Sneakers & Sneaker Boots

If you’re looking for high-quality sneakers in Canada that look as good as they feel, you’ve come to the right place. Our wide range of men’s sneakers comes in all sorts of colours and designs. From slick high tops to casual slip-ons, we’ve got men’s shoes to suit your personal preference and sense of style.

For a relaxed yet polished look, try our Men's Maple Grove Sneaker. This men’s sneaker is a wardrobe staple that can pair easily with almost any outfit. Prefer a high top sneaker? Take a look at our Men's Maple Grove Leather Chukka. Choose from five different colours and enjoy supreme comfort for everyday wear.

Our boots are synonymous with comfort, high quality, and performance - and our hiking sneaker boots are no exception. Take to the trails with top-notch traction and superb support with our Men’s GreenStride™ Motion 6 Hiking Shoe. Built with a TimberDry™ waterproof membrane and an omni-direction triangular lug pattern, this hiking boot is made to withstand all sorts of terrain and conditions. The high-cushion GreenStride™ sole with an EVA blend of sugar cane and responsibly sourced rubber will keep your feet comfortable no matter what.

If you prefer hiking shoes in the style of high-top basketball shoes, take a look at our Men's Lincoln Peak Waterproof Hiking Boot in black leather. With our cutting-edge TimberDry™ membrane for waterproofing and rubber lug outsoles for better traction, these high-top sneakers are built to support your performance and comfort on the trail. They will look trendy off the trail, too. 

Need something extra supportive for tired feet after a long day of hiking? Discover our Men's GreenStride™ Motion 6 Slip-On Sneaker. Warm, comfortable, and featuring superb traction in a low-top sneaker or loafer style, these men’s shoes are great for walking around camp after a tough day on the trails. The EVA blend sole enhances your comfort when you need to give your feet a rest.

Our slip-on shoes aren’t just for the trails. You can enjoy a stylish yet sophisticated look wherever you go with our Men's Mt. Maddsen Slip-On Shoe. With a rubber midsole and ReBOTL™ fabric containing at least 50% recycled plastic, these casual shoes offer additional support for your feet and for the environment at the same time. Pair these slip-on sneakers with men’s pants and men’s sweatshirts for a cozy and relaxed look that never goes out of style.

Browse our selection of men’s sneaker boots and shoes to find the perfect fit for your feet. Buy online today and get convenient delivery straight to your door. Check out our new arrivals to see the latest styles. Among our best sellers are our Timberland originals, work boots, and clothing, while our sale gives you access to exclusive offers. Or, to try some sneakers in-store first, use our handy store locator tool to find your nearest Timberland retailer.