Add some simple style to your winter wardrobe with Clarks Originals Wallabee ($130). Based on Lance Clark's original comfort shoe from 1965, the Wallabee is a hand-sewn moccasin featuring a suede upper in one of three shades, plantation sole construction, and a mid-height cut. Their simplicity isn't likely to wear well with dressier attire, but they should go great with plenty of other garb, from jeans to pajamas.
Battle even the coldest climates in Columbia Bugathermo Boots ($250). Not satisfied with simple insulation, the Bugathermos offer an electronic heating system that has three heat levels and runs off built-in rechargeable batteries for up to eight hours. Other frostbite-fighting features include an Omni-Tech waterproof-breathable Nubuck upper, an internal lining and footbed cover with AgION antimicrobial treatment, 200g Thinsulate Insulation, Omni-Grip traction, and an injection-molded waterproof thermal rubber shell.
Why spend money on a fine pair of shoes if you're not going to take care of them? The Paul Smith Shoe Care Kit (£345; about $500) offers everything you need to care for your fine footwear in a great-looking black washed wooden box. Included in the kit are two wood and horse hair polish brushes, two medium and two small wood applicator brushes, one wood, steel, and horse hair brush for suede, two polish cloths, five differently color shoe paints, four canisters of bees wax polish, and, of course, a metal shoe horn.
While we love TOMS' mission — every pair purchased means a second pair sent to children in need — the shoe's relaxed, slip-on design left a little to be desired in the fashion department. Enter TOMS Cordones ($70), the company's first shoes that can be worn with or without laces, featuring a more mature look, and offering added style along with the versatility to go from casual to formal just by adding laces.
Based on company founder G.A. Krause's original, 125-year-old design, the Wolverine 1,000 Mile Boot ($TBA; August 2009) is a modern remake on an ageless piece of apparel. Made in America, the 1,000 Mile was meticulously designed to replicate the look and feel of the original. Pros: Soft, supple, leather, a stacked leather midsole, welt construction, and classic looks that will never go out of style. Cons: May cause "I'm Gonna Be (500 Miles)" by The Proclaimers to get stuck in your head. For hours.