The madly stylish Charlyle Boot tops our list this week, because its pre-distressed leather is the perfect camo for hideous salt stains. This pair is proof that practical and stylish is not a mutually exclusive concept. We know, we know… the price tag is insanely expensive at $1,164, but a boot that can survive a Chicago winter and still look good is, well, priceless. The Charlyle Boot by Golden Goose is available at lagarconne.com. (Kari Skaflen)
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