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Men's Waterproof Hiking Shoes

Explore men's waterproof hiking shoes with a range of styles to consider for your next hike. Compare fit, sizing and waterproof construction in each pair’s product details to narrow down the selection and find the hiking footwear that suits your needs.

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Men's Oboz Bridger Low B-Dry Hiking Shoes
Oboz Men's Oboz Bridger Low B-Dry Hiking Shoes
Waterproof gray nubuck leather hiking shoes with cushioning, arch support, and a protective rubber toe cap.
(279)
$175 $175
SALE
What customers like:
Durable construction
High-quality materials
Superior arch support
Comfortable fit
Professional customer service
$175 $175
SALE
Men's Oboz Sawtooth X B-DRY Hikers, Mid
Oboz Men's Oboz Sawtooth X B-DRY Hikers, Mid
A gray mid hiking boot with waterproof lining, nubuck leather, supportive shank, and mud-shedding traction.
(93)
$200 $200
SALE
What customers like:
Great fitting
Excellent support
High comfort
Reliable traction
Superior quality
$200 $200
SALE
Men's Oboz Bridger Mid B-Dry Hiking Boots
Oboz Men's Oboz Bridger Mid B-Dry Hiking Boots
Brown leather hiking boots with waterproof, breathable protection, supportive cushioning and durable rubber traction for trails.
(181)
$220 $220
SALE
What customers like:
Good quality
Light
Sturdy
Comfortable
Looks great
$220 $220
SALE
Men's Cresta II Waterproof Hiking Boots, Leather
L.L.Bean Men's Cresta II Waterproof Hiking Boots, Leather
Waterproof brown leather hiking boots with a TEK2.5 membrane, cushioned EVA footbed and Vibram rubber sole.
(0)
$280 $280
SALE
$280 $280
SALE
Men's Keen Targhee IV Mid Waterproof Hiking Boots
Keen Men's Keen Targhee IV Mid Waterproof Hiking Boots
A waterproof mid hiking boot in mesh and leather with supportive stability, cushioning, and multi-directional traction.
(0)
$180 $180
SALE
$180 $180
SALE
Men's Trail Model X Waterproof Hiking Shoes, Leather
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes, Leather
A waterproof leather hiking shoe with breathable mesh, EVA cushioning, and enhanced wet-surface traction.
(0)
$120 $120
SALE
$120 $120
SALE
Men's Access Hiking Shoes, Waterproof
L.L.Bean Men's Access Hiking Shoes, Waterproof
A gray waterproof hiking shoe with leather and recycled mesh, grippy rubber traction, and cushioned comfort.
(0)
$140 $140
SALE
$140 $140
SALE
Men's Trail Model X Waterproof Hiking Boots
L.L.Bean Men's Trail Model X Waterproof Hiking Boots
A waterproof brown suede-and-rubber hiking boot with cushioned insoles, rock plate, 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 tan waterproof hiking shoe with suede-and-nylon uppers, cushioned EVA midsoles, and grippy trail outsoles.
(0)
$140 $94.99
SALE
$140 $94.99
SALE
Men's Trail Model X Waterproof Hiking Boots, Leather
L.L.Bean Men's Trail Model X Waterproof Hiking Boots, Leather
A brown waterproof leather hiking boot with a TEK2.5® membrane and high-traction rubber outsole.
(0)
$130 $130
SALE
$130 $130
SALE
Men's Access Hiking Boots, Waterproof
L.L.Bean Men's Access Hiking Boots, Waterproof
A waterproof hiking boot in black leather and recycled mesh, with grippy traction and cushioned comfort.
(0)
$150 $99.99
SALE
$150 $99.99
SALE
Men's Elevation Trail Shoes, Waterproof
L.L.Bean Men's Elevation Trail Shoes, Waterproof
Waterproof brown trail shoes with recycled polyester mesh, grippy rubber outsoles, thermoregulating lining, and rock-protective plates.
(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 suede leather, rubber protection, superior wet-surface traction, and cushioned support.
(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 leather hiking shoe with waterproof lining, mud-shedding lugs and cushioned support for wet trails.
(0)
$185 $185
SALE
$185 $185
SALE
Men's Keen Targhee IV Waterproof Hiking Shoes
Keen Men's Keen Targhee IV Waterproof Hiking Shoes
A waterproof leather hiking shoe with recycled laces, supportive cushioning, and multidirectional traction for all-terrain adventures.
(0)
$170 $170
SALE
$170 $170
SALE
Men's NextVenture Hiking Shoes, Waterproof
L.L.Bean Men's NextVenture Hiking Shoes, Waterproof
A waterproof tan hiking shoe with leather/rubber construction, cushioned comfort, and Vibram® traction for wet trails.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Heritage Hiking Boots, Waterproof
L.L.Bean Men's Heritage Hiking Boots, Waterproof
A gray waterproof hiking boot with suede-and-nylon uppers, cushioned comfort, and grippy rubber traction.
(0)
$150 $99.99
SALE
$150 $99.99
SALE
Men's NextVenture Waterproof Slip-On Shoes, Suede
L.L.Bean Men's NextVenture Waterproof Slip-On Shoes, Suede
A brown waterproof suede slip-on shoe with cushioned support, protective overlays, and grippy Vibram rubber traction.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Urban Storm Shoes, Waterproof Insulated
L.L.Bean Men's Urban Storm Shoes, Waterproof Insulated
A waterproof brown leather shoe with PrimaLoft insulation, cushioned support, and grippy rubber traction.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Storm Chaser 5 Slip-Ons
L.L.Bean Men's Storm Chaser 5 Slip-Ons
A brown waterproof leather slip-on boot with insulated SolarCore foam, cushioned support, and siped rubber traction.
(3,695)
$130 $130
SALE
$130 $130
SALE
Men's NextVenture Waterproof Slip-On Shoes, Leather
L.L.Bean Men's NextVenture Waterproof Slip-On Shoes, Leather
A tan waterproof leather slip-on shoe with cushioned comfort, protective overlays, and rugged trail traction.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Storm Chaser Boots 5, Zip
L.L.Bean Men's Storm Chaser Boots 5, Zip
A brown insulated winter boot with waterproof leather, side zippers, and grippy rubber outsoles.
(1,216)
$170 $170
SALE
What customers like:
Comfortable for long hours of use
Warmth in cold weather
Good traction and sturdiness
Easy to put on and take off
High quality materials
$170 $170
SALE
Men's Bucksport Shoes, Plain Toe
L.L.Bean Men's Bucksport Shoes, Plain Toe
A brown oiled-leather shoe with Goodyear welted construction, Vibram lugged outsole, and all-day comfort.
(835)
$170 $170
SALE
What customers like:
Perfect fit
Quality
Durability
Excellent value
Comfortable
$170 $170
SALE
Men's Storm Chaser Boots 5, Leather Lace-Up
L.L.Bean Men's Storm Chaser Boots 5, Leather Lace-Up
A black waterproof leather boot with 200-gram insulation, EVA midsoles, and grippy rubber outsoles.
(774)
$170 $170
SALE
What customers like:
Perfect fit
Comfort
Warmth
Great color
Improved traction
$170 $170
SALE

