Whether you like the classic Timberland boot aesthetic or prefer a contemporary twist on comfortable sneakers, you'll love our men's sale. From casual boots and waterproof men's hiking boots to men's sneakers and sneaker boots, our men's footwear sale has everything you need to look and feel good no matter what.

Are you an outdoor enthusiast? Our Men's Mt. Maddsen Waterproof Mid Hiking Boot features anti-fatigue comfort technology for all-day comfort. TimberDry™ linings keep the feet snug no matter the weather. For a more stylish option, try the Men’s Arbor Road Waterproof Chukka in Jet Black, Medium Brown Full-Grain, or Wheat Full-Grain.

Whether you're shopping for someone important or just looking for a new all-time favorite, the classic Timberland men's 6 inch boots can never go wrong. With our men's boots sale, you can get more footwear for your money. Keep an eye out for limited-time discounts on awesome styles, and make that special occasion a little extra special this year.

If you're not in the market for shoes, no problem. Our men's apparel sale has plenty of cool clothing and awesome accessories to explore.

Looking for some casual clothing for day-to-day wear? Try our Men's Timberland PRO® Core Lights Graphic T-Shirt in a color that goes with everything. For cooler weather, the Men's Timberland PRO® Dryshift Waterproof Lightweight Jacket 2.0 features RainRepel™ technology to keep you protected from the elements. Keep an eye out for men's t-shirts, men's shorts, men's jackets and vests, and more in our men's clothing sale.

Browse our collections for cozy men's sweatshirts and hoodies for the ultimate winter warmers. Our Men’s Est. 1973 Logo Crewneck Sweatshirt comes in three colors. Try Seafoam Green, Cassel Earth, or Wheat to stand out in style. For extra comfort and convenience, the Timberland Tree Logo Hoodie is a cotton-blend material with an adjustable hood and large front pocket for any essentials.

Whether you're stocking up on staples or doing an entire wardrobe refresh, our men's sale can help you look and feel good without blowing your budget.

Gearing up for a new job? Need to stock up on some reliable, comfortable, and super-durable workwear? Browse our men's sale now to find amazing discounts on men's work boots, work clothing, and work accessories.

Made from high-quality materials and designed to keep you safe and comfortable, you can rely on our men's workwear daily. From steel-toe boots and composite-toe sneakers to waterproof jackets and insulated coats, we've got everything you need to get the job done in comfort and style.

Explore the Timberland men's on-sale styles today to find fantastic discounts on your favorite shoes, clothing, and more. Check out our men's new arrivals and men's best sellers for more style inspiration and to see what's trending.

Buy your new shoes and clothing online now for quick and easy delivery to your home. To get a further 10% off your order, you can sign up to Timberland Community. With free shipping on orders over $75, early access to new products, and 20% off on your birthday, there's never been a better time to join.