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Product Recommendations

Boots & Booties That Elevated Your Fall & Winter Style

For your outfits from pumpkin patches to holiday street lights, women’s boots bring elevated flair to your seasonal looks. Ankle boots and booties in perforated suede or lightweight faux leather pair perfectly with pleated skirts and wide-leg denim.

Boot Styles to Match Every Moment

Moto boots and lug boots keep you moving from street fairs to rooftop parties with cushioned insoles and grippy soles. Cowgirl boots in classic tan or black or bold red or chrom add a playful Western twist to dress rompers and mini skirts. When you need a lift, stiletto boots and heeled booties let you dance until dawn, while knee-high boots in smooth leather or suede add instant polish to any look.

Effortless Fall Styling

Slip into ankle boots for a “too busy to think” day—just throw on shorts and a graphic tee. For a statement-making outfit, mix heeled boots with a flowy sundress and bold accessories.

Need inspo? Check out the Windsor blog’s 7 Chic Outfits With Dresses and Boots to see how these styles work all year round.

Discover classic everyday boots and trending styles with hardware accents—shop ankle boots, knee-high boots, moto boots, and more in Windsor’s fall and winter boot edit online, in-app, or at your nearest Windsor store.

What type of heels do boots have?

Boots can have various heel heights that change up their style, including flat, low, and high heels. These boot and bootie variations come in styles like a stiletto, block, and wedge. Flat boots and low-heel booties can offer comfort and are a must for the gal on the go, while stiletto heels have a sleek look showcasing a thinner-heeled boot made for creating sexy outfits. Other boot heel types you may see include block, stacked, or kitten heels. Block heel boots have a square shape, while stacked heels have variations within the design to make it appear as though the wood has been layered. A wedge heel or Cuban heel is a sturdier style with a flat sole, and kitten heels offer a slim, short heel for a chic vibe.

What is the difference between a woman's boot and a bootie?

Women’s boots and booties differ in the design of the shoe. Boots typically have an above-the-ankle height, such as combat boots, knee-high boots, or over-the-knee boots. Booties generally have an ankle-high or below-the-ankle fit. Both styles can have a tall heel, a low heel, or a flat sole.

  • Walk This Way Thigh High Boots

    Walk this way with that style bae! This perfect pair of thigh high boots truly go with everything in the closet! Pair with an over-sized tee, your fav denim, or even your little black dress!

    • Thigh high fit
    • Adjustable lace atop
    • Almond toe
    • Block heel
    • Inner zipper
    • Faux suede

    Style Number/Barcode: 07402-0142

    Category Name: Boots & Booties

    Price: $24.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Downtown Stroll Faux Suede Booties

    Take a stroll downtown, and keep it classic with a pair of point toe faux suede booties of course!

    • Ankle fit
    • Point toe
    • Elastic stretch sides
    • Low block heel
    • Faux suede

    Style Number/Barcode: 07403-0197

    Category Name: Boots & Booties

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rhinestone Buckle Stiletto Booties

    We will tell you right now, these are room commanding stiletto booties! The rhinestone buckle gives a subtle sparkling finish that can be just the amount of sparkle that your 'fit needs!

    • Ankle fit
    • Pointed toe
    • Skinny stiletto heel
    • Inner zipper
    • Large rhinestone buckle
    • Faux suede

    Style Number/Barcode: 07403-0251

    Category Name: Boots & Booties

    Price: $14.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Clearly The Right Choice Wedge Booties

    Clearly, these trendy sock booties are obvi the right choice babe.

    • Ankle fit
    • Pointed toe
    • Inner zipper closure
    • Clear lucite wedge heel

    Style Number/Barcode: 07403-0202

    Category Name: Boots & Booties

    Price: $24.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Madonna Vibe Lace Stiletto Thigh High Boots

    The definition of a Madonna is a virtuous beautiful woman, so basically u bb, play up those beautiful vibez with a little lace detail!

    • Thigh high fit
    • Sheer lace detailing
    • Stiletto heel
    • Pointed toe 
    • PVC inner pump

    Style Number/Barcode: 07402-0132

    Category Name: Boots & Booties

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Play It Up Lace Up Thigh High Boots

    Play up your look a little with a pair of thigh highs gurrl! We are lovin' a little lace up detail to add a lil somethin' to your look!

    • Thigh high fit
    • Lace up detailing
    • Almond toe
    • Block heel
    • Inner zipper closure
    • Faux suede

    Please be advised that this style runs 1/2 size small.

    Style Number/Barcode: 07402-0117

    Category Name: Boots & Booties

    Price: $27.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Live Lavishly Velvet Stiletto Boots

    Live a lavish lifestyle in velvet babe, these thigh highs are a sexy touch to ur outfit! Style this pair with an over sized tee, or dress them up with your fav weekend dress!

    • Thigh high fit
    • Pointed toe
    • Skinny stiletto heel
    • Inner zipper closure
    • Velvet 

    Please be advised this style runs 1/2 size small.

    Style Number/Barcode: 07402-0131

    Category Name: Boots & Booties

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All About The Mauves Thigh High Boots

    We are all about the mauve tones these days, and we are even more about a pair of mauve thigh highs!

    • Thigh high fit
    • Stiletto heels
    • Point toe
    • Inner zipper closure
    • Faux suede

    Style Number/Barcode: 07402-0130

    Category Name: Boots & Booties

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walkin' With A Purpose Ankle Fit Booties

    Walk the walk in a pair of faux suede ankle booties that give your look an effortless type of cool~

    • Ankle fit
    • Almond toe
    • Block heel
    • Soft inner lining
    • Inner zipper closure
    • Faux suede

    Style Number/Barcode: 07403-0145

    Category Name: Boots & Booties

    Price: $24.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Real Show Stopper Croc Embossed Stiletto Booties

    Ur a real show stopper with that style babee! Make a statement with every step you take in a pair of stiletto booties with all the right vibez.

