Shoes

If you’re looking for men’s boots, sneakers, and casual shoes you can dress up or down for almost any occasion, you’ve come to the right place. From chukkas to boat shoes to men's hiking shoes to men's sneakers, our men’s footwear collection has everything you need to lace up in style, no matter the season.

Go from day to night in effortless style with our collection of high-quality boots for men. Whether you’re looking for men’s work boots or men’s boots, Timberland has all sorts of men’s footwear for your personal style. 

Our Men’s Arbor Road Waterproof Chukka is the go-to choice for a relaxed yet elevated look you can dress up or down with a range of work and casual outfits. These men's boots are a handy wardrobe staple you can wear time and time again. With ReBOTL™ lining made of 50% recycled plastic, these men's footwear that you can feel good about wearing. Step confidently in the GreenStride™ insole made from 75% biobased materials derived from sugar cane and responsibly grown rubber.

Timberland is known for making stylish yet sturdy men’s footwear. We make more than just footwear for men. If you like the comfort and quality of our men's footwear but need a lighter shoe for smart-casual occasions, check out our Men's 3-Eye Lug Handsewn Boat Shoe. With leather lining for durability and rubber lug outsole for superior traction, they’re as practical and robust as they are timeless. 

If you’re looking for a smart-casual dress shoe, look no further than our waterproof lace-up shoes. From our Redwood Falls Lace-Up Waterproof Shoe to our Britton Road Lace-Up Waterproof Shoe, we have plenty of elegant styles to choose from. Whether you’re heading to a meeting or a first date, you can lace up with confidence.

Are you going for a relaxed and ready-for-anything vibe? Swap your men’s footwear for some casual Timberland sneakers. If you love the ankle or high-top aesthetic, check out our Men's Maple Grove Mid Lace-Up Sneaker. With all the toughness, traction, and comfort you’d expect from our men's boots with a chilled-out vibe, it’s the perfect casual shoe for day-to-day wear. 

Prefer a lower cut? Try the Men's Allston Low Lace-Up Sneaker. With Premium Timberland® leather uppers and a classic silhouette, you can adapt these sneakers to suit various outfits and occasions. Choose Black for a versatile and simple look, or opt for the Wheat Nubuck design to match the timeless Timberland aesthetic.

Explore our shoes, sneakers, and boots for men today to find your favorite new go-to shoes. For more style inspiration, check out our new arrivals and best sellers. On your way to the checkout, peek at our sale for great deals and limited-time offers on a range of men's footwear and men's clothing. 

Buy your men’s boots and more online now for quick and easy delivery. If you'd prefer to try our products in-store, use our store locator to find your nearest Timberland retailer.