We want your slip-on running shoes, hikers, and even Chelsea boots to offer you maximum comfort. Shop men's wide casual boots and shoes to find your best fit and get ready for the day ahead. Whether you're pairing wide sneaker boots with a short-sleeve t-shirt and jeans or work boots with our water-resistant outerwear, you deserve a shoe size made for you. Take every step in best sellers that actually fit.

From our iconic wheat ankle boots to newer chukka boots and boat shoes, we have wide footwear in all sorts of styles. Our men's boots and shoes can go anywhere, from our trail-ready GreenStride™ collection to a brown nubuck waterproof chukka that's perfect for a night on the town. Pair suede dress boots with a long-sleeve sweatshirt and vest for a casual look that can't be beat. Our winter boots and western boots add unique touches to rugged footwear.

When we make our footwear, we use only the best. Our waterproof hiking boots are made to outlast even the toughest trails. With men's Timberland PRO™ work shoes, you can take on even dangerous job sites without worrying about your boots falling apart. Shop wide alloy toe, composite toe, and steel toe work boots so you can stay protected on the job. From eyelets to stitching, outsole to tongue, our soft toe and safety toe footwear is made to last.

Get ready for wide shoes that do more. Waterproof full-grain leather boots are perfect for taking on rain and snow. Our Ortholite® insoles add moisture-wicking and breathable comfort to every step. If heavy-duty comfort is what you need, our anti-fatigue technology can keep you on your feet all day, with slip-resistant outsoles for extra traction. Don't settle for less when you can have men's shoes that are made to perform.