Kate Spade New York Beret

Simple, sleek, and oh so chic, the Kate Spade New York Beret ($65) fits our requirements for a new winter hat. Of course, we can complete the whole winter set with matching gloves and a scarf, but the piece de resistance is the hat. When we're entertaining the idea of spending a decent amount on winter accessories, we're going with the cutest accessory first!

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