Comfortable Trail Running Shoes

Hit the trails with confidence and ease in our selection of comfortable trail running shoes. Designed to keep you moving smoothly over rugged terrain, these shoes offer the perfect blend of durability and comfort for outdoor enthusiasts. Whether you're tackling a challenging mountain path or enjoying a leisurely forest run, our trail running shoes promise to support your every step. With timeless style and versatile functionality, they're ready to accompany you on countless adventures, making every run an enjoyable experience.

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Men's HOKA Challenger 8 Trail Shoes

A lightweight green trail shoe featuring a recycled mesh upper, cushioned EVA midsole, and grippy 4mm lugs.
Men's On Cloudsurfer Trail 2 Running Shoes

A lightweight brown trail running shoe featuring a cushioned Helion™ midsole and durable Missiongrip™ rubber outsole.
Men's HOKA Clifton 10 Running Shoes

A gray running shoe featuring a breathable jacquard knit upper and cushioned EVA midsole for comfort.
Women's Oboz Sawtooth X B-DRY Hikers, Low

A rugged, waterproof trail shoe with durable nubuck leather and reliable traction, perfect for muddy trails.
Men's Elevation Hiking Shoes, Waterproof
Price was from: $150 now: $124

A pair of ultralight, waterproof hiking shoes with recycled polyester upper and durable rubber outsole for all-day comfort.

Pros: Waterproof Acceptable color Comfortable fit
Men's Trail Model X Ventilated Hiking Shoes

A water-resistant suede hiking shoe with enhanced traction, comfort, and recycled materials for outdoor adventures.
Adults' New Balance 530 Running Shoes

A gray unisex running shoe featuring a breathable mesh upper and ABZORB midsole for lasting comfort.
Women's HOKA Challenger 8 Trail Shoes

A green trail running shoe featuring a cushioned EVA midsole and lightweight recycled mesh upper for comfort.
Men's On Cloud 6 Shoes

A lightweight blue sneaker with a recycled mesh upper, cushioned CloudTec® midsole, and durable rubber outsole.
Men's HOKA Anacapa 2 Freedom Hiking Shoes

A tan slip-on hiking shoe featuring cushioned sugarcane EVA midsole and grippy Vibram Megagrip outsole.
Men's Trail Model X Waterproof Hiking Shoes, Camo

A waterproof hiking shoe featuring water-resistant suede, breathable mesh panels, and enhanced traction for wet trails.
Men's Trail Model X Waterproof Hiking Shoes

A brown suede hiking shoe with waterproof membrane, recycled materials, and enhanced traction for wet surfaces.
Men's On Cloudhorizon Hiking Shoes

A highly cushioned gray hiking shoe with recycled mesh upper and rubber outsole for reliable traction.
Women's On Cloudvista Trail Running Shoes

A lightweight white trail running shoe featuring breathable mesh, responsive cushioning, and ultra-grippy Missiongrip™ rubber outsoles.
Men's Access Hiking Shoes, Waterproof

A waterproof black hiking shoe featuring recycled mesh, nubuck leather, and a grippy rubber outsole for traction.
Women's HOKA Clifton 10 Running Shoes

A lightweight white running shoe with breathable jacquard knit upper and cushioned EVA midsole for comfort.
Men's Elevation H2O Shoes

A lightweight gray water-friendly shoe with breathable nylon/neoprene, convertible heel, and grippy VertiGrip outsole.
Men's Oboz Sawtooth X B-DRY Hikers, Low

A rugged brown trail shoe with waterproof leather, breathable lining, and multi-directional lugs for superior traction.
Men's On Cloudsurfer 2 Running Shoes

A lightweight gray running shoe featuring breathable recycled mesh and upgraded CloudTec® Phase cushioning for smooth comfort.
Men's HOKA Bondi 9 Running Shoes

A blue running shoe with ultra-cushioning, reflective details, and eco-friendly mesh for everyday comfort.
Women's Elevation Hiking Shoes, Ventilated
Price was from: $130 now: $109

A lightweight gray hiking shoe with a ventilated recycled polyester upper and grippy VertiGrip rubber outsole.

Comfortable Trail Running Shoes

Comfortable trail running shoes are designed to help you make the most of every mile, whether you’re venturing deep into wooded trails or just enjoying a brisk run along your favorite park path. The best cushioned trail running shoes combine lasting comfort with rugged durability, giving you the support you need for all terrain running shoes—think rocky outcrops, muddy tracks, and rolling forest floors. As winter settles in and the days grow shorter, many runners find themselves drawn to the quiet beauty of frosty trails and the satisfying crunch of snow underfoot. This is when the right pair of shoes really proves its worth: plush midsoles absorb impact on frozen ground, while thoughtfully designed outsoles grip slick leaves and icy patches with confidence. These shoes aren’t just for seasoned trail runners, either. If you’re just starting out, or if you’re looking for a thoughtful gift for a friend or family member who loves the outdoors, a well-chosen pair of comfortable trail running shoes can make every outing more enjoyable.

When choosing the best cushioned trail running shoes, it helps to think about where and how you’ll use them. Are there trail shoes built for outdoor adventures and daily runs? Absolutely—many modern designs are versatile enough to handle both technical terrain and everyday routes around the neighborhood. For those who crave a little extra protection on rugged trails, look for all terrain running shoes with reinforced toe caps and stable heel counters. If you’re tackling longer distances or have a history of tired feet, opt for models with generous cushioning and soft, supportive footbeds. Runners with wider feet or unique needs can find options with roomy toe boxes and adjustable lacing systems, ensuring a truly personalized fit. And don’t forget about weather: breathable uppers help keep feet comfortable during mild weather, while water-resistant materials and grippy treads come in handy for slushy winter runs. Whether you’re gifting a pair to a loved one or treating yourself to a new adventure, these shoes are a smart choice for anyone who values comfort and durability on the trail.

Trail running shoes are more than just gear—they’re a trusted companion for every outdoor journey, from spontaneous runs after work to weekend explorations in the hills. Families often find them useful for group hikes, while friends appreciate their versatility for everything from casual walks to spirited trail races. Many runners keep a favorite pair by the door, ready for whatever the day brings—be it a sunrise jog, a snowy stroll, or an impromptu adventure with the dog. For those shopping for men’s styles, our collection of Men's Trail Running Shoes offers a variety of options built to handle changing conditions and diverse terrain. With features like reliable traction, plush cushioning, and durable construction, these shoes are made to last through countless miles and seasons. No matter how or where you run, comfortable trail running shoes help you stay focused on the scenery, the fresh air, and the simple joy of moving outdoors.