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12 Heeled Winter Boots to Keep You Warm & Dry

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Gone are the days when winter boots only came in bulky, unattractive styles. While your winter boots should offer warmth and reliable traction, there’s no reason you can’t wear a heeled style when temperatures drop. You’ll want a waterproof option to keep feet dry in rain or light snow, but if you don’t live in a wet climate, traditional pairs work, too. Keep in mind that heeled boots shouldn’t be worn in a snowstorm; flat boots offer more stability in those conditions.

Below, we rounded up a range of chic and functional heeled boots for winter. We included options with features like cozy shearling linings, high-traction lug sole and insulation to keep toes toasty. And of course, some are weatherproof for ultimate protection, too.

Timberland Sienna Waterproof Boot

This versatile leather lace-up boot from Timberland is waterproof from the inside and out. It also features a cushy EVA midsole for comfort.

timberland sienna high
CREDIT: Courtesy of Amazon

Ugg Indra Waterproof Boot

These Ugg wedge boots are also completely waterproof, insulated, and designed to provide maximum traction when you need it most.

Ugg Indra Waterproof Boot
CREDIT: Courtesy of Amazon

Aldo Yeraveth Waterproof Boot

Another waterproof pair, these leather Aldo boots are lined with faux fur and set on treaded soles for optimal grip on snow-covered streets.

Aldo Yeraveth Waterproof Boot
CREDIT: Courtesy of Amazon

Sole/Society Eavan Hiker Boot

Available in two colors, this chunky lug-sole style features a plush shearling tongue and collar and a convenient medial side zipper for easy on/off.

Sole/Society Eavan Hiker Boot
CREDIT: Courtesy of Zappos

Tory Burch Miller Lug Sole Shearling Bootie

Tory Burch’s Miller lug sole boots have a glossy leather upper, faux shearling lining and side zip closure.

tory burch boots
CREDIT: Courtesy of Zappos

Dr. Martens Leona Faux Fur Platform Boot

This chunky style boasts a water-resistant finish, a faux fur lining with WarmWair insulation and Airwair air-cushioned soles for enhanced comfort. Commando tread soles should keep you steady on your feet.

Dr. Martens Leona Faux Fur Platform Boot
CREDIT: Courtesy of Zappos

Marc Fisher LTD Hiking Boot

Another hiking-inspired boot, this style features a genuine shearling lining, padded footbed and lugged sole for traction on wet and dry surfaces.

Marc Fisher LTD Hiking Boot
CREDIT: Courtesy of Zappos

Blondo Randa Waterproof Boot

Complete with a tall stacked heel, this chic knee-high style is equipped with a waterproof suede upper and seam-sealed waterproof construction.

Sofft Sharnell Waterproof Boot
CREDIT: Courtesy of Zappos

Sofft Sharnell Waterproof Boot

Another tall boot, this leather, block heeled style offers chic lace-up detailing at the back and is fully adjustable to accommodate different calf sizes. Built for comfortable all-day wear, these are cushioned with extra padding at the arch and heel and include a microfiber lining for a soft, breathable feel.

Sofft Sharnell Waterproof Boot
CREDIT: Courtesy of Zappos

Steve Madden Comfort Winter Bootie

These cozy Steve Madden boots also have an exposed faux fur lining, lightly cushioned footbed and sturdy lug sole.

steve madden winter boots
CREDIT: Courtesy of Zappos

Sorel Blake Lace Bootie

Sorel’s Blake lace-up features a waterproof leather upper with felt overlays for a cool, mixed media look. Its brightly-colored laces are easily adjustable, while a plush EVA footbed balances out the tall stacked heel.

Sorel Blake Lace Bootie
CREDIT: Courtesy of Sorel

Stuart Weitzman Ivey Bootie

A slightly fancier look than your average lug soled bootie, this elegant all-black pair features pearl embellishments on the eyelets.

 

Stuart Weitzman Ivey Bootie
CREDIT: Courtesy of Zappos
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