The key to investing in cold weather clothing is layering.

Assuming you already have the warm weather jersey and bibshorts, here are a list of things you should consider adding:

- good long sleeve thermal baselayer from makers such as Craft who really knows how to make warm yet wicking baseleyer
- arm and keen/leg warmers
- long sleeve jersey with fleecy material like the Roubaix material
- windproof shell jacket or vest
- bibtights with some windproof or windblocking front
- skull cap (that covers ears) & neck gator
- long finger insulated gloves
- windblocking toe covers for shoes
- thicker wool socks

With the set up, for me, I am able to deal with weather down the low 30s