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Embrace the elements in the Cold Bay Chukka. This classic chukka style features a waxed canvas upper and a waterproof rubber duck shell with microfleece for added warmth. The removable cushioned footbed keeps you comfy while our signature Wave-Sipping technology enhances traction.

Sperry Men's Cold Bay Chukka Waxed Synthetic Boot - Mix Mat Navy

Let this waterproof style take you where others can't go. The Salt Water duck booties by Sperry Top-Sider feature a warm micro-fleece lining inside and contrasting rawhide laces up top.

Sperry Women's Saltwater Waterproof Duck Boots, Created for Macy's - Silver

Reworked, reimagined and ready to handle whatever Mother Nature throws your way, Saltwater 2.0 is the ultimate boot for your fall and winter adventures. Rawhide barrel-tied laces bring a touch of refinement to these boots and make it easier to pull them on at a moment's notice. With these boots, the weather will never put a damper on your style.

Sperry Women's Saltwater 2.0 Round Toe Boots - Mix Mat Medium Green

Sperry Women's Saltwater Waterproof Duck Boots, Created for Macy's - Black

Reworked, reimagined and ready to handle whatever Mother Nature throws your way, the Saltwater 2.0 is the ultimate boot for your fall and winter adventures. Rising to just below the calf, these boots feature Plushstep technology and a memory foam footbed, for superior comfort. Rawhide barrel-tied laces bring a touch of refinement to these boots and make it easier to pull them on at a moment's notice. With these boots, the weather will never put a damper on your style.

Sperry Women's Saltwater 2.0 Round Toe Boots - Mix Mat Green

Embrace the elements in the Cold Bay Chukka. This classic chukka style features a waxed canvas upper and a waterproof rubber duck shell with microfleece for added warmth. The removable cushioned footbed keeps you comfy while our signature Wave-Siping technology enhances traction.

Sperry Men's Cold Bay Chukka Waxed Synthetic Boot - Mix Mat Grey

A sophisticated take on our Mountain-Sider, this women's Chelsea boot is a must-have for fall, winter and even rainy spring days. The sleek upper is constructed from waterproof leather and suede, with elasticated stretch paneling that makes it quick and convenient to slip on and off. Sealed seam and rich welt construction enhance the waterproof nature of these boots, while a plush step foot bed adds a touch of warmth and plenty of comfort. The lightweight midsole and lugged rubber outsole strike the perfect balance between rugged and agile, so you can move confidently, without feeling clunky. A timeless classic, these boots can be dressed up or down depending on the setting.

Sperry Women's Mountain-Sider Round Toe Booties - Smooth Black

Our Syren Ascend gets a moon boot upper in this must-have fall style. This pull-on style features a quilted nylon upper with a warm microfleece lining to keep feet warm in chilly weather. Complete with a memory foam footbed for all-day comfort, wear this moon boot on your commute, out with friends, or even apres-ski. Either way, these boots add fun, on-trend flair to any look.

Sperry Women's Syren Ascend Round Toe Boots - Off White

Looking for a stylish winter boot that can face the wintery elements? You found it. The Maritime Repel Teddy Trim Boot features water-resistant leather uppers and a water-resistant rubber shell in a seam sealed water-resistant construction.