Men's Leather Winter Shoes
Men's leather winter shoes are a timeless choice for braving the colder months in comfort and style. Crafted for lasting value, these shoes combine classic looks with dependable durability, making them a smart addition to any winter wardrobe. Whether heading out for daily errands or enjoying time outdoors with friends and family, you’ll appreciate footwear designed to keep up with your active life. Explore a selection of men’s leather winter shoes that offer the versatility and quality you need to stay comfortable all season long.
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Men's Maine Hunting Shoes, 10"
A 10" waterproof leather hunting boot offering superior support and custom fit, made in Maine.
Pros: Favorite boots Lightweight Quiet in the woods Comfortable Vibrant colors
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Men's Kennebec Slip-On Shoes
An asphalt-colored leather slip-on with True Comfort footbed and VertiGrip outsole for versatile everyday wear.
Pros: High quality Nice looking Attractive color Perfect fit Comfortable
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Men's Maine Hunting Shoes, 12"
A 12" waterproof leather hunting boot with a moccasin-like sole for superior traction and comfort.
Pros: Durable construction Versatile design Convenient lacing hooks
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Men's Kangaroo Upland Hunter's Boots, Insulated
An 8" brown hunting boot made from durable Kangaroo leather with 200-gram Primaloft insulation and Vibram outsole.
Pros: No break-in period needed Durable construction High-quality leather Comfortable fit Excellent warmth
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Adults' Blundstone 550 Chelsea Boots
An antique brown leather pull-on boot with supreme shock absorption and cushioned comfort for all-day wear.
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Adults' Blundstone 500 Chelsea Boots
A pair of premium leather pull-on boots with shock-absorbing technology and cushioned comfort, available in brown and olive.
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Adults' Blundstone 500 Chelsea Boots
A pair of premium brown leather pull-on boots with shock-absorbing construction and cushioned comfort.
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Men's BOA® Technical Upland Boot
A lightweight, waterproof upland boot with a BOA lace system, goat leather upper, and Vibram® outsole.
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Men's Ridge Runner Big Game Boot
A warm, waterproof hunting boot with 600-gram PrimaLoft® insulation and Mossy Oak camo for tough conditions.
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Men's Maine Hunting Shoes, 16"
A 16" premium waterproof leather boot with superior support and improved traction, handcrafted in Maine.
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Adults' Blundstone 550 Chelsea Boots
A rustic brown leather pull-on boot with superior shock absorption and cushioned comfort for all-day wear.
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Men's Maine Warden's Field Boot
A rugged, waterproof leather boot with GORE-TEX, Primaloft insulation, and Vibram outsole for superior traction.
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Men's Kennebec Oxford Shoes
A versatile dark earth leather oxford with athletic comfort, anti-odor footbed, and reliable traction.
Pros: Great fit High quality Comfortable wear Versatile style Dressy look
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Men's Kangaroo Upland Hunter's Boots, Uninsulated
A pair of lightweight, durable brown leather hunting boots with improved traction and waterproof lining.
Pros: Boots keep feet dry Well-made Comfort Durability Great performance in wet conditions
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Men's Allagash Handsewn Mocs, 3-Eye
A durable, ash-colored moccasin with full-grain leather upper and ergonomic footbed for superior comfort.
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Men's Keen Targhee IV Waterproof Hiking Shoes
A waterproof leather hiking shoe offering stability, support, and comfort with eco-friendly features and durable traction.
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Men's HOKA Anacapa 2 Freedom Hiking Shoes
A tan slip-on hiking shoe featuring cushioned sugarcane EVA midsole and grippy Vibram Megagrip outsole.
