I have a pair of Shimano MW81
that my LBS recommended and I couldn't be happier with them. My feet and hands have always been a weakness with me and cold. These shoes keep my feet nice and warm, almost hot at times, and dry. Get them in a size or two bigger than you normally wear so you can layer socks as you need as the temps require. If I get too hot I just reach down and open the ankle covers up. As far as the rest of my outfit just read the stickies and you will get ideas of what you need. I "think" I've got a good handle on it now. I will say you don't need to buy cyclist specific clothes per-say. Clothing that works for running in the cold weather works real well for bicycling too. The trick is layers of the right kind and right amount. It's kind of trail and error until you find what works for you. I went to Target and bought their Champion brand which works great and priced very reasonable.
Edit: Good luck finding a good price on those shoes. I've looked around the 'net a little and there really just aren't any deals. I paid full boat retail from my LBS and really haven't seen them any cheaper on the 'net. Support the local independent guy.
Last edited by fasthair; 11-09-11 at 12:28 PM.