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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.

  • Sleek Strut Faux Leather Under-The-Knee Boots

    Fit & Features

    • 3.5" Block heel, 7" leg opening, 13" shaft height
    • Faux leather material, sheen-like finish
    • Under-the-knee height
    • Pointy toe
    • Complete inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1032

    Category Name: Boots & Booties

    Price: $19.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Homestead Chic Western Faux Leather Boots

    These chic faux leather boots bring the wild west to your wardrobe. With a square toe and buckle strap, they're perfect for strutting your stuff in style.

    Fit & Features

    • 3" Stacked block heel, 6.5" leg opening, 8" shaft height
    • Square toe
    • Buckle strap design 
    • Western-style 
    • Below-the-knee shaft 
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1101

    Category Name: Boots & Booties

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Get Struttin' Under-The-Knee Faux Suede Cowboy Boots

    Get struttin' in these faux suede cowboy boots made to be shown off at festivals, concerts, or country bars! These faux suede boots feature a pointed toe and stacked block heel for a sleek look. The inner zipper closure makes them easy to slip on, while the under-the-knee length and western-stitching design add a touch of western flair. Complete the look in a cowboy hat.

    Fit & Features

    • 2.5" Stacked Block Heel
    • Pointed toe
    • Inner zipper closure
    • Under-the-knee length
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-1002

    Category Name: Boots & Booties

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

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  • Trendy Strut Faux Leather Over-The-Knee Boots

    Make every strut trendy in these faux leather over-the-knee boots featured in a scrunched design with a comfortable block heel. Pair with a trench coat.

    Fit & Features

    • Block heel
    • Faux leather material
    • Closed-pointed toe
    • Scrunch-ruched detail
    • Over-the-knee fit
    • Inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1045

    Category Name: Boots & Booties

    Price: $9.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Sleek Western Vibe Thigh High Cowboy Boots

    Bring the sleek Western vibe in these sexy thigh-high cowboy boots with Western-inspired embroidery and an inner zipper closure to secure the style.

    Fit & Features

    • Stacked block heel
    • Pointed-toe
    • Thigh-high shaft length
    • Western-inspired embroidery
    • Inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1126

    Category Name: Boots & Booties

    Price: $19.97 $66.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Rodeo Drive Western Faux Leather Cowboy Boots

    Kick up your style in these western cowboy boots at bachelorettes, festivals, or concerts! They feature a sleek square toe, stacked block heel, and western-inspired stitch designs, these under-the-knee boots are the perfect addition to your country kicks. Complete the look with a cowboy hat.

    Fit & Features

    • 3" Stacked block heel
    • 7" leg opening and a 8" shaft height
    • Square toe
    • Under-the-knee length shaft
    • Faux leather material, western stitch designs
    • Runs true to size

    Style Number/Barcode: 07402-1013

    Category Name: Boots & Booties

    Price: $12.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amp It Up Faux Leather Platform Boots

    Amp up your cold-weather 'fits with these sleek faux leather platform boots with an above-the-ankle height. They feature a trendy square-shaped toe, an inner zipper closure for effortless styling, and a tall block heel.

    Fit & Features

    • 4" Tall block heel, 5" leg opening, 3.5" shaft height
    • Faux leather material
    • Above-the-ankle height
    • Square toe
    • Inner zipper closure
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07403-1803

    Category Name: Boots & Booties

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Vibes Cable Knit Platform Slippers

    These cozy cable knit platform slippers shoes bring ultimate comfort with faux suede and a chic cable knit foldover. Perfect for lounging in style with a playful platform sole.

    Fit & Features

    • Faux suede material
    • Almond toe
    • Cable knit foldover design
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07408-0117

    Category Name: Boots & Booties

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • High Stakes Faux Leather Lug Booties

    These faux leather lug booties will up your fashion game with their high style! They feature a round toe, sturdy lug sole, and short block heel offering a mix of function and fashion with elasticized side inserts for easy on-and-off styling. Complete the look in a sleek moto jacket.

    Fit & Features

    • Round toe
    • Sturdy lug sole and short block heel
    • Elasticized side inserts
    • Easy on-and-off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1663

    Category Name: Boots & Booties

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Cozy Feels Faux Sherpa Lined Platform Booties

    Slip into these cozy faux sherpa lined platform booties perfect for casual coffee and hanging with friends watching movies! Pair with a crop jacket and leggings.

    Fit & Features

    • Faux sherpa interior lining
    • Above ankle-fit
    • Round toe
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07403-1791

    Category Name: Boots & Booties

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Major Bling Rhinestone Faux Leather Cowboy Boots

    These iconic rhinestone faux leather cowboy boots will bring the bling with every step! Designed with a faux leather material, these below-the-knee boots are embellished with all-over rhinestones for a major glitzy vibe. The boots feature a stacked block heel, a pointed toe, a trendy scrunched design, and pull tabs for easy on-and-off styling. Complete your look for bachelorette or birthday parties with rhinestone hair clips!

    Fit & Features

    • 3" Stacked block heel
    • Below-the-knee height, pull tabs
    • Faux leather material
    • Rhinestones
    • Pointed toe
    • Scrunched design
    • Runs true to size

    Style Number/Barcode: 07403-1775

    Category Name: Boots & Booties

    Price: $54.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Statement Under-The-Knee Faux Leather Boots

    These stylish faux leather boots feature a sleek pointed-toe and an under-the-knee length shaft perfect for styling with your favorite bottoms and tights. 

    Fit & Features

    • 3.5" Block heel, 7" leg opening, 14.5" shaft height
    • Faux leather material
    • Pointed-toe
    • Inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1030

    Category Name: Boots & Booties

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Moment Faux Leather Croc-Embossed Under the Knee Boots

    Create a chic moment with under-the-knee boots that bring the drama! The faux leather boots feature a trendy faux croc-embossed pattern, pointy toe, an inner zipper closure, and a sturdy block heel. Complete look with a sweater dress! 

    Fit & Features

    • 3.5” Block heel, 7" leg opening, 15" shaft height
    • Under the knee-length
    • Pointy toe
    • Faux leather material
    • Faux croc-embossing
    • Inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1024

    Category Name: Boots & Booties

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Back to Basics Knit Ankle Booties

    Bring your look back to basics with a smooth knit bootie to compliment your style staples! The booties feature an above-the-ankle fit, a pointy toe, and a sturdy block heel. Complete with a cardigan and high waist jeans! 

    Fit & Features

    • 3.5" Block heel, 4" leg opening, 6" shaft height
    • Smooth knit material 
    • Pointy toe
    • Above-the-ankle fit
    • Runs true to size

    Style Number/Barcode: 07403-1794

    Category Name: Boots & Booties

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Western Edge Studded Cowboy Boots

    Bring some western edge to your going-out looks with these trendy cowboy boots. Featuring a below-the-knee height, the sleek studded western design will level up your 'fits.

    Fit & Features

    • Stacked block heel
    • Faux suede material
    • Studded western design
    • Pointed toe
    • Below-the-knee height
    • Runs true to size

    Style Number/Barcode: 07402-1095

    Category Name: Boots & Booties

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Country Babe Under-The-Knee Cowboy Boots

    Showcase an adorable strut in these under-the-knee cowboy boots that will have you giving off country babe vibes! Made with sleek faux leather with western-style embroidery, they feature a pointed toe and a stacked block heel for comfortable wear. Pair with a skater dress for a cute and casual date look.

    Fit & Features

    • 2.5" Stacked block heel
    • 7" Leg opening and a 6" shaft height
    • Faux leather material
    • Western embroidery
    • Under-the-knee shaft
    • Pointed toe
    • Runs true to size

    Style Number/Barcode: 07402-0951

    Category Name: Boots & Booties

    Price: $42.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country At Heart Under-The-Knee Cowboy Boots

    Show your love for country style with these under-the-knee cowboy boots, the perf addition to your fave 'fits. Designed with trendy western-style embroidery, they feature a classic pointed toe, an inner zipper closure for effortless on-and-off styling, and a stacked block heel for comfortable wear. Pair with a flowy short dress for a country concert!

