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Mens Waterproof Leather Boots

Explore men's waterproof leather boots with classic style and L.L.Bean quality. Browse the selection for a look you like, then check each pair’s product details for fit, sizing and leather care information to help narrow your choice.

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Men's Eco Bay Chukka Boots, Leather
L.L.Bean Men's Eco Bay Chukka Boots, Leather
A brown full-grain leather chukka boot with recycled materials, waterproof nubuck upper, and grippy outsole.
(0)
$130 $94.99
SALE
$130 $94.99
SALE
Men's Storm Chaser 5 Slip-Ons
L.L.Bean Men's Storm Chaser 5 Slip-Ons
A tough, all-weather slip-on with waterproof leather, rubber outsole, and exceptional cushioning for cold, wet conditions.
(3,695)
$130 $130
SALE
What customers like:
High quality
Warm and cozy
Versatile design
Easy to slip on
Comfortable fit
$130 $130
SALE
Men's L.L.Bean Snow Boots with Tumbled Leather
L.L.Bean Men's L.L.Bean Snow Boots with Tumbled Leather
A pair of ultra-warm snow boots with tumbled leather upper and slip-resistant rubber tread for superior traction.
(656)
$180 $180
SALE
What customers like:
High durability
Non-slip sole
Classic look
Excellent comfort
Superior warmth
$180 $180
SALE
Men's Bean Boots, 6.5" Chelsea
L.L.Bean Men's Bean Boots, 6.5" Chelsea
A blue Chelsea boot crafted from buttery-soft leather with a waterproof rubber bottom and reliable traction.
(263)
$160 $160
SALE
$160 $160
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 membrane and Vibram® sole for rugged, all-weather traction.
(0)
$280 $280
SALE
$280 $280
SALE
Men's NextVenture Waterproof Slip-On Shoes, Leather
L.L.Bean Men's NextVenture Waterproof Slip-On Shoes, Leather
A brown leather slip-on with waterproof protection, cushioned EVA midsole, and Vibram rubber outsole for traction.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Ridge Runner Big Game Boot
L.L.Bean Men's Ridge Runner Big Game Boot
A warm, waterproof hunting boot with 600-gram PrimaLoft® insulation and Mossy Oak camo for tough conditions.
(0)
$220 $220
SALE
$220 $220
SALE
Men's Bean Boots, Rubber Mocs
L.L.Bean Men's Bean Boots, Rubber Mocs
A weather-ready slip-on boot with a supple leather upper, waterproof rubber bottom, and durable chain-tread outsole.
(0)
$99.95 $74.99
SALE
$99.95 $74.99
SALE
Men's BOA® Technical Upland Boot
L.L.Bean Men's BOA® Technical Upland Boot
A lightweight, waterproof upland boot with a BOA lace system, goat leather upper, and PrimaLoft® insulation.
(0)
$280 $280
SALE
$280 $280
SALE
Men's Bean Boots, Gumshoes
L.L.Bean Men's Bean Boots, Gumshoes
A Maine-made, weather-ready gumshoe with durable leather/rubber construction, triple-needle stitching, and enhanced comfort.
(0)
$130 $130
SALE
$130 $130
SALE
Men's Urban Storm Boots, Waterproof Insulated
L.L.Bean Men's Urban Storm Boots, Waterproof Insulated
A rugged brown leather boot with waterproof protection, Primaloft insulation, and grippy VertiGrip Trail outsole.
(0)
$170 $170
SALE
$170 $170
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 features and enhanced traction for wet conditions.
(0)
$120 $120
SALE
$120 $120
SALE
Men's Maine Warden's Field Boot
L.L.Bean Men's Maine Warden's Field Boot
A rugged, deepest brown leather boot with GORE-TEX, Primaloft insulation, and Vibram outsole for superior traction.
(0)
$280 $280
SALE
$280 $280
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 for all-weather comfort.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Keen Targhee IV Mid Waterproof Hiking Boots
Keen Men's Keen Targhee IV Mid Waterproof Hiking Boots
A waterproof leather hiking boot offering stability, support, and comfort with eco-friendly features and durable traction.
(0)
$180 $180
SALE
$180 $180
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 enhanced traction, recycled materials, and breathable mesh panels.
(0)
$130 $130
SALE
$130 $130
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 featuring a rugged rubber outsole for superior traction and durability.
(0)
$120 $120
SALE
$120 $120
SALE
Men's Access Hiking Boots, Waterproof
L.L.Bean Men's Access Hiking Boots, Waterproof
A gray waterproof hiking boot featuring a recycled mesh and nubuck leather upper with grippy rubber outsole.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Heritage Hiking Boots, Waterproof
L.L.Bean Men's Heritage Hiking Boots, Waterproof
A waterproof gray hiking boot with suede-and-nylon upper, grippy rubber outsole, and cushioned comfort insole.
(0)
$150 $109.99
SALE
$150 $109.99
SALE
Men's Keen Targhee IV Waterproof Hiking Shoes
Keen Men's Keen Targhee IV Waterproof Hiking Shoes
A waterproof leather hiking shoe with outstanding stability, support, and comfort, featuring eco-friendly materials.
(0)
$170 $170
SALE
$170 $170
SALE
Men's Bean Boots, 6"
L.L.Bean Men's Bean Boots, 6"
A Maine-made, waterproof boot with a durable leather upper and long-lasting rubber outsole for wet conditions.
(0)
$140 $140
SALE
$140 $140
SALE
Men's Bean Boots, Slip-On Rubber Mocs
L.L.Bean Men's Bean Boots, Slip-On Rubber Mocs
A weather-ready slip-on moc with tumbled leather upper and waterproof rubber bottom for wet conditions.
(0)
$99.95 $99.95
SALE
$99.95 $99.95
SALE
Men's Snow Sneaker 5 Insulated Boots, Zip-Front
L.L.Bean Men's Snow Sneaker 5 Insulated Boots, Zip-Front
A zip-up winter boot with suede leather, rubber, and 200g ColdShield insulation for exceptional warmth.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Snow Sneaker 5 Shoes, Lace-Up
L.L.Bean Men's Snow Sneaker 5 Shoes, Lace-Up
A versatile black winter sneaker with suede leather, rubber, and 200g ColdShield insulation for exceptional warmth.
(516)
$140 $140
SALE
What customers like:
Perfect fit
Exceptional warmth
Great traction
High comfort
Keeps feet dry
$140 $140
SALE

