Join Date: Jan 2008
Location: Lincoln, Nebraska
Bikes: '07 Trek 1500, '08 Surly Cross Check, '09 Masi Speciale Sprint custom build
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There's a half dozen winter shoes on the market now. Lake, Sidi, Shimano, and Specialized all make one. Many make two (a warmer one and a less warm one). I'm guessing you want one of the less warm ones.
Sidi even sells a battery headed insole for their shoes.
I think most of them would be pretty warm at 50. And most of them would be good at 25. For 40-50 I usually use a heavy wool sock, shoe cover, and normal shoe.