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Women's Waterproof Leather Winter Boots

Find women's waterproof leather winter boots that bring together waterproof protection and timeless style. Explore the available selection, and compare each pair’s fit, boot height and construction details to find the right match for your winter wardrobe.

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Women's Eco Bay Chukka Boots, Leather
L.L.Bean Women's Eco Bay Chukka Boots, Leather
A brown waterproof nubuck leather chukka boot with recycled materials and a grippy rubber outsole.
(0)
$130 $109.99
SALE
$130 $109.99
SALE
Women's Blundstone 9500 High Top Chelsea Boots
Blundstone Women's Blundstone 9500 High Top Chelsea Boots
A versatile pair of rustic black leather Chelsea boots with cushioned insoles and non-slip outsoles.
(0)
$219.95 $219.95
SALE
$219.95 $219.95
SALE
Women's Rugged Winter Wellie® Boots, Waterproof
L.L.Bean Women's Rugged Winter Wellie® Boots, Waterproof
A cozy, waterproof boot with a fleece-lined neoprene collar and durable VertiGrip outsole for reliable traction.
(0)
$120 $120
SALE
$120 $120
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
Women's Rugged Wellie® Chelsea Boots
L.L.Bean Women's Rugged Wellie® Chelsea Boots
A brown waterproof rubber Chelsea boot with a comfortable knit lining and VertiGrip outsole for superior traction.
(715)
$99.95 $99.95
SALE
$99.95 $99.95
SALE
Women's Stonington Boots, Moc Toe
L.L.Bean Women's Stonington Boots, Moc Toe
A rugged black moc toe boot with waterproof leather, sneaker-like comfort, and durable rubber outsole.
(389)
$170 $119.99
SALE
What customers like:
Great fit
Versatile
Comfortable
Well made
Looks great
$170 $119.99
SALE
Women's Bean Boots, 8" Fleece-Lined Insulated
L.L.Bean Women's Bean Boots, 8" Fleece-Lined Insulated
A cozy, fleece-lined boot with suede leather upper and waterproof rubber bottom for cold, wet conditions.
(194)
$200 $200
SALE
$200 $200
SALE
Women's Bean Boots, 8" Flannel-Lined Insulated
L.L.Bean Women's Bean Boots, 8" Flannel-Lined Insulated
A brown leather and rubber boot lined with premium flannel and insulation for cozy, waterproof warmth.
(187)
$200 $200
SALE
$200 $200
SALE
Women's Oboz Sawtooth X B-DRY Hikers, Low
Oboz Women's Oboz Sawtooth X B-DRY Hikers, Low
A rugged gray trail shoe with waterproof protection, nubuck leather upper, and reliable traction.
(158)
$165 $165
SALE
$165 $165
SALE
Women's Oboz Sawtooth X B-DRY Hikers, Mid
Oboz Women's Oboz Sawtooth X B-DRY Hikers, Mid
A brown mid hiker with waterproof nubuck leather, breathable lining, and rugged traction for wet, muddy trails.
(100)
$180 $180
SALE
What customers like:
Warm for cold conditions
Snug ankle support
Sturdy construction
Comfortable fit
$180 $180
SALE
Women's Trail Model X Waterproof Hiking Shoes, Leather
L.L.Bean Women's Trail Model X Waterproof Hiking Shoes, Leather
A brown waterproof leather hiking shoe with recycled laces, enhanced traction, and thermoregulating comfort lining.
(0)
$120 $120
SALE
$120 $120
SALE
Adults' Blundstone 500 Chelsea Boots
Blundstone Adults' Blundstone 500 Chelsea Boots
A premium leather pull-on boot with shock-absorbing construction, cushioned comfort, and non-slip protection.
(0)
$209.95 $209.95
SALE
$209.95 $209.95
SALE
Women's Stonington Chelsea Boots, Suede
L.L.Bean Women's Stonington Chelsea Boots, Suede
A rugged, graphite suede Chelsea boot with sneaker-like comfort, moisture-wicking lining, and durable rubber outsole.
(0)
$150 $99.99
SALE
$150 $99.99
SALE
Women's Cresta II Waterproof Hiking Boots, Leather
L.L.Bean Women's Cresta II Waterproof Hiking Boots, Leather
A brown leather hiking boot with waterproof membrane, cushioned EVA footbed, and Vibram rubber sole for traction.
(0)
$280 $280
SALE
$280 $280
SALE
Women's NextVenture Hiking Shoes, Waterproof
L.L.Bean Women's NextVenture Hiking Shoes, Waterproof
A waterproof brown hiking shoe with mesh, rubber, and leather for breathable comfort and reliable traction.
(0)
$150 $150
SALE
$150 $150
SALE
Women's Trail Model X Waterproof Hiking Boots, Leather
L.L.Bean Women's Trail Model X Waterproof Hiking Boots, Leather
A brown waterproof leather hiking boot featuring recycled polyester laces, EVA midsole, and enhanced wet traction.
(0)
$130 $130
SALE
$130 $130
SALE
Women's Oboz Bridger Mid B-Dry Hiking Boots
Oboz Women's Oboz Bridger Mid B-Dry Hiking Boots
A gray waterproof nubuck leather hiking boot with superior arch support, breathable lining, and rugged rubber sole.
(0)
$200 $200
SALE
$200 $200
SALE
Women's Maine Warden's Field Boot
L.L.Bean Women's Maine Warden's Field Boot
A rugged, deepest brown leather boot with GORE-TEX, Primaloft insulation, and Vibram outsole for superior traction.
(0)
$280 $280
SALE
$280 $280
SALE
Women's Keen Targhee IV Mid Waterproof Hiking Boots
Keen Women's Keen Targhee IV Mid Waterproof Hiking Boots
A waterproof, eco-friendly hiking boot with premium nubuck leather and durable TPU outsole for superior traction.
(0)
$180 $180
SALE
$180 $180
SALE
Women's Keen Targhee IV Waterproof Hiking Shoes
Keen Women's Keen Targhee IV Waterproof Hiking Shoes
A waterproof leather hiking shoe with recycled laces, Eco Anti-Odor, and durable traction for all-terrain adventures.
(0)
$170 $170
SALE
$170 $170
SALE
Women's Stonington Boots, Suede Moc-Toe
L.L.Bean Women's Stonington Boots, Suede Moc-Toe
A rugged, light gold suede moc-toe boot with sneaker-like comfort, moisture-wicking lining, and durable rubber outsole.
(0)
$149 $64.99
SALE
$149 $64.99
SALE
Adults' Blundstone 550 Chelsea Boots
Blundstone Adults' Blundstone 550 Chelsea Boots
A pair of rustic brown leather pull-on boots with superior shock absorption and cushioned comfort.
(0)
$219.95 $219.95
SALE
$219.95 $219.95
SALE
Women's Trail Model X Waterproof Hiking Boots
L.L.Bean Women's Trail Model X Waterproof Hiking Boots
A gray suede leather hiking boot with waterproof features and enhanced traction for wet conditions.
(0)
$120 $120
SALE
$120 $120
SALE
Women's Bean Boots, Gumshoes
L.L.Bean Women's Bean Boots, Gumshoes
A Maine-made, weather-ready boot with a waterproof rubber bottom, supple leather upper, and durable chain-tread outsole.
(0)
$129 $109.99
SALE
$129 $109.99
SALE

