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A trio of gleaming buttons featuring Dame Viv's crest makes this gray pair all the more special.

Trimmed in warm shearling and rich flannel, the duck boot gets a luxe update.

Jessie Randall makes some of the sweetest rainy-day boots around—we adore this season's elastic-trimmed slip-ons.

On cold and dreary days, nothing makes us smile like a hit of candy-apple-red plaid.

For those more moto-minded, pull on a pair of these biker-cool boots. Those puddles don't stand a chance.

Kate Spade New York's got a knack for infusing even the most utilitarian of staples (wallets, stationery, etc) with its signature feminine whimsy. These heeled wellies are no exception.

Part combat-cool, part cutesy-clunky, these lace-up boots will see you through the heaviest of showers.

Whether it's rain, sleet, ice or slush we're tackling, Hunters are the ultimate when it comes to battling nasty weather. How amazing is this heeled version of thr beloved classic?

Meant for a drizzle rather than an all-out downpour, this waterproof take on the wingtip is far lighter than a knee-high wellington.

One of our new favorite labels for everything rainy-day-related, Däv offers boots in sleek, equestrian-style silhouettes.