Sorel Slimpack Riding Rainboots

It's always challenging for those of us living in colder climates to find stylish footwear. It's easy to give up, too, and just tell yourself you'll change shoes whenever you get to where you're going and so what if you have shoes the size of hippos while you're walking down the street. But this year, we're pretty excited about these Sorel boots ($130), and how they combine stylish touches with hardcore preparedness.

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