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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.

  • Flashy Glam Sequin Stiletto Boots

    Show up and slay in these iconic sequin stiletto boots that will showcase flashy glam vibes! They feature a mid-calf height with a shimmering sequin chain-link draped design, a pointed toe, and a sleek stiletto heel. Style these boots with a bodycon dress and a moto jacket for such a fab going-out look.

    Fit & Features

    • Mid-calf height
    • Sequin chain-link draped design
    • Pointed toe
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0942

    Category Name: Boots & Booties

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkle Time Rhinestone Western Ankle Booties

    It's always sparkle time with these totally fab rhinestone western ankle booties! They feature an above-the-ankle height with rhinestone-adorned pull tabs, a pointed toe with a rhinestone-embellished toe cap design, a stacked block heel, and western-style seams on the sleek faux leather material. Pair these boots with a sleek clutch to complete your 'fit for a concert.

    Fit & Features

    • Above-the-ankle height
    • Rhinestone pull tabs
    • Pointed toe, rhinestone toe cap design
    • Stacked block heel
    • Western-style seams
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1733

    Category Name: Boots & Booties

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Staple Block Heel Over-The-Knee Boots

    These chic block heel over-the-knee boots are a staple you'll love to style up this season! They feature an over-the-knee height, a complete inner zipper closure for easy on-and-off wear, an almond-shaped toe, and a block heel. The boots have a trendy design of microsuede at the front with smooth spandex at the back. Pair these boots with a sweater dress and a fringe scarf. 

    Fit & Features

    • Over-the-knee height
    • Complete inner zipper closure
    • Almond-shaped toe
    • Block heel
    • Half microsuede material
    • Half lycra material
    • Runs true to size

    Style Number/Barcode: 07402-0983

    Category Name: Boots & Booties

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All That Bling Rhinestone Stiletto Booties

    These fabulous rhinestone stiletto booties will bring that bling and gleam all night long. They feature an above-the-ankle height, an inner zipper closure for easy on-and-off wear, a trendy pointed toe, a sleek stiletto heel, and all-over baguette-shaped rhinestone embellishments for an ultra-glam sheen. Style these boots with a bodycon dress and a metallic clutch for your next GNO!

    Fit & Features

    • Above-the-ankle height
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Baguette rhinestone embellishments
    • Runs true to size

    Style Number/Barcode: 07403-1670

    Category Name: Boots & Booties

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stomp It Up Thigh-High Lug Boots

    Stomp it up in these faux leather lug boots to elevate your everyday style! They feature a round toe, inner zipper closure, a sturdy lug sole, and a thigh-high shaft with an elastic insert and tie for easier on-and-off styling. Complete the look in a basic smooth knit dress and jacket!

    Fit & Features

    • Round toe
    • Inner zipper closure
    • Sturdy lug sole
    • Thigh-high shaft, elastic insert and tie
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0984

    Category Name: Boots & Booties

    Price: $4.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Statement Platform Under-The-Knee Boots

    These of-the-moment platform boots will make a trendy statement this season! They feature an under-the-knee height with a simple pull-on design, a classic round toe, a chunky platform lug sole, and a short block heel. The boots are composed of a smooth matte jelly-like rubber material. Complete your cold-weather look with a plaid shacket!

    Fit & Features

    • Under-the-knee height
    • Pull-on design
    • Round toe
    • Platform lug sole
    • Short block heel
    • Matte rubber material
    • Runs true to size

    Style Number/Barcode: 07402-0986

    Category Name: Boots & Booties

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Allure Under-The-Knee Combat Boots

    These sleek faux leather combat boots will give your fall 'fits that edgy allure! They feature an under-the-knee height, a round toe, a complete lace-up front design, an inner zipper closure for comfortable wear, a platform lug sole, and a block heel. Style with a mini skirt and a cropped sweater.

    Fit & Features

    • Under-the-knee height
    • Round toe
    • Complete lace-up design, tie closure
    • Inner zipper closure
    • Platform lug sole, block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0914

    Category Name: Boots & Booties

    Price: $26.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • That Western Heat Cowboy Thigh-High Boots

    Bring the heat to the wild wild west in these cowboy thigh-high boots! The western boots feature a square toe, chunky platform sole, curved block heel, an inner zipper closure, and an over-the-knee shaft height with Western-style embroidery. Complete the look with a trendy cowboy hat for a bachelorette or country concert!

