Best Bet: Madewell’s Highly Functional Cross-Body Bag

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Photo: Courtesy of Shopbop.com

Madewell's mini cross-body bag might be small, but it's really functional. Not only can you sling this leather accessory over your shoulder and free your hands from clutching your purse, but there are plenty of places to stash your stuff, like an asymmetrical pocket on the front and two extra pockets inside. The fold-over magnet closure will keep your belongings safe, and the strap is adjustable. We love the navy color, seen here, and it's also available in a brighter spring hue, magenta.

$128 at Shopbop.com.