Best Bet: DKNY Leather Crossbody

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After a summer full of slouchy, boho bags and grab-and-go canvas totes, fall calls for something ladylike and structured. DKNY’s French grain leather cross-body bag looks refined, and even though it's made of leather, it won’t use up an entire fall wardrobe allowance. While the overall aesthetic is "uptown ladies who lunch", the long, cross-body chain is functional for those with more things to do in a day than a midday meal. The bag’s available in black and camel, but the red version adds a cheery dose of color to the parade of normally drab winter wear.

DKNY French Grain Leather Chain Crossbody, $175 at DKNY or online.