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Mens Water Resistant Walking Shoes

Find men's water resistant walking shoes for walks in damp conditions. Browse the selection and compare each pair’s fit, sizing and water-resistance details to choose the right walking footwear for your routine.

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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 support, and grippy rubber traction.
(543)
$120 $84.99
SALE
What customers like:
Fit
Support
Quality
Comfort
Rain-resistant
$120 $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 hiking shoe with nubuck leather, breathable lining, mud-shedding lugs and supportive cushioning.
(0)
$185 $185
SALE
$185 $185
SALE
Men's Comfort Walkers 2, Ventilated
L.L.Bean Men's Comfort Walkers 2, Ventilated
A brown walking shoe with water-resistant suede, polyester mesh panels, thermoregulating lining and grippy rubber outsole.
(0)
$110 $110
SALE
$110 $110
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 shoe with cushioned comfort, protective overlays, and rugged traction.
(0)
$150 $150
SALE
$150 $150
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 with cushioned EVA comfort, protective overlays, and grippy Vibram rubber outsole.
(0)
$150 $150
SALE
$150 $150
SALE
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:
Durable construction
High-quality materials
Superior arch support
Comfortable fit
Professional customer service
$175 $175
SALE
Men's Elevation Travel Slip-On Shoes, Waterproof
L.L.Bean Men's Elevation Travel Slip-On Shoes, Waterproof
A gray waterproof slip-on shoe with recycled mesh, cushioned support, rock protection, and grippy rubber traction.
(0)
$130 $130
SALE
$130 $130
SALE
Men's 1985 Mountain Classic Sneakers
L.L.Bean Men's 1985 Mountain Classic Sneakers
A gray suede sneaker with recycled mesh, cushioned comfort, water-resistant protection, and rugged, grippy traction.
(0)
$110 $64.99
SALE
$110 $64.99
SALE
Men's Stonington Oxford Shoes, Plain Toe
L.L.Bean Men's Stonington Oxford Shoes, Plain Toe
A brown leather oxford shoe with sneaker-like comfort, water-resistant upper, and rugged rubber traction.
(681)
$140 $140
SALE
What customers like:
Rain resistant
Good color options
Versatile design
Comfortable out of the box
Non-slip soles
$140 $140
SALE
Men's Trail Model X Ventilated Hiking Shoes
L.L.Bean Men's Trail Model X Ventilated Hiking Shoes
A men's hiking shoe with water-resistant brown suede, breathable mesh, rock plate and grippy rubber outsole.
(0)
$99.95 $69.99
SALE
$99.95 $69.99
SALE
Men's Elevation Trail Shoes, Waterproof
L.L.Bean Men's Elevation Trail Shoes, Waterproof
A blue waterproof trail shoe with recycled mesh, grippy rubber traction, EVA cushioning, and an ESS rock plate.
(0)
$130 $130
SALE
$130 $130
SALE
Men's Heritage Hiking Shoes, Waterproof
L.L.Bean Men's Heritage Hiking Shoes, Waterproof
A tan waterproof hiking shoe with nylon-and-rubber construction, cushioned EVA midsole, and grippy trail outsole.
(0)
$140 $94.99
SALE
$140 $94.99
SALE
Men's Oboz Sawtooth X B-DRY Hikers, Mid
Oboz Men's Oboz Sawtooth X B-DRY Hikers, Mid
A gray mid-height hiking boot with waterproof nubuck leather, supportive nylon shank, and reliable wet-trail traction.
(93)
$200 $200
SALE
What customers like:
Great support
High comfort
Excellent fitting
Superior quality
$200 $200
SALE
Men's Stonington Shoes, Moc-Toes
L.L.Bean Men's Stonington Shoes, Moc-Toes
A brown moc-toe leather shoe with a water-resistant upper, molded rubber traction, and lightweight EVA cushioning.
(1,369)
$140 $140
SALE
What customers like:
Fit
Quality
Comfort
Water resistance
Versatility
$140 $140
SALE
Men's Keen Targhee IV Waterproof Hiking Shoes
Keen Men's Keen Targhee IV Waterproof Hiking Shoes
A waterproof hiking shoe with premium nubuck leather, breathable mesh lining, and a grippy non-marking outsole.
(0)
$170 $170
SALE
$170 $170
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, rock protection, cushioned support, and enhanced wet-surface traction.
(0)
$110 $110
SALE
$110 $110
SALE
Men's Bucksport Shoes, Plain Toe
L.L.Bean Men's Bucksport Shoes, Plain Toe
A brown leather shoe with waterproof construction, Goodyear welting, Vibram® lugged outsoles, and a cushioned footbed.
(835)
$170 $170
SALE
What customers like:
Perfect fit
Quality
Durability
Excellent value
Comfortable
$170 $170
SALE
Men's Access Hiking Shoes, Waterproof
L.L.Bean Men's Access Hiking Shoes, Waterproof
A blue waterproof hiking shoe with leather-mesh uppers, cushioned support, and grippy rubber traction.
(0)
$140 $94.99
SALE
$140 $94.99
SALE
Men's NextVenture Hiking Shoes, Waterproof
L.L.Bean Men's NextVenture Hiking Shoes, Waterproof
Waterproof hiking shoes with tan leather, breathable lining, cushioned midsoles and Vibram® rubber outsoles for reliable traction.
(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, and enhanced wet-surface traction.
(0)
$120 $120
SALE
$120 $120
SALE
Men's Urban Storm Shoes, Waterproof Insulated
L.L.Bean Men's Urban Storm Shoes, Waterproof Insulated
A gray waterproof insulated leather shoe with cushioning and grippy rubber traction for wet weather.
(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 pair of gray waterproof leather slip-on boots with insulated SolarCore foam and grippy rubber outsoles.
(3,695)
$130 $130
SALE
What customers like:
High quality
Easy slip-on
Warm and cozy
Versatile design
Comfortable fit
$130 $130
SALE
Men's Elevation H2O Shoes
L.L.Bean Men's Elevation H2O Shoes
A gray water shoe with quick-drying nylon/neoprene construction, secure speed laces and wet-or-dry traction.
(0)
$99.95 $59.99
SALE
$99.95 $59.99
SALE
Men's Keen Targhee IV Mid Waterproof Hiking Boots
Keen Men's Keen Targhee IV Mid Waterproof Hiking Boots
A waterproof mid-height hiking boot with nubuck leather, breathable mesh, stability support, and durable traction.
(0)
$180 $180
SALE
$180 $180
SALE

