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.

Sort by:

Filter & Sort

270 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 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
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: $119

A pair of waterproof black hiking boots with nubuck leather upper and Vibram® rubber outsole for unbeatable 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 Elixir Activ GORE-TEX Hiking Boots

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

A heritage-inspired dark russet leather boot with a Vibram® rubber outsole for durability and traction.
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.
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 Access Hiking Boots, Waterproof

A waterproof black hiking boot with recycled mesh, nubuck leather, and grippy 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 Trail Model X Waterproof Hiking Boots

A brown suede leather hiking boot with waterproof features and enhanced traction for wet surfaces.
Men's Portland Boots, Chelsea
Price was from: $190 now: $159

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 Trail Model X Waterproof Hiking Boots, Leather

A brown waterproof leather hiking boot with enhanced traction, recycled materials, and breathable mesh panels.
Men's Storm Chaser Boots 5, Zip

A tough, all-weather boot in dark ash with waterproof leather, PrimaLoft® insulation, and easy side zip.

Pros: Comfortable for long hours Warmth in cold weather Easy on and off with zipper Great traction and water resistance High quality and durable materials
Men's Stonington Boots, Moc-Toe
Price was from: $170 now: $144

A rugged black leather boot with sneaker-like comfort, moisture-wicking lining, and durable rubber outsole.

Pros: Durable construction Lightweight design Stylish appearance Quick break-in Comfortable fit
Men's Bean Boots, 10" Shearling-Lined Tumbled Leather

A Maine-made boot with tumbled leather, shearling lining, and waterproof rubber bottom for cold, wet conditions.

Pros: High quality Waterproof Well-made Warmth Soft fabric
Men's Bean Boots, 8" Shearling-Lined Insulated

A Maine-made boot crafted from buttery-soft leather with plush shearling lining for warmth and comfort.

Pros: Quality Comfort Warmth Durability Made in the USA
Men's Oboz Bridger Low B-Dry Hiking Shoes

A lightweight, waterproof hiking shoe with advanced cushioning and durable leather, rubber, and nylon construction.

Pros: Durable construction High-quality materials Excellent support Comfortable fit Professional customer service
Men's Bean Boots 8", Flannel-Lined Insulated

A Maine-made boot with premium leather, flannel lining, and waterproof rubber for warmth and durability.

Pros: Great fit Light Durable Warm Comfortable
Men's Elevation Hiking Shoes, Ventilated
Price was from: $130 now: $109

A lightweight gray hiking shoe with ventilated recycled mesh upper and grippy rubber outsole for all-day comfort.

Pros: Comfortable for walking and hiking Attractive style Lightweight design Perfect fit for narrow feet Quality construction materials

City Hiking Boots

When city sidewalks start to glisten with fallen leaves and the air turns crisp, there’s something invigorating about exploring urban parks, riverside trails, and the winding greenways that cut through the heart of town. City hiking boots are designed for just these kinds of adventures—where concrete meets cobblestone, and the call of the outdoors blends seamlessly with the rhythm of daily life. Whether you’re weaving through bustling farmers’ markets, taking the long way home through a wooded shortcut, or setting out for a brisk walk after work, these boots offer the kind of comfort, durability, and support that make every step feel confident and secure. They’re built to handle the ever-changing surfaces of city terrain—gravel paths, rain-slicked curb cuts, or the uneven pavers of historic neighborhoods—while still looking right at home with your favorite jeans or casual layers. The best pairs strike a balance between rugged performance and timeless style, so you’ll find yourself reaching for them whether you’re heading out for a day of errands, meeting friends for coffee, or sneaking in a quick detour through the park.

City hiking boots make a thoughtful gift for anyone who loves spending time outdoors, but appreciates the versatility of footwear that transitions easily from trail to town. They’re a practical choice for students navigating campus, commuters who walk or bike to work, or parents on the go who need reliable comfort for long days spent chasing after little ones. And as autumn settles in, these boots become especially appealing, offering warmth and protection against chilly mornings, surprise puddles, or the crunch of frost underfoot. Features like sturdy outsoles, supportive midsoles, and comfortable linings are key, ensuring that each step feels cushioned and stable, whether you’re climbing city steps or taking a spontaneous detour along a riverside path. Look for details like easy-to-use lacing systems, padded collars, and moisture-wicking materials—small touches that make a big difference during long days on your feet. With the right pair, you’ll find yourself embracing the season’s unpredictable weather and making the most of every opportunity to get outside, no matter where your day takes you.

Choosing the right city hiking boots is about more than just looks; it’s about finding lasting value and dependable quality you can count on, season after season. Think of them as your go-to companions for all sorts of outings—family walks, weekend errands, or spontaneous adventures with friends. With their timeless design and practical features, they’re built to keep up with busy schedules and changing conditions, offering the kind of versatility that fits right into your everyday life. For those interested in exploring more options or diving deeper into what sets these boots apart, our Hiking Style Boots page is a great resource, offering a range of styles to suit every taste and adventure. Whether you’re gifting a pair to someone special or treating yourself to a new favorite, city hiking boots are a smart, reliable choice for anyone who finds joy in both the journey and the destination.

FAQs

When choosing city hiking boots for everyday wear, look for a combination of durable materials, comfortable cushioning, and supportive soles. Features like moisture-wicking linings, padded collars, and easy-to-use lacing systems can add to overall comfort. Versatile designs that pair well with both outdoor and casual outfits make them a practical choice for a variety of settings.

City hiking boots are designed to handle a range of weather conditions, especially during the transitional months of fall and spring. Many models include water-resistant uppers, grippy outsoles for wet surfaces, and breathable linings to help keep your feet comfortable whether you’re navigating puddles, damp sidewalks, or chilly mornings.

Yes, city hiking boots are a smart option for travel thanks to their versatility and comfort. They’re sturdy enough for exploring new cities on foot, walking through parks, or taking spontaneous detours along local trails. Their timeless style also makes them easy to pair with a variety of outfits, reducing the need to pack multiple pairs of shoes.

City hiking boots make a thoughtful gift for anyone who enjoys spending time outdoors, commuting on foot, or simply appreciates comfortable, durable footwear. They’re especially popular with students, busy parents, and anyone who likes to blend active pursuits with everyday activities.

To keep your city hiking boots in great condition, brush off dirt and debris after each use and allow them to air dry if they get damp. For leather uppers, occasional conditioning can help maintain suppleness and appearance. Store them in a cool, dry place and avoid prolonged exposure to direct heat sources.

It's time to upgrade your browser

City Hiking Boots