Waterproof Footwear

Whether you’re hiking backcountry trails, working outside, or going for a smart-casual dinner, our men’s waterproof shoes will get you there in style. From rugged boots to smart shoes and everything in between, our men’s waterproof shoe collection is designed to protect you from the elements and then some.

When it comes to men’s waterproof boots, you’ve got to love a timeless classic. The iconic Men’s Timberland® Classic 6-Inch Waterproof Boot is not just waterproof but also loaded with PrimaLoft® insulation for comfort and warmth. With padded collars, a steel shank for arch support, and an EVA footbed for supreme comfort, they’re as cozy as they are practical. 

For a similar look in a broader range of colors, check out the Men’s Timberland® Premium 6-Inch Waterproof Boot. You can’t go wrong with our most versatile boots that have been around for decades. Our technologically advanced features ensure that you’ll stay warm and dry in any weather condition. Pair our iconic men’s waterproof boots with sweatpants, jeans, or any other men's bottoms for a casual look that lasts season after season.

If you’re looking for something durable and waterproof yet elegant enough for smart-casual occasions, check out our Men’s Redwood Falls Lace-Up Waterproof Shoe. With Premium Timberland® Leather on the outside, OrthoLite® footbeds on the inside, and Gripstick™ rubber outsoles underneath, they’re practical, comfortable, and graceful in equal measure. Pair them with slim-cut or tailored pants for a put-together look. Opt for jeans or chinos for laid-back sophistication.

Need waterproof shoes for men who love to explore the great outdoors? We have a wide range of waterproof men's hiking boots and shoes to choose from. If you’re trekking on rugged terrain, keep an eye out for designs with rubber lug outsoles for the ultimate traction. For ankle support, look for boots with a higher cut. For a light yet fully waterproof option, check out our hiking sneakers. 

Pair your men’s waterproof shoes with a men’s jacket or vest for full protection from head to toe. Look for options that are both waterproof and breathable so that you stay dry from the inside out as well as the outside in. For even more comfort on the trail, don’t forget to pick up a few pairs of Timberland socks, too.

Browse our waterproof boots and shoes today to find the best fit for your feet. Whether you need something casual for day-to-day wear or want high-performance shoes for your next adventure, we’ve got you covered.

Buy your new men’s waterproof shoes online now for quick and easy delivery to your home. If you prefer to try our shoes in-store, you can use our handy store locator to find your nearest Timberland retailer. Want 10% off your order and free delivery for orders over $75? Sign up to our Timberland community for exclusive access to all sorts of benefits, discounts, and more.