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Winter Hiking Sneakers

Find winter hiking sneakers for your next outing on the trail. Browse the selection and compare individual product details, paying attention to fit, sizing and suitability for the winter conditions you expect.

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Women's Snow Sneaker 5 Shoes, Lace-Up
L.L.Bean Women's Snow Sneaker 5 Shoes, Lace-Up
A versatile winter sneaker with suede leather, ColdShield insulation, and waterproof membrane for ultimate cold-weather comfort.
(782)
$140 $140
SALE
What customers like:
Good traction
Support
Quality
Warmth
Comfortable
$140 $140
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 stain-resistant suede, ColdShield insulation, and a rugged VertiGrip rubber outsole.
(619)
$130 $130
SALE
What customers like:
High quality
Comfortable design
Roomy fit
Durable construction
Excellent warmth
$130 $130
SALE
Men's Snow Sneaker 5 Shoes, Lace-Up
L.L.Bean Men's Snow Sneaker 5 Shoes, Lace-Up
A versatile black suede leather and rubber winter sneaker with 200g ColdShield insulation and waterproof membrane.
(516)
$140 $140
SALE
What customers like:
Great fit
Comfortable
Good value
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 durable, waterproof hiking shoe with advanced cushioning and support, made from leather, rubber, and nylon.
(279)
$160 $160
SALE
What customers like:
Durable construction
High-quality materials
Excellent support
Comfortable fit
Professional customer service
$160 $160
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 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 conditions.
(0)
$110 $110
SALE
$110 $110
SALE
Men's Trail Model X Waterproof Hiking Shoes, Leather
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes, Leather
A rugged brown leather hiking shoe with waterproof protection, enhanced traction, and breathable, recycled materials.
(0)
$120 $120
SALE
$120 $120
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 VertiGrip rubber outsole.
(0)
$140 $119.99
SALE
$140 $119.99
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 Keen Targhee IV Waterproof Hiking Shoes
Keen Men's Keen Targhee IV Waterproof Hiking Shoes
A waterproof leather hiking shoe in bison and black, offering stability, support, and eco-friendly features.
(0)
$170 $170
SALE
$170 $170
SALE
Men's 1985 Mountain Classic Sneakers
L.L.Bean Men's 1985 Mountain Classic Sneakers
A water-resistant black sneaker with suede, nylon, and rubber, offering cushioned comfort and rugged traction.
(0)
$110 $79.99
SALE
$110 $79.99
SALE
Men's NextVenture Hiking Shoes, Waterproof
L.L.Bean Men's NextVenture Hiking Shoes, Waterproof
A tan waterproof hiking shoe featuring a lightweight mixed-material upper 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 Heritage Hiking Shoes, Waterproof
L.L.Bean Men's Heritage Hiking Shoes, Waterproof
A waterproof tan hiking shoe with a suede-and-nylon upper and grippy rubber outsole for tough trails.
(0)
$140 $99.99
SALE
$140 $99.99
SALE
Men's Storm Chaser 5 Slip-Ons
L.L.Bean Men's Storm Chaser 5 Slip-Ons
A durable, waterproof slip-on with leather upper and rubber outsole, perfect for wet and icy conditions.
(3,695)
$130 $130
SALE
What customers like:
Versatile and stylish
Warm and waterproof
Easy to slip on
High quality and durable
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
Women's Snow Sneaker 5 Boots, Lace-Up
L.L.Bean Women's Snow Sneaker 5 Boots, Lace-Up
A lace-up winter boot with suede leather, rubber, and 200g ColdShield insulation for warmth and comfort.
(784)
$150 $150
SALE
What customers like:
Lightweight
Great traction
Good fit
Comfortable
Keeps feet warm
$150 $150
SALE
Men's Snow Sneaker 5 Boots, Lace-Up
L.L.Bean Men's Snow Sneaker 5 Boots, Lace-Up
A carbon navy 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
Women's Oboz Sawtooth X B-DRY Hikers, Low
Oboz Women's Oboz Sawtooth X B-DRY Hikers, Low
A rugged, waterproof trail shoe with reliable traction, featuring a breathable nubuck leather upper in hazy gray.
(158)
$165 $165
SALE
$165 $165
SALE
Women's Elevation Trail Shoes, Waterproof
L.L.Bean Women's Elevation Trail Shoes, Waterproof
A lightweight green trail shoe featuring waterproof mesh, durable rubber outsole, and thermoregulating lining for comfort.
(0)
$130 $130
SALE
$130 $130
SALE
Men's HOKA Challenger 8 Trail Shoes, GORE-TEX
HOKA Men's HOKA Challenger 8 Trail Shoes, GORE-TEX
A black trail running shoe with GORE-TEX waterproofing, cushioned EVA midsole, and durable mesh upper.
(0)
$165 $165
SALE
$165 $165
SALE
Women's Access Hiking Shoes, Waterproof
L.L.Bean Women's Access Hiking Shoes, Waterproof
A waterproof hiking shoe with a recycled polyester mesh and nubuck leather upper for all-day comfort.
(0)
$140 $140
SALE
$140 $140
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 Oboz Sawtooth X B-DRY Hikers, Low
Oboz Men's Oboz Sawtooth X B-DRY Hikers, Low
A rugged brown leather, rubber, and nylon trail shoe with waterproof lining and reliable traction for wet conditions.
(0)
$165 $165
SALE
$165 $165
SALE

Winter Hiking Sneakers

Winter Hiking Sneakers bring together a familiar footwear style and the appeal of heading out on a winter trail. There’s something special about this time of year: bare branches opening up a view you never noticed in summer, a favorite path looking different after the first snowfall, and a walk with friends that leaves plenty of room for conversation. When browsing the selection, start with the winter hiking you have in mind. A short outing on a familiar route and a longer hike deserve different consideration, so read each pair’s description rather than choosing by looks alone. Think about where you usually go, how long you like to stay out, and what you’ve liked—or wished were different—about your current footwear. Those everyday details are a useful starting point for narrowing your choices.

Fit deserves particular attention when choosing winter hiking sneakers. Check the individual sizing notes and available widths, and try footwear on with the socks you expect to wear. Take time to lace both shoes, walk around indoors, and notice how your heels, toes and the tops of your feet feel. Your toes shouldn’t feel crowded, and you shouldn’t need to pull the laces excessively tight to keep your heels from slipping. If you normally wear an insert, include it when checking the fit, following the footwear’s guidance. Comparing a new pair with an old favorite can also help you put your preferences into words: perhaps you prefer more room across the forefoot or a different feel around the ankle. Look closely at each listing’s details, photographs and fit information to see how the options compare.

For someone who enjoys winter hiking, a thoughtfully chosen pair of sneakers can be a welcome gift—but footwear is personal, even when you know someone’s usual size. Pay attention to the styles they already reach for, ask about their fit preferences, and check exchange options before making your selection. Choosing together can be part of the gift, especially if it comes with plans for a shared hike on a favorite trail. Whether you’re shopping for yourself, a partner or a friend, give practical preferences as much weight as appearance. A color that feels right and a familiar silhouette may draw you in; the individual product details should help you decide. Choose with the person and their winter hiking plans in mind, rather than assuming every sneaker offers the same features or is appropriate for every trail condition.

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