Bootleggers Footwear

Men's Winter Boots

Showing 1–12 of 24 results


  • Boots may feel tight when first worn. Baffin’s removable multi-layer inner boot system contains layers of insulation that form to your foot after wear. To ensure you have selected the correct size, wear test your boots around the house to adapt the inner boot system to your foot before your adventures.

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  • Welcome the Snow Monster to the Baffin family! It’s one of the newest upgrades to our ultra-warm -94°F category.  The seams are sealed to keep water out, the base is fully waterproof and the leather is full-grain, top of the line. The Snow Monster’s fixed speed lace closure makes it really easy to slide on and off and retain the foot in place and is more fine-tuned than a slip-on or traditional lace-up boot.  An added bonus is the new snow gaiter to keep snow out when in deep snow conditions.

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  • The Arcata II Chelsea is built to take on winter without weighing you down. Whether you’re in the middle of a rainstorm, a snowstorm, or fending off the cold winter chill, you don’t always want to wear a bulky winter boot for the daily grind.

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  • The BOGS’ Men’s Classic Seamless boot, inventively redesigned without seams between the outsole and the upper (where boots tend to fail), they’re 30% lighter and at least four times more durable than the nearest competitor. 100% waterproof and surprisingly comfortable with sports Rebound cushioning. Even at forty below, these Classics were made to go the distance.

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  • The BOGS’ Men’s Classic SEAMLESS boot, inventively redesigned without seams between the outsole and the upper (where boots tend to fail), they’re lighter and at more durable than the nearest competitor. 100% waterproof and surprisingly comfortable with sports Rebound cushioning. Even at forty below, these Classics were made to go the distance.

    Select options This product has multiple variants. The options may be chosen on the product page
  • Step into unparalleled protection with the Chinook Footwear Bad Axe Waterproof Rubber Boot with an insulated liner.

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  • Warm, waterproof, and protective, this legacy boot is built for winter. Lightweight insulation, midsole cushioning, and an advanced traction outsole carry you through rain and slush with ease

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  • Our most innovative Bugaboot yet. Loaded with protection from the harsh winter conditions and built with traction inspired by polar bear paws, it’s the most elite upgrade to our groundbreaking 1993 boot.

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  • Take deep snow head on with Kamik® Greenbay4 Pac Boots for Men. These protective winter boots combine waterproof, flexible synthetic rubber shells and Duration 600-denier nylon uppers to shield feet from winter precipitation.

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  • The Men’s Kamik Iceland Winter Boots are specialized to handle even the toughest snowy landscapes with ease. Featuring a Cushystep insole and advanced HEAT-MX™ thermal insulation, these boots keep your feet warm in temperatures as low as -40°F. The Cleansport NXT™ treatment ensures freshness, while the sealed waterproof leather keeps your feet dry in all conditions. With an outsole designed to improve traction and stability, the boots disperse snow, mud, and water.

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  • The Kamik Nation Plus is your go-to winter boot for cold-weather days. Designed to keep you warm, dry, and comfortable, it features a waterproof rubber shell and soft fleece lining to help protect your feet from snow and moisture. High-performance Heat-MX insulation provides reliable warmth throughout the day, while the durable rubber outsole offers dependable traction and stability on winter surfaces.

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  • Enjoy the great outdoors even on cold-weather days with the warmth and protection of the KEEN® Revel IV High Polar boots. This boot style uses environmentally preferred premium leather from an LWG-certified tannery.

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Showing 1–12 of 24 results

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