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Our men's leather-and-fabric field boots are packed with the performance you want when you're out on the trails and the style you want for your weekend look. Enjoy comfort features like a padded collar and arch support, complete waterproofing protection, ...

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 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 Earthkeepers® Original 6-Inch Leather Boots

Originally released in 2007, this boot was the start of the Earthkeepers® Edition that's grown to include shoes, clothes, and more. These boots are made for comfort and versatility with EVA-blend foam cushioning, rugged rubber outsoles, and arch support. And ...