Supportive Trail Shoes

Step into comfort and confidence on your next outdoor adventure with supportive trail shoes. Crafted for those who love to explore the great outdoors, these shoes offer the right blend of durability and comfort to tackle any terrain. Whether you're hiking through rugged trails or enjoying a leisurely walk in the park, each pair is designed to provide lasting value and ease of use. With a focus on quality and timeless style, our selection of supportive trail shoes ensures that every step you take is both secure and enjoyable. Embrace the freedom of the outdoors with footwear that's as ready for adventure as you are.

Sort by:

Filter & Sort

298 Items

Women's Trailduster Hiking Shoes
Price was from: $129 now: $109

A pair of waterproof nubuck leather hiking shoes with a grippy VertiGrip rubber outsole and EVA midsole.

Pros: Fit Support Comfort Durability Versatility
Men's Trailfinder Hiking Shoes
Price was from: $149 now: $129

A rugged, waterproof hiking shoe with a nubuck-leather upper and Vibram® rubber outsole for superior traction.

Pros: High-quality material Good fit Comfortable Nice color
Men's Oboz Bridger Low B-Dry Hiking Shoes

A versatile dark shadow hiking shoe with waterproof nubuck leather and advanced cushioning for all activities.

Pros: Durable construction High-quality materials Excellent support Comfortable fit Professional customer service
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
Women's Oboz Sawtooth X B-DRY Hikers, Low

A rugged gray trail shoe with waterproof nubuck leather and reliable traction for wet, muddy conditions.
Men's Elevation Hiking Shoes, Ventilated

A lightweight gray mesh and rubber hiking shoe with ventilated, seamless comfort and grippy, durable traction.

Pros: Comfortable for walking and hiking Attractive style Lightweight design Perfect fit for narrow feet Quality construction materials
Men's Elevation Hiking Shoes

A lightweight, waterproof hiking shoe with recycled polyester upper and durable rubber outsole for reliable traction.
Women's Oboz Sawtooth X B-DRY Hikers, Mid

A waterproof brown hiker with nubuck leather upper, breathable lining, and rugged traction for wet trails.

Pros: Warmth Snug ankle support Sturdy construction Comfortable fit
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 Oboz Sawtooth X Hikers, Low

A ventilated trail shoe with reliable traction, featuring a hazy gray nubuck leather upper and nylon shank.

Pros: Great fit Attractive color Stylish Excellent support Beautifully designed
Men's HOKA Challenger ATR 7 Running Shoes

A high-cushion running shoe with a breathable mesh upper and durable rubber outsole for any terrain.
Men's Danner Trail 2650 Hiking Shoes

A lightweight, versatile trail shoe with a suede-and-textile upper, offering excellent traction and all-day comfort.
Men's Everywhere Explorer Shoes
Price was from: $99 now: $74.99

A rugged urban hiker in asphalt suede leather with a grippy VertiGrip rubber outsole and supreme cushioning.
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 terrains.
Men's Access Hiking Shoes, Waterproof

A waterproof hiking shoe with blue leather and rubber, offering all-day comfort and superior 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 Salomon X Ultra 5 GORE-TEX Hiking Shoes

A lightweight green hiking shoe featuring GORE-TEX waterproofing, Matryx® technology, and all-terrain Contagrip traction.
Men's On Cloudvista Trail Running Shoes

A lightweight, versatile trail shoe with breathable recycled lining and ultra-sticky rubber outsoles for traction.
Men's HOKA Anacapa 2 Freedom Hiking Shoes

A tan slip-on hiking shoe featuring cushioned sugarcane EVA midsole and grippy Vibram Megagrip outsole.
Women's HOKA Speedgoat 6 Trail Running Shoes

A cushioned trail running shoe with a breathable textile upper and Vibram® Megagrip outsole for enhanced traction.
Men's HOKA Arahi 7 Running Shoes

A pair of cushioned running shoes with J-Frame technology, offering stability and comfort in Outer Space/White.
Men's Katahdin 2 Sneakers, Suede
Price was from: $109 now: $79.99

A lightweight trail shoe with a durable suede upper, VertiGrip rubber outsole, and all-day comfort.
Women's VEJA Dekkan Trail Shoes

A lightweight trail sneaker with a recycled polyester upper and cushioned EVA midsole for all-day comfort.
Men's Urban Storm Shoes, Waterproof Insulated

A rugged, waterproof, and insulated shoe with leather upper and rubber outsole for all-weather comfort.

Supportive Trail Shoes

When it comes to making the most of your time on the trail, the right pair of supportive trail shoes can make all the difference. Whether you’re tackling winding forest paths, heading up sun-dappled mountain switchbacks, or simply enjoying a brisk walk through your local park, trail shoes built for support help keep your feet comfortable and protected every step of the way. These shoes are thoughtfully designed to cushion your stride and provide stability on uneven terrain, with features like sturdy outsoles for reliable grip, reinforced midsoles for lasting comfort, and secure uppers that help hold your foot in place. For anyone who loves to spend long hours outdoors—whether you’re an avid hiker, a weekend explorer, or someone who enjoys daily walks with the family dog—supportive trail shoes are a smart investment in comfort and confidence. They’re also a thoughtful gift for anyone in your life who enjoys outdoor adventures, from a friend training for their first summit to a parent who loves to explore local trails with the grandkids.

As summer unfolds and the days grow longer, trail shoes become a go-to choice for all sorts of warm-weather outings. The breathable materials keep your feet cool on sun-soaked afternoons, while the durable construction stands up to rocky paths, muddy stretches, and everything in between. Many people find that supportive trail shoes are versatile enough for a variety of activities—think spontaneous picnics, campground strolls, or even running errands around town after a morning hike. Their timeless style and practical features make them a staple for outdoor enthusiasts of all ages and abilities. When choosing the right pair, it’s helpful to consider the type of terrain you’ll be exploring, the fit and feel that keeps you comfortable, and any special features you might appreciate, like extra cushioning or easy-to-adjust lacing systems. If your adventures sometimes take you onto steeper or more rugged trails, you might also want to explore options with even more ankle support, like Supportive Hiking Boots, which offer added stability and protection for challenging hikes.

No matter where your adventures lead, supportive trail shoes are designed to help you enjoy every mile. They’re built for lasting value, with quality materials that stand up to repeated use and timeless designs that never go out of style. From solo treks to group outings, from family vacations to everyday excursions, these shoes are ready to carry you comfortably through every season. And as you make new memories on the trail—whether you’re spotting wildflowers, skipping stones across a mountain stream, or simply soaking in the peace and quiet of the great outdoors—you can count on your trail shoes to deliver the comfort, durability, and support you need to keep exploring.