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Leather Waterproof Sneakers

Find leather waterproof sneakers that combine leather construction with waterproof protection. Browse the selection and compare each pair’s design, available sizes and fit details to choose the right match for you.

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Men's Storm Chaser 5 Slip-Ons
L.L.Bean Men's Storm Chaser 5 Slip-Ons
A brown waterproof leather slip-on with insulated SolarCore foam, cushioned support and siped rubber traction for snow and slush.
(3,695)
$130 $130
SALE
$130 $130
SALE
Men's Stonington Shoes, Moc-Toes
L.L.Bean Men's Stonington Shoes, Moc-Toes
A brown, water-resistant leather shoe with moc-toe styling, sneaker-like comfort, and durable rubber traction.
(1,369)
$140 $140
SALE
What customers like:
Fit
Quality
Comfort
Water resistance
Versatility
$140 $140
SALE
Men's Stonington Boots, Moc-Toe
L.L.Bean Men's Stonington Boots, Moc-Toe
A brown leather-and-rubber boot with water-resistant protection, sneaker-like comfort, padded collar, and durable traction.
(1,099)
$170 $170
SALE
What customers like:
Durable construction
Versatile use
Lightweight design
Stylish appearance
Comfortable fit
$170 $170
SALE
Men's Bucksport Shoes, Plain Toe
L.L.Bean Men's Bucksport Shoes, Plain Toe
A brown waterproof leather shoe with rugged Goodyear-welted construction, lugged rubber outsole and all-day comfort.
(835)
$170 $170
SALE
What customers like:
High quality
Durable
Comfortable
Good value
Excellent appearance
$170 $170
SALE
Women's Snow Sneaker 5 Boots, Lace-Up
L.L.Bean Women's Snow Sneaker 5 Boots, Lace-Up
A multicolor suede boot with waterproof protection, 200-gram insulation and rugged rubber traction for snow.
(784)
$150 $150
SALE
What customers like:
Lightweight
Great traction
Good fit
Comfortable
Keeps feet warm
$150 $150
SALE
Women's Snow Sneaker 5 Shoes, Lace-Up
L.L.Bean Women's Snow Sneaker 5 Shoes, Lace-Up
A multicolor suede-leather winter sneaker with waterproof protection, 200-gram insulation, and rugged traction for snow.
(782)
$140 $140
SALE
What customers like:
Good traction
Warmth
Comfortable
Well made
Keeps feet dry
$140 $140
SALE
Women's Snow Sneaker 5 Boots, Pull-On
L.L.Bean Women's Snow Sneaker 5 Boots, Pull-On
A gray suede-and-fabric winter boot with waterproof protection, 200-gram insulation, and rugged traction for snowy conditions.
(747)
$150 $150
SALE
What customers like:
Easy to pull on
Comfort
Warmth
Good grip
Well made
$150 $150
SALE
Men's Snow Sneaker 5 Boots, Lace-Up
L.L.Bean Men's Snow Sneaker 5 Boots, Lace-Up
A blue suede-leather winter boot with waterproof protection, 200-gram insulation, and rugged rubber traction for snow.
(706)
$150 $150
SALE
What customers like:
Lightweight
Exceptional warmth
Durable
Good grip
Comfortable
$150 $150
SALE
Men's Stonington Oxford Shoes, Plain Toe
L.L.Bean Men's Stonington Oxford Shoes, Plain Toe
A rugged brown leather shoe with water-resistant upper, lightweight EVA cushioning, and durable rubber traction.
(681)
$140 $140
SALE
What customers like:
Good looking
Rain resistance
Comfort
True to size
Non-slip soles
$140 $140
SALE
Men's Snow Sneaker 5 Shoes, Slip-On
L.L.Bean Men's Snow Sneaker 5 Shoes, Slip-On
A black suede-and-fabric winter sneaker with waterproof protection, 200-gram insulation, and rugged traction for snow and slush.
(619)
$130 $130
SALE
What customers like:
High quality
Comfortable design
Roomy fit
Good waterproofing
Excellent warmth
$130 $130
SALE
Men's Snow Sneaker 5 Shoes, Lace-Up
L.L.Bean Men's Snow Sneaker 5 Shoes, Lace-Up
A black suede-and-fabric sneaker with waterproof protection, 200-gram insulation and rugged rubber traction for snow.
(516)
$140 $140
SALE
What customers like:
Great fit
Good traction
High comfort
Keeps feet dry
Excellent warmth
$140 $140
SALE
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, durable traction, and protective toe construction.
(279)
$160 $160
SALE
What customers like:
Durable construction
High-quality materials
Excellent support
Comfortable fit
Professional customer service
$160 $160
SALE
Kids' Trail Model Hikers, Low
L.L.Bean Kids' Trail Model Hikers, Low
A gray hiking shoe with water-resistant suede leather, breathable nylon, cushioned EVA comfort, and rubber traction.
(253)
$64.95 $49.99
SALE
What customers like:
Well-made
Nice appearance
Durable
Versatile
Comfortable
$64.95 $49.99
SALE
Men's Oboz Bridger Mid B-Dry Hiking Boots
Oboz Men's Oboz Bridger Mid B-Dry Hiking Boots
A brown nubuck leather hiking boot with waterproof-breathable protection, supportive cushioning, and a grippy rubber outsole.
(181)
$200 $200
SALE
What customers like:
Good quality
Light
Sturdy
Comfortable
Looks great
$200 $200
SALE
Toddlers' Trail Model Hikers
L.L.Bean Toddlers' Trail Model Hikers
A blue suede, nylon and rubber toddler hiker with waterproofing, cushioned comfort and grippy traction.
(99)
$64.95 $64.95
SALE
$64.95 $64.95
SALE
Men's Oboz Sawtooth X B-DRY Hikers, Mid
Oboz Men's Oboz Sawtooth X B-DRY Hikers, Mid
A gray nubuck leather hiking boot with waterproof B-DRY lining, supportive shank, and mud-shedding traction.
(93)
$180 $180
SALE
What customers like:
Great fitting
Excellent support
High comfort
Reliable traction
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 leather, rubber protection, cushioned support and enhanced wet-surface traction.
(0)
$110 $92.99
SALE
$110 $92.99
SALE
Women's Kangaroo Upland Insulated Hunting Boot
L.L.Bean Women's Kangaroo Upland Insulated Hunting Boot
A brown kangaroo-leather hunting boot with waterproof breathable protection, 100-gram insulation and exceptional all-condition traction.
(0)
$260 $260
SALE
$260 $260
SALE
Women's Snow Sneaker Sport Waterproof Boots, Pull-On Side Zip
L.L.Bean Women's Snow Sneaker Sport Waterproof Boots, Pull-On Side Zip
A black waterproof suede-and-mesh winter boot with side-zip entry, 100g insulation and rugged rubber traction.
(0)
$140 $140
SALE
$140 $140
SALE
Women's Keen Targhee IV Mid Waterproof Hiking Boots
Keen Women's Keen Targhee IV Mid Waterproof Hiking Boots
A brown nubuck leather hiking boot with waterproof protection, supportive cushioning, and grippy multi-directional traction.
(0)
$180 $180
SALE
$180 $180
SALE
Men's BOA® Technical Upland Boot
L.L.Bean Men's BOA® Technical Upland Boot
A brown leather upland boot with waterproof protection, PrimaLoft insulation, BOA precision fit and Vibram grip.
(0)
$280 $280
SALE
$280 $280
SALE
Men's Ridge Runner Big Game Boot
L.L.Bean Men's Ridge Runner Big Game Boot
A warm, waterproof leather hunting boot with 600-gram insulation, fleece lining, camouflage, and clog-free traction.
(0)
$220 $220
SALE
$220 $220
SALE
Women's Storm Chaser 6 Waterproof Easy-Ons
L.L.Bean Women's Storm Chaser 6 Waterproof Easy-Ons
A gray waterproof leather slip-on with cozy fleece lining, cushioned footbed, and lugged rubber outsole.
(0)
$130 $130
SALE
$130 $130
SALE
Women's Oboz Bridger Mid B-Dry Hiking Boots
Oboz Women's Oboz Bridger Mid B-Dry Hiking Boots
A gray waterproof leather hiking boot with breathable lining, cushioned support, and rugged rubber traction.
(0)
$200 $200
SALE
$200 $200
SALE

