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Cold Weather Walking Shoes

Find cold weather walking shoes for walks as temperatures drop. Browse the selection to find a style you like, and compare each pair’s fit information and features to help choose shoes that suit your walking routine.

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Men's Storm Chaser 5 Slip-Ons
L.L.Bean Men's Storm Chaser 5 Slip-Ons
A gray waterproof leather-and-rubber slip-on with warm insulation, cushioning, and siped traction for snowy, wet conditions.
(3,695)
$130 $130
SALE
What customers like:
High quality
Versatile design
Easy to slip on
Warm and insulated
Comfortable fit
$130 $130
SALE
Men's Bucksport Shoes, Plain Toe
L.L.Bean Men's Bucksport Shoes, Plain Toe
A rugged brown leather shoe with waterproof construction, Goodyear welt and lugged rubber outsole for all-day comfort.
(835)
$170 $170
SALE
What customers like:
High quality
Durable
Versatile
Comfortable
Excellent appearance
$170 $170
SALE
Women's Snow Sneaker 5 Shoes, Lace-Up
L.L.Bean Women's Snow Sneaker 5 Shoes, Lace-Up
A multicolor suede-and-fabric winter sneaker with waterproof protection, 200-gram insulation, supportive cushioning, and rugged traction.
(782)
$140 $140
SALE
What customers like:
Good traction
Warmth
Comfortable
Well made
Keeps feet dry
$140 $140
SALE
Men's Snow Sneaker 5 Shoes, Slip-On
L.L.Bean Men's Snow Sneaker 5 Shoes, Slip-On
A black suede-and-fabric winter slip-on with waterproof protection, 200-gram insulation, comfort support and rugged traction.
(619)
$130 $130
SALE
What customers like:
High quality
Comfortable design
Roomy fit
Durable construction
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 blue waterproof walking shoe with breathable polyester mesh, cushioning, and grippy rubber traction.
(543)
$120 $99.99
SALE
What customers like:
Fit
Quality
Comfort
Durability
Arch support
$120 $99.99
SALE
Men's Snow Sneaker 5 Shoes, Lace-Up
L.L.Bean Men's Snow Sneaker 5 Shoes, Lace-Up
A black suede-and-fabric sneaker with waterproof protection, 200-gram insulation and rugged traction for snow and slush.
(516)
$140 $140
SALE
What customers like:
Great fit
Good traction
Comfortable
Keeps feet dry
Excellent warmth
$140 $140
SALE
Women's Bean's Comfort Fitness Walking Shoes, Waterproof
L.L.Bean Women's Bean's Comfort Fitness Walking Shoes, Waterproof
A gray waterproof walking shoe with breathable mesh, cushioned support, and grippy rubber traction.
(276)
$120 $99.99
SALE
What customers like:
Supportive
Waterproof
Versatile
Comfortable
Well made
$120 $99.99
SALE
Women's Winter Walker Snowshoe
L.L.Bean Women's Winter Walker Snowshoe
A multicolor snowshoe with an anodized-aluminum frame, steel crampons, and easy ratcheting bindings for winter trails.
(188)
$170 $170
SALE
What customers like:
Lightweight and comfortable
High quality
Stylish and good looking
Practical design
Easy to walk in
$170 $170
SALE
Men's Winter Walker Snowshoe
L.L.Bean Men's Winter Walker Snowshoe
A blue aluminum-frame snowshoe with durable decking, easy ratcheting bindings, and steel crampons for winter traction.
(136)
$170 $170
SALE
What customers like:
Effective spikes
Great for beginners
Durable construction
Easy to use
Works well in difficult terrain
$170 $170
SALE
Women's New Balance 574V3 Walking Shoes
New Balance Women's New Balance 574V3 Walking Shoes
A white suede-and-nylon walking shoe with rubber outsole, breathable mesh and supportive ENCAP cushioning.
(95)
$89.99 $89.99
SALE
What customers like:
Accommodates arch supports
Wider toe box
Comfortable fit
$89.99 $89.99
SALE
Women's Trail Model X Waterproof Hiking Shoes, Leather
L.L.Bean Women's Trail Model X Waterproof Hiking Shoes, Leather
A brown leather-and-rubber hiking shoe with waterproof protection, wet-surface traction, thermoregulating lining and rock-plate support.
(0)
$120 $120
SALE
$120 $120
SALE
Men's Heritage Hiking Shoes, Waterproof
L.L.Bean Men's Heritage Hiking Shoes, Waterproof
A tan waterproof hiking shoe with suede-and-nylon construction, cushioned support, flexible feel, and grippy trail traction.
(0)
$140 $99.99
SALE
$140 $99.99
SALE
Women's Elevation Travel Slip-On Shoes, Waterproof
L.L.Bean Women's Elevation Travel Slip-On Shoes, Waterproof
A lightweight tan travel shoe with waterproof mesh, cushioned insole, and grippy rubber outsole for all-weather comfort.
(0)
$130 $130
SALE
$130 $130
SALE
Men's 1985 Mountain Classic Sneakers
L.L.Bean Men's 1985 Mountain Classic Sneakers
A gray, water-resistant sneaker with suede, recycled mesh, cushioned support, and rugged traction for outdoor adventures.
(0)
$110 $79.99
SALE
$110 $79.99
SALE
Men's Elevation Trail Shoes, Waterproof
L.L.Bean Men's Elevation Trail Shoes, Waterproof
A brown waterproof trail shoe with recycled mesh, cushioned EVA, rock protection, and grippy rubber traction for wet conditions.
(0)
$130 $130
SALE
$130 $130
SALE
Women's Trail Model X Waterproof Hiking Shoes
L.L.Bean Women's Trail Model X Waterproof Hiking Shoes
A gray suede-and-rubber hiking shoe with waterproof protection, enhanced wet traction, rock-plate support, and cushioned comfort.
(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 brown waterproof leather hiking shoe with breathable mesh, protective toe and high-traction rubber outsole.
(0)
$120 $120
SALE
$120 $120
SALE
Men's New Balance 574V3 Walking Shoes
New Balance Men's New Balance 574V3 Walking Shoes
A multi-color walking shoe with breathable suede-and-mesh uppers, ENCAP® cushioning, removable insoles, and durable rubber outsoles.
(0)
$89.99 $89.99
SALE
$89.99 $89.99
SALE
Women's 1985 Mountain Classic Sneakers
L.L.Bean Women's 1985 Mountain Classic Sneakers
A tan suede, rubber and nylon sneaker with cushioned comfort, thermoregulating lining and rugged outdoor traction.
(0)
$110 $79.99
SALE
$110 $79.99
SALE
Women's Snow Sneaker Sport Waterproof Shoes, Lace-Up
L.L.Bean Women's Snow Sneaker Sport Waterproof Shoes, Lace-Up
A red waterproof suede-and-mesh winter shoe with 100g insulation, cushioned support, and rugged traction for snow.
(0)
$130 $130
SALE
$130 $130
SALE
Women's Access Hiking Shoes, Waterproof
L.L.Bean Women's Access Hiking Shoes, Waterproof
A multicolor waterproof hiking shoe with mesh, nubuck leather, cushioned EVA support and grippy rubber traction.
(0)
$140 $140
SALE
$140 $140
SALE
Women's Rugged Winter Wellie® Clogs
L.L.Bean Women's Rugged Winter Wellie® Clogs
A black waterproof rubber clog with sherpa lining, cushioned support and grippy traction for winter conditions.
(0)
$99.95 $99.95
SALE
$99.95 $99.95
SALE
Women's Storm Chaser 6 Waterproof Easy-Ons
L.L.Bean Women's Storm Chaser 6 Waterproof Easy-Ons
A brown waterproof leather-and-rubber slip-on with fleece lining, cushioned comfort and lugged traction for wet-weather adventures.
(0)
$130 $130
SALE
$130 $130
SALE
Men's Snow Sneaker 5 Leather Slip-Ons
L.L.Bean Men's Snow Sneaker 5 Leather Slip-Ons
A brown leather winter sneaker with waterproof protection, warm insulation, stretchy goring, and rugged traction.
(0)
$130 $130
SALE
$130 $130
SALE

