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I had a cheap pair of cold weather cycling pants that worked well in near freezing temperatures. Got them from performance bikes off the rack. They'd look ridiculous with boots though since they're tight
My main issue riding was my face and ears. I suggest a balaklava, or wool scarf cut in half and tied up. Wrap around ear muffs are cozy
I kept getting sick when I rode in the winter and it cut my commutes. I started taking the train. My only advice there is to be vigilant about germs. Get some anti bacterial, get lots of sleep. The ride can take a lot out of you
