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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.

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Men's Oboz Bridger Low B-Dry Hiking Shoes
Oboz Men's Oboz Bridger Low B-Dry Hiking Shoes
A gray waterproof nubuck leather hiking shoe with cushioned support, traction, and a protective toe cap.
(279)
$160 $160
SALE
What customers like:
Durable construction
High-quality materials
Superior support
Comfortable fit
Professional customer service
$160 $160
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, cushioned arch support, and rubber traction for trails.
(181)
$200 $200
SALE
What customers like:
Good quality
Light
Sturdy
Comfortable
Looks great
$200 $200
SALE
Men's Oboz Sawtooth X B-DRY Hikers, Mid
Oboz Men's Oboz Sawtooth X B-DRY Hikers, Mid
A gray, waterproof leather hiking boot with breathable lining, supportive cushioning and mud-shedding traction for trails.
(93)
$180 $180
SALE
What customers like:
Great support
High comfort
Excellent fitting
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 camo hiking shoe with suede upper, cushioned EVA midsole, and high-traction rubber outsole.
(0)
$110 $92.99
SALE
$110 $92.99
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, Vibram rubber traction and cushioned comfort for demanding trails.
(0)
$280 $280
SALE
$280 $280
SALE
Men's Heritage Hiking Boots, Waterproof
L.L.Bean Men's Heritage Hiking Boots, Waterproof
A gray waterproof hiking boot with suede-nylon upper, recycled lining, cushioned EVA midsole, and grippy outsole.
(0)
$150 $109.99
SALE
$150 $109.99
SALE
Men's Access Hiking Boots, Waterproof
L.L.Bean Men's Access Hiking Boots, Waterproof
A blue waterproof hiking boot with leather upper, grippy rubber traction, and cushioned EVA support.
(0)
$150 $126.99
SALE
$150 $126.99
SALE
Men's Access Hiking Shoes, Waterproof
L.L.Bean Men's Access Hiking Shoes, Waterproof
A waterproof black hiking shoe with leather, recycled mesh, cushioned support, and grippy rubber traction.
(0)
$140 $119.99
SALE
$140 $119.99
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, rock-plate support, and enhanced wet-surface traction.
(0)
$130 $130
SALE
$130 $130
SALE
Men's Elevation Trail Shoes, Waterproof
L.L.Bean Men's Elevation Trail Shoes, Waterproof
A lightweight brown waterproof trail shoe with recycled mesh, rock plate, cushioning, and grippy rubber outsole.
(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 suede leather hiking shoe with waterproof protection, wet traction, rock protection, and cushioned support.
(0)
$110 $110
SALE
$110 $110
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, rubberized protection, EVA cushioning and enhanced wet-surface traction.
(0)
$99.95 $84.99
SALE
$99.95 $84.99
SALE
Men's Oboz Sawtooth X B-DRY Hikers, Low
Oboz Men's Oboz Sawtooth X B-DRY Hikers, Low
A brown, waterproof leather hiking shoe with breathable lining, supportive nylon shank, cushioning, and mud-shedding traction.
(0)
$165 $165
SALE
$165 $165
SALE
Men's Keen Targhee IV Mid Waterproof Hiking Boots
Keen Men's Keen Targhee IV Mid Waterproof Hiking Boots
A waterproof, multi-color hiking boot with nubuck leather, mesh, supportive cushioning and traction for trails.
(0)
$180 $180
SALE
$180 $180
SALE
Men's Trail Model X Waterproof Hiking Boots
L.L.Bean Men's Trail Model X Waterproof Hiking Boots
A brown suede leather hiking boot with waterproof protection, cushioned comfort, and enhanced wet-surface traction.
(0)
$120 $120
SALE
$120 $120
SALE
Men's Keen Jasper Zionic Sneakers
Keen Men's Keen Jasper Zionic Sneakers
A green leather-and-rubber sneaker delivering lightweight hiker comfort, supportive cushioning, and high-traction grip for everyday wear.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Trail Model X Waterproof Hiking Shoes, Leather
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes, Leather
A brown leather hiking shoe with waterproof protection, cushioned comfort, breathable lining, and enhanced wet-surface traction.
(0)
$120 $120
SALE
$120 $120
SALE
Men's Heritage Hiking Shoes, Waterproof
L.L.Bean Men's Heritage Hiking Shoes, Waterproof
A gray waterproof nylon-and-rubber hiking shoe with cushioned support, flexible construction, and grippy traction for trails.
(0)
$140 $99.99
SALE
$140 $99.99
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 support, flexible construction, and Vibram® 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 waterproof leather hiking shoe with cushioned support, breathable lining, odor control, and multi-directional traction.
(0)
$170 $170
SALE
$170 $170
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.

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