Leather Waterproof Sneakers

Leather Waterproof Sneakers bring together a familiar sneaker silhouette, the distinctive look of leather and waterproof construction. There’s something appealing about footwear that feels like a natural part of your wardrobe rather than an entirely different direction. The shape of the toe, the placement of the stitching and the contrast between the upper and sole all contribute to that impression. A streamlined profile offers a more understated look, while prominent seams and a substantial sole give a pair a more outdoorsy character. As you browse, consider the shoes you reach for most often and what you like about their appearance. Perhaps it’s a simple design that looks right beneath straight-leg jeans, or a darker leather that complements your favorite jacket. Those familiar preferences are a useful starting point for choosing a pair with lasting personal appeal.

Leather and waterproof construction are central to this selection, but the details of each pair still deserve a close look. Check the individual description for information about the leather, the extent of the waterproof construction and the recommended care. Waterproof footwear has limits, and care directions can differ from one design to another; follow the instructions for the pair you choose rather than assuming your usual leather treatment is appropriate. Fit is just as personal as style. Your usual size is a starting point, so review the available measurements, width options and any sizing notes before making a selection. When trying shoes on, wear the socks you expect to pair with them and pay attention to room around your toes, how your heel sits and whether the upper presses across your foot. A favorite pair of sneakers can give you a helpful point of comparison, though sizing may vary between designs.

For a gift, leather waterproof sneakers are worth considering when you know the recipient’s size and footwear preferences well. The most thoughtful choice often reflects something small you’ve noticed: they always choose an understated upper, prefer a contrasting sole or keep returning to the same classic sneaker shape. Look to those habits rather than selecting a style you hope they’ll grow to like. If you’re shopping for yourself, the same approach keeps the choice grounded in what already feels like you. Picture the pair alongside the clothes hanging by your door—the jeans with the neatly turned cuffs, the favorite overshirt, the jacket you’ve had for years. Color, proportion and finishing details can help the shoes feel at home among those familiar pieces. This collection offers a place to compare those choices and find a pair that brings together the leather look, waterproof construction and personal style you’re looking for.

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