
Bootlegger’s Footwear

JUST ARRIVED!
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Relaxed Comfort In Every Step.
Born from the Caribou™, this waterproof shoe brings together supple leather and faux shearling lining for effortless wear. Equal parts versatile and comfortable, it’s the pair you’ll wear for everything—weekends away, cozy coffee runs and commutes to the gym.Select options This product has multiple variants. The options may be chosen on the product page
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Inspired by the iconic Chore Boot, the Women’s Originals Ankle waterproof outdoor boot is a lightweight, 6” essential designed for everyday comfort, protection, and dependable performance in wet conditions.
Built with a 100% waterproof and 100% Muckproof full neoprene bootie, it delivers flexible comfort while keeping feet dry through rain, mud, and outdoor work. Soft hand-laid rubber wraps the boot for added durability and protection without sacrificing comfort or ease of movement.
Underfoot, a molded PU footbed with memory foam cushioning provides long-lasting comfort and support, while bioDEWIX™ Dry with NZYM™ technology helps control odor and moisture to keep feet feeling fresher throughout the day.
The durable rubber outsole features an innovative lug design that delivers reliable traction while quickly shedding mud and debris for cleaner, more stable steps. The exposed neoprene sides improve flexibility and make the boot easy to slip on and off.
From gardening and yard work to dog walking, outdoor chores, and wet-weather errands, the Women’s Originals Ankle waterproof work boot is built for everyday versatility, comfort, and protection.
Select options This product has multiple variants. The options may be chosen on the product page
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Everyday Ease, Everywhere You Go.
A relaxed waterproof chukka born from the Caribou™ and built to keep up. Crafted in soft supple leather and lined with faux shearling, it delivers all-day comfort and adaptable style—just as ready for après-ski as it is for city streets or cross-country travel.Select options This product has multiple variants. The options may be chosen on the product page
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Simple, No Nonsense, Goes the Distance.
A streamlined waterproof shoe designed with Caribou™ DNA. Engineered in full-grain leather and cozy cushioning, it grounds every stride with quiet authority—versatile enough to carry you from workdays to weekends to wherever’s next.Select options This product has multiple variants. The options may be chosen on the product page
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Stylish Warmth That Moves With You.
An essential, refined. The Whitney™ III Mid delivers winter warmth in a sleek, versatile shape built to move with you.Select options This product has multiple variants. The options may be chosen on the product page
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When it comes to working with gloved hands, our men’s high-dexterity work gloves help you get the job done. A breathable 3D-mesh back complements a durable boar’s leather palm for full-day comfort with natural grip and dexterity. An open cuff increases ventilation and makes for easy on and off.
Select options This product has multiple variants. The options may be chosen on the product page
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Step Lightly, But Always Leave Your Mark.
Lightweight, but never delicate. The Snow Angel™ pairs feminine lines with serious cold-weather resilience.Select options This product has multiple variants. The options may be chosen on the product page
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These men’s winter gloves keep you warm when the temperature plummets. They have a durable shell with a grippy palm and a waterproof insert. The soft fleece cuff has an adjustable wrist strap to keep out snow and slush.
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From farm and ranch work to wood chopping and logging, these soft and supple golden grain sheepskin drivers deliver pliable comfort for demanding work. Their Heatkeep™ thermal lining on the interior joins an aquaHIDE™ water-resistant treatment on the exterior to keep your hands warm and dry in wet or cold conditions. An Easy-On™ cuff makes them a cinch to pull on or off, and a shirred-elastic band tightens them to your wrist for a secure fit.
Select options This product has multiple variants. The options may be chosen on the product page
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Move Freely, Stay Cozy.
Warmth you can move in. With cozy faux shearling and a waterproof shell, this cold-weather boot is built to explore without hesitation.Select options This product has multiple variants. The options may be chosen on the product page
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Unconditional Style.
