10 Best Stylish Winter Boots of September 2025

List of Top Rated Stylish Winter Boots from thousands of customer reviews & feedback.

Updated On Sep 2025

1,894 Reviews Studied

By Customer Ratings

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Sorel - Women's Emelie Chelsea Waterproof Ankle Boots, Black, 9.5 M US Read Review

  • WATERPROOF TECH: Designed to keep your feet happy, dry and protected when foul weather strikes; Waterproof coated luxe full-grain leather upper and flawless, seam-sealed waterproof construction
  • ALL-DAY COMFORT: Built for all-day, everyday wear; Ultra-comfortable die cut memory EVA footbed, sturdy block heel and molded rubber outsole for superior comfort and support
  • GOES-WITH-ANYTHING: Sleek, contemporary craftsmanship meets signature design for a durable, lightweight boot that's effortlessly stylish and perfectly practical
  • INDOORS AND OUT: Wear them to the office, then take them outside; Elasticated side panels and pull tabs make them easy to pull on and take off
  • HERITAGE ROOTS: Since 1962, SOREL has been dedicated to designing and crafting ultra-functional all-season footwear with a fashion-forward point of view

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Ariat Men's Terrain H2O Hiking Boot, Copper, 8.5 D US Read Review

  • Ankle-high hiker in waterproof leather with protective heel and toe overlays in contrast tone
  • Combination eyelets and ghillie lacing
  • Waterproof membrane construction
  • Moisture-wicking lining. Gel-cushioned footbed with heel stabilizer delivers support, rebound, and stability
  • Shock absorbing EVA foam midsole
  • Duratread outsole

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Columbia Women's ICE Maiden II Snow Boot, Black, Grey, 7 B US Read Review

  • ADVANCED TECHNOLOGY: This Columbia Women's Ice Maiden II boot features Techlite lightweight midsole for long lasting comfort, superior cushioning, and high energy return as well as Omni-Grip advanced traction rubber sole for slip-free movement.
  • HANDY FEATURES: This women's winter boot is crafted of waterproof leather and textile construction and 200g insulation to keep you warm and dry during the worst of weather.
  • ADJUSTABLE FEATURES: The Ice Maiden II winter boot features a lace-up closure for an adjustable, secure fit.
  • FEMININE STYLE: This women's waterproof winter boot delivers a lux, feminine look that's versatile and stylish. Fit tip-it runs true to size. Features seam sealed membrane bootie construction
  • This Columbia Women's Ice Maiden II winter boot is lightweight with a waterproof, insulated construction. It's perfect for winter's worst days.

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Skechers Men's Relaxed Fit Segment - Dorton Boot,Dark Brown,9 M US Read Review

  • Rounded plain toe front. Side embossed with s-logo
  • Reinforced stitched seams

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Leisfit Stylish Waterproof Winter Snow Boots Insulated Leather Hiking Boots for Men Dark Brown 10 Read Review

  • Shaft measures approximately 4.75" from arch. Heel measures approximately 1.77".
  • Premium leather upper, combined with Waterproof seam-sealed construction to keep your feet dry and comfortable.
  • Padded collar protects your ankles and adds comfort, rustproof speed lace hardware with hooks at top for secure lacing.Toe Protection: Rubber toe bumper protects your toes when tiRed feet get clumsy.
  • Compression molded EVA midsole and footbed provide lightweight cushioning and shock absorption.
  • Outdoor hiking Boots feature Omni-Grip technology to provide excellent traction and grip in a variety of environments.

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Koolaburra by UGG Women's Victoria Tall Fashion Boot, Cinder, 07 M US Read Review

  • Fixed, decorative bows
  • Exposed sheepskin
  • Combination sheepskin/faux fur lining and insole
  • Thinsulate sockliner

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Columbia Women's Minx III Mid Calf Boot, black, ti grey steel, 9 Regular US Read Review

  • Omni-Grip non-marking traction rubber
  • Waterproof woven synthetic textile with faux-fur collar and tongue lining. Omni-Tech waterproof breathable seam-sealed membrane bootie construction. 200g insulation. Rated -25F/-32C. Omni-Heat reflective lining
  • Removable contoured PU footbed.

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Clarks Women's Emslie Twist Fashion Boot, Black Leather/Suede Combi, 7.5 M US Read Review

  • Heel Height 2.16 inches
  • Boot Shaft Height 4.13 inches
  • Boot Shaft Circumference 9.44 inches
  • OrthoLite footbed
  • Cushion Soft technology

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Columbia Men's Peakfreak Venture MID Waterproof Omni-Heat Hiking Boot, Black, Sanguine, 12 D US Read Review

  • Lace-up trail shoe featuring waterproof upper and omnitech seam-sealed membrane
  • Techlite midsole

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Columbia Women's Minx Shorty III Ankle Boot, Black, Pebble, 8 Regular US Read Review

  • Omni-Grip non-marking traction rubber
  • Removable contoured PU footbed
  • Waterproof woven textile and suede with faux-fur collar and tongue lining. Omni-Tech waterproof breathable seam-sealed membrane bootie construction. 200g insulation. Rated -25F/-32C. Omni-Heat reflective lining.