BCBGeneration Handbag, Macys Exclusive Gemma Crossbody

Crafted in the softest Italian leather, this croc-embossed design from Patricia Nash is accented with signature brass hardware and handcrafted stitching. Crossbody strap keeps hands free when you're on the move, while the surprisingly spacious interior stows all the essentials.

Dooney & Bourke's Dillen II Letter Carrier purse inspires in rich leather that goes with nearly everything.

Olivia Harris crafts the quintessential hobo in buttery soft leather with a wide braided strap.

Top off your winter look with this adorable knit cap from Tommy Hilfiger. Features faux leather buttons and preppy, signature stripe, for a look that's effortlessly all-American.