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Cole Haan Lunargrand Boot

Combining classic lace-up workwear style with the comfort of modern footwear technology, the Cole Haan Lunargrand Boot ($280) gives you everything you look for in a winter boot. Available in two understated colorways — brown leather or green leather with ripstop inlays — this boot features a waterproof leather upper perfect for keeping out snow and rain. A natural storm welt combined with EVA midsole and a rubber outsole provide additional protection against the elements. Nike Lunarlon cushioning in the sole gives you plenty of comfort, making this the ideal boot to wear all day.