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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.

  • Point The Way Peep Toe Faux Leather Bootie

    Peep that pedi girl in these booties! We love a little peep-toe action, and these booties are all about it! Style with an oversized jean jacket and large hat!

    Fit & Features

    • Open peep toe
    • Ankle fit
    • Inner zipper closure
    • Block heel 
    • Faux leather

    Style Number/Barcode: 07403-0267

    Category Name: Boots & Booties

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rhinestone Cowboy Faux Suede Booties

    Get the night kickin' like a rhinestone cowboy with these gems! Style with a pair of high waist denim shorts and simple white tee and let them be the star of the show!

    • Pointed toe
    • Western design
    • Gold hardware with gemstone detailing
    • Slip on fit
    • Low heel 
    • Faux suede

    Please be advised that this style runs half a size small 

    Style Number/Barcode: 07403-0289

    Category Name: Boots & Booties

    Price: $27.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On A Western Kick Croc Cowboy Booties

    A western kick but make it edgy too, ya feel? These booties look so good styled with a midi skirt, or a satin mini dress!

    • Pointed toe
    • Stacked Triangular heel
    • Cowboy western design
    • Shiny finish 
    • Crocodile print | No zipper
    • Faux leather

    Style Number/Barcode: 07403-0287

    Category Name: Boots & Booties

    Price: $46.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rock It Hun Platform Lug Boots

    Hun you are ready to rock a pair of platform boots! Style with nylons and a high waist skirt and you are edge and fierce and taking on the day!

    • Almond toe
    • Elastic stretch ankle
    • Inner zipper closure
    • Platform lug sole
    • Tall heel 
    • Faux leather

    Style Number/Barcode: 07403-0241

    Category Name: Boots & Booties

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Scoot N' Boogey Fringe Tan Cowboy Boots

    Yee-haw it's time to boot scoot n' boogey in these festival ready fringe boots babayy!

    • Knee high fit
    • Pointed toe
    • Croc embossed
    • Cowboy design
    • Padded lining
    • Inner zipper closure
    • Faux Leather

    Please be advised this style runs 1/2 big.

    Style Number/Barcode: 07402-0167

    Category Name: Boots & Booties

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scoot N' Boogey Fringe Leopard Cowboy Boots

    Yee-haw it's time to boot scoot n' boogey in these festival ready fringe boots babayy!

    • Knee high fit
    • Pointed toe
    • Leopard print pattern
    • Cowboy design
    • Padded lining
    • Inner zipper closure
    • Faux Suede

    Please be advised this style runs 1/2 big.

    Style Number/Barcode: 07402-0165

    Category Name: Boots & Booties

    Price: $30.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scoot N' Boogey Fringe Red Cowboy Boots

    Yee-haw it's time to boot scoot n' boogey in these festival ready fringe boots babayy!

    • Knee high fit
    • Pointed toe
    • Croc print pattern
    • Cowboy design
    • Padded lining
    • Inner zipper closure
    • Faux leather

    Please be advised this style runs 1/2 big.

    Style Number/Barcode: 07402-0166

    Category Name: Boots & Booties

    Price: $39.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kickin' It Faux Leather Lace Up Booties

    Kick 'em to the curb in a pair of edgy booties! Style with leggings and an over-sized tee for a comfy yet cube vibe!

    • Round toe
    • Lug sole
    • Lace up front
    • Inner zipper closure
    • Ankle fit
    • Faux leather

    Style Number/Barcode: 07403-0233

    Category Name: Boots & Booties

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Miss Mod Point Toe Booties

    We are loving that vintage retro-mod style, and you pull them off like a groovy 70's babydoll!

    • Faux leather
    • Point toe
    • Zipper closure
    • Low block heel

    Style Number/Barcode: 07403-0166

    Category Name: Boots & Booties

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Vic Victorian Stiletto Booties

    Vintage inspired but totally of the moment, these Victorian-style stilettos have appeal for the ages! Booties feature a pointed toe, short shaft, lace-up tie front, side zipper, and spindly stiletto heels. Boots are made from a faux suede material.

    Style Number/Barcode: 07403-0069

    Category Name: Boots & Booties

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On A Western Kick Croc Metallic Cowboy Booties

    A western kick but make it edgy too, ya feel? These booties look so good styled with a midi skirt, or a satin mini dress!

    • Pointed toe
    • Stacked Triangular heel
    • Cowboy western design
    • Shiny chrome finish 
    • Crocodile print | No zipper
    • Faux leather

    Style Number/Barcode: 07403-0288

    Category Name: Boots & Booties

    Price: $11.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lone Ranger Knee-High Western Boots

    This is the moment we have all been waiting for! Knee-high western boots, ugh, perfection! Style these beauties with a mini dress and let the compliments roll in! The boots feature a knee-high fit, pointed toe, a western design. 

    Fit & Features

    • Pointed toe
    • Knee-high fit
    • Inner zipper closure
    • Western design
    • Block heel
    • Faux leather material

    Style Number/Barcode: 07402-0164

    Category Name: Boots & Booties

    Price: $12.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Let's Get Crazy Zebra Print Combat Boots

    Get a lil' cray with these adorable statement boots! Perfect for that all black 'fit! Style with leggings and black crew neck sweater and make it pop!

