I definitely recommend saying no to cotton. I ride my ATV and then walk 3 miles to stand. I dress for the ATV ride, undress for the hike, and then dress again when up in my stand. Every day brings different weather. AFter doing this for a few years of freezing, sweating, freezing, etc., I have finally got it sort of figured out for myself.
I try to get a good guess at what the weather conditions will be and then dress accordingly. Basically, I wear 3/4 of my stuff for the ATV ride, then I wear only about 1/2 my stuff for the hike. Then when I get to my stand, I take off some stuff (change socks and hat immediately) and gradually add more clothing as time goes past. During the hike and getting into my stand, I have found it is very important to keep from getting overheated. I wear a stocking cap on my head (works well with my headlamp) while on ATV and hiking. By the time I get to my stand that hat is soaked and put away in favor of a Thinsulate/Goretex hat with a bill and ear flaps.
If it will be below zero and/or sleet, rain or snow I start with wool long underwear tops and bottoms. Wool pants. Worsterlon shirt. Browning fleece/goretex bibs and parka. Wool stocking cap. Polypro sock liners with wool socks. Sorrel boots if dry enough, otherwise insulated rubber boots, but I pack in my Sorels. I bring extra socks to change into when I get up in my stand. I bring a lightweight down jacket to put on under my parka when up in my stand. Loosen boot laces when in the stand.
Even when it’s very cold, on the hike to the stand, I generally wear only my long underwear and wool pants (blaze orange wool)on my lower body. Also, I forgot to mention that for really cold days, I wear polypro long underwear underneath my wool long underwear. It is important not to let hands get cold. I use puffy, insulated mittens to warm my hands at the first sign of them gettin cold in gloves. I have not had much luck with the chemical handwarmers and I feel the old lighter fluid warmers are too smelly.
These are just a few tips that may help you. I have other suggestions for different circumstances.