Related Products

Men's Ashwood Park Warm-Lined Chukka Boots

As comfy as a slipper, yet ready for the great outdoors. Our Ashwood Park men's chukkas cradle your foot with a lightweight OrthoLite® footbed and warm Teddy fleece lining at the collar and tongue. A rugged outsole helps prevent slips. ...

Men's Boulder Trail Waterproof Chukka Boots

Combining the durability of a boot with the comfort of a sneaker, this men's waterproof style features a rubber lug outsole for traction and materials sourced to respect the planet as much as you do. TIMBERLAND | Men's Boulder Trail Waterproof ...

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 ...

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 ...