Skip to main content

It's time to upgrade your browser

Your current browser is no longer supported on llbean.com. Please upgrade to one of the following for a smoother, safer shopping experience with us:

Mens Waterproof Leather Shoes

Explore men’s waterproof leather shoes with classic style and practical weather protection. Compare the available styles, fit details and care instructions to find a pair that suits your needs, with the quality you expect from L.L.Bean.

Read More
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 and a waterproof nubuck upper.
(0)
$130 $94.99
SALE
$130 $94.99
SALE
Men's Bean's Comfort Fitness Walking Shoes, Waterproof
L.L.Bean Men's Bean's Comfort Fitness Walking Shoes, Waterproof
A weatherproof, cushioned walking shoe with a breathable polyester mesh upper and durable VertiGrip rubber outsole.
(543)
$120 $120
SALE
What customers like:
Fit
Quality
Comfort
Durability
Arch support
$120 $120
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 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
Men's Bean Boots, Rubber Mocs
L.L.Bean Men's Bean Boots, Rubber Mocs
A Maine-made slip-on boot with waterproof rubber bottom, supple leather upper, and durable chain-tread outsole.
(0)
$99.95 $99.95
SALE
$99.95 $99.95
SALE
Men's NextVenture Waterproof Slip-On Shoes, Leather
L.L.Bean Men's NextVenture Waterproof Slip-On Shoes, Leather
A tan leather slip-on shoe with waterproof protection, cushioned comfort, and a grippy Vibram rubber outsole.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Trail Model X Waterproof Hiking Shoes
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes
A waterproof hiking shoe with suede leather, rubber, and recycled materials, offering superior comfort and traction.
(0)
$110 $110
SALE
$110 $110
SALE
Men's Cresta II Waterproof Hiking Boots, Leather
L.L.Bean Men's Cresta II Waterproof Hiking Boots, Leather
A rugged brown leather hiking boot with waterproof membrane and Vibram® sole for reliable traction and comfort.
(0)
$280 $280
SALE
$280 $280
SALE
Men's Elevation Trail Shoes, Waterproof
L.L.Bean Men's Elevation Trail Shoes, Waterproof
A lightweight brown trail shoe with waterproof mesh upper, thermoregulating lining, and grippy rubber outsole.
(0)
$130 $130
SALE
$130 $130
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 waterproofing and 100-gram Primaloft Gold insulation.
(0)
$280 $280
SALE
$280 $280
SALE
Men's Access Hiking Shoes, Waterproof
L.L.Bean Men's Access Hiking Shoes, Waterproof
A waterproof hiking shoe with blue leather and rubber, offering all-day comfort and superior traction.
(0)
$140 $140
SALE
$140 $140
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 Hiking Shoes, Waterproof
L.L.Bean Men's NextVenture Hiking Shoes, Waterproof
A tan waterproof hiking shoe with a cushioned EVA midsole, Vibram outsole, and breathable TEK2.5 membrane.
(0)
$150 $150
SALE
$150 $150
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 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 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 recycled polyester accents and enhanced rubber outsole traction for wet trails.
(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 gray boot with waterproof leather, Primaloft insulation, and grippy rubber outsole for all-weather comfort.
(0)
$170 $170
SALE
$170 $170
SALE
Men's Access Hiking Boots, Waterproof
L.L.Bean Men's Access Hiking Boots, Waterproof
A waterproof gray hiking boot featuring a grippy rubber outsole and recycled mesh with nubuck leather upper.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Heritage Hiking Shoes, Waterproof
L.L.Bean Men's Heritage Hiking Shoes, Waterproof
A waterproof gray hiking shoe with suede-and-nylon upper, grippy rubber outsole, and recycled mesh lining.
(0)
$140 $99.99
SALE
$140 $99.99
SALE
Men's Elevation Travel Slip-On Shoes, Waterproof
L.L.Bean Men's Elevation Travel Slip-On Shoes, Waterproof
A lightweight, waterproof green travel shoe with recycled mesh upper, bungee lacing, and grippy rubber outsole.
(0)
$130 $130
SALE
$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 Trail Model X Waterproof Hiking Shoes, Camo
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes, Camo
A waterproof hiking shoe featuring water-resistant suede, TEK2.5® membrane, and enhanced traction for wet trails.
(0)
$110 $92.99
SALE
$110 $92.99
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 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

Mens Waterproof Leather Shoes

Our Mens Waterproof Leather Shoes collection brings together a classic material and a practical feature, with styles worth considering for a place in your wardrobe. Leather has a distinctive character, from its surface texture to the way it complements familiar favorites like straight-leg jeans or neatly pressed pants. As you compare shoes, look at the details that shape their overall appearance: the curve of the toe, the placement of seams, the profile of the sole and the amount of visible stitching. A simple design can offer plenty of versatility, while more pronounced detailing creates a different look. Think about the clothes you reach for most often and the shoes you already enjoy wearing. Choosing a pair that feels like your style is more useful than choosing one that calls for a whole new wardrobe.

Waterproof construction is an important part of the selection, but it is still worth reading each pair’s description closely. Leather alone does not establish that a shoe is waterproof, and the stated construction and care directions deserve as much attention as its appearance. Fit is another place to take your time. Check the available sizing information, compare widths where offered and try shoes with the socks you expect to wear with them. Pay attention to how your heel sits, whether your toes have room and whether there is pressure across the top of your foot. Rather than counting on wear to resolve an uncomfortable fit, choose a size and shape that feel right from the start. A favorite pair you already own can be a helpful reference for the proportions and fit you prefer, though sizing can differ between styles.

Men’s waterproof leather shoes can also make a thoughtful gift for someone whose tastes you know well. The best starting point is often the pair waiting by the door: notice its shape, color, closure and size, then use those details to narrow your choices. Someone who prefers understated shoes may appreciate clean lines and minimal stitching, while someone drawn to a more outdoorsy look may favor bolder detailing. Check the recipient’s width as well as length, and leave room for an exchange if the fit is not quite right. Whether you are buying for yourself or someone close to you, consider the care involved before making a selection. Follow the individual shoe’s cleaning and care instructions, including recommendations for leather treatments, rather than assuming the same routine works for every pair. Thoughtful attention to fit, style and upkeep makes the choice a more personal one.

Read More

FAQs