Winter Boots

From wet and windy days to super chilly nights, winter can be tough. With our men’s winter boots, you can keep your feet and toes cozy and comfortable no matter what. 

For a classic look, check out the Men's Timberland® Premium 6-Inch Waterproof Boot. Inspired by our iconic yellow boots, these men’s winter boots never go out of style. With anti-fatigue comfort footbeds, 400 grams of PrimaLoft® insulation, and durable rubber lug outsoles for superior traction, you can wear them day in and day out in true comfort. These boots also come in a variety of different colors. Go with wheat nubuck for the iconic and original Timberland style or choose all-black for a versatile and elegant look. If you enjoy  experimenting, this classic boot also comes in red, green, and orange colors.

Ditch the duck boots and the Chelsea boots for warmer weather. We've got the best winter boots for deep snow and winter hikes. Take on the backcountry without sliding around on slush. Our cold-weather boots come with rubber lug outsoles that grip without slip. PrimaLoft® insulation "thinsulates" you from the winter cold without weighing you down. More than just water-resistant, many styles feature waterproof tech to seal your feet against the wet, so you come inside just as dry and toasty as when you went out.

All the waterproofing and insulation in the world won't matter if your boots start to pinch and cramp after half an hour. That's why we've engineered every piece of our snow boots to offer slip-on comfort. From the arctic grip Vibram outsole on our work boots to the layered footbed of our winter hiking boots, feel like you can walk all day: because you can! The cushioned insole reduces foot pain, while the lightweight feel makes these boots equally good as rain boots in a chilly fall or spring. If you're looking to get extra cozy, try one of our boots lined with fleece as soft as shearling, but made from recycled materials. Add a super-soft sweatshirt on top and you're ready to take on the day.

Complete your winter outfit with our range of awesome accessories. From men's hats and socks for men to men's backpacks, we’ve got everything you need to wrap up warm this winter. And, for some limited-time offers and discounted prices, make sure you check out our men's accessories sale too.

Whether you’re looking for day-to-day boots you can dress up or down for all sorts of occasions or want a purpose-built boot for work or outdoor adventures, explore our range of winter boots and men’s footwear online now to find the perfect fit for your feet. For even more style inspiration, check out our men's new arrivals and men's best sellers. 

Buy your men’s winter boots online today for quick and easy delivery. Join the Timberland Community for 10% off your first order and free shipping for orders over $75. If you’d prefer to try our men’s winter boots in-store first, you can use our store locator to find your nearest or most convenient Timberland retailer.