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Dilemma: You want to keep your feet warm and dry, but you also want to keep the Arctic explorer vibes to a minimum. Don’t let a dreary forecast interrupt your regularly scheduled style: These pairs all feature winter-friendly details like waterproofing and insulation—and we’d wear them even if they didn’t.

RELATED: 10 Winter Coats (at Every Price Point) to Snap Up Before It's Freezing


Studded Rain Boots

Sleek, equestrian-inspired boots or functional wellies? You decide.

Stuart Weitzman ($298)



The plaid lining, the rugged sole, the deep blue hue… it’s like an Alpine lake retreat except, you know, a shoe.

Bernardo ($155)


Western-inspired ankle boots

Yep, you can wear this season’s Wild West trend in the midst of an East Coast winter. Just opt for this water-resistant pair.

Via Spiga ($295)


Slouchy Kitten Heels

We know, suede and kitten heels don’t exactly seem like practical winter features. But these babies live up to their “weatherproof” claim.

Aquatalia ($650)


Sneaker Boots

Wish you could just wear your trusty high-tops year-round? Now you can.

Shoe the Bear ($218)


Clear Block Heels

Surprise: Your rain boots just became the highlight of your outfit. (And if the transparent look isn’t your jam, they come in an equally chic high-gloss black too.) 

Jeffrey Campbell ($60)

RELATED: 10 Cozy Sweaters to Buy Now, Because Why Would You Wear Anything Else?

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