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Winter Athleisure Shoes

Find winter athleisure shoes that bring a sporty look to your cold-season wardrobe. Explore casual, athletic-inspired footwear to pair with joggers, leggings or jeans, and check each style’s fit and features to find the right match for you.

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Men's On Cloud 6 Shoes
On Men's On Cloud 6 Shoes
A blue, lightweight mesh sneaker with recycled polyester, cushioned Zero-Gravity foam, and durable rubber outsole.
(0)
$150 $150
SALE
$150 $150
SALE
Men's HOKA Transport 2 Shoes
HOKA Men's HOKA Transport 2 Shoes
A gray polyester shoe offering city-to-trail versatility, recycled materials, water resistance, and a responsive Vibram® outsole.
(0)
$155 $155
SALE
$155 $155
SALE
Women's HOKA Transport 2 Shoes
HOKA Women's HOKA Transport 2 Shoes
A white, sustainable polyester athleisure shoe with responsive cushioning, reflective details, and city-to-trail versatility.
(0)
$155 $155
SALE
$155 $155
SALE
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 reliable traction for winter weather.
(3,695)
$130 $130
SALE
What customers like:
High quality
Easy to slip on
Versatile styling
Warm and durable
Comfortable fit
$130 $130
SALE
Men's Stonington Shoes, Moc-Toes
L.L.Bean Men's Stonington Shoes, Moc-Toes
A rugged brown leather shoe with water-resistant protection, lightweight EVA cushioning, and durable rubber traction.
(1,369)
$140 $140
SALE
What customers like:
Fit
Quality
Comfort
Water resistance
Versatility
$140 $140
SALE
Women's Snow Sneaker 5 Boots, Lace-Up
L.L.Bean Women's Snow Sneaker 5 Boots, Lace-Up
A multicolor suede-and-rubber winter boot with waterproof protection, 200-gram insulation and rugged traction for snow.
(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 blue suede-and-fabric winter boot with waterproof protection, 200-gram insulation, and reliable traction for snowy conditions.
(706)
$150 $150
SALE
What customers like:
Lightweight
Warmth
Durable
Good grip
Comfortable
$150 $150
SALE
Women's Snow Sneaker 5 Shoes, Lace-Up
L.L.Bean Women's Snow Sneaker 5 Shoes, Lace-Up
A warm, waterproof suede-and-fabric winter sneaker with 200-gram insulation, traction outsole and supportive comfort footbed.
(782)
$140 $140
SALE
What customers like:
Good traction
Warmth
Comfortable
Well made
Keeps feet dry
$140 $140
SALE
Women's Snow Sneaker 5 Boots, Pull-On
L.L.Bean Women's Snow Sneaker 5 Boots, Pull-On
A gray suede-and-fabric winter boot with waterproof protection, 200-gram insulation, and reliable traction for snowy conditions.
(747)
$150 $150
SALE
What customers like:
Easy to pull on
Comfort
Warmth
Good grip
Well made
$150 $150
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 sneaker with waterproof protection, 200-gram insulation and rugged traction in snow.
(619)
$130 $130
SALE
What customers like:
High quality
Comfortable design
Roomy fit
Durable construction
Excellent warmth
$130 $130
SALE
Women's Rangeley Insulated Pac Boots, Ankle
L.L.Bean Women's Rangeley Insulated Pac Boots, Ankle
A gray waterproof suede snow boot with sherpa fleece lining, 200-gram PrimaLoft insulation and rubber outsole.
(593)
$170 $170
SALE
What customers like:
Perfect fit
Well-made
Stylish and cute
Comfortable
Keeps feet warm
$170 $170
SALE
Women's Snow Sneaker Sport Waterproof Boots, Pull-On Side Zip
L.L.Bean Women's Snow Sneaker Sport Waterproof Boots, Pull-On Side Zip
A gray waterproof suede and recycled-polyester winter boot with 100g insulation, cushioned support, and rugged traction.
(0)
$140 $140
SALE
$140 $140
SALE
Men's Snow Sneaker 5 Shoes, Lace-Up
L.L.Bean Men's Snow Sneaker 5 Shoes, Lace-Up
A blue suede winter shoe with waterproof protection, 200-gram insulation and rugged rubber traction for snow.
(516)
$140 $140
SALE
What customers like:
Great fit
Good traction
Exceptional warmth
Comfortable
Keeps feet dry
$140 $140
SALE
Men's Elevation Travel Slip-On Shoes, Waterproof
L.L.Bean Men's Elevation Travel Slip-On Shoes, Waterproof
A gray, lightweight waterproof mesh shoe with cushioned support, flexible traction, and easy-on bungee lacing.
(0)
$130 $130
SALE
$130 $130
SALE
Women's On Cloud 6 Shoes
On Women's On Cloud 6 Shoes
A lightweight white sneaker with breathable recycled-polyester mesh, CloudTec cushioning, and durable rubber outsoles.
(0)
$150 $150
SALE
$150 $150
SALE
Women's Snow Sneaker Sport Waterproof Boots, Lace-Up
L.L.Bean Women's Snow Sneaker Sport Waterproof Boots, Lace-Up
A red waterproof suede-and-mesh winter boot with 100g insulation, cushioned EVA support, and rugged traction.
(0)
$150 $150
SALE
$150 $150
SALE
Women's Rugged Winter Wellie® Clogs
L.L.Bean Women's Rugged Winter Wellie® Clogs
A blue waterproof rubber clog with plush sherpa lining, cushioned support and grippy traction for winter.
(0)
$99.95 $99.95
SALE
$99.95 $99.95
SALE
Men's Urban Storm Shoes, Waterproof Insulated
L.L.Bean Men's Urban Storm Shoes, Waterproof Insulated
A gray, waterproof insulated leather shoe with PrimaLoft warmth and grippy traction for wintry weather.
(0)
$150 $150
SALE
$150 $150
SALE
Women's Downeast Slip-Ons, Wool
L.L.Bean Women's Downeast Slip-Ons, Wool
A tan wool-blend slip-on with suede protection, cushioned EVA footbed and grippy rubber traction.
(0)
$110 $54.99
SALE
$110 $54.99
SALE
Men's Snow Sneaker 5 Insulated Boots, Zip-Front
L.L.Bean Men's Snow Sneaker 5 Insulated Boots, Zip-Front
A gray suede-and-polyester mesh winter boot with 200-gram insulation, waterproof protection, zip-front ease and rugged traction.
(0)
$150 $150
SALE
$150 $150
SALE
Women's Camden Hills Alpine Boots
L.L.Bean Women's Camden Hills Alpine Boots
A rugged leather alpine boot with wool lining, cushioned footbed, side zipper, and grippy rubber outsole.
(0)
$180 $180
SALE
$180 $180
SALE
Women's Snow Sneaker Sport Waterproof Shoes, Lace-Up
L.L.Bean Women's Snow Sneaker Sport Waterproof Shoes, Lace-Up
A gray waterproof winter shoe with suede, recycled-polyester mesh, 100g insulation and rugged rubber traction.
(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 slip-on sneaker with waterproof protection, 200-gram insulation, moisture-wicking lining and rugged traction.
(0)
$130 $130
SALE
$130 $130
SALE

