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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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Women's Bean Boots, Gumshoes
L.L.Bean Women's Bean Boots, Gumshoes
A Maine-made, weather-ready boot with a leather upper, waterproof rubber bottom, and durable chain-tread outsole.
(0)
$129 $109.99
SALE
$129 $109.99
SALE
Men's Storm Chaser 5 Slip-Ons
L.L.Bean Men's Storm Chaser 5 Slip-Ons
A tough, waterproof slip-on with leather upper and rubber outsole, ideal for cold, wet conditions.
(3,695)
$130 $130
SALE
What customers like:
High quality
Easy to slip on
Versatile
Comfortable
Warm
$130 $130
SALE
Men's Stonington Shoes, Moc-Toes
L.L.Bean Men's Stonington Shoes, Moc-Toes
A rugged dark cocoa leather shoe with sneaker-like comfort, water-resistant protection, and a durable rubber outsole.
(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 rugged dark oakwood leather boot with sneaker-like comfort, moisture-wicking lining, and durable rubber outsole.
(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 rugged dark cocoa shoe with waterproof oiled-leather upper, Vibram® rubber outsoles, and anti-odor sock liner.
(835)
$170 $170
SALE
What customers like:
High quality
Durable
Comfortable
Good value
Excellent appearance
$170 $170
SALE
Women's Snow Sneaker 5 Shoes, Lace-Up
L.L.Bean Women's Snow Sneaker 5 Shoes, Lace-Up
A versatile winter sneaker with suede leather, ColdShield insulation, and waterproof membrane for warmth and comfort.
(782)
$140 $140
SALE
What customers like:
Good traction
Warmth
Comfortable
Well made
Keeps feet dry
$140 $140
SALE
Men's Snow Sneaker 5 Boots, Lace-Up
L.L.Bean Men's Snow Sneaker 5 Boots, Lace-Up
A carbon navy winter boot with suede leather, rubber, and 200g ColdShield insulation for exceptional warmth.
(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 deepest brown leather shoe with sneaker-like comfort, water-resistant protection, and durable rubber outsole.
(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 slip-on winter sneaker with ColdShield insulation, stain-resistant suede, and a rugged VertiGrip rubber outsole.
(619)
$130 $130
SALE
What customers like:
High quality
Comfortable design
Roomy fit
Durable construction
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 versatile winter sneaker with suede leather, rubber, and 200g ColdShield insulation for exceptional warmth.
(516)
$140 $140
SALE
$140 $140
SALE
Men's Oboz Bridger Low B-Dry Hiking Shoes
Oboz Men's Oboz Bridger Low B-Dry Hiking Shoes
A versatile dark shadow hiking shoe with waterproof nubuck leather, advanced cushioning, and superior arch support.
(279)
$160 $160
SALE
What customers like:
Durable construction
High-quality materials
Superior arch support
Comfortable fit
Professional customer service
$160 $160
SALE
Men's Bean Boots, 6.5" Chelsea
L.L.Bean Men's Bean Boots, 6.5" Chelsea
A brown Chelsea boot crafted from buttery-soft leather with waterproof rubber bottoms and reliable traction.
(263)
$160 $160
SALE
$160 $160
SALE
Men's Kangaroo Upland Hunter's Boots, Insulated
L.L.Bean Men's Kangaroo Upland Hunter's Boots, Insulated
An 8" brown leather hunting boot with 200-gram Primaloft insulation and Vibram Mega-Grip outsole.
(190)
$280 $280
SALE
What customers like:
No break-in period needed
High-quality leather
Great traction
Comfortable fit
Excellent warmth
$280 $280
SALE
Men's Oboz Bridger Mid B-Dry Hiking Boots
Oboz Men's Oboz Bridger Mid B-Dry Hiking Boots
A rugged, waterproof hiking boot with a leather upper and rubber sole, perfect for challenging trails.
(181)
$200 $200
SALE
What customers like:
Light
Sturdy
Comfortable
Good quality orthotic base
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 rugged, waterproof hiker with nubuck leather upper and reliable traction for muddy or wet trails.
(93)
$180 $180
SALE
What customers like:
Great support
High comfort
Excellent fitting
Reliable traction
Superior quality
$180 $180
SALE
Men's Urban Storm Shoes, Waterproof Insulated
L.L.Bean Men's Urban Storm Shoes, Waterproof Insulated
A rugged, waterproof, and insulated shoe with leather upper and rubber outsole, perfect for all-weather comfort.
(0)
$150 $150
SALE
$150 $150
SALE
Women's Access Hiking Shoes, Waterproof
L.L.Bean Women's Access Hiking Shoes, Waterproof
A waterproof hiking shoe with a recycled polyester mesh and nubuck leather upper in deepwater blue.
(0)
$140 $140
SALE
$140 $140
SALE
Men's Bean Boots, Rubber Mocs
L.L.Bean Men's Bean Boots, Rubber Mocs
A Maine-made, waterproof moc with supple leather upper, dual-density insole, and durable chain-tread outsole.
(0)
$99.95 $99.95
SALE
$99.95 $99.95
SALE
Women's Storm Chaser 6 Waterproof Easy-Ons
L.L.Bean Women's Storm Chaser 6 Waterproof Easy-Ons
A waterproof gray leather slip-on with cozy fleece lining and all-weather traction for rain and mud.
(0)
$130 $130
SALE
$130 $130
SALE
Men's Keen Targhee IV Waterproof Hiking Shoes
Keen Men's Keen Targhee IV Waterproof Hiking Shoes
A waterproof leather hiking shoe offering stability, support, and comfort with eco-friendly features and durable traction.
(0)
$170 $170
SALE
$170 $170
SALE
Men's Bean Boots, Gumshoes
L.L.Bean Men's Bean Boots, Gumshoes
A Maine-made, waterproof leather and rubber boot with enhanced comfort, durability, and a customizable fit.
(0)
$130 $130
SALE
$130 $130
SALE
Men's NextVenture Waterproof Slip-On Shoes, Suede
L.L.Bean Men's NextVenture Waterproof Slip-On Shoes, Suede
A brown suede slip-on shoe with waterproof protection, cushioned comfort, and reliable Vibram rubber 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 waterproof leather hiking shoe with rugged rubber outsole and breathable mesh panels for all-weather comfort.
(0)
$120 $120
SALE
$120 $120
SALE
Men's NextVenture Waterproof Slip-On Shoes, Leather
L.L.Bean Men's NextVenture Waterproof Slip-On Shoes, Leather
A waterproof brown leather slip-on shoe with cushioned EVA midsole and Vibram rubber outsole for reliable traction.
(0)
$150 $150
SALE
$150 $150
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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