Skip to main content

It's time to upgrade your browser

Your current browser is no longer supported on llbean.com. Please upgrade to one of the following for a smoother, safer shopping experience with us:

Men's Trail Shoes

Explore men's trail shoes and compare styles, sizing and fit to find the right pair for you. Review each shoe's product details to narrow your choices based on the features that matter most to you.

Read More
Men's Oboz Bridger Low B-Dry Hiking Shoes
Oboz Men's Oboz Bridger Low B-Dry Hiking Shoes
A gray waterproof leather hiking shoe with cushioned support, nylon stability, and a rugged rubber outsole.
(279)
$160 $160
SALE
What customers like:
Durable construction
High-quality materials
Excellent support
Comfortable fit
Professional customer service
$160 $160
SALE
Men's Trail Model X Waterproof Hiking Shoes, Camo
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes, Camo
A waterproof camo hiking shoe with suede leather, rubber protection, cushioned support, and enhanced wet-surface traction.
(0)
$110 $92.99
SALE
$110 $92.99
SALE
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
Men's Elevation Trail Shoes, Waterproof
L.L.Bean Men's Elevation Trail Shoes, Waterproof
A brown, lightweight waterproof trail shoe with recycled polyester mesh, rock protection, and grippy rubber traction.
(0)
$130 $130
SALE
$130 $130
SALE
Men's NextVenture Hiking Shoes, Waterproof
L.L.Bean Men's NextVenture Hiking Shoes, Waterproof
A tan waterproof hiking shoe with leather-and-rubber construction, cushioned comfort, breathable protection, and dependable Vibram traction.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Trail Model X Waterproof Hiking Shoes
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes
A brown waterproof hiking shoe with suede leather, breathable mesh, EVA cushioning, and high-traction rubber protection.
(0)
$110 $110
SALE
$110 $110
SALE
Men's Oboz Sawtooth X B-DRY Hikers, Low
Oboz Men's Oboz Sawtooth X B-DRY Hikers, Low
A brown waterproof hiking shoe with nubuck leather, durable traction and cushioned support for varied terrain.
(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 recycled PET mesh, cushioned EVA midsole and 4mm lugs for traction.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Keen Targhee IV Waterproof Hiking Shoes
Keen Men's Keen Targhee IV Waterproof Hiking Shoes
A multicolor waterproof leather hiking shoe offering stable support, cushioned comfort, and dependable multidirectional traction.
(0)
$170 $170
SALE
$170 $170
SALE
Men's On Cloudvista Trail Running Shoes
On Men's On Cloudvista Trail Running Shoes
A gray mesh trail shoe with Helion cushioning, responsive support and sticky rubber traction.
(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 lightweight gray trail shoe with Helion superfoam cushioning, breathable upper and grippy rubber outsole.
(0)
$170 $170
SALE
$170 $170
SALE
Men's Trail Model X Waterproof Hiking Shoes, Leather
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes, Leather
A brown waterproof leather hiking shoe with protective toe, rock plate, cushioned midsole and rubber outsole.
(0)
$120 $120
SALE
$120 $120
SALE
Men's On Cloudvista 3 Trail Running Shoes
On Men's On Cloudvista 3 Trail Running Shoes
A white, lightweight trail shoe with breathable uppers, Helion™ cushioning, Speedboard® rebound, and Missiongrip™ traction.
(0)
$160 $160
SALE
$160 $160
SALE
Men's Heritage Hiking Shoes, Waterproof
L.L.Bean Men's Heritage Hiking Shoes, Waterproof
A tan waterproof suede-and-nylon hiking shoe with cushioned comfort and grippy rubber traction for trails.
(0)
$140 $99.99
SALE
$140 $99.99
SALE
Men's Trail Model X Ventilated Hiking Shoes
L.L.Bean Men's Trail Model X Ventilated Hiking Shoes
A brown suede hiking shoe with breathable mesh, water-resistant protection, rock plate, and grippy rubber outsole.
(0)
$99.95 $84.99
SALE
$99.95 $84.99
SALE
Men's Access Hiking Shoes, Waterproof
L.L.Bean Men's Access Hiking Shoes, Waterproof
A gray waterproof hiking shoe with nubuck leather, recycled mesh, EVA cushioning, and grippy rubber traction.
(0)
$140 $140
SALE
$140 $140
SALE
Men's Oboz Sawtooth X B-DRY Hikers, Mid
Oboz Men's Oboz Sawtooth X B-DRY Hikers, Mid
A gray waterproof hiking boot with nubuck leather, cushioned support, and multidirectional traction for rugged trails.
(93)
$180 $180
SALE
What customers like:
Great support
High comfort
Excellent fitting
Superior quality
$180 $180
SALE
Men's Cresta II Waterproof Hiking Boots, Leather
L.L.Bean Men's Cresta II Waterproof Hiking Boots, Leather
A brown leather hiking boot with waterproof protection, Vibram rubber traction, and cushioned comfort for trails.
(0)
$280 $280
SALE
$280 $280
SALE
Men's Urban Storm Shoes, Waterproof Insulated
L.L.Bean Men's Urban Storm Shoes, Waterproof Insulated
A gray, waterproof leather shoe with light insulation, cushioned support, and traction for snow and slush.
(0)
$150 $150
SALE
$150 $150
SALE
Men's HOKA Transport 2 Shoes
HOKA Men's HOKA Transport 2 Shoes
A gray city-to-trail shoe with recycled polyester construction, responsive cushioning, quick-toggle laces and a Vibram® outsole.
(0)
$155 $155
SALE
$155 $155
SALE
Men's NextVenture Waterproof Slip-On Shoes, Suede
L.L.Bean Men's NextVenture Waterproof Slip-On Shoes, Suede
A brown suede waterproof slip-on with cushioned EVA comfort and grippy rubber traction for wet trails.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Bucksport Shoes, Plain Toe
L.L.Bean Men's Bucksport Shoes, Plain Toe
A rugged brown leather shoe with Goodyear welted construction, Vibram® lugged soles, and all-day comfort.
(835)
$170 $170
SALE
What customers like:
High quality
Durable
Comfortable
Good value
Excellent appearance
$170 $170
SALE
Men's Bean's Comfort Fitness Walking Shoes, Waterproof
L.L.Bean Men's Bean's Comfort Fitness Walking Shoes, Waterproof
A blue waterproof walking shoe with breathable mesh, cushioned EVA midsole and grippy rubber outsole for stable comfort.
(543)
$120 $99.99
SALE
What customers like:
Fit
Quality
Comfort
Durability
Arch support
$120 $99.99
SALE
Men's Oboz Bridger Mid B-Dry Hiking Boots
Oboz Men's Oboz Bridger Mid B-Dry Hiking Boots
A brown leather hiking boot with waterproof-breathable protection, supportive cushioning and rugged traction for challenging trails.
(181)
$200 $200
SALE
What customers like:
Light
Sturdy
Comfortable
Good quality orthotic base
Looks great
$200 $200
SALE

