The North Face Back-To-Berkeley Boot

Like it or not, winter is coming, and in many places that means cold days, bad weather, and heavy coats. It also means it's time to don some appropriate footwear, like The North Face Back-To-Berkeley Boot ($100-$110). A mix of classic styling and new-age materials, the Back-To-Berkeley features a ballistic mesh upper, a waterproof suede mudguard PrimaLoft Eco insulation, HydroSeal waterproofing, and a TNF Winter Grip outsole for excellent traction no matter what's covering the ground.

  • Hard Graft Footwear

    Purveyors of notable bags, cases, and wallets Hard Graft are expanding their business downward. To your feet. The new line of Hard Graft Footwear (£300; roughly $475) features three cunning styles in natural or dark finishes, they're handmade in Italy and boast vegetable tanned leather uppers, soft calf leather lining, leather, wood, and rubber soles, and the company's signature wool accent with red and white ribbon on the back. Great for upscale casual events, or just everyday wear.

  • Clae Hamilton Shoe

    Transition from work to play with ease in the Clae Hamilton Shoe ($135). This easy-going, everyday wearer features a tall, mocassin-like leather top, tonal stitching, metal eyelets, soft collar lining details, and a sport rubber outsole that helps the Hamilton achieve a rare balance of casual style and elegance.

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