    Fit & Features

    • Square toe
    • Chunky platform sole and curved block heel
    • Inner zipper closure
    • Thigh-high, over-the-knee shaft height
    • Western style embroidery
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0962

    Category Name: Boots & Booties

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Repeat Flat Over-The-Knee Boots

    These must-have flat over-the-knee boots will be styled on repeat all season long. They feature a fitted over-the-knee design, an inner zipper closure that runs down the length of the boot, an almond-shaped toe, and a flat sole with a short block heel. The boots have a trendy design of sleek faux leather at the front with smooth spandex at the back. Pair with a sweater dress for such a chic winter look.

    Fit & Features

    • Fitted over-the-knee design
    • Complete inner zipper closure
    • Almond toe
    • Flat sole, short block heel
    • Half faux leather material
    • Half lycra material
    • Runs true to size

    Style Number/Barcode: 07402-0980

    Category Name: Boots & Booties

    Price: $11.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In Command Platform Faux Leather Over-The-Knee Boots

    You'll be in command of the style scene in these sleek platform over-the-knee boots! They feature a fitted over-the-knee design, an inner zipper closure for easy on-and-off styling, a round toe, a trendy platform lug sole, and a block heel. The faux leather material will give off an edgy chic sheen. Pair these boots with a cargo mini dress!

    Fit & Features

    • Fitted over-the-knee design
    • Inner zipper closure
    • Round toe
    • Platform lug sole, block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0940

    Category Name: Boots & Booties

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Strut Faux Leather Fitted Knee-High Boots

    Show off a sleek strut in these trendy faux leather knee-high boots. They feature a chic fitted knee-high design with an inner zipper closure for easy on-and-off styling, a curved square-shaped toe, and a block heel. Pair these boots with an oversized blazer.

    Fit & Features

    • Fitted knee-high design
    • Curved square toe
    • Block heel
    • Inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0929

    Category Name: Boots & Booties

    Price: $20.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strut Your Stuff Lace-Up Over-The-Knee Boots

    Strut your stuff in these faux suede boots perfect for elevating every outfit! They feature an almond toe, a block heel, an inner zipper closure, and an eye-catching lace-up back along the over-the-knee shaft. Complete the look in a trendy denim crop jacket.

    Fit & Features

    • Almond toe
    • Block heel
    • Inner zipper closure
    • Lace-up back
    • Over-the-knee shaft
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0982

    Category Name: Boots & Booties

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashion Diva Rhinestone Fold-Over Denim Boots

    These fab rhinestone fold-over denim boots were made for a fashion diva like yourself! They feature a mid-calf height, a trendy fold-over design embellished with all-over sparkling rhinestones, a pointed toe, and a comfortable wedge heel. Style with a bodycon dress for a country bar!

    Fit & Features

    • Mid-calf height
    • Fold-over design
    • Rhinestone embellishments
    • Pointed toe
    • Wedge heel
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07402-0989

    Category Name: Boots & Booties

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Winter Mode Lace-Up Platform Combat Boots

    Enter winter mode with these casual and trendy platform combat boots! They feature an above-the-ankle height, a round toe, a front lace-up design, a platform and block heel with a lug sole, and are composed of smooth faux microsuede material. Style with a plaid fringe scarf.

    Fit & Features

    • Above-the-ankle height, back pull tab
    • Round toe
    • Front lace-up design, tie closure
    • Platform and block heel, lug sole
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1736

    Category Name: Boots & Booties

    Price: $20.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Two-Tone Faux Leather Over-The-Knee Boots

    These trendy two-tone faux leather boots are a chic staple for the new season. They feature a fitted over-the-knee height with a pointed toe, an inner zipper closure for easy on-and-off styling, a block heel, and a sleek two-tone design with half faux leather and half smooth spandex materials. Pair these boots with a sweater dress for a cool winter vibe.

    Fit & Features

    • Over-the-knee height
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Two-tone design
    • Half faux leather material, half smooth spandex material
    • Runs true to size

    Style Number/Barcode: 07402-0920

    Category Name: Boots & Booties

    Price: $12.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Model Strut Rhinestone Fishnet Stiletto Booties

    These fishnet stiletto booties will inspire you to strut like a model! They feature a closed pointed toe, a stiletto heel, and closed ankle on faux leather material, and a sheer fishnet rhinestone-embellished overlay with an adorable bow on an elastic band. Complete the look with a chic mini purse for an evening in the city!

