The Best Stylish Winter Boots of 2019
Weather-ready footwear with street-worthy good looks

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Winter boots already have a lot on their plate. They need to keep your feet warm and dry, while providing enough traction so you stay upright on slush, ice, and packed-down snow. But to accomplish all this and look good doing it? That’s an impressive feat on another level, and these six pairs make it seem easy.
Lems Leather Boulder ($150)

Don’t be deceived by the Boulder’s classic cut—this men’s shoe is anything but traditional. It’s ultralight and packable, with zero heel drop to promote a natural gait. The wide toe box has room for thick socks, but for serious insulation, look elsewhere.
Oboz Bridger 8″ Insulated Waterproof ($185)

Oboz took its award-winning men’s hiking boot and winterized it with a waterproof upper, a synthetic Thinsulate liner, and a rubber toe cap. The aggressively lugged outsole provides ample traction on ice, snow, and mud.
Merrell Chateau Mid Lace Waterproof ($175)

A 1.9-inch heel and quilted cuff give this women’s boot urban charisma, while its weatherproof full-grain leather upper and grippy sole bring the performance on stormy days.
Muck Arctic Outpost Lace AG ($200)

The men’s Arctic Outpost’s fleece lining and waterproof neoprene make it an ideal stomper for slushy conditions, and a thick sole bites into the frozen ground. Just don’t plan on wearing it for spring puddle jumping: with a comfort rating down to minus 20 degrees, it’s one of the warmest boots on the market.
Helly Hansen Garibaldi VL ($180)

The do-everything women’s Garibaldi VL has sealed seams, waterproof nubuck, and faux-fur lining. Wear it snowshoeing, then wear it out to dinner.
Duckfeet Arhus ($298)

Danish design and natural materials come together in a unisex boot that’s cozier than your favorite slipper. The Arhus’s water-resistant pebbled leather is buttery soft right out of the box, and the durable crepe sole can be replaced after years of wear.