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Mens Hiking Waterproof Boots

Find men’s waterproof hiking boots for your next day on the trail. Browse the selection and compare each style’s fit, available sizes and product details to choose a pair that suits your hiking plans.

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Men's Elevation Trail Shoes, Waterproof
L.L.Bean Men's Elevation Trail Shoes, Waterproof
A lightweight blue trail shoe with waterproof mesh upper, thermoregulating lining, and grippy rubber outsole.
(0)
$130 $130
SALE
$130 $130
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 shoe with waterproof protection, cushioned comfort, and durable Vibram rubber traction.
(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 brown suede leather hiking shoe with waterproof features and enhanced traction for wet surfaces.
(0)
$110 $110
SALE
$110 $110
SALE
Men's Urban Storm Shoes, Waterproof Insulated
L.L.Bean Men's Urban Storm Shoes, Waterproof Insulated
A waterproof, insulated oakwood shoe with leather upper and rubber outsole, offering all-day comfort and support.
(0)
$150 $150
SALE
$150 $150
SALE
Men's NextVenture Hiking Shoes, Waterproof
L.L.Bean Men's NextVenture Hiking Shoes, Waterproof
A tan waterproof hiking shoe with leather and rubber materials, cushioned EVA midsole, and Vibram outsole.
(0)
$150 $150
SALE
$150 $150
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 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, Vibram® sole, and cushioned EVA footbed for comfort.
(0)
$280 $280
SALE
$280 $280
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 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 polyester laces, and breathable mesh panels.
(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 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 and grippy rubber outsole for all-weather comfort.
(0)
$130 $130
SALE
$130 $130
SALE
Men's Access Hiking Boots, Waterproof
L.L.Bean Men's Access Hiking Boots, Waterproof
A waterproof hiking boot in carbon navy with leather/rubber construction and shock-absorbing foam insole.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Access Hiking Shoes, Waterproof
L.L.Bean Men's Access Hiking Shoes, Waterproof
A waterproof hiking shoe with recycled polyester mesh, nubuck leather upper, and VertiGrip Trail rubber outsole.
(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 enhanced traction, breathable mesh panels, and recycled polyester details.
(0)
$120 $120
SALE
$120 $120
SALE
Men's Urban Storm Boots, Waterproof Insulated
L.L.Bean Men's Urban Storm Boots, Waterproof Insulated
A rugged gray leather boot with waterproof protection, Primaloft insulation, and grippy VertiGrip Trail outsole.
(0)
$170 $170
SALE
$170 $170
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 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 EVA midsole, and reliable Vibram traction.
(0)
$150 $150
SALE
$150 $150
SALE

Mens Hiking Waterproof Boots

A familiar trail can look entirely different after a night of rain: dark earth underfoot, droplets on the branches and puddles along the way. Our Mens Hiking Waterproof Boots collection brings together options for hikers who want waterproof footwear for time on the trail. Choosing a pair starts with the hiking you actually enjoy, whether that means a favorite loop with family or a longer route with friends. Think about the places you return to, how often you head out and what you like about the boots you already own. Perhaps you prefer a particular height or a shape that gives your toes more room. Those everyday preferences are useful starting points for comparing the selection. Waterproof is an important distinction, but it should be considered alongside fit, sizing and the details provided for each pair—not treated as the whole reason to choose a boot.

Take your time with fit, especially if you’re replacing a pair you’ve worn for years. Check each boot’s size information rather than assuming that your usual shoe size will feel the same in every style. When trying boots on, wear the socks you expect to hike in, lace both boots and walk around indoors before making your decision. Pay attention to where your heel sits, whether your toes feel crowded and whether you notice pressure across the top of your foot. If you wear inserts, include those in the try-on, following the footwear’s fit guidance. A pair that looks right still needs to feel right for you. Read the individual product descriptions for the scope of their waterproof construction and follow the supplied care instructions; a waterproof designation doesn’t mean every boot has the same design or care requirements.

Men’s waterproof hiking boots can also be a thoughtful gift for someone whose favorite plans involve a trail map and good company. The most useful clues often come from the recipient’s current footwear: their size and width, the styles they gravitate toward and anything they’ve mentioned wanting to change. For a partner who knows every turn of a local hiking loop or a friend beginning to explore nearby trails, choosing together can make the gift more personal while leaving the final fit decision to the person wearing it. Keep that same practical approach when shopping for yourself. Look beyond appearance, compare the listed details and make room for your own preferences. The right choice begins with the hikes you want to share and a pair you’ve taken the time to try on.

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