    Fit & Features

    • Faux leather closed pointed-toe
    • Faux leather stiletto heel, closed ankle
    • Sheer fishnet rhinestone-embellished overlay
    • Elastic band with bow
    • Above-the-ankle shaft
    • Runs true to size

    Style Number/Barcode: 07403-1714

    Category Name: Boots & Booties

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Boot Scootin’ & Vibin’ Cowboy Boots

    Giddy up, but make it fashion. These cowboy boots bring rodeo realness with a side of city-girl sass—perfect for concerts, content days, or just stomping through life like it’s your personal runway.

    Fit & Features

    • Stacked block heel
    • Almond toe
    • Western-inspired pattern
    • Inner zipper closure
    • Knee-length shaft height
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-000046

    Category Name: Boots & Booties

    Price: $52.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Places To Be Seen Faux Leather Thigh-High Boots

    You've got places to be seen in these faux leather thigh-high boots! They feature a square toe, a chunky sole and short block heel, a hoop metal strap accent, and an over-the-knee shaft height with pull tabs for easy on-and-off styling. Complete the look in a sleek crop jacket for a dinner and movie downtown!

    Fit & Features

    • Square toe
    • Chunky sole, short block heel
    • Hoop metal strap accent
    • Thigh-high, over-the-knee shaft height
    • Pull tabs, easy-on-and-off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0961

    Category Name: Boots & Booties

    Price: $9.97 $66.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Point Me To Chic Rhinestone Stiletto Booties

    These faux leather booties will point you to chic! They feature a pointed toe with a rhinestone-embellished oval charm, an inner zipper closure, and a stiletto heel. Complete the look in a sweater midi dress for date night!

    Fit & Features

    • Pointed-toe
    • Oval rhinestone-embellished charm
    • Inner zipper closure
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1713

    Category Name: Boots & Booties

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In Love Lace-Up Knee High Boots

    Fall in love with these faux suede boots with endless styling possibilities! They feature an almond toe, inner zipper closure, a short block heel, and a knee-high shaft with a trendy lace-up back. Complete the look in a chic trench coat for a dinner and show downtown!

    Fit & Features

    • Almond toe
    • Inner zipper closure
    • Short block heel
    • Knee-high shaft, lace-up back, tie closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0964

    Category Name: Boots & Booties

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Girl's Night Sequin Fold-Over Stiletto Boots

    Make it a girl's night to remember in these totally fab sequin stiletto boots! They feature a mid-calf height with a trendy fold-over design, all-over glitzy sequin embroidery, a contrasting pointed toe, and a contrasting sleek stiletto heel. Style these statement boots with a metallic clutch!

    Fit & Features

    • Mid-calf height
    • Fold-over design
    • All-over sequin embroidery
    • Contrasting pointed toe
    • Contrasting stiletto toe
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0925

    Category Name: Boots & Booties

    Price: $9.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Look To Remember Block Heel Booties

    These ankle booties will make your outfit very memorable! They feature a faux leather front with a pointed-toe, inner zipper closure, and a faux suede back with a block heel that has a shiny gold metal trim. Complete the look in a chic trench coat for a dinner and show downtown!

    Fit & Features

    • Faux leather front
    • Pointed-toe
    • Inner zipper closure
    • Faux suede back
    • Block heel, gold metal trim
    • Ankle length shaft
    • Runs true to size

    Style Number/Barcode: 07403-1728

    Category Name: Boots & Booties

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dramatic Blooms Rosette Rhinestone Thigh-High Boots

    Dare to bloom in the most dramatically chic way in these satin thigh-high stiletto boots! Perfect for strutting into parties, these boots feature a pointed toe, inner zipper closure, glitzy rhinestone, and rosette flower appliques, and a scrunched thigh-high shaft. Style with a bold mini dress.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Rhinestone and rosette flower appliques
    • Scrunched thigh-high shaft
    • Stiletto heel
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07402-0907

    Category Name: Boots & Booties

    Price: $9.97 $80.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Giddy Up Gorgeous Patent Western Boots

    Giddy up gorgeous! These patent leather western boots are ready for your next rodeo! They feature a pointed toe, an inner zipper closure, a stacked block heel, western-style stitching, and a below-the-knee shaft. Complete the look in a cowboy hat for a country bar or concert!

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Stacked block heel
    • Western-style stitching
    • Below-the-knee shaft
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07402-0924

    Category Name: Boots & Booties

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance