Men Boots
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Halyard Storm Chukka Medium Beige
Conquer the elements without compromising your sense of style with the Halyard Storm Chukka. These smart sneaker boots are made from water-resistant faux leather, with a gusseted tongue to keep wetness at bay. D-ring eyelets allow for a snug and secure fit, while a...- $9.99
$39.99- $9.99
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Medium Beige
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Newman Chukka Boot Brown 13888630
It’s hard to find anything more versatile than a water-resista+M984:W984nt leather chukka boot. Wear it in all conditions with waxed jackets and khakis, or sweatshirts and denim. Characterful details like a nautical print lining and a stitched welt round out its appeal. Water-resistant leather...- $25.00
$100.00- $25.00
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Brown
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Wintrop Boot Tan
The ultimate winter boot, outfitted for the harshest weather, crafted to last and designed to look good. The mens' Winthrop Shell Boot features a premium leather upper, with metallic eyelets and rawhide laces, while a rubber shell protects the bottom half from water and...- $11.00
$44.99- $11.00
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Tan
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Nortfolk Boot Charcoal
The mens' Norfolk Boot offers a refined yet utilitarian option for cold, wet days. Done up in smart shades, the Norfolk's rounded chukka upper is waterproof, providing comfort and style in equal measure. A molded Wave-Siping™ sole ensures superior traction in wet and dry...- $12.50
$49.99- $12.50
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Charcoal
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Wintrop Boot Bordo
The ultimate winter boot, outfitted for the harshest weather, crafted to last and designed to look good. The mens' Winthrop Shell Boot features a premium leather upper, with metallic eyelets and rawhide laces, while a rubber shell protects the bottom half from water and...- $11.00
$44.99- $11.00
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Bordo
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Newman Chukka Boot Brown
It’s hard to find anything more versatile than a water-resista+M984:W984nt leather chukka boot. Wear it in all conditions with waxed jackets and khakis, or sweatshirts and denim. Characterful details like a nautical print lining and a stitched welt round out its appeal. Water-resistant leather...- $25.00
$100.00- $25.00
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Brown
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Newton Heritage Chukka Boot Tan
A Chukka boot with boat shoe detailing, the men’s Newton Lug Boot offers the best of both aesthetics. Sperry’s traction-enhancing Wave-Siping™ sole lets you step out in stylish confidence, while its rich leather upper, moccasin stitching, and rawhide laces create a timeless silhouette that...- $40.99
$163.99- $40.99
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Tan
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Newman Chukka Boot Medium Beige
It’s hard to find anything more versatile than a water-resista+M984:W984nt leather chukka boot. Wear it in all conditions with waxed jackets and khakis, or sweatshirts and denim. Characterful details like a nautical print lining and a stitched welt round out its appeal. Water-resistant leather...- $25.00
$100.00- $25.00
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Medium Beige
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Tour Moc Mid Top Sneaker Black
Smart and timeless, the Topsider Tour Mid Moc is a versatile boot that can be worn day in, day out, whether you're exploring, heading out to dinner or heading into work. Crafted from premium leather, these mid-cut ankle boots are a sleek take on...- $25.00
$99.99- $25.00
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Black
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Tour Moc Mid Top Sneaker Tan
Smart and timeless, the Topsider Tour Mid Moc is a versatile boot that can be worn day in, day out, whether you're exploring, heading out to dinner or heading into work. Crafted from premium leather, these mid-cut ankle boots are a sleek take on...- $25.00
$99.99- $25.00
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Tan
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Newton Heritage Chukka Boot Taupe
A Chukka boot with boat shoe detailing, the men’s Newton Lug Boot offers the best of both aesthetics. Sperry’s traction-enhancing Wave-Siping™ sole lets you step out in stylish confidence, while its rich leather upper, moccasin stitching, and rawhide laces create a timeless silhouette that...- $44.99
$179.00- $44.99
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Taupe
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Fenway Pull-on Chelsea Boots Brown
A must-have for any modern man’s wardrobe, the Fenway Pull-On ankle boot delivers classic Chelsea appeal. Pull tabs and elasticized paneling make it quick and convenient to slip on and off while water-resistance and Sperry’s signature Wave-Siping™ outsole help you face the wet or...- $35.00
$140.00- $35.00
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Brown
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Fenway Pull-on Chelsea Boots Dark Brown
A must-have for any modern man’s wardrobe, the Fenway Pull-On ankle boot delivers classic Chelsea appeal. Pull tabs and elasticized paneling make it quick and convenient to slip on and off while water-resistance and Sperry’s signature Wave-Siping™ outsole help you face the wet or...- $35.00
$140.00- $35.00
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Dark brown
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Fenway Boots
The perfect complement to your cool-weather wardrobe, the men’s Fenway lace-up features moccasin construction and sleek metal eyelets for a rugged yet polished aesthetic. Waterproof, warm-lined, and outfitted with a traction-enhancing Wave-Siping™ outsole, this leather ankle boot will keep you warm, dry, and looking...- $25.00
$99.99- $25.00
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Black
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Tour Moc Mid Top Sneaker Dark Brown
Smart and timeless, the Topsider Tour Mid Moc is a versatile boot that can be worn day in, day out, whether you're exploring, heading out to dinner or heading into work. Crafted from premium leather, these mid-cut ankle boots are a sleek take on...- $25.00
$99.99- $25.00
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Dark brown
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Fenway Boots
The perfect complement to your cool-weather wardrobe, the men’s Fenway lace-up features moccasin construction and sleek metal eyelets for a rugged yet polished aesthetic. Waterproof, warm-lined, and outfitted with a traction-enhancing Wave-Siping™ outsole, this leather ankle boot will keep you warm, dry, and looking...- $25.00
$99.99- $25.00
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Other green
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Stringer Boot Tan
The mens' Stringer Lug Chukka is the ultimate boot to ace cold weather style. Constructed using traditional moccasin stitching techniques, the upper is crafted from luxurious leather with contrast detailing, and rawhide leather laces. A rugged lug sole provides grip in changing weather and...- $20.00
$79.99- $20.00
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Tan
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Stringer Boot Dark Brown
The mens' Stringer Lug Chukka is the ultimate boot to ace cold weather style. Constructed using traditional moccasin stitching techniques, the upper is crafted from luxurious leather with contrast detailing, and rawhide leather laces. A rugged lug sole provides grip in changing weather and...- $20.00
$79.99- $20.00
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Dark brown
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Nortfolk Boot Brown
The mens' Norfolk Boot offers a refined yet utilitarian option for cold, wet days. Done up in smart shades, the Norfolk's rounded chukka upper is waterproof, providing comfort and style in equal measure. A molded Wave-Siping™ sole ensures superior traction in wet and dry...- $12.50
$49.99- $12.50
- Unit price
- per
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Brown
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Gloucester Duck Boots Other Black
The mens' Gloucester Cold Bay Boots are ready to handle all of your cold weather adventures. Designed with warmth and comfort in mind, these mid-rise ankle boots are waterproof and outfitted with a thermal lining, in addition to a duck boot-style rubber guard around...- $20.00
$79.99- $20.00
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Other Black
