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A cushioned footbed and padded collar are among the comfort features built into these men's mixed-media chukkas. They also feature Defender Repellent Systems® treatment to help repel stains and eco-consciously sourced materials. TIMBERLAND | Men's Davis Square Chukka Boots.

Men's Davis Square Chukka Shoes

Our Davis Square mixed-media chukkas are made to feel comfy inside with lightweight OrthoLite® footbeds and look great outside with Defender Repellent Systems® treatment to help repel stains. They're also mindfully made with leather from a tannery rated silver by ...

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Inspired by European outdoorswear, these rugged boots are designed to take on the great outdoors in style. Our SensorFlex™ technology and Lightweight OrthoLite® footbeds help ensure all-day comfort, while a molded rubber toe helps protect your feet from whatever lies ...

Men's Redwood Falls Chelsea Boots

These comfy pull-on boots feature Gripstick™ rubber and our exclusive multi-directional L7 Traction Lug technology for superior traction without leaving a trace. These boots are also designed to feel comfy underfoot and are made with eco-conscious linings. TIMBERLAND | Men's ...