Lauren Ralph Lauren Handbag, Winslow Hobo

A sleek Jack Spade bag that means business. Hand-dipped in rubber latex with a reinforced, waterproof bottom for durability .

Milly gives the tried and true tote bag a rich update with python-embossed leather and gold-tone hardware. But don't let this carryall's luxe look fool you: it's roomy, pocket-trimmed interior perfects practical style.

Cole Haan cinches your look this season with a simply styled leather and enamel belt, which closes with an adjustable square buckle.

A stacked logo dresses up this understated Tory Burch handbag, styled for wear-with-all ease. A top zip secures the essentials, while a slim strap slides comfortably across the body.