Hat and gloves and layers (!). i generally wear a shirt and some kind of cardigan over it - then I wear a super long wool coat. I highly recommend one that goes down at least to your knees. If you're freezing you can also wear tights underneath your pants or skirt. Layers should keep you comfortable especially with the indoor-outdoor transition. I recommend breathable clothing, not stuff that makes you sweaty. Insulation is key. Hats are vital. You lose a huge amount of body heat through your head.
Don't go cheap on the gloves. I like those therma-whatever lined ones. Mittens are best since your fingers are all in the same space. Oh and boots help too.
(I live in the northwest and dealt with five Boston winters.)
By the way, if you're not used to ice, I recommend yaktraks. And driving in the snow can be scary. Brake slowly and with looots of room and don't turn too fast or sharply!
I usually layer myself. I wear two pairs of large socks, a stocking cap, thermal pants and shirt, then a regular long sleeve shirt and pants on top of the thermal. Lastly, I wear either a coat or a hoodie.
What I do is: if the temperature is above 32 Fahrenheit, I just go with a shirt/t-shirt and a jacket/hoody. If the temperature gets below 32, I just add a big jacket to what I already had. Oh, and some gloves too.
I don't like to be too warm, I like to feel fresh.
Well, I wore pants t-shirt along with sandals no hats or gloves while i went to walmart. People were staring at me i wonder why? They acted like they haven't seen a brown guy before. I understand it was -15 with wind chill.
Layers. On a really cold day I wear a bra, a tank top, another tank top on top of that tank top, a long sleeve shirt on top of those, then a sweatshirt over the whole deal. If I'm going to be outside for a very extended amount of time, I also wear a coat.
For legs I usually put on leggings, and then jeans.
What I wore when I went to Arizona 3 pairs of leggings, 3 pairs of socks, snow boots, snow jacket 2 thermos, hat, gloves and 1 sweater I know it sounds like a lot but the weather was 12 Fahrenheit and I was still freezing
It's all about layering. When it gets really cold here I put on a shirt, then a hoodie, then a leather jacket over my hoodie, leggings under my jeans, fuzzy socks, boots, gloves, a scarf (I love scarves ^.^), and I tend to leave my hair down because it helps keep my neck and ears warm. :)
Everyone said it, but I have to agree layers are key!
You definitely want leggings or thermals under your jeans and long sleeve T under your sweaters. Then you can wear your normal winter clothes on top. I like layering turtleneck sweaters, fleece zip ups and hoodies. At least 2 of those over your long-sleeve. Do you own a warm winter coat? Like one made with down filling? Or a ski coat? Those will help!
Don't forget tall boots!! Hat, scaf and mittens are nessessary too!