Women's Winter Chelsea Boots
Women's winter Chelsea boots combine timeless style with everyday practicality, making them a favorite for cold-weather outings. With their classic silhouette and easy slip-on design, these boots bring together comfort and versatility for everything from morning errands to evenings by the fire. Explore a selection designed to keep you moving confidently through winter, with durable materials and thoughtful details that stand up to the season. Whether paired with jeans or leggings, women's winter Chelsea boots are ready for whatever the day brings.
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Women's Rugged Wellie® Chelsea Boots
A pair of black rubber Chelsea boots with EVA cushioning and VertiGrip outsole for wet conditions.
Pros: Fit Waterproof Quality Comfort Style
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Women's Eco Bay Knit Chelsea Boots
A pair of frost gray, vegan knit Chelsea boots offering sustainable materials, all-day comfort, and excellent traction.
Pros: Great fit Stylish look Excellent cushioning Very cute All-day comfort
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Women's Wellie® Sport Rubber Chelsea Boots
A lightweight, waterproof rubber Chelsea boot in deep water blue with a comfortable synthetic knit lining.
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Women's Blundstone 9500 High Top Chelsea Boots
A versatile pair of rustic black leather Chelsea boots with cushioned insoles and non-slip polyurethane outsoles.
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Women's Stonington Chelsea Boots, Suede
A pair of graphite suede Chelsea boots with sneaker-like comfort, moisture-wicking lining, and durable rubber outsole.
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Women's Camden Hills Chelsea Boots
A stylish oakwood Chelsea boot with full-grain leather, rubber outsole, and cushioned EVA footbed for comfort.
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Women's Stonington Chelsea Boots, Leather
A rugged dark oakwood leather chelsea boot with sneaker-like comfort and durable rubber outsole.
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Women's Blundstone Heeled Chelsea Boots
A versatile antique brown boot with a 2" heel, weatherproof leather upper, and cushioned midsole.
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Women's Sofft Emeree Wedge Chelsea Boots
A modern black suede Chelsea boot with a 2 3/4" wedge heel and non-slip rubber outsole.
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Women's NextVenture Boots, Chelsea
A tan Chelsea boot with waterproof nubuck uppers, cushioned EVA midsole, and Vibram rubber outsole for traction.
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Women's Bean Boots, 6.5" Chelsea
A brown leather and rubber Chelsea boot with waterproof bottom, chain-tread outsole, and easy pull-on design.
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Women's Bean Boots, 8" Shearling-Lined Insulated
A Maine-made boot with plush shearling lining, waterproof rubber bottom, and buttery-soft tumbled leather.
Pros: Waterproof Well-made Lightweight Warmth Comfortable
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Women's Snow Sneaker 5 Boots, Pull-On
A pull-on winter boot with suede leather, ColdShield insulation, and VertiGrip rubber outsole for snowy conditions.
Pros: Easy to pull on Comfort Warmth Good grip Well made
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Women's Rangeley Insulated Pac Boots, Ankle
A stylish and cozy mid snow boot with PrimaLoft® insulation and waterproof full-grain leather upper.
Pros: Perfect fit Well-made Stylish and cute Comfortable for winter activities Keeps feet warm
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Women's Stonington Boots, Moc Toe
A rugged dark oakwood leather boot with sneaker-like comfort, waterproof protection, and durable rubber outsole.
Pros: Great fit Versatile Comfortable Well made Looks great
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Women's Stonington Chukkas, Suede
A rugged, classic navy suede chukka boot with leather lining and VertiGrip rubber outsole for all-day comfort.
Pros: Comfortable design Good traction Bean quality Warmth Great appearance
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Women's Stonington Chukkas, Leather
A rugged dark cocoa leather chukka boot with sneaker-like comfort, polyurethane cushion, and VertiGrip rubber outsole.
Pros: High quality Great color Durable Good for thicker socks Comfortable
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Women's Mountainside Boots, Ankle Zip
A water- and stain-resistant nubuck leather boot with side zip, offering sneaker-like comfort and surefooted traction.
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Women's Teva Anaya Booties, Waterproof Side-Zip
A waterproof brown leather ankle boot with a side-zip, rubber outsole, and antimicrobial treatment for all-day comfort.
Pros: Perfect fit Good quality Holds up well in rain Warm and cozy Comfortable
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Women's Limited-Edition L.L.Bean Boots, 8" Heart
A limited-edition boot with leather hearts, crafted from water-resistant full-grain leather and durable rubber.
Pros: Fits well High quality Waterproof Stylish design Warmth
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Women's Bean Boots, 8" Fleece-Lined Insulated
A cozy fleece-lined boot with suede leather upper and waterproof rubber bottom, perfect for wet conditions.
Pros: Attractive look Good fit Comfortable to wear
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Women's Bean Boots, 8" Flannel-Lined Insulated
A Maine-made boot in soft leather with flannel lining, perfect for wet conditions and extra warmth.
Pros: High quality Perfect fit Soft leather Warmth Quick break-in
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Women's Storm Chaser 6 Quilted Pull-On Boots, Waterproof Insulated
A waterproof, insulated winter boot with recycled polyester quilted upper and durable VertiGrip rubber outsole.
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Adults' Blundstone 550 Chelsea Boots
An antique brown leather pull-on boot with superior shock absorption and cushioned comfort for all-day wear.