Cold Weather Walking Shoes

Cold Weather Walking Shoes belong to a familiar part of the season: the walk around the neighborhood before breakfast, the afternoon loop with a friend, the few extra blocks you take when it feels good to be outside. Choosing a pair starts with thinking about what those walks look like for you. You might prefer a simple style that fits naturally into your everyday wardrobe, or a more outdoorsy look that feels right alongside your favorite jacket. Consider the shape of the shoe, the available sizes and the way you like your footwear to fit. A pair that catches your eye is a good starting point, but the individual product details deserve a closer look before you decide. Let your usual routine—not just the photograph—help narrow the selection.

Fit is worth taking your time with, especially if the socks you wear in cold weather differ from the ones you reach for during the rest of the year. Check each pair’s sizing information rather than assuming your usual size will feel the same across every style. When trying shoes on, wear the socks you intend to walk in and give yourself a little time to move around indoors. Notice whether your toes have room, whether your heel shifts as you step and whether any part of the shoe presses against your foot. If you typically wear a particular width, make that one of your first shopping considerations. Closure style matters, too: think about how you prefer to adjust your shoes and what feels straightforward when you’re getting ready to head out. These small details can help make the choice more personal than simply picking a familiar size.

Walking shoes can also be a thoughtful gift for someone who enjoys keeping a regular walking routine when the days turn cold. Think of the friend who always suggests another lap around the block or the family member who makes a neighborhood stroll part of every visit. Their current footwear can offer useful clues about preferred shapes, colors and styles, but confirming size and width is better than guessing. For your own pair or someone else’s, choose a look that feels familiar enough to reach for often, whether that means understated styling or a distinctly outdoor character. There’s something inviting about a standing plan to meet at the corner, jackets on, with time to catch up along the way. Start with the wearer’s preferences and the details of each pair to find cold weather walking shoes that fit into that everyday rhythm.

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