Unshakeable and iconic. With full-grain leather or wool-like felted uppers and waterproof construction, this duck boot holds its ground in all conditions.Select options This product has multiple variants. The options may be chosen on the product page
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Unconditional Style.
Unshakeable and iconic. With full-grain leather or wool-like felted uppers and waterproof construction, this duck boot holds its ground in all conditions.Select options This product has multiple variants. The options may be chosen on the product page
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The Height Of Winter Luxury.
Elevation in every step. This tall, shearling-lined boot blends rich waterproof leather and hardware details for winter’s most dramatic entrance.Select options This product has multiple variants. The options may be chosen on the product page
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Comfort That Can’t Be Tamed
This fuzzy piece of footwear is the comfiest statement piece you’ll ever have in your closet. Covered in cozy faux fur inside and out, you’re guaranteed to have a warm, and attention-grabbing winter.Select options This product has multiple variants. The options may be chosen on the product page
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Epic Beauty In Motion.
Refined for the great outdoors. Rich, full-grain, waterproof leather, premium materials, sophisticated hardware and genuine shearling meet in a silhouette made to turn heads and brave the cold.Select options This product has multiple variants. The options may be chosen on the product page
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Whether you’re skiing down the slopes or putting up fencing on the farm, this hybrid mitt-glove is a versatile go-to for activities in cold conditions. Soft and pliable pigskin leather combines with our popular Otto™ striped cotton-canvas blend to create this durable and breathable glove. The separate index finger works together with the angled wing thumb for added dexterity and grip control, unique to the lobster mitt design.
Select options This product has multiple variants. The options may be chosen on the product page
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The ultimate, must have winter accessory for kids! These winter gloves will keep your kid’s hands warm and dry in the snow and cold weather all winter. The elegantly simple SnowStoppers long cuff stops the snow from getting in to the wrist between the coat and glove. They have a fully waterproof drypel liner, thinsulate insulation and they don’t fall off!
Select options This product has multiple variants. The options may be chosen on the product page
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The ultimate, must have winter accessory for kids! These winter gloves will keep your kid’s hands warm and dry in the snow and cold weather all winter. The elegantly simple SnowStoppers long cuff stops the snow from getting in to the wrist between the coat and glove. They have a fully waterproof drypel liner, thinsulate insulation and they don’t fall off!
Select options This product has multiple variants. The options may be chosen on the product page
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Boot gaiters provide essential protection for various outdoor activities. They keep snow out of boots while snowshoeing, shield against mud and debris when hiking, and prevent moisture from seeping in during snow blowing or shoveling.
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Put safety and dependable comfort first in Skechers Work: Rotund – Finnen. This lace-up utility boot features a leather upper with a non-metallic carbon nano safety toe and a cushioned Skechers Air-Cooled Memory Foam® insole.
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This timeless Sorel style combines heritage-inspired craftsmanship with modern details designed to keep you comfortable from morning to night.
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The Sorel Manawan III pairs a soft suede upper with a rubber outsole, so it doesn’t have to stay behind on trips outside. The pull-on design skips laces and fasteners entirely, making it as easy to step into first thing in the morning as it is for a quick walk to grab the mail. This is a slipper built to leave the house, not just wait by the door.
Select options This product has multiple variants. The options may be chosen on the product page
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The CARIBOU™ is ideal for everyday cold weather activities. Features seam-sealed waterproof construction, suede, and ballistic nylon upper. Iconic lug design provides proven traction.
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Carhartt Leather Reversible Center Bar Buckle Belt-one belt for all occasions.
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Originally used to make horse bridles, bridle leather is smooth, strong, and durable. This men’s Carhartt belt is designed to last through years of service
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Originally used to make horse bridles, bridle leather is smooth, strong, and durable. This men’s Carhartt belt is designed to last through years of service.
Select options This product has multiple variants. The options may be chosen on the product page
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Tough enough to hold up five pairs of pants at once, this men’s belt also looks great at Sunday dinner. It’s designed to last in high-quality top-grain leather with a double row of stitching around the strap.
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