Boys

The 990’s original designers were tasked with creating the single best running shoe on the market. The finished product more than lived up to its b...

Give your adventurous little one all the protection with the Kids' Timberland Lincoln Peak Lite Waterproof Hiking Boot. Waterproof Better Leather ...

We updated our kid-fave Hikeport with a little more sport. These sneaker boots span their worlds—athletic by weekday, and trail-ready by weekend. W...

Classic Design: Commemorates 50 years of the iconic shell-toe style. Comfortable Fit: Features a plush OrthoLite® sockliner for all-day wear. D...

By land or by sea, he’ll look handsome in this classic Sperry Top-Sider Authentic Original shoe with handsewn moc styling. Featuring a removable fo...

Help him to find his footing in the Reveal Cap Toe Ox Jr., a handsome shoe with classic style drawing on over 125 years of Florsheim heritage.Produ...

Cozy comfort that’s ready at a moment’s notice, the Merrell Jungle Moc Frosty WP Kids loves winter as much as your kids. Suede uppers easily pull-o...

Tromping through the woods or to school, the Timberland Mt. Maddsen Mid Waterproof hiking boot offers comfort and protection for little explorers. ...

The classic Jungle Moc Shoe. Featuring easy slip-on design, and built with comfort in mind. The perfect after-sport moc.Product features: Durable ...

These boots are inspired by the original Timberland® boots that we began manufacturing nearly 40 years ago. You can feel confident that these 100% ...