    • Pointed toe
    • Lace up front
    • Inner zipper closure
    • Croc embossed
    • Faux leather
    • Skinny tall stiletto heel
    • Mid-calf fit

    Style Number/Barcode: 07403-0238

    Category Name: Boots & Booties

    Price: $39.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trend Alert Thigh High Platform Boots

    We know you bb, you're a trendsetter, not a follower, and these thigh high boots are right up ur alley!

    • Thigh high fit
    • Slip on
    • Round toe
    • Platform lug sole
    • Faux suede

    Style Number/Barcode: 07402-0139

    Category Name: Boots & Booties

    Price: $34.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Throw Some Shade In Suede Platform Booties

    Throw some shade with that walk girl! These platform booties give you a little height, and a lil' confidence with every step!

    • Ankle fit
    • Almond toe
    • Platform sole
    • High block heel
    • Inner golden zipper closure
    • Faux suede

    Style Number/Barcode: 07403-0224

    Category Name: Boots & Booties

    Price: $26.00 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Get To The Point Toe Over The Knee Boots

    Show your point with a subtle sparkle in every step you take doll! Level up your boot game when you throw a  little glitter in the mix!

    • Over the knee fit
    • Pointed toe
    • Block Heel
    • Adjustable lace atop
    • Inner zipper closure
    • Glitter reflects
    • Nylon knit

    Style Number/Barcode: 07402-0049

    Category Name: Boots & Booties

    Price: $32.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glitter Diva Ankle Sock Booties

    You'll be sparkling and shining in the Glitter Diva ankle sock booties! 

    • Point Toe
    • Ankle Fit
    • High Block Heel 
    • Glitter Mesh Knit Composition 

    Style Number/Barcode: 07403-0191

    Category Name: Boots & Booties

    Price: $34.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Touch Of Gold Velvet Thigh High Boots
    There's no harm in adding a touch of gold to your look! These velvet boots are designed with an almond toe, a zipper closure, a thigh high fit with an elasticity that keeps them in place, and a high golden block heel.

    Style Number/Barcode: 07402-0058

    Category Name: Boots & Booties

    Price: $23.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All Through The Night Glitter Sock Booties
    Glitter all through the night in these shimmering booties! Designed with a mid-calf fit, a point toe, and a high block heel. They have a zipper closure at the side and are composed of a mesh glitter material that sparkles with silver reflects!

    Style Number/Barcode: 07402-0056

    Category Name: Boots & Booties

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feelin' Fine In Rhine Stiletto Booties

    Feel oh so fine in radiant rhinestones in these statement making booties!

    • Ankle fit
    • Pointed toe
    • Inner zipper closure
    • Stiletto heel
    • All over rhinestone embellishment

    Style Number/Barcode: 07403-0199

    Category Name: Boots & Booties

    Price: $42.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Over The Knee Boots

    Level up your look with a pair of over the knee boots doll!

    • Almond toe
    • Over the knee fit
    • Inner zipper closure
    • 50% Faux suede
    • 50% Nylon
    • Low heel

    Style Number/Barcode: 07402-0145

    Category Name: Boots & Booties

    Price: $38.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Taking Names Faux Leather Lug Boots

    Kick a** and take names in this edgy pair of lug boots gurl!

    • Almond toe
    • Lug Sole 
    • Pleated detail
    • Short lug heel
    • Lug style sole
    • Inner zipper closure
    • Faux leather

    Style Number/Barcode: 07403-0175

    Category Name: Boots & Booties

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wanderlust Over The Knee Stiletto Boots

    You are a wanderlust, and have a desire for adventure, and a long with that you love to look good on your endeavors! And these thigh high boots will take u there babe!

    • Thigh high fit
    • Adjustable lace up detail
    • Almond toe
    • Inner zipper closure
    • Faux suede

    Style Number/Barcode: 07402-0035

    Category Name: Boots & Booties

    Price: $24.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • I'll Be Seeing You Around O-Ring Booties

    I'll be seeing you around with that mod style bby! We are so obsessed with vintage inspired booties at the moment, and who better to pull them off than u doll!

    • Ankle fit booties
    • O-ring resin detail
    • Zipper closure
    • Ivory pair is faux leather
    • Black pair is faux suede
    • Slanted block heel

    Style Number/Barcode: 07403-0171

    Category Name: Boots & Booties

    Price: $18.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Come Thru Snake Print Clear Heeled Booties

    Come thru with that style baby boo! We are loving a clear heel, so this is one for the girls that live for a trendy pair of snake print booties!

    • Ankle fit
    • Almond toe
    • Rectangular clear lucite heel
    • Inner zipper closure
    • Snake print pattern
    • Faux leather

    Style Number/Barcode: 07403-0214

    Category Name: Boots & Booties

    Price: $24.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here To Slay Faux Leather Combat Booties

    You are here to slay, and here to stay with that style gurl! These nude shiny faux leather booties are giving us life!

    • Over the ankle fit
    • Almond toe
    • Platform lug sole
    • Block heel
    • Lace up detail | Zipper closure
    • Shiny faux leather

    Style Number/Barcode: 07403-0165

    Category Name: Boots & Booties

    Price: $11.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep It Traditional Riding Boots

    Keep it traditional with a staple pair of faux leather riding boots this season!

    • Over the knee fit
    • Round toe
    • Low heel
    • Faux zipper at back of calf
    • Inner leg functioning hidden zipper 
    • Belt detail at the heel
    • Faux leather 

    Style Number/Barcode: 07402-0115

    Category Name: Boots & Booties

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance