Boots
123 Products
123 Products

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Men's Timberland® "Shades of Happiness" Premium 6-Inch Waterproof BootViewing 48 of 123 Products
Timberland’s men’s boots never go out of style. Since the birth of our original Timberland® 8-inch Yellow Boot in 1973, men everywhere have been relying on our tough, durable, and hardcore boots to get the job done - and look good doing it.
When it comes to boots for men, these boots do it all. From waterproof boots to safety toe work boots and chukka boots, we have men’s boots for all activities in all shapes, sizes, and styles. Whether you need something tough for working outdoors, a smart-casual boot for office work and socializing, or durable boots for field work, Timberland boots for men have got your back (and feet).
If you like heading out on the trail in all kinds of weather, check out our Men's Mt. Lincoln Waterproof Insulated Boot. Built with cutting-edge waterproofing material and PrimaLoft® insulation, your feet will stay warm and comfortable in the wettest conditions. The high cut also provides ankle support so you can perform with confidence on tough terrain.
For those who prefer a lower cut with robust support, try the Men’s Chocorua Waterproof Mid Hiker Boot. With premium waterproof leather uppers and a TimberDry™ waterproof membrane, they’ll keep you dry and supported on the trails. Available in multiple colours, they also pair well with t-shirts and casual pants.
Love the rugged look? Keep it classic with our legendary Men's Timberland® Premium 6-Inch Waterproof Boot. This iconic men’s boot stays in style season after season. With PrimaLoft® insulation, a padded collar for a comfortable ankle fit, and a rubber lug outsole for traction, you’ll stay protected day in and day out.
Need something a little more light and relaxed? Whether you have a first date or a smart-casual business meeting, our Men's Redwood Falls Chelsea Boot offers timeless grace. With Gripstick™ rubber outsoles, you’ll have the tough durability and quality of a Timberland men’s boot - with the understated elegance of a men’s fashion boot.
Browse our wide range of men’s boots in various styles and sizes. Filter your search by category, price, style, colour, size, and width to find your ideal men’s boots. For more inspiration and to see what’s trending, browse our new arrivals. For discounts and awesome bargains on boots in men's styles and sizes, check out our sale.