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Comfortable Trail Running Shoes

Find comfortable trail running shoes that suit your fit preferences and running routine. Browse the selection and compare each pair’s fit information, sizing guidance and product details to help narrow down your options for time on the trail.

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Men's HOKA Challenger 8 Trail Shoes, GORE-TEX
HOKA Men's HOKA Challenger 8 Trail Shoes, GORE-TEX
A black, high-cushion trail shoe with rRPET mesh, waterproof GORE-TEX protection, EVA cushioning, and 4mm lugs.
(0)
$165 $165
SALE
$165 $165
SALE
Women's HOKA Challenger 8 Trail Shoes, GORE-TEX
HOKA Women's HOKA Challenger 8 Trail Shoes, GORE-TEX
A gray GORE-TEX trail shoe with rRPET mesh, cushioned EVA midsoles, and grippy 4mm lugs.
(0)
$165 $165
SALE
$165 $165
SALE
Men's HOKA Challenger 8 Trail Shoes
HOKA Men's HOKA Challenger 8 Trail Shoes
A blue road-to-trail shoe with cushioned EVA midsole, lightweight rRPET mesh upper and 4mm traction lugs.
(0)
$150 $150
SALE
$150 $150
SALE
Men's On Cloudvista Trail Running Shoes
On Men's On Cloudvista Trail Running Shoes
A gray trail-running shoe with mesh, Helion superfoam cushioning and sticky rubber traction for varied terrain.
(0)
$150 $150
SALE
$150 $150
SALE
Women's On Cloudvista Trail Running Shoes
On Women's On Cloudvista Trail Running Shoes
A green trail running shoe with breathable mesh uppers, Missiongrip rubber traction, and responsive cushioned comfort.
(0)
$160 $160
SALE
$160 $160
SALE
Women's HOKA Challenger 8 Trail Shoes
HOKA Women's HOKA Challenger 8 Trail Shoes
A blue trail shoe with recycled polyester mesh, EVA cushioning, reflective details, and grippy 4mm lugs.
(0)
$150 $150
SALE
$150 $150
SALE
Men's On Cloudsurfer Trail 2 Running Shoes
On Men's On Cloudsurfer Trail 2 Running Shoes
A gray trail running shoe with Helion cushioning, breathable abrasion-resistant uppers, and durable Missiongrip rubber traction.
(0)
$170 $170
SALE
$170 $170
SALE
Men's On Cloudvista 3 Trail Running Shoes
On Men's On Cloudvista 3 Trail Running Shoes
A white trail-running shoe with breathable upper, soft cushioning and sticky traction for mixed terrain.
(0)
$160 $160
SALE
$160 $160
SALE
Women's On Cloudvista 3 Trail Running Shoes
On Women's On Cloudvista 3 Trail Running Shoes
A white trail shoe with breathable uppers, cushioned Helion foam, responsive Speedboard, and grippy Missiongrip traction.
(0)
$160 $160
SALE
$160 $160
SALE
Women's Elevation Trail Shoes, Waterproof
L.L.Bean Women's Elevation Trail Shoes, Waterproof
A green, waterproof trail shoe with recycled mesh, cushioned comfort, rock protection and grippy rubber traction.
(0)
$130 $130
SALE
$130 $130
SALE
Men's HOKA Transport 2 Shoes
HOKA Men's HOKA Transport 2 Shoes
A gray polyester shoe offering city-to-trail versatility, recycled materials, water resistance, and a responsive Vibram® outsole.
(0)
$155 $155
SALE
$155 $155
SALE
Women's New Balance 327 Running Shoes
New Balance Women's New Balance 327 Running Shoes
A white suede-and-nylon sneaker with cushioned EVA midsoles and trail-inspired lug outsoles for reliable traction.
(0)
$99.99 $99.99
SALE
$99.99 $99.99
SALE
Women's HOKA Transport 2 Shoes
HOKA Women's HOKA Transport 2 Shoes
A green, recycled-polyester shoe offering cushioned city-to-trail comfort with reflective details and a water-repellent finish.
(0)
$155 $155
SALE
$155 $155
SALE
Men's Elevation Trail Shoes, Waterproof
L.L.Bean Men's Elevation Trail Shoes, Waterproof
A lightweight blue trail shoe with waterproof protection, recycled mesh upper, rock plate and grippy rubber outsole.
(0)
$130 $130
SALE
$130 $130
SALE
Men's HOKA Bondi 9 Running Shoes
HOKA Men's HOKA Bondi 9 Running Shoes
A black running shoe with an engineered mesh upper, EVA foam cushioning, and durable rubber traction.
(0)
$174.95 $174.95
SALE
$174.95 $174.95
SALE
Men's HOKA Gaviota 6 Running Shoes
HOKA Men's HOKA Gaviota 6 Running Shoes
A blue running shoe with exceptional cushioning, supportive H-Frame construction, breathable mesh and abrasion-resistant rubber outsole.
(0)
$175 $175
SALE
$175 $175
SALE
Women's HOKA Gaviota 6 Running Shoes
HOKA Women's HOKA Gaviota 6 Running Shoes
A blue running shoe with breathable mesh, cushioned foam, supportive H-Frame construction, and a rubber outsole.
(0)
$175 $175
SALE
$175 $175
SALE
Men's HOKA Clifton 11 Running Shoes
HOKA Men's HOKA Clifton 11 Running Shoes
A gray running shoe with breathable mesh, plush EVA foam cushioning, and a durable rubber outsole.
(0)
$155 $155
SALE
$155 $155
SALE
Women's HOKA Bondi 9 Running Shoes
HOKA Women's HOKA Bondi 9 Running Shoes
A white running shoe with recycled mesh, EVA foam cushioning, reflective details, and durable rubber traction.
(0)
$174.95 $174.95
SALE
$174.95 $174.95
SALE
Women's HOKA Clifton 11 Running Shoes
HOKA Women's HOKA Clifton 11 Running Shoes
A pink running shoe with plush EVA foam cushioning, breathable mesh, and a durable rubber outsole.
(0)
$155 $155
SALE
$155 $155
SALE
Men's On Cloudrunner 3 Running Shoes
On Men's On Cloudrunner 3 Running Shoes
A gray running shoe with breathable mesh, impact-absorbing cushioning, supportive stability, and durable rubber traction.
(0)
$150 $150
SALE
$150 $150
SALE
Women's HOKA Solimar 2 Running Shoes
HOKA Women's HOKA Solimar 2 Running Shoes
A lightweight white running shoe with breathable mesh, cushioned EVA foam, and durable rubber traction pods.
(0)
$125 $125
SALE
$125 $125
SALE
Women's HOKA Clifton 10 Running Shoes
HOKA Women's HOKA Clifton 10 Running Shoes
A white running shoe with breathable jacquard knit, EVA cushioning, reflective details, and smooth, durable performance.
(0)
$155 $123.95
SALE
$155 $123.95
SALE
Women's On Cloudrunner 3 Running Shoes
On Women's On Cloudrunner 3 Running Shoes
A white running shoe with breathable mesh, Helion™ foam cushioning, CloudTec® support, and durable rubber traction.
(0)
$150 $150
SALE
$150 $150
SALE

Comfortable Trail Running Shoes

Comfortable Trail Running Shoes belong on the short list for anyone who enjoys taking a run beyond the pavement, whether that means a familiar loop through the trees or a trail shared with a friend on Saturday morning. There’s something inviting about that change of scenery: the bend where the woods open up, the quiet stretch before the next turn, the conversation that picks up again when the pace eases. Choosing shoes for those miles is personal, and comfort is a good place to start. Rather than choosing by appearance or size alone, take time to compare the fit information for each pair. A familiar size is a useful starting point, but the way a shoe fits your individual foot matters more than the number on the box. This selection brings together trail running styles to consider at your own pace, with room to find a pair that feels right for you.

When comparing options, think about what you appreciate in your current running shoes and what you’d like to change. Perhaps your toes feel crowded, your heel shifts, or you find yourself adjusting the laces more often than you’d like. Those everyday details give you a more useful shopping checklist than looks alone. Read the sizing notes and available width information, and try shoes with the socks you expect to wear for trail running. Give your toes room to move, pay attention to how the heel sits, and notice any pressure across the top or sides of your feet. Try both shoes and spend a little time moving around rather than deciding from a seated fitting. Comfort shouldn’t depend on overlooking a spot that already bothers you. If you wear an insert, check the individual shoe’s details for compatibility instead of assuming every style will accommodate it.

Trail running shoes can be a thoughtful gift for someone who looks forward to a weekly trail outing, is getting acquainted with local routes, or enjoys making time outside part of a shared routine. Because fit is so individual, a little groundwork makes the choice more personal: find out their usual size and width, ask what they like about their current pair, and check exchange options before purchasing. Letting them help choose can be part of the gift, too—an afternoon comparing favorites, followed by plans for a run together. Whether you’re shopping for yourself or someone close to you, start with personal preferences, compare the details, and keep a comfortable fit at the center of the decision. The right choice is the one that makes sense for the person wearing it, not simply the pair that catches your eye first.

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