My rule starts with 50o, sunny, and no wind. Once the temps fall below 50, I need two of the 3 conditions to ride. So over the years I've accumulated a lot of warm bike clothes and will pretty much ride down to about 33o as long as it's sunny. However at those temps, I may not stay out much more than an hour to an hour and a half.
I break out my toasty warm Sidi winter shoes at around 42o, and wear Smartwool socks, Terry heavy cold weather winter tights, and 2 layers on top, topped with Goretex shell style jacket, and sometimes a down vest. Smart wool ear warmer or balaclava. PI lobster claw mitts. All this technical clothing is a real game changer for me.



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