Men's Waterproof Hiking Shoes

Men's Waterproof Hiking Shoes belong on the packing list for days when the trail includes damp stretches, puddles and a little uncertainty underfoot. A walk through rain-darkened woods or an outing after an overnight shower can make waterproof footwear worth considering, even when the forecast looks clear. This selection brings together options for men who enjoy hiking, whether that means returning to a familiar loop with family or exploring a different trail with friends. As you compare, keep your own hiking habits in mind: the routes you choose, how far you usually go and what you like about the shoes you already own. Waterproofing is an important part of the decision, but it shouldn't be the only one. A pair that suits your feet and feels right to you is a better starting point than choosing by appearance or size alone.

Fit deserves a little unhurried attention. Try hiking shoes with the socks you plan to wear, and check the sizing information for each pair rather than assuming your usual size will always be the best match. Your toes should have room to move without your feet sliding around inside the shoes; pay attention to pressure across the top of your foot and any noticeable movement at the heel. If you're replacing an old favorite, think about what worked and what didn't. Perhaps the length was right but the front felt cramped, or you found yourself stopping to adjust the laces halfway through a hike. Those small, familiar details can help narrow the selection. Read each pair's description carefully for its stated waterproof construction and intended hiking use. Waterproof shoes have limits: water can still enter over the opening, and they aren't a substitute for choosing a sensible route around deep water. Follow the individual care instructions, too, rather than assuming every pair needs the same treatment.

Men's waterproof hiking shoes can also make a thoughtful gift for someone who looks forward to time on the trail—the partner who always remembers the route, the dad who makes room for a family walk, or the friend who would rather spend a Saturday outside. Footwear is personal, so knowing the recipient's size, preferred fit and hiking interests is more useful than guessing from the shoes by the door. Choosing together can be part of the gift, with a favorite trail penciled in for a later date. For your own pair, look for a style you'll be glad to lace up again, not simply one that catches your eye today. There's something satisfying about having your hiking plans take shape: a route picked out, a meeting time agreed on and a pair of shoes chosen with the miles ahead in mind.

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