Mens Water Resistant Walking Shoes

A walk around the neighborhood can be a welcome pause in a busy day: a few familiar streets, a conversation with a friend, a little time to notice what’s changed since yesterday. Mens Water Resistant Walking Shoes brings together options for men who want water resistance in the shoes they choose for walking. It’s a useful feature to consider when damp conditions are part of the routine, but it’s only one part of finding the right pair. Start with how the shoes fit, how they feel as you walk and whether their style feels like your own. A pair that looks right alongside the clothes you already reach for is a sensible place to begin. Think about your usual walking habits, too, whether that means a short loop before the household wakes up or a longer stroll with someone whose company makes the time pass quickly.

When comparing walking shoes, give fit as much attention as the description. Check each pair’s sizing information rather than assuming your usual size will feel identical in every style. During a try-on, wear the socks you expect to walk in, leave room for your toes to move and pay attention to whether your heel shifts with each step. Walk a few laps indoors instead of judging the fit while standing still; pressure across the top of the foot or rubbing at the heel can be easier to notice once you’re moving. If you normally use an insert, review the shoe’s details to see whether it can accommodate it. Closure style is worth considering as well, especially if you have a preference for how you adjust your shoes. These small checks make comparison more personal and practical than choosing by appearance alone.

Water resistant walking shoes also deserve a close look at the individual product information. Water resistance has limits, and the category name alone doesn’t tell you how a particular pair is constructed or what conditions it is intended for. Review the stated features and care directions before choosing, and follow the instructions provided for that pair rather than applying the same cleaning routine to every shoe. If you’re shopping for a gift, take your cues from the recipient’s current favorites: the size and width they wear, the shapes they prefer and the details they tend to avoid. Walking shoes can be a thoughtful choice for a dad, partner or friend who enjoys heading out on foot, especially when you already know their fit preferences. The goal is a pair that suits the person and their routine, with water resistance as a clearly understood feature—not a reason to overlook everything else that makes a shoe feel right.

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