With winter on the way, temperatures are falling, holiday parties are kicking off and the footwear of the season — boots — is top of mind for us.
Whether you’re looking to protect your feet from cold, slushy days or want to cut a rug in style (and comfort!), we’ve got our eye on some of the best women’s styles available for the season.
Below, you’ll find standout pairs from brands you know and love like Cole Haan, whose waterproof Chelsea booties are the perfect chocolate brown shade to be on-trend in 2025.
Jewelry titan Kendra Scott has jumped into the boot game, recently launching a gorgeous line of ornate, feminine cowboy boots via Yellow Rose by Kendra Scott. Rich leather and romantic scalloping blend softness and Western edge, adding the perfect punch to jeans, dresses, suits or any other cool weather look you put together this season.
Duo Boots are also a top pick thanks to their classic British design and a revolutionary calf sizing system that comes in eight different widths, so you can find your perfect fit. They’re an investment but one that pays for itself after many seasons of comfortable wear.
In addition to these standouts, you can find trending waterproof options from Hunter, cozy options from Bearpaw and many more. Shop them all below!
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Knee-high boots
Knee-high boots are a secret weapon in every woman’s closet. They can be gorgeously crafted and super comfortable like the Marvels, a little sassy and bold like the red Sam Edelman pair below (perfect for dancing!), comfortable enough for everyday wear like this mid-block heel pair from Aerosoles, or trendy and versatile like the Steve Madden Riggs. And don’t forget a classic pair of riding boots or kitten heels to round out the collection!
Marvel Knee High Boots in Black Leather
Sam Edelman Signature Collection Dane Boot
Comfortable Women’s Mid Block Heel Boot In Brown Suede
Mini Square-Toe Slouchy Knee-High Kitten Heel Boots
Ankle boots
Ankle boots are a shoe closet staple, and we’ve curated a variety of styles to help you achieve various moods with your daily ensembles: Dr. Martens add a tough edge and touch of burgundy to any look for instant cool-girl points, Dr. Scholl’s is the ideal and affordable basic that belongs in every closet, and brown suede low block heels are a seasonal must-have, with appeal that reaches beyond the trend cycle while falling perfectly in sync with it as well.
Dr. Scholl’s Reverie Bootie
Dr. Martens 2976 Quad Chelsea
Comfortable Women’s Low Block Heel Bootie In Brown Suede
DREAM PAIRS Women’s Ankle Boots
Waterproof boots
Stomping around in puddles just got a lot more fun thanks to these waterproof, winter-perfect boot styles. Hunter is having a moment in the spotlight thanks to styles like the Diana rain boot and the brand’s classic wellies that pair well with preppy trends we’re seeing everywhere for fall and winter, while the Cecily boot offers protection from wet conditions with everyday sophistication. For outdoor activities, you can’t go wrong with an adorable pair of Sperry duck boots.
Women’s Lyndon Waterproof Chelsea Booties
Cecily Waterproof Knee High Boot
Hunter Women’s Diana Waterproof Rain Boot
Hunter Original Tall Boot
Western boots
As mentioned above, Kendra Scott’s new boots are represented here alongside heirloom-quality brand Dingo 1969 with the Wild Fire boots, a fresh take on the classic Western boot shape. The cow-print Dolce Vita pair is super hot for winter 2025 and selling fast at DSW, and Sofft’s Tabitha boots are a subdued take on the look with top-notch construction and a timeless feel so you can wear them for years to come.
Dingo 1969 Wild Fire Western Boots
Warm, cozy boots and slippers
Perfect for wearing around the house or to run casual errands, you can’t go wrong with a classic pair of UGGs in a fun leopard print or the super popular BEARPAW Emma short boots that have buyers raving in over 14,000 reviews on Amazon. Dearfoams are more of a stay-home style, but after slipping into these ourselves, we knew they had to show up in the “cozy” category — you won’t believe the comfort the memory foam provides!
UGG Classic Ultra Mini Caspian
BEARPAW Emma Short Women’s Classic Winter Slip On Boots
Fireside By Dearfoams Women’s Sydney Slippers, Genuine Shearling Suede Scuffs, Memory Foam Slip-in House Shoes
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