Classic Moc,
$240 by Red Wing

Belltown hiker,
$140 by The North Face

Gaffney wingtip,
$130 by Florsheim

Wilderness Canyon,
$200 by Merrell

Root boot,
$145 by Bed Stu

You want to stay grounded when you're navigating the slippery slush and icy sidewalks. And hard-wearing, rubber soled styles like Red Wing work boots or Merrell hikers will provide the necessary traction.

Water, salt and de-icers will deteriorate even the toughest leathers. Treat your pair with a protector. Some camps advocate sprays like Kiwi's Super Protector, because they blend into the leather without altering the color. Others swear by more natural products like mink oil or Sno-Seal, a beeswax-based waterproofer that allows the leather to breathe.

Boots are (or should be) a bit roomy for a reason. You'll likely be wearing thicker socks, such as a pair of ragg wool or camp socks, that not only add some cushion but keep you warm. And okay, they look cool too.

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