Best Bet: Box Quilt Booties

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In preparation for running around town during Fashion Week, new shoes must be (a) stylish; (b) comfortable; and (c) able to withstand grimy weather conditions. These Box Quilt Booties from Dear Fieldbinder meet the criteria and are on sale to boot (pun intended). The black quilted leather adds a dose of something different (the store's site ventures that there's a "hint of Chanel" to them), and the one-inch wooden heel doesn’t prohibit walking, particularly in icy conditions. Wear them with patterned tights for a textured look, or tuck in a pair of skinny jeans and let them stand out on their own.

Box Quilt Booties, $125 (originally $193) at Dear Fieldbinder or online.