Winter Athleisure Shoes

Winter Athleisure Shoes bring a sport-inspired look to a season of layered outfits and familiar favorites. Think joggers with a favorite pullover, straight-leg pants beneath a long coat, or jeans paired with a simple sweater: the shoes you choose help set the tone for the whole outfit. A streamlined silhouette can keep things understated, while a more substantial shape adds visual balance to fuller winter layers. Color is another useful starting point. Quiet neutrals can echo the shades already in your closet, while a contrasting pair can become the detail you build an outfit around. Rather than choosing by appearance alone, picture a few combinations you would genuinely reach for. The pair that looks right with your favorite pants and the coat hanging by the door may feel more like your style than one that calls for an entirely different wardrobe.

When comparing winter athleisure shoes, give the individual listing as much attention as the photos. Check the size information, read any fit notes, and look closely at the shape of the toe and the design around the ankle and opening. Photos from several angles can help you understand proportions that are easy to miss in a single side view. If you have a pair you already love, use it as a reference for what you prefer: a rounded or narrower-looking toe, a lower or higher profile, simple detailing or a more pronounced athletic look. Consider your usual socks when reviewing sizing guidance, rather than automatically ordering a different size for winter. It is also worth reading the care instructions before making your choice. Knowing what a particular pair requires helps you decide whether it belongs in your routine. The athleisure look is a style cue; the individual product details are the place to learn what each pair offers.

As a gift, winter athleisure shoes are a thoughtful choice for someone whose personal style you know well. Start with the shoes they choose most often, not just the ones they admire in a photo. Notice whether they favor tonal outfits or a little contrast, subtle shapes or bolder proportions, and understated details or a distinctly sporty appearance. Someone who keeps a small, carefully chosen wardrobe may appreciate a familiar color, while someone who enjoys changing up an outfit might welcome a different silhouette. Confirm their current size and any fit preferences, and review the exchange options before ordering. Whether you are choosing for yourself or someone close to you, there is no need to reinvent a personal style for the season. Begin with the clothes already loved and worn, then look for shoes that feel like a natural addition. The most satisfying choice is often the one that feels unmistakably like the person wearing it.

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