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Men's Winter Walking Shoes

Explore men's winter walking shoes in a range of styles for everyday walks and time outside during the colder months. Find footwear options suited to different preferences, with details on fit, construction and intended use to help you choose the right pair.

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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 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 molded rubber outsole.
(1,369)
$140 $140
SALE
What customers like:
Fit
Quality
Comfort
Style
Versatility
$140 $140
SALE
Men's Storm Chaser Boots 5, Zip
L.L.Bean Men's Storm Chaser Boots 5, Zip
A durable, dark ash boot with waterproof leather, PrimaLoft® insulation, and easy on/off side zippers.
(1,216)
$170 $170
SALE
What customers like:
Comfortable for long hours
Easy on/off with zipper closure
Warm and effective in cold weather
Great fit and support
High quality and durable materials
$170 $170
SALE
Men's Storm Chaser Boots 5, Leather Lace-Up
L.L.Bean Men's Storm Chaser Boots 5, Leather Lace-Up
A durable all-weather boot with waterproof leather, PrimaLoft® insulation, and a moisture-wicking mesh lining.
(774)
$170 $170
SALE
What customers like:
Perfect fit
Comfort
Warmth
Great color
Improved traction
$170 $170
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 exceptional warmth.
(706)
$150 $150
SALE
What customers like:
Lightweight
Exceptional warmth
Durable
Good grip
Comfortable
$150 $150
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 rubber outsole for traction.
(619)
$130 $130
SALE
What customers like:
Durable design
Well-made construction
Roomy fit
Comfortable wear
Excellent warmth
$130 $130
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 Snow Sneaker 5 Shoes, Lace-Up
L.L.Bean Men's Snow Sneaker 5 Shoes, Lace-Up
A versatile winter sneaker with ColdShield insulation, waterproof membrane, and rugged rubber outsole for reliable traction.
(516)
$140 $140
SALE
What customers like:
Great fit
Reliable traction
Comfortable
Keeps feet dry
Excellent warmth
$140 $140
SALE
Men's Bean Boots, 8" Shearling-Lined Insulated
L.L.Bean Men's Bean Boots, 8" Shearling-Lined Insulated
A Maine-made boot with buttery-soft leather, plush shearling lining, and waterproof rubber bottom for cold conditions.
(425)
$290 $290
SALE
What customers like:
High durability
Made in the USA
Stylish appearance
Excellent warmth
Comfortable fit
$290 $290
SALE
Men's Bean Boots, 8" Fleece-Lined Insulated
L.L.Bean Men's Bean Boots, 8" Fleece-Lined Insulated
A cozy, fleece-lined boot with suede leather and waterproof rubber, perfect for wet and cold conditions.
(241)
$200 $200
SALE
What customers like:
Comfortable design
Ideal for snow
Perfect size
Great color
Excellent warmth
$200 $200
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 with Vibram rubber outsole and cushioned EVA midsole for all-day comfort.
(0)
$150 $150
SALE
$150 $150
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 Comfort Walkers 2, Ventilated
L.L.Bean Men's Comfort Walkers 2, Ventilated
A lightweight gray walking shoe with water-resistant suede, thermoregulating lining, and VertiGrip rubber outsole.
(0)
$110 $110
SALE
$110 $110
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 ColdShield insulation, waterproof membrane, and rugged VertiGrip rubber outsole for snowy conditions.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Stonington Boots, Moc-Toe
L.L.Bean Men's Stonington Boots, Moc-Toe
A rugged dark cocoa leather boot with sneaker-like comfort, moisture-wicking lining, and durable rubber outsole.
(1,099)
$170 $170
SALE
What customers like:
Durable construction
Lightweight design
Stylish appearance
Quick break-in
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
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 Maine Hunting Shoes, 10"
L.L.Bean Men's Maine Hunting Shoes, 10"
A premium waterproof leather boot with superior support and improved traction, perfect for outdoor adventures.
(590)
$160 $160
SALE
What customers like:
Favorite boots
Lightweight
Quiet in the woods
Comfortable
Vibrant colors
$160 $160
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 rubber toe cap.
(279)
$160 $160
SALE
What customers like:
Durable design
Excellent sole
High-quality construction
Superior arch support
Comfortable fit
$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 Arctic Sport Muck Boots, Mid-Cut
Muck Men's Arctic Sport Muck Boots, Mid-Cut
A pair of black, waterproof, insulated mid-cut boots with neoprene and rubber construction for extreme conditions.
(179)
$180 $180
SALE
What customers like:
High durability
Lightweight
All-around use
Watertightness
Keeps feet warm
$180 $180
SALE
Men's Oboz Sawtooth X B-DRY Hikers, Mid
Oboz Men's Oboz Sawtooth X B-DRY Hikers, Mid
A rugged, waterproof hiker in charcoal with nubuck leather and nylon, ideal for muddy trails and rainy walks.
(93)
$180 $180
SALE
What customers like:
Great support
High comfort
Excellent fitting
Superior quality
$180 $180
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 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

Outdoor Travel Bags

Outdoor travel bags make it easier to organize the essentials for winter walking trips, weekend getaways and everyday adventures. Choose a bag with enough room for walking shoes, extra socks, a hat, gloves and personal items, along with separate compartments for water bottles, electronics and travel documents. Duffel bags, backpacks, crossbody bags and carry-on luggage each offer a different way to keep winter gear organized, whether you’re heading out for a day of sightseeing, visiting family or exploring a new destination on foot. For the best match with men’s winter walking shoes, look for an outdoor travel bag that fits your plans and packing style. A compact backpack can keep hands free during city walks, while a spacious duffel works well for road trips and overnight travel. Interior pockets help separate footwear from clothing, and exterior compartments make frequently used items easy to reach. Coordinating your travel bag with comfortable winter walking shoes creates a practical setup for moving from the airport to the trailhead, downtown streets and everything in between.

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