Men's Footwear > Boots

Premium full-grain waterproof leather for comfort, durability, and abrasion resistance. Direct-attach waterproof construction. Rubber lug outsole for traction and durability. Padded collar for a comfortable fit. Rustproof hardware for durability.

Make a statement in this limited edition boot from Timberland. NYC- were some say hip-hip culture was born! Sport the kicks that represent your hood! Staten Island, Brooklyn, Da Bronx, Queens, Harlem- Each have their own style and flava! Premium, full-grain, waterproof leather for comfort, durability and abrasion resistance. Gold...

We've gone back to basics with this City Escape Chukka. Bringing together rugged style and sleek looks, these shoes-turned-boots will look better and better the more you wear them. Drawing inspiration from the past, they're cut high to provide support - plus you won't get that chilly gap between the...

The Colrain 10 pull-on boot respects the past while giving you a modern, fashionable edge. Burnished oil full-grain leather and fabric upper for a rugged, worn-in look. Decorative strap and buckle adds an extra touch of style and visual appeal. Soft leather lining conforms to the foot and wicks away...

The Earthkeepers range features tough, rugged footwear made with the environment in mind. Thanks to moisture-wicking linings made from recycled materials, organic cotton content, rugged outsoles made with Green Rubber material and the all-day softness of leather from a silver-rated tannery, they're durable, lightweight and always a talking point. This...

Complete your look with the Earthkeepers™ Moc Toe Chukka from Timberland®. Rich leather upper from a Silver-rated tannery with tonal stitching for a fashionable appearance. Leather lining conforms to the foot and wicks away moisture to keep you dry. Leather insole provides cushioning and support with every step. Green Rubber...

Keep your style fresh with the 'Field Boot Ox' from Timberland®. Smooth or nubuck leather upper with mesh paneling for a fashionable, breathable exterior. Padded collar helps prevent ankle discomfort. Textile footbed provides cushioning and support with every step. Synthetic outsole helps absorb shock and reduce fatigue. Q8.00 oz. Product...

This vintage chukka finds contemporary style in the minimalist sensibility of a bygone era. Leather upper for a rugged, well-worn aesthetic. Organic canvas lining provides breathability to help keep the foot dry. Leather-covered EVA footbed offers cushioning and all-day comfort. Durable rubber bottom maintains traction and reduces fatigue. R0.00 oz....