Mens Waterproof Leather Boots

A good pair of boots should feel like a natural part of your wardrobe, not something you have to plan an outfit around. Our Mens Waterproof Leather Boots collection brings together a familiar look and a practical feature worth considering: waterproof protection. Leather gives these boots their distinctive character, with differences in finish, color and detailing that can make one pair feel more like your style than another. A simple profile offers an understated look, while more prominent stitching and substantial proportions create a more rugged appearance. Think about the clothes you already reach for—the jeans folded on the shelf, the favorite shirt hanging by the door—and look for a pair that belongs alongside them. The best place to start is with a style you genuinely like, then take a closer look at the details that matter to you.

Fit deserves just as much attention as appearance. Compare each pair’s sizing information and fit notes rather than assuming every boot will feel the same in your usual size. When trying boots on, wear the socks you expect to pair with them, lace or fasten them as intended, and take a few steps to assess the fit. Pay attention to room around your toes, pressure across the top of your foot and movement at the heel. A pair that looks right still needs to feel right; don’t count on wear alone to resolve a pinching fit. Boot height, opening shape and closure style are also worth comparing, especially if you have strong preferences about how your footwear sits around the ankle. Waterproof is an important part of this collection’s name, but it isn’t a complete description of every boot. Read the individual details for the full picture, and follow the care instructions provided for the leather and waterproof construction.

Men’s waterproof leather boots can also make a thoughtful gift when you know the recipient’s size and personal style. Start with the footwear he already chooses: dark or lighter shades, understated details or a bolder shape, a close-fitting profile or something more substantial. Those familiar preferences are more useful than guessing at a completely different look. Check sizing guidance and exchange options before choosing, and leave room for him to decide what feels best on his feet. Whether you’re selecting a gift or replacing a well-loved pair of your own, a little attention to fit, finish and care requirements helps narrow the assortment to boots that feel like a considered choice.

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