Weatherproof Walking Shoes

Step into your next adventure with confidence in our weatherproof walking shoes. Perfectly designed to handle whatever Mother Nature throws your way, these shoes are crafted with quality and durability in mind. Whether you're strolling through city streets or trekking along rugged trails, you'll appreciate the lasting comfort and timeless style that make every step enjoyable. Embrace the outdoors with footwear that's as versatile as it is reliable, ensuring you stay comfortable and prepared for any journey.

Sort by:

Filter & Sort

476 Items

Men's Stonington Oxford Shoes, Plain Toe

A rugged deepest brown leather shoe with sneaker-like comfort, water-resistant protection, and a molded rubber outsole.

Pros: Attractive color Versatile design Comfortable out of the box True to size Non-slip soles
Men's Bean's Comfort Fitness Walking Shoes, Waterproof

A pair of weatherproof, cushioned walking shoes with breathable polyester mesh and durable VertiGrip rubber outsole.

Pros: Fit Quality Comfort Durability Arch support
Men's Snow Sneaker 5 Shoes, Lace-Up

A versatile black winter sneaker with suede leather, rubber, and 200g ColdShield insulation for exceptional warmth.

Pros: Perfect fit Exceptional warmth Great traction High comfort Keeps feet dry
Women's Bean's Comfort Fitness Walking Shoes, Waterproof

A pair of weatherproof, cushioned walking shoes with a breathable polyester mesh upper and durable rubber outsole.

Pros: Supportive Waterproof Versatile Comfortable Well made
Men's Storm Chaser 5 Slip-Ons

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

Pros: Easy to slip on and off Versatile and stylish High quality and well-made Warm and insulated Comfortable fit
Men's Bucksport Shoes, Plain Toe

A rugged dark cocoa leather shoe with Vibram® rubber outsoles and waterproof oiled-leather upper for durability.

Pros: Excellent quality Durable Great appearance Versatile Comfortable
Men's Oboz Sawtooth X B-DRY Hikers, Mid

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

Pros: Great support High comfort Excellent fitting Superior quality
Men's 1985 Mountain Classic Sneakers

A water-resistant black sneaker with suede, recycled nylon, and rugged VertiGrip rubber outsole for outdoor traction.
Men's Urban Storm Shoes, Waterproof Insulated

A rugged, waterproof, and insulated shoe with leather upper and rubber outsole, perfect for harsh weather.
Women's Oboz Ousel B-Dry Hiking Shoes

A waterproof hiking shoe with leather upper, rubber outsole, and REPREVE® recycled polyester laces for women.
Men's Comfort Walkers 2, Ventilated

A lightweight gray walking shoe with a water-resistant suede upper and temperature-regulating lining.
Women's Bean Boots, 8" Shearling-Lined Insulated

A pair of tan and brown leather boots with plush shearling lining and waterproof rubber bottoms.

Pros: Waterproof Well-made Warmth Durable Comfortable
Women's Snow Sneaker 5 Shoes, Lace-Up

A versatile winter sneaker with ColdShield insulation, waterproof suede upper, and rugged rubber outsole for reliable traction.

Pros: Good traction Support Warmth True to size Comfortable
Women's Snow Sneaker 5 Boots, Pull-On

A pull-on winter boot with ColdShield insulation, waterproof suede upper, and VertiGrip rubber outsole for snowy conditions.

Pros: Easy to pull on Comfort Warmth Good grip Well made
Men's Maine Hunting Shoes, 10"

A 10" waterproof leather boot offering superior support and traction, perfect for hunting or casual wear.

Pros: Favorite boots Quiet in the woods Soft slippers Vibrant colors Lightweight raincoat
Women's HOKA Transport Shoes
Price was from: $150 now: $119.95

An eco-friendly athleisure shoe with a 100% recycled rPET upper and Vibram® N-Oil rubber outsole.

Pros: Attractive color Stylish design Comfortable fit
Women's Oboz Sawtooth X B-DRY Hikers, Low

A rugged, waterproof trail shoe with reliable traction, featuring a breathable nubuck leather upper in hazy gray.
Women's HOKA Anacapa 2 GORE-TEX Hiking Boots

A rugged, waterproof hiking boot with recycled materials and exceptional traction in deep umber or stardust.
Women's Everywhere Explorer Boots
Price was from: $109 now: $79.99

A rugged yet stylish oatmeal suede leather boot with a grippy VertiGrip rubber outsole and True Comfort insole.
Men's Trail Model X Waterproof Hiking Boots, Leather

A brown waterproof leather hiking boot with recycled polyester accents and enhanced rubber outsole traction for wet trails.

Weatherproof Walking Shoes

When it comes to enjoying the outdoors, nothing puts a damper on a walk quite like wet, uncomfortable feet. Weatherproof walking shoes offer a dependable solution, letting you head out for a stroll in the neighborhood, a trek through the local park, or a weekend adventure on muddy trails without a second thought about puddles or sudden rain showers. These shoes are thoughtfully designed to handle the unpredictable, with features like seam-sealed construction, moisture-wicking linings, and durable outsoles that grip wet surfaces. Whether you’re walking the dog at dawn, stretching your legs on a lunch break, or making the most of a drizzly summer afternoon, weatherproof walking shoes keep your feet dry and comfortable—so you can focus on the sights, sounds, and fresh air around you. The right pair becomes a steady companion for all kinds of journeys, big and small, helping you stay active and connected to the world outside, no matter what the forecast brings.

Choosing weatherproof walking shoes is all about finding that balance between reliable protection and all-day comfort. Look for styles that offer cushioning underfoot, supportive insoles, and flexible uppers that move with you, so every step feels easy and natural. Ventilation is important, too, especially during the warmer months—breathable materials help keep feet cool, while still keeping moisture out. Many people find these shoes make a thoughtful gift for anyone who loves to spend time outside, from busy parents and retirees to college students navigating campus or friends who enjoy a daily walk, rain or shine. They’re also a smart choice for travelers, commuters, or anyone who wants to be ready for whatever the day brings. And if your adventures sometimes take you off the beaten path, you might also want to explore options designed specifically for more rugged terrain, like those featured on our Waterproof Shoes For Hiking page. With so many versatile designs available, weatherproof walking shoes are a practical addition to any wardrobe—ready for spontaneous outings, weekend getaways, or simply making the most of the everyday outdoors.