    • Round toe
    • Inner zipper closure
    • Lace up font
    • Low lug heel
    • Zebra print pattern

    Style Number/Barcode: 07403-0265

    Category Name: Boots & Booties

    Price: $20.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Command Combat Booties

    Grab everyone's attention when you slip into these booties! Stand tall and flaunt that boss babe energy! 

    • Over The Ankle Fit
    • Almond Toe
    • Front Lace-Up I Side Zipper Closure
    • Lug Sole I Block Heel 
    • Elastic Goring On Sides I Pull Tab 
    • Faux Leather 

    Style Number/Barcode: 07403-0273

    Category Name: Boots & Booties

    Price: $11.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All Things Femme Faux Suede Booties

    Keep it femme and romantic with a touch of edge when you style these point toe booties with your cut off denim!

    • Ankle fit
    • Pointed toe
    • Block heel
    • Inner zipper closure
    • Silver hardware
    • Faux suede

    Style Number/Barcode: 07403-0236

    Category Name: Boots & Booties

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Little Details Faux Leather Booties

    It's all in the details when it comes to these faux leather booties! Pair them with a pair of black skinny jeans and leather jacket!

    • Pointed toe
    • Faux leather
    • Ankle fit
    • Clear low heel
    • Inner zipper closure

    Style Number/Barcode: 07403-0252

    Category Name: Boots & Booties

    Price: $12.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Closet Staple Faux Leather Ankle Booties

    A pair of white, and black ankle booties are a def closet staple! Practically style with anything, but our fav way to style rn is with an over-sized tee or hoodie!

    • Almond toe
    • Over the ankle fit
    • Inner zipper closure
    • Faux leather 
    • Medium block heel

    Style Number/Barcode: 07403-0263

    Category Name: Boots & Booties

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • White Rhinestone Cowgirl Fringe Booties

    Western but like glam too, am I right? So obsessed with these rhinestone fringe booties, style with a graphic tee and skinnnies, and if ur feeling a little daring, top it all off with wide brim panama hat!

    • Pointed toe
    • Low heel
    • Cowboy western design
    • Inner zipper closure
    • Iridescent rhinestone fringe trim
    • Faux leather 

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

    Style Number/Barcode: 07403-0280

    Category Name: Boots & Booties

    Price: $38.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shimmer And Shine Rhinestone Cowboy Boots

    Western goes glam with these rhinestone cowboy boots! Shimmer and shine at concerts, festivals, or bachelorettes in these statement boots designed with a pointed toe and calf length shaft for a sleek look.

    Fit & Features

    • 3.5” Block heel, 7" leg opening, 13" shaft height
    • Pointed toe
    • Inner zipper closure
    • Calf length height
    • All-over rhinestone embellishments
    • Metallic fabric
    • Runs true to size

    Style Number/Barcode: 07402-000019

    Category Name: Boots & Booties

    Price: $30.90

    Availability: In Stock

    Available Color: SILVER

    Available Size: 5.5, 6.5

  • Black Rhinestone Cowgirl Fringe Booties

    Western but like glam too, am I right? So obsessed with these rhinestone fringe booties, style with a graphic tee and skinnnies, and if ur feeling a little daring, top it all off with wide brim panama hat!

    • Pointed toe
    • Low heel
    • Cowboy western design
    • Inner zipper closure
    • Iridescent rhinestone fringe trim
    • Faux suede

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

    Style Number/Barcode: 07403-0281

    Category Name: Boots & Booties

    Price: $46.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Sleek Block Heel Booties

    Take these perfectly polished babes from work to weekend without a hitch! Booties feature a, faux leather outer, a gently pointed toe, a low shaft with back zip, and a stabilizing, medium-height block heel. Complete look with a shacket and skinny jeans.

    Fit & Features

    • Around the ankle fit
    • Back zipper closure
    • Pointed toe
    • Block heel
    • Faux leather material
    • Runs small to size


    Please be advised that these boots run a 1/2 size too small.

    Style Number/Barcode: 07403-0228

    Category Name: Boots & Booties

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Sleek Crock Block Heel Booties
    Take these perfectly polished babes from work to weekend without a hitch! Booties feature a, faux leather outer with croc embossing, a gently pointed toe, a low shaft with back zip, and a stabilizing, medium-height block heel.

    Style Number/Barcode: 07403-0229

    Category Name: Boots & Booties

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Walk In The Park Lug Heeled Booties

    Walk through the winter leaves in the cutest pair of lug heeled booties this winter! Pair these booties with your fav skinny jeans, or tights, a mini skirt, and over-sized sweater!

    • Ankle fit
    • Elastic sides with stretch
    • Block heel
    • Almond toe
    • Inner zipper closure 
    • Faux nubuck
    • Lug style sole

    Style Number/Barcode: 07403-0262

    Category Name: Boots & Booties

    Price: $30.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Scoot N' Boogey Fringe Cowboy Boots

    Yee-haw it's time to boot scoot n' boogey in these festival ready fringe boots babayy!

    • Knee high fit
    • Pointed toe
    • Croc print pattern
    • Cowboy design
    • Padded lining
    • Inner zipper closure
    • Faux leather

    Please be advised this style runs 1/2 big.

    Style Number/Barcode: 07403-0270

    Category Name: Boots & Booties

    Price: $30.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance