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Trail Running Shoes

Shop trail running shoes for your next trail run, with styles to compare in one place. Check each pair’s fit, sizing and intended terrain in the product details to narrow your choices based on where you run and how you like your shoes to fit.

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Men's Oboz Bridger Low B-Dry Hiking Shoes
Oboz Men's Oboz Bridger Low B-Dry Hiking Shoes
A lightweight, waterproof hiking shoe with advanced cushioning and durable leather, rubber, and nylon construction.
(279)
$160 $160
SALE
What customers like:
Durable construction
High-quality materials
Excellent support
Comfortable fit
Professional customer service
$160 $160
SALE
Women's Oboz Sawtooth X B-DRY Hikers, Low
Oboz Women's Oboz Sawtooth X B-DRY Hikers, Low
A rugged, waterproof trail shoe with reliable traction and a breathable nubuck leather upper in hazy gray.
(158)
$165 $165
SALE
$165 $165
SALE
Men's Access Hiking Shoes, Waterproof
L.L.Bean Men's Access Hiking Shoes, Waterproof
A waterproof black hiking shoe featuring recycled mesh, nubuck leather, and grippy rubber outsole for all-day comfort.
(0)
$140 $119.99
SALE
$140 $119.99
SALE
Men's Trail Model X Waterproof Hiking Shoes
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes
A waterproof hiking shoe with suede leather, rubber, and enhanced traction for wet surfaces.
(0)
$110 $110
SALE
$110 $110
SALE
Women's Elevation Trail Shoes, Waterproof
L.L.Bean Women's Elevation Trail Shoes, Waterproof
A lightweight green trail shoe with waterproof mesh, durable rubber outsole, and thermoregulating lining for comfort.
(0)
$130 $130
SALE
$130 $130
SALE
Men's HOKA Challenger 8 Trail Shoes, GORE-TEX
HOKA Men's HOKA Challenger 8 Trail Shoes, GORE-TEX
A black trail running shoe with GORE-TEX waterproofing, cushioned EVA midsole, and durable mesh upper.
(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 trail running shoe with GORE-TEX membrane, EVA midsole, and 100% recycled mesh upper.
(0)
$165 $165
SALE
$165 $165
SALE
Men's On Cloudrunner 3 Running Shoes
On Men's On Cloudrunner 3 Running Shoes
A cushioned, multi-color running shoe with breathable mesh upper, Helion™ superfoam midsole, and durable rubber outsole.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Elevation H2O Shoes
L.L.Bean Men's Elevation H2O Shoes
A lightweight green water-friendly shoe with breathable nylon/neoprene, convertible heel, and VertiGrip outsole for traction.
(0)
$99.95 $64.99
SALE
$99.95 $64.99
SALE
Women's Access Hiking Shoes, Waterproof
L.L.Bean Women's Access Hiking Shoes, Waterproof
A waterproof hiking shoe with a recycled polyester mesh and nubuck leather upper for all-day comfort.
(0)
$140 $140
SALE
$140 $140
SALE
Men's On Cloudvista Trail Running Shoes
On Men's On Cloudvista Trail Running Shoes
A lightweight gray trail running shoe with breathable recycled mesh, Helion™ superfoam cushioning, and Missiongrip™ rubber traction.
(0)
$150 $150
SALE
$150 $150
SALE
Men's On Cloudmonster 3 Running Shoes
On Men's On Cloudmonster 3 Running Shoes
A gray engineered mesh running shoe with triple-layer cushioning and durable rubber outsole for responsive comfort.
(0)
$190 $190
SALE
$190 $190
SALE
Men's Access Hiking Boots, Waterproof
L.L.Bean Men's Access Hiking Boots, Waterproof
A waterproof hiking boot in carbon navy with leather/rubber construction for all-day comfort and performance.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Oboz Sawtooth X B-DRY Hikers, Low
Oboz 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.
(0)
$165 $165
SALE
$165 $165
SALE
Men's Elevation Trail Shoes, Waterproof
L.L.Bean Men's Elevation Trail Shoes, Waterproof
A lightweight brown trail shoe featuring waterproof mesh, thermoregulating lining, and a grippy rubber outsole.
(0)
$130 $130
SALE
$130 $130
SALE
Women's Elevation H2O Shoes
L.L.Bean Women's Elevation H2O Shoes
A lightweight blue water shoe with a breathable nylon/neoprene upper and quick-drying, recycled materials.
(0)
$99.95 $64.99
SALE
$99.95 $64.99
SALE
Men's HOKA Bondi 9 Running Shoes
HOKA Men's HOKA Bondi 9 Running Shoes
A black running shoe featuring ultra-cushioned EVA foam midsole and 55% recycled polyester mesh upper.
(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 featuring breathable mesh, exceptional cushioning, and enhanced support with a rubber outsole.
(0)
$175 $175
SALE
$175 $175
SALE
Men's On Cloudsurfer Trail 2 Running Shoes
On Men's On Cloudsurfer Trail 2 Running Shoes
A lightweight gray trail running shoe featuring a cushioned Helion™ midsole and durable Missiongrip™ rubber outsole.
(0)
$170 $170
SALE
$170 $170
SALE
Men's HOKA Challenger 8 Trail Shoes
HOKA Men's HOKA Challenger 8 Trail Shoes
A blue trail running shoe featuring a lightweight mesh upper, cushioned EVA midsole, and grippy 4mm lugs.
(0)
$150 $150
SALE
$150 $150
SALE
Men's HOKA Clifton 11 Running Shoes
HOKA Men's HOKA Clifton 11 Running Shoes
A gray running shoe featuring a breathable mesh upper, plush EVA foam cushioning, and durable rubber outsole.
(0)
$155 $155
SALE
$155 $155
SALE
Men's Oboz Sawtooth X B-DRY Hikers, Mid
Oboz Men's Oboz Sawtooth X B-DRY Hikers, Mid
A rugged, waterproof hiker with reliable traction and breathable nubuck leather upper for muddy trails.
(93)
$180 $180
SALE
What customers like:
Great fitting
Excellent support
High comfort
Superior quality
$180 $180
SALE
Men's Trail Model X Waterproof Hiking Shoes, Camo
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes, Camo
A waterproof hiking shoe featuring water-resistant suede, TEK2.5® membrane, and enhanced traction for wet trails.
(0)
$110 $92.99
SALE
$110 $92.99
SALE
Women's Oboz Ousel B-Dry Hiking Shoes
Oboz Women's Oboz Ousel B-Dry Hiking Shoes
A waterproof, gray leather hiking shoe with a high-traction rubber outsole and recycled polyester laces.
(0)
$145 $145
SALE
$145 $145
SALE

