There are three broad categories of layers that people wear. Figuring out the best combinations takes trial and error but hopefully this basic information helps you with that task!
This is the layer closest to your skin. Think long underwear, leggings, and skintight clothing.
This layer should be moisture wicking: it keeps your skin dry and dries easily.
This is the insulation.
People use down coats and puffy layers to trap warm air close to the body.
This is the layer that has the most variability, with fleeces, puffys, sweatshirts, pullovers, sweaters, and down jackets
This is the final layer that should be wind resistant and water resistant.
Make sure that this jacket is large enough to fit over your other layers!
The material of each layer is important to consider as well.
Cotton: This material absorbs moisture and gets cold easily, it is very bad for warm winter clothers.
Wool: Wool is water-resistant, lightweight, and provides good insulation to trap warm air next to your body.
Synthetics: Certain synthetics are good for winter because of their water resistance, durability, and insulation, nearly as good as wool.
Don't treat your feet as an afterthought! There is nothing worse than having the perfect layers up top only to have your toes get wet and uncomfortable before you can have any fun. Below are links on the types of footwear to think about during Upper Valley winters.