Men's Trail Shoes

Men's trail shoes are a natural starting point for a footwear collection shaped by time outside. The appeal is straightforward: an outdoor-minded look, a style that feels like your own and the quality you expect from L.L.Bean. Choosing among trail shoes is personal, with overall shape, proportions and fit all playing a part in the decision. A familiar silhouette may be what draws you in, or you may be looking for something different from the shoes you already own. Those preferences offer a useful starting point for finding a pair that belongs in your wardrobe, without letting appearance alone make the choice.

Fit deserves just as much attention as style when comparing men's trail shoes. Your usual shoe size provides a starting point, while the sizing information for an individual pair can help put that number in context. The shape of the toe area, the fit through the middle of the foot and the way the heel sits are all worth considering alongside length. The socks you expect to wear matter, too, since they are part of how a shoe fits. If you're replacing a familiar pair, knowing what you liked about its fit—and what you would change—can make the differences between options more meaningful.

Personal taste helps narrow the choice further, whether you're buying your first pair of trail shoes or adding to a well-established footwear wardrobe. Consider the overall profile, the balance of understated and more noticeable details, and how the design looks alongside clothing you already enjoy wearing. For a gift, the recipient's shoe size and style preferences are more useful starting points than your own favorites. At L.L.Bean, quality, versatility and timeless style are at the heart of our outdoor point of view. Explore men's trail shoes with those same priorities in mind, keeping your own preferences at the center of the decision.

Read More

FAQs