Women's Waterproof Leather Winter Boots

When winter settles in, boots become a familiar part of the day: waiting beside the door, paired with a favorite coat, ready when it’s time to step outside. Our selection of Women's Waterproof Leather Winter Boots brings together a practical combination of material, protection and timeless style. Waterproof construction is an important consideration for winter footwear, while leather offers a distinctive look that works well with a thoughtfully chosen winter wardrobe. As you compare options, look beyond the first impression and consider the details you’ll notice every time you put them on. Shaft height, toe shape and the way a boot closes can all influence your preference. A simple silhouette may be just right if you like understated pieces, while more visible stitching or hardware can add character without making the whole outfit feel busy.

Finding the right fit deserves as much attention as finding a style you love. Start with the sizing information for each pair, and consider the socks you expect to wear rather than assuming your usual shoe size will always be the right choice. When trying boots on, give your toes room to move and check for pressure across the top of the foot and around the ankle. Try both boots, fasten them fully and walk around indoors to get a clearer sense of the fit. If you often wear your pants tucked in, consider how the shaft opening accommodates them; if you prefer pants over your boots, think about how the two shapes sit together. Those small details can make the difference between a pair you admire and a pair that feels like a natural part of your wardrobe.

Women’s waterproof leather winter boots can also make a thoughtful gift for someone who appreciates practical pieces with lasting style. The best starting point is often the footwear she already chooses: clean lines or distinctive details, a taller shaft or a shorter profile, a close fit or a little more room around the ankle. Getting her size and preferences right matters more than making the gift a complete surprise. Whether you’re choosing for yourself or someone else, read each pair’s description carefully rather than assuming every winter boot has the same features. Waterproof construction is one consideration, not a complete picture of a boot’s winter performance. Review the care directions, too, and follow the recommendations for that particular leather and finish. A little attention at the outset helps make the choice a more personal, considered one.

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