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Waterproof, insulated and really, really good-looking: Introducing our customer-favorite 10-inch pair. Vibram® outsoles, tough Hazel Highway leather uppers and rugged hardware give these some well-deserved street cred.

Men's Chillberg Insulated Winter Boots

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Taking a wintertime hike or just trudging through snow while shoveling off the car requires rugged, waterproof, insulated boots. Our Chillberg men's boots are designed to log hours outdoors in rough, cold conditions, while keeping your feet warm and dry. ...

Men's Radford 6-Inch Lightweight Waterproof Boots

Men's Radford 6-Inch Lightweight Waterproof Boots

We keep it fresh here at Timberland with new designs, inspired by our classic boots. Our Radford 6-inch boots feature the classic upper we all know and love, with the addition of our amazingly flexible and comfy SensorFlex™ technology outsoles. ...

Men's Rugged 6-Inch Waterproof Boots

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Looking for a pair of versatile, unbelievably good-looking leather boots? These are right at home on the ranch, dressed up, hanging by the fire and going downtown to check out live music - and they're made with lots of sustainable ...