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Mens Waterproof Trail Running Shoes

Find men's waterproof trail running shoes for wet-weather runs on the trail. Browse the selection and compare each pair’s fit, sizing and waterproof construction details to help choose the right shoes for your next run.

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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 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 VertiGrip rubber outsole for snowy conditions.
(619)
$130 $130
SALE
What customers like:
High quality
Comfortable design
Roomy fit
Good waterproofing
Excellent warmth
$130 $130
SALE
Men's Storm Chaser 5 Slip-Ons
L.L.Bean Men's Storm Chaser 5 Slip-Ons
A rugged brown leather and rubber slip-on with waterproof protection, insulation, and superior traction for wet conditions.
(3,695)
$130 $130
SALE
$130 $130
SALE
Men's Snow Sneaker 5 Boots, Lace-Up
L.L.Bean Men's Snow Sneaker 5 Boots, Lace-Up
A lace-up winter boot with suede leather, rubber, and 200g ColdShield insulation for warmth and comfort.
(706)
$150 $150
SALE
What customers like:
Lightweight
Warmth
Durable
Good grip
Comfortable
$150 $150
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 warmth and comfort.
(516)
$140 $140
SALE
What customers like:
Great fit
Good traction
Comfortable
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 lightweight, waterproof hiking shoe with advanced cushioning, superior arch support, and a durable granite peak outsole.
(279)
$160 $160
SALE
What customers like:
Comfortable design
Well-built
Durable construction
Advanced cushioning
Superior arch support
$160 $160
SALE
Men's Access Hiking Shoes, Waterproof
L.L.Bean Men's Access Hiking Shoes, Waterproof
A waterproof black hiking shoe featuring recycled mesh, nubuck leather, and a grippy rubber outsole for traction.
(0)
$140 $119.99
SALE
$140 $119.99
SALE
Men's HOKA Challenger 8 Trail Shoes, GORE-TEX
HOKA Men's HOKA Challenger 8 Trail Shoes, GORE-TEX
A waterproof black trail shoe featuring a GORE-TEX membrane, EVA midsole, and 4mm multi-directional lugs.
(0)
$165 $165
SALE
$165 $165
SALE
Men's Oboz Sawtooth X B-DRY Hikers, Low
Oboz Men's Oboz Sawtooth X B-DRY Hikers, Low
A rugged brown trail shoe with waterproof nubuck leather, breathable lining, and multi-directional traction lugs.
(0)
$165 $165
SALE
$165 $165
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, breathable mesh panels, and enhanced traction for wet trails.
(0)
$110 $92.99
SALE
$110 $92.99
SALE
Men's NextVenture Waterproof Slip-On Shoes, Suede
L.L.Bean Men's NextVenture Waterproof Slip-On Shoes, Suede
A brown suede waterproof slip-on shoe with cushioned EVA midsole and Vibram rubber outsole for traction.
(0)
$150 $150
SALE
$150 $150
SALE
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 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 Urban Storm Shoes, Waterproof Insulated
L.L.Bean Men's Urban Storm Shoes, Waterproof Insulated
A waterproof, insulated shoe with leather upper and rubber outsole, perfect for rain, snow, and slush.
(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 protection and enhanced traction for wet surfaces.
(0)
$120 $120
SALE
$120 $120
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 recycled polyester details for superior trail performance.
(0)
$120 $120
SALE
$120 $120
SALE
Men's Trail Model X Waterproof Hiking Shoes
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes
A gray suede and rubber hiking shoe featuring waterproof protection, breathable mesh panels, and enhanced wet-surface traction.
(0)
$110 $110
SALE
$110 $110
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 NextVenture Hiking Shoes, Waterproof
L.L.Bean Men's NextVenture Hiking Shoes, Waterproof
A tan waterproof hiking shoe featuring a leather and rubber upper with a cushioned EVA midsole.
(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

Mens Waterproof Trail Running Shoes

A familiar trail can feel different after a night of rain: darker earth, drops hanging from the branches and a few puddles along the way. Mens Waterproof Trail Running Shoes brings together options for men who enjoy trail running and want waterproof footwear as part of their running gear. Whether you’re choosing your first pair or replacing a favorite, start with the trails you actually run and the fit you know you like. A short loop close to home and a longer route through the woods may lead you to different choices, so look closely at each pair’s description rather than relying on appearance alone. Waterproof construction is an important consideration, but it doesn’t make every shoe interchangeable—or mean water can’t enter through the opening. The details of an individual pair matter just as much as the category it belongs to.

Finding the right fit starts with a few familiar reference points: your usual running-shoe size, your preferred width and anything you’d change about your current pair. Check the available sizing and any fit notes, especially when trying a style you haven’t worn before. When your shoes arrive, try them on with the socks you plan to run in, and take time to assess both feet. Your toes shouldn’t feel crowded, and your heel shouldn’t move excessively as you walk. Pay attention to pressure across the top of your foot, too; a size label alone won’t tell you how a particular shape feels. If you wear an insert, consult the individual shoe’s details to see whether it can accommodate your setup. These small checks are worth making before heading out, particularly when you’re replacing shoes you’ve worn for so long that their fit feels second nature.

For a gift, men’s waterproof trail running shoes are a personal choice best guided by the recipient’s preferences. The most useful clues may already be by the door: the size and width of the pair they reach for, the styles they tend to choose and whether they’ve mentioned needing a replacement. If you’re unsure, choosing together can be part of the gift rather than spoiling the surprise. Keep the focus on their running routine, not the one you imagine for them. Some runners look forward to a quiet morning on the same wooded loop; others enjoy sharing an unfamiliar trail with a friend. A thoughtful selection begins with those everyday habits and gives the runner room to decide what feels right.

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