For sleeping, nothing beats a good down or lamilite sleeping bag. You can add a mylar space age blanket inside to really keep you comfortable when it gets freezing outside and of course if you wear your down jacket as well you won’t be complaining about shivering and you will find yourself drowsing off.
Winter doesn’t have to be the enemy with due preparation for the worst Mother Nature might dish out.