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 Leather Hiking Shoes

Explore men's leather hiking shoes for your next hike, and compare styles to find a pair that suits your preferences. Check each pair’s product details for leather construction, sizing and fit information to help narrow your choice.

Men's Oboz Bridger Low B-Dry Hiking Shoes
Oboz Men's Oboz Bridger Low B-Dry Hiking Shoes
A gray leather hiking shoe with waterproof protection, cushioned support, and a protective rubber toe cap.
(279)
$175 $175
SALE
What customers like:
Comfortable design
Well-built
Durable construction
Advanced cushioning
Superior arch support
$175 $175
SALE
Men's Oboz Sawtooth X B-DRY Hikers, Mid
Oboz Men's Oboz Sawtooth X B-DRY Hikers, Mid
Mid-height hiking boots in gray nubuck leather with waterproof protection, cushioned support, and mud-shedding traction.
(93)
$200 $200
SALE
What customers like:
Great support
High comfort
Excellent fitting
Superior quality
$200 $200
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 a waterproof, breathable membrane and grippy rubber outsole.
(181)
$220 $220
SALE
What customers like:
Light
Sturdy
Comfortable
Good quality orthotic base
Looks great
$220 $220
SALE
Men's Keen Targhee IV Mid Waterproof Hiking Boots
Keen Men's Keen Targhee IV Mid Waterproof Hiking Boots
A multicolor mesh-and-leather hiking boot with waterproof protection, supportive cushioning, and high-traction lugs.
(0)
$180 $180
SALE
$180 $180
SALE
Men's Access Hiking Shoes, Waterproof
L.L.Bean Men's Access Hiking Shoes, Waterproof
A black waterproof leather-and-rubber hiking shoe with grippy traction and cushioned EVA support.
(0)
$140 $94.99
SALE
$140 $94.99
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, cushioned comfort, and Vibram rubber traction for rugged trails.
(0)
$280 $280
SALE
$280 $280
SALE
Men's NextVenture Hiking Shoes, Waterproof
L.L.Bean Men's NextVenture Hiking Shoes, Waterproof
A tan waterproof hiking shoe with leather, breathable mesh, cushioned EVA comfort, and Vibram rubber traction.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Access Hiking Boots, Waterproof
L.L.Bean Men's Access Hiking Boots, Waterproof
A waterproof hiking boot with blue leather, recycled mesh, grippy rubber traction, and cushioned all-day support.
(0)
$150 $99.99
SALE
$150 $99.99
SALE
Men's Keen Targhee IV Waterproof Hiking Shoes
Keen Men's Keen Targhee IV Waterproof Hiking Shoes
A waterproof multicolor nubuck leather hiking shoe with supportive cushioning, breathable lining, and high-traction lugs.
(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 waterproof brown leather hiking shoe with a rubberized toe, rock plate, and enhanced wet-surface traction.
(0)
$120 $120
SALE
$120 $120
SALE
Men's Oboz Sawtooth X B-DRY Hikers, Low
Oboz Men's Oboz Sawtooth X B-DRY Hikers, Low
A brown leather hiking shoe with waterproof lining, supportive cushioning and multidirectional traction for wet, muddy trails.
(0)
$185 $185
SALE
$185 $185
SALE
Men's Trail Model X Waterproof Hiking Boots, Leather
L.L.Bean Men's Trail Model X Waterproof Hiking Boots, Leather
A brown leather hiking boot with waterproof protection, breathable mesh, EVA cushioning and enhanced wet-surface traction.
(0)
$130 $130
SALE
$130 $130
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 a suede leather upper, TEK2.5 membrane, and grippy rubber outsole.
(0)
$110 $110
SALE
$110 $110
SALE
Men's Heritage Hiking Boots, Waterproof
L.L.Bean Men's Heritage Hiking Boots, Waterproof
Waterproof gray hiking boots with suede-and-nylon uppers, cushioned EVA midsoles, and grippy rubber outsoles.
(0)
$150 $99.99
SALE
$150 $99.99
SALE
Men's Trail Model X Waterproof Hiking Boots
L.L.Bean Men's Trail Model X Waterproof Hiking Boots
Waterproof hiking boots in brown suede leather with rubberized toes, rock plates, and high-traction outsoles.
(0)
$120 $120
SALE
$120 $120
SALE
Men's Elevation Trail Shoes, Waterproof
L.L.Bean Men's Elevation Trail Shoes, Waterproof
A brown waterproof trail shoe with recycled mesh, rock protection, EVA cushioning, and grippy rubber traction.
(0)
$130 $130
SALE
$130 $130
SALE
Men's Trail Model X Ventilated Hiking Shoes
L.L.Bean Men's Trail Model X Ventilated Hiking Shoes
Water-resistant hiking shoes with brown suede, breathable mesh, EVA cushioning, rubber toe protection, and grippy outsoles.
(0)
$99.95 $69.99
SALE
$99.95 $69.99
SALE
Men's Heritage Hiking Shoes, Waterproof
L.L.Bean Men's Heritage Hiking Shoes, Waterproof
A gray waterproof hiking shoe with suede-and-nylon upper, cushioned EVA midsole, and grippy trail outsole.
(0)
$140 $94.99
SALE
$140 $94.99
SALE

Men's Leather Hiking Shoes

A favorite hiking route can feel different every time: morning light across an open ridge, leaves gathering along a familiar bend, a friend pointing out something you’ve passed a dozen times without noticing. Our selection of Men's Leather Hiking Shoes is a place to find a pair that suits your own approach to those days outside. Start with the details you already know you like, whether that’s a simple profile, a particular leather finish or a color that feels at home with the rest of your hiking wardrobe. Look closely at each pair’s shape, paneling and lacing, too. Those differences help distinguish one style from another, even when several pairs look similar at first glance. The right choice is personal—not necessarily the most elaborate design, but the one that brings together your preferred look, size and fit.

When comparing men’s leather hiking shoes, give the sizing information as much attention as the photos. Check the available widths and any fit notes rather than assuming every style will feel like the pair currently by your door. If you’re replacing shoes you’ve enjoyed for years, think about what you would keep and what you would change: the space around your toes, the fit through the middle of your foot or the way the laces adjust. Once you can try a pair on, wear the socks you expect to wear hiking, lace both shoes and take time to notice how each foot feels. Your toes shouldn’t feel crowded, and a fit that pinches shouldn’t be overlooked just because you like the style. Consult the individual product’s care information as well; leather finishes can call for different care, so it’s worth knowing what a particular pair needs before choosing it.

Men’s leather hiking shoes can also be a thoughtful gift for someone who enjoys planning the next hike as much as taking it. Perhaps it’s the family member who always brings the trail map, or the friend whose idea of catching up is a long conversation along a wooded path. Let their preferences lead the choice. Knowing their usual size is a useful starting point, but knowing their preferred width and the styles they already enjoy is even more helpful. If you’re unsure, choosing together can make the gift feel just as personal while leaving the final fit decision to the person who will wear them. Whether you’re shopping for yourself or someone close to you, take time to compare the individual details. A considered choice leaves more room to look forward to the next hike—and the people you’ll share it with.

FAQs