Mens Waterproof Trainers

Step into the great outdoors with confidence in our mens waterproof trainers. Designed for those who love to embrace any weather, these trainers offer the perfect blend of style and practicality. Whether you're navigating city streets or exploring rugged trails, you'll appreciate their durable construction and timeless appeal. With a focus on comfort and versatility, these trainers are ready to support your every adventure, providing lasting value and reliability you can count on. Get ready to enjoy the elements without compromise.

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298 Items

Men's Trail Model X Waterproof Hiking Shoes

A waterproof hiking shoe with suede leather, rubber, and recycled materials, offering superior comfort and traction.
Men's Storm Chaser 5 Slip-Ons

A durable, waterproof slip-on with leather upper, rubber outsole, and exceptional insulation for cold, wet conditions.

Pros: High quality Versatile design Easy to slip on Warm and insulated Comfortable fit
Men's Oboz Bridger Low B-Dry Hiking Shoes

A durable, waterproof hiking shoe with advanced cushioning and support, made from leather, rubber, and nylon.

Pros: Durable construction High-quality materials Excellent support Comfortable fit Professional customer service
Men's Elevation H2O Shoes

A lightweight gray water-friendly shoe with breathable nylon/neoprene, quick-dry design, and cushioned EVA midsole.
Men's HOKA Challenger ATR 7 GORE-TEX Running Shoes

A high-cushion, waterproof running shoe with EVA foam midsole and Durabrasion rubber outsole for all-terrain traction.
Men's Access Hiking Shoes, Waterproof

A waterproof hiking shoe in carbon navy with leather/rubber construction and superior all-day comfort.
Men's Danner Trail 2650 GORE-TEX Hiking Shoes
Price was from: $189.95 now: $159

A lightweight, waterproof suede leather hiking shoe in dark gray and brick red with excellent traction and comfort.
Men's Trail Model X Waterproof Hiking Shoes, Camo

A waterproof hiking shoe featuring water-resistant suede, TEK2.5® membrane, and enhanced traction for wet trails.
Men's Urban Storm Shoes, Waterproof Insulated

A rugged, waterproof, and insulated shoe with leather upper and rubber outsole, perfect for harsh weather.
Men's Bean Boots, 8" GORE-TEX/Insulated
Price was from: $259 now: $179

A waterproof, insulated boot with GORE-TEX lining, premium leather upper, and reliable traction for wet conditions.

Pros: Waterproof Fits true to size Keeps feet warm and dry Durable Comfortable
Men's Trailfinder Hiking Shoes
Price was from: $149 now: $129

A rugged, waterproof nubuck-leather hiking shoe with a Vibram® rubber outsole for unbeatable traction in wet conditions.

Pros: High-quality material Attractive color Good fit Comfortable to wear
Men's Kangaroo Upland Hunter's Boots, Insulated

An 8" brown leather hunting boot with 200-gram Primaloft insulation and Vibram Mega-Grip outsole.

Pros: No break-in period needed High-quality leather Great traction Comfortable fit Excellent warmth
Men's Oboz Bridger Mid B-Dry Hiking Boots

A sleek, all-leather hiking boot with superior arch support, waterproofing, and a durable rubber sole.

Pros: Light Sturdy Comfortable Good quality orthotic base Looks great
Men's Technical Upland GORE-TEX Hiker Boots
Price was from: $239 now: $119

A lightweight, waterproof boot with GORE-TEX, Thinsulate™ insulation, and Vibram Mega Grip outsole for ultimate traction.

Pros: Good appearance Lightweight Perfect size and fit Waterproof feature Comfortable
Men's Oboz Sawtooth X B-DRY Hikers, Mid

A rugged, waterproof hiker with a nubuck leather upper and reliable traction for muddy trails.

Pros: Great support High comfort Excellent fitting Superior quality
Men's Trail Model X Waterproof Hiking Shoes, Leather

A brown waterproof leather hiking shoe with enhanced traction, breathable mesh panels, and recycled polyester accents.
Men's Keen Targhee IV Waterproof Hiking Shoes

A waterproof leather hiking shoe offering stability, support, and comfort with eco-friendly features and durable traction.
Men's Everywhere Explorer Boots
Price was from: $109 now: $89.99

A rugged and stylish dusty olive boot with suede leather, rubber, and a water-resistant polyester ripstop upper.
Men's Dirigo Hiking Boots, Waterproof
Price was from: $149 now: $119

A lightweight, ultra-cushioned hiking boot with waterproof membrane and superior traction, available in deep brown and root beer.
Men's Maine Warden's Field Boot

A rugged, deepest brown leather boot with GORE-TEX, Primaloft insulation, and Vibram outsole for superior traction.
Men's Bean Boots, 8" Waterproof/Insulated

A brown leather and rubber boot with waterproof lining and insulation for warmth and all-weather protection.
Men's Bean Boots, Gumshoes

A Maine-made, weather-ready gumshoe with durable leather/rubber construction, triple-needle stitching, and enhanced comfort.
Men's Access Hiking Boots, Waterproof

A waterproof black hiking boot featuring recycled mesh, nubuck leather, and a grippy VertiGrip rubber outsole.
Men's Oboz Sawtooth X B-DRY Hikers, Low
Price was from: $165 now: $139

A rugged, waterproof trail shoe with reliable traction, featuring a nubuck leather upper and nylon shank.

Mens Waterproof Trainers

When it comes to gearing up for unpredictable weather or embracing active days outdoors, men’s waterproof trainers are a smart, reliable choice for all kinds of adventures. As spring gives way to early summer, trails and sidewalks alike can be slick with early morning dew or the aftermath of a passing shower. Whether you’re heading out for a brisk walk, running errands around town, or meeting friends for a weekend hike, the right pair of trainers keeps your feet dry and comfortable, no matter what the forecast brings. These shoes aren’t just about keeping out the rain—they’re built to stand up to muddy trails, puddle-laden sidewalks, and surprise downpours, all while offering dependable support and cushioning. The best waterproof trainers balance durability with comfort, making them easy to wear all day long, from the first step out the door to the last stride home at dusk.

Men’s waterproof trainers make an especially thoughtful gift for anyone who enjoys spending time outside, whether it’s a dad who likes to sneak in a morning walk before work, a college student navigating campus in all kinds of weather, or a friend who prefers to take the scenic route home. They’re also a practical choice for travelers, commuters, and anyone who doesn’t want to let a little rain slow them down. When choosing a pair, consider the quality of the materials, the breathability of the design, and the grip of the sole—these details make a real difference when you’re out in the elements. Look for trainers that offer a secure, comfortable fit, and that can handle everything from a light drizzle to a sudden spring storm. Many styles are designed with versatility in mind, blending classic looks with performance features so they pair easily with everything from jeans to activewear.

For those who appreciate the timeless appeal and rugged durability of leather, there are options that combine waterproof protection with the rich look and feel of leather uppers. If you’re interested in exploring these styles, take a look at our collection of Mens Waterproof Leather Shoes for even more choices that stand up to wet weather while offering lasting value. No matter where your day takes you—on city streets, wooded paths, or anywhere in between—having the right footwear means you can focus on enjoying the journey, not worrying about wet socks or slippery surfaces. With the right pair of waterproof trainers, every outing feels a little more comfortable, a little more carefree, and a lot more fun.