10 Best Waterproof Walking Shoes Mens 2025 in the United States

The Timberland Men's White Ledge Mid Waterproof Hiking Boot is designed for those who need reliable waterproof walking shoes. Its waterproofing technology is robust, thanks to the premium Timberland leather, making it ideal for wet conditions. The fully gusseted tongue prevents water from seeping in, adding an extra layer of protection.

Comfort and fit are well-addressed with the EVA footbed and midsole, providing good support and cushioning for long walks. However, some users might find the ankle-high shaft slightly restrictive if they're used to lower cut shoes. Breathability is moderately catered to with the ReBOTL fabric lining, but with 100% leather construction, it might run a bit warm in hot weather.

The rubber sole offers excellent traction, which is crucial for walking on various terrains. Durability is another strong point, with rustproof speed lace hardware ensuring that the boots last longer even with frequent exposure to moisture. The weight is reasonable for hiking boots, though some might find them heavier than regular walking shoes. These boots are a solid choice for hikers and those needing reliable waterproof footwear, but for everyday casual wear, they might be a bit over-engineered.

The KEEN Men's Targhee 2 Mid Height Waterproof Hiking Boots are designed to keep your feet dry with the KEEN.DRY breathable membrane, which is effective at preventing water ingress while allowing vapor to escape. This feature ensures comfort during wet conditions. The boots offer good comfort and fit with a contoured heel and removable footbed that provides arch support and cushioning that retains its resilience over time. The generous toe space from the KEEN Original Fit is a plus for wider feet.

Additionally, the quick-dry lining and breathable performance mesh enhance comfort during active use. However, some users may find the boots slightly heavier at 1.12 pounds per boot, which might not be ideal for long-distance walking. The durability is commendable, thanks to the premium leather, high abrasion rubber toe guard, and environmentally friendly DWR leather treatment.

The traction provided by KEEN ALL-TERRAIN rubber and 4mm multi-directional lugs offers excellent grip on various surfaces, making them suitable for muddy and rocky environments. These boots are well-suited for those who need reliable waterproof footwear for hiking or walking in diverse terrains. However, those looking for ultra-lightweight options may need to consider the weight factor.

The Timberland Men's Anti-Fatigue Hiking Waterproof Leather Mt. Maddsen Boot in brown, size 11, offers several notable strengths. The premium full-grain waterproof leather and TimberDry eco-conscious waterproof membrane ensure your feet stay dry in wet conditions, which is essential for outdoor enthusiasts.

The fully gusseted tongue is a thoughtful addition, keeping debris out and enhancing comfort during hikes. Timberland's anti-fatigue comfort technology is a significant highlight, designed to provide all-day comfort, making these boots suitable for long walks or hikes. The rubber sole material should offer good traction, reducing the risk of slips and falls on various terrains. Additionally, the boots are covered by a limited warranty, providing some peace of mind regarding their durability and quality.

The full-grain leather, while durable and stylish, may require some breaking in and regular maintenance to keep it looking its best. These boots are a solid choice for those needing waterproof and comfortable footwear for hiking and walking.