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How far/long? I'll take a shorter winter ride in the 20's (F) or even below this if it's sunny, the roads are dry and not covered with salt, ice, etc. All day ride? Anything below the high 30's is pretty tiring, even with good gear. . ..
In Vermont it's less about temperature than road conditions, and in winter months the road surface can be alot colder than the air.
And then there's the brine trucks. . . .here, we brine the roads before big storms. Salt spray ?.. no thanks.