City Hiking Boots

City hiking boots are your perfect companions for urban adventures and beyond. Designed to blend comfort and durability, these versatile boots offer the support needed for navigating city streets or exploring nearby trails. With a focus on timeless style and practicality, city hiking boots ensure that every step is taken with confidence, whether you're heading to a local park or enjoying a weekend getaway. Embrace the outdoors in style and comfort with footwear that's ready for any journey.

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298 Items

Men's Oboz Bridger Mid B-Dry Hiking Boots

A waterproof, all-leather hiking boot with superior arch support and a granite peak tread pattern.

Pros: Light Sturdy Comfortable Good quality orthotic base Looks great
Men's Oboz Sawtooth X B-DRY Hikers, Mid

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

Pros: Great support High comfort Excellent fitting Reliable traction Superior quality
Men's Danner Mountain 600 Waterproof Hiking Boots

A rugged, lightweight hiking boot with waterproof full-grain leather and unparalleled traction in saddle tan.

Pros: Ankle support Good traction Lightweight Sturdy Comfortable fit
Men's Salomon Quest 4D GORE-TEX Hiking Boots

An olive night hiking boot with waterproof GORE-TEX, cushioned EVA midsole, and nonmarking Contagrip outsole.

Pros: Great fit Ankle support Comfortable sole All-season comfort Firm but flexible soles
Women's Forsake Patch Waterproof Mid Hiking Boots
Price was from: $160 now: $134

A versatile, waterproof suede leather hiking boot with excellent traction, cushioned comfort, and breathable lining.

Pros: No break-in period Good fit Comfortable
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 Trailfinder Hiking Boots
Price was from: $169 now: $139

A rugged, waterproof hiking boot in carbon navy with nubuck leather upper and Vibram® rubber outsole for superior traction.
Men's Keen Targhee IV Mid Waterproof Hiking Boots

A waterproof leather hiking boot offering stability, support, and comfort with eco-friendly features and durable traction.
Men's Cresta II Waterproof Hiking Boots, Leather

A brown leather hiking boot with waterproof membrane, Vibram® sole, and cushioned EVA footbed for comfort.
Men's Salomon X Ultra 5 GORE-TEX Hiking Boots

A lightweight black GORE-TEX hiking boot offering waterproof protection, stability, and superior all-terrain traction.
Men's Trail Model X Waterproof Hiking Boots, Leather

A rugged brown leather hiking boot with waterproof protection, enhanced traction, and breathable recycled polyester details.
Women's HOKA Anacapa 2 GORE-TEX Hiking Boots

A lightweight, waterproof hiking boot with a leather upper and Vibram® MegaGrip outsole for exceptional traction.
Men's Salomon Elixir Activ GORE-TEX Hiking Boots

A rugged hiking boot with GORE-TEX waterproofing, Contagrip® outsole, and FuzeFoam midsole for premium cushioning.
Men's Portland Boots, Lace-Up

A heritage-inspired dark russet leather boot with a Vibram® rubber outsole for durability and traction.
Men's Dirigo Hiking Boots, Waterproof
Price was from: $149 now: $119

A lightweight, ultra-cushioned hiking boot with a waterproof membrane and superior traction, available in deep brown.
Men's Access Hiking Boots, Waterproof

A waterproof black hiking boot with recycled mesh, nubuck leather, and grippy rubber outsole for superior traction.
Women's Everywhere Explorer Boots
Price was from: $109 now: $89.99

A rugged yet stylish oatmeal suede leather boot with a grippy VertiGrip rubber outsole and True Comfort insole.
Women's Everywhere Explorer Shoes
Price was from: $99 now: $84.99

A rugged urban hiker in anchor gray suede leather with a water-resistant ripstop upper and VertiGrip outsole.
Men's Portland Boots, Chelsea

A heritage-inspired leather Chelsea boot with elastic goring and a durable Vibram® rubber outsole.
Women's Camden Hills Alpine Boots

A rugged yet stylish black boot with a full-grain leather upper and cozy wool lining.
Men's Oboz Katabatic B-DRY Hiking Boots
Price was from: $190 now: $159

A lightweight, waterproof hiking boot with breathable mesh upper and slip-resistant rubber outsole in hazy gray.
Men's Everywhere Explorer Boots
Price was from: $109 now: $89.99

A rugged saddle-colored suede leather and rubber hiking boot with supreme cushioning and reliable traction.
Men's Trail Model X Waterproof Hiking Boots

A brown suede leather hiking boot with waterproof features and enhanced traction for wet surfaces.
Women's Bean Boots, 8"
Price was from: $149 now: $69.99

A legendary waterproof boot with full-grain leather upper and rubber bottom, perfect for wet conditions.

Pros: Waterproof Perfect fit Warmth Durability Comfortable

City Hiking Boots

City hiking boots are designed for those who move between the rhythms of urban life and the call of the trail, blending the rugged durability needed for outdoor adventures with the comfort and style suitable for everyday wear. These boots are a smart choice for anyone who enjoys exploring city parks, greenways, or the winding paths of local nature preserves, especially during the long, sunlit days of July when every block or trailhead seems to beckon. Their sturdy construction provides reliable traction on everything from cobblestone streets to gravel paths, while cushioned footbeds and supportive midsoles help keep feet comfortable through long days of walking, sightseeing, or spontaneous detours into the nearest patch of woods. Whether you’re navigating your morning commute, heading out for a weekend stroll, or planning an afternoon picnic in the city’s hidden gardens, city hiking boots offer the versatility to handle it all with ease.

When considering a pair of city hiking boots, it’s worth thinking about the features that will suit your lifestyle best. Look for boots with durable outsoles that can grip a variety of surfaces, as well as uppers crafted from materials that offer both breathability and protection. Many designs include padded collars and tongues for extra comfort, along with easy-to-use lacing systems that ensure a secure fit every time you head out the door. These boots make thoughtful gifts for anyone who loves to stay active, from college students exploring campus trails to parents who enjoy family walks after dinner. They’re also a practical pick for travelers, providing the support needed for long days of urban exploration without sacrificing style or comfort. And if your adventures ever lead you beyond the city limits, you’ll be glad to know that the same pair of boots can keep up on more challenging terrain—just take a look at our selection of High Hiking Boots for even more rugged options.

City hiking boots are all about lasting value and adaptability, built to transition seamlessly from the sidewalk to the trailhead and back again. Their timeless design ensures they’ll pair well with everything from jeans to hiking pants, making them a staple in any wardrobe. As you set out to enjoy the bright days and warm evenings of summer, you’ll appreciate the way these boots support every step—whether you’re chasing a sunset across the skyline, joining friends for an outdoor concert, or simply enjoying the peace of a quiet path beneath leafy trees. With the right city hiking boots, every outing becomes an opportunity to explore, connect, and make the most of your time outdoors.

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City Hiking Boots