Forget their "old-people approved" styling — these Merrell Wilderness Boots ($300) are perfectly suited to the 40-and-younger crowd, with sleek and timeless styling featuring Norwegian welt construction, a full grain leather upper, a bellows tongue to keep stray particles out, Tesivel knit lining, and a Vibram Roccia block sole. As good for the snow-covered streets as they are for the snow-covered trails.
Durability is an essential ingredient for any good boot, and it's also a well-known attribute of stingray leather. The Sorel Caribou Stingray Boot ($800) takes advantage of this by using an entire stingray hide for each pair of boots, giving one of the boots a silver mark where the stingray's eye once sat, and a cool pebbled texture that looks great with the vulcanized rubber shell, AeroTrac outsole, and removable felted wool and shearling inner boot. As a bonus, it's seam-sealed, making it as waterproof as the animal for which it's named. [Thanks, David]
Who says you have to wear heavy boots to get around in the snow and ice? Stabilicers ($50) are shoe add-ons that ensure stabile footing on slick surfaces, using 34 case-hardened steel cleats to dig into the ground, while simple Velcro fasteners let you keep your favorite kicks where they belong: on your feet.