I recommend lots of comfortable layers - depending on what activities you are planning on you will want to shed and pile the layers at will. Going in and out of stores for shopping will require a warm coat and dining out will require a warm coat from the door to the cab - but once you are inside you may want to shed a layer or two!
As always, I like to choose a few colors to base each packing list around so that everything will mix and match easily. Here I chose grey as the base color and the burgundy coat and pink as nice accents. I think all of these pieces flow so well together for casual and pulled together looks.
skinny jeans, black vest, pink sweater, tall boots, white cords, burgundy coat, cowl scarf, necklace, cream sweatshirt, leather panel leggings, ankle boots, turtleneck sweater, purse, gloves, earrings
see you around...