Trail Running Shoes

Trail Running Shoes belong to the part of the day when the pavement ends and the path ahead feels a little more inviting. A familiar loop through the woods, a winding stretch beside a field, a Saturday run with a friend who knows every turn—there are plenty of ways to make trail running your own. Whether you’re getting to know your local trails or have a favorite route you return to each week, choosing shoes starts with your own preferences, not someone else’s routine. This collection brings together recommended styles to explore and compare as you find your next pair. Think about what you like in your current running shoes, what you would change, and where trail running fits into your week. Those everyday details give you a more useful starting point than appearance alone, though finding a style you enjoy wearing is part of the pleasure, too.

Fit deserves a close look when comparing trail running shoes, especially if you’re moving from a familiar pair to a different style. Start with the size information for each option rather than assuming every shoe will fit the same way. Consider both length and width, and read any available fit notes before making your selection. When trying shoes on, wear the socks you expect to run in and check both feet; a size that feels right on one foot may feel different on the other. Notice whether your toes have room to move, whether your heel stays in place as you walk, and whether any area feels tight or distracting. If you normally use an insert, include it when checking the fit. Take your time with the details, and compare individual descriptions carefully rather than expecting every pair in the collection to offer the same features. The goal is a choice that feels right for you, with no need to talk yourself into a fit that isn’t working.

Trail running shoes can also be a thoughtful gift for someone who looks forward to time on the trails, whether that’s a partner with a standing Sunday running date or a friend exploring a new outdoor interest. Shoes are personal, so a little advance conversation goes a long way. Knowing the recipient’s usual size is helpful, but their preferred fit and a style they’ve already expressed interest in can make the selection more meaningful. For someone just getting started, choosing together can be as welcome as an unexpected package. For a longtime runner, listening to what they like about their current pair is a good place to begin. A gift like this connects to something simple and familiar: making room in a busy week for a favorite activity, meeting a friend at the trailhead, and sharing a little more time outside.

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