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There are some shoes you can afford not to be top quality, but the winter boot is not one of them. Luckily, The North Face has you covered from the feet up with the Chilkat boot. Done out in suede and coming in a range of neutrals, this hardy cold-weather style comes lined in shearling and is set on gripped rubber soles (say goodbye to wet feet and squishy socks forever). So, whether you're in touch with nature or more in-tune with the city sidewalk, the Chilkat deserves a place in your closet.