    Fit & Features

    • 2.5" Stacked block heel, 7.5" leg opening, 7.5" shaft height
    • Western embroidery
    • Under-the-knee shaft, pointed toe, inner zipper closure
    • White boots are faux leather material
    • Taupe boots are faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07402-1033

    Category Name: Boots & Booties

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • New Frontier Western O-Ring Booties

    Enter a new frontier in these western booties for the cutest look out west! The boots are designed with a trendy O-ring insert and an inner zipper closure that secures the style.

    Fit & Features

    • Stacked block heel
    • Pointed-toe
    • Inner zipper closure
    • O-ring insert
    • Ankle-length shaft
    • Black is faux leather
    • Brown is faux suede
    • Runs true to size

    Style Number/Barcode: 07403-1853

    Category Name: Boots & Booties

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Clearly Chic Lucite Heel Boots

    These lucite heel boots are clearly a chic choice! They feature an almond toe, thin block heel, a side zipper, hit below the knee. Style with skinny jeans.

    Fit & Features

    • Almond toe
    • Thin lucite block heel
    • Side zipper
    • Below the knee length
    • Faux leather materials
    • Runs true to size

    Style Number/Barcode: 07402-0778

    Category Name: Boots & Booties

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Made For Struttin' Basic Faux Leather Booties

    These basic faux leather booties were made for struttin'! They feature a pointed toe, an inner zipper closure, and a sleek block heel that elevates the style. Complete the look in a chic blazer.

    Fit & Features

    • 3.5" Block heel
    • Pointed toe
    • Inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1787

    Category Name: Boots & Booties

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • What A Beaut Faux Leather Cowboy Boots

    Add these beaut cowboy boots to your rodeo lineup! They feature a pointed-toe and inner zipper closure that secures the style and a below-the-knee shaft length with a western-inspired pattern on faux leather material. Complete the look for bachelorettes, concerts, or a country bar with a cowboy hat.

    Fit & Features

    • 2.5" Stacked block heel
    • 6.5" leg opening and a 7" shaft height
    • Below-the-knee shaft length
    • Pointed toe
    • Inner zipper closure
    • Western pattern, faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1010

    Category Name: Boots & Booties

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country Era Faux Leather Under-The-Knee Cowboy Boots

    Enter your country-girl era with these totally fab cowboy boots! Made with sleek faux leather material, these under-the-knee boots feature a pointed toe, a sturdy block heel for comfortable wear, a western-inspired stitched design, and pull tabs for effortless on-and-off styling. Pair with a flirty short dress and hoop earrings for a concert or party!

    Fit & Features

    • 3" Block heel
    • 8" Leg opening and a 11" shaft height
    • Under-the-knee shaft
    • Faux leather upper
    • Pointed toe
    • Pull tabs
    • Runs true to size

    Style Number/Barcode: 07402-1012

    Category Name: Boots & Booties

    Price: $11.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow Up Cowgirl Metallic Booties

    Have a major glow up in these cowgirl metallic booties perfect for shining at concerts, festivals, or line dancing! It is designed with a pointed toe, stacked block heel, and trendy western-inspired stitching on the metallic faux leather material. Complete the look in a cute denim jumpsuit.

    Fit & Features

    • 2.5" Stacked block heel
    • 6" leg opening and a 5" shaft height
    • Metallic faux leather material
    • Pointed toe
    • Western-inspired stitching
    • Runs true to size

    Style Number/Barcode: 07403-1780

    Category Name: Boots & Booties

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Fave Buckle Strap Faux Leather Ankle Booties

    Bring the edge with these buckle strap faux leather ankle booties perfect for styling with a coat.

    Fit & Features

    • Block heel
    • Patent faux leather material
    • Ankle-high design
    • Square toe
    • Elastic gore, buckle strap accent
    • Inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07403-1805

    Category Name: Boots & Booties

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free