Timberland Little Kid Ksa Boat Chukka Boot

This handsome boot from Timberland will lend a preppy step to his stride with its slotted cording design and intricate details. While this shoe is definitely all about keeping him in a casual cool style, its rubber sole will give him all the sure foo

Timberland's 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

This smart casual chukka has a stylish, confident look that's perfect for days at the office and nights on the town. The sleek silhouette and smooth leather uppers give it that premium look, while the subtle sporty influence keeps it fresh and modern

The perfect companion to jeans this winter, Timberland's City Escape boot is a real chameleon. Wear it with bright laces for offbeat eclectic style, or swap for plain ones to draw the eye to the clean, timeless lines of this shoe. Drawing inspiration

The Timberland brand has always represented simple style, superior comfort, and durable construction, and its Mt. Washington City chukka is no exception. Its rich leather upper, handsome seaming, cushioned insole, and sturdy treaded outsole create a

Timberland's Barentsburg series offers a classic take on modern comfort and eco consciousness. Its premium leather upper is burnished for rugged good looks, but this shoe, with its seam sealed, waterproof construction and part recycled, moisture wick

From the beginning, Timberland has crafted shoes by hand for quality that's dependable and long lasting. In premium, soft, oiled leathers with rugged rubber soles, these styles endure for their unsurpassed comfort, classic good looks and unwavering c

Sperry Top Sider's Authentic Original chukka boot offers classic style with a twist. The traditional boat shoe has been updated with a higher cut collar that offers a touch of streetwise cool and still remains laid back and comfy.

These rugged chukkas are durable and stylish. High quality leather holds up to wear and tear, and a rubber lug outsole keeps your feet steady over varied terrain.