Ankle Boots & Booties

Step up your shoe game with ankle boots that combine style, versatility, and undeniable charm. Whether you’re stepping out in faux leather for a sleek, polished look or embracing the softer texture of faux suede, these boots are a must-have. Opt for classic shades like black and brown or why not amp it up with bold animal print for a little extra edge? Details like pointed-toe designs add a touch of sophistication, while block heels provide the perfect balance of height and comfort.

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ANKLE BOOTS & BOOTIES
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New Ankle Boots & Ankle Booties

What’s the trendiest shoe for women? Windsor’s ankle booties in new and updated styles for your best strut down the sidewalk! Discover the different heel designs, fabrications, and stylish details that are currently trending.

Choose from a variety of toe styles that best fit the look you’re trying to achieve. Select a more pointed toe for an elevated style to create a 1990s-inspired outfit. For dressy going-out looks, shop glitzy rhinestone designs that are stunning with a bodycon dress with cutout detailing or a stretch satin open-back dress.

When it comes to fabrications, discover ankle boots in faux leather, patent faux leather, or denim—classic materials that look gorgeous in black, neutral blush, tans, or cognac brown. The perfect shoe colors to go back with fitted, long-sleeve midi dresses or perfectly pair with stylish dresses for brunch!

If you’re looking to add an edgy style to your 2025 looks, try a pair of chunky Chelsea boots with sleek silhouettes; the edgier vibe styles perfectly with distressed jeans by Windsor and a trendy graphic tee. Low-heeled boots are ideal for a business casual outfit. Switch out your heels for block-heel styles made in smoother faux leather that pairs perfectly with a form-fitting pencil skirt and a chic blazer.

If you’re looking for a boot with a little extra height, try high-heel sock ankle booties to help elevate your workwear or take your ruched dresses to after-hours get-togethers or a perfect date look. Find more trending style updates here for 2025: Windsor's Boots & Booties For Women.

This season, fall in love with the variety of styles, fabrics, and designs of shoes with the latest women's boots and booties from low to stiletto, and ankle to knee-high at Windsor.

What ankle boots are trending?

Ankle boots and ankle booties currently trending include stylish heels, platforms, and chic fabrications. Ankle booties usually end at your ankle, unlike knee-high boots or cowgirl styles. Booties in faux leather, faux suede, and faux nubuck that are currently in style include short heels for the girl on the go, sleek stiletto heels perfect for dresses, and stacked block heels when you need some extra height. Platform heels, clear heels, and lug soles are all trendy features that these booties can have.

You'll adore platform heels on black or white ankle boots that offer steady options for getting around town and putting in the steps on a busy day. Clear shoes have become a definite trendy style. Styles with clear lucite heels make them a fun option to style all your outfits with. Bringing in the edge, lug soles are popular with their deep indentations for better tread. Other trendy details of ankle boots and booties include caged designs, bold colors, and fab prints.

  • Trendy Edge Metal Trim Faux Leather Booties

    Add a trendy edge to your everyday 'fits with these sleek faux leather booties. They feature an above-the-ankle height, a chic asymmetric stitched design, a square-shaped toe with a shiny metal toe cap, a back zipper closure for easy on-and-off styling, and a stacked block heel. Pair these boots with hoop earrings.

    Fit & Features

    • Above-the-ankle height
    • Asymmetric stitched design
    • Square-shaped toe, metal toe cap
    • Back zipper closure
    • Stacked block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1743

    Category Name: Ankle Boots & Booties

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Stand Off Western Block Heel Booties

    Have yourself a cute stand-off in these Western micro suede booties! They feature a pointed toe, a stacked block heel, side stitched elastic panels and a back pull tab for easy on-and-off styling. Complete the look in a trendy statement belt to cinch your outfit together!

    Fit & Features

    • Pointed toe
    • Stacked block heel
    • Side stitched elastic panels, back pull tab
    • Easy on-and-off styling
    • Micro faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1742

    Category Name: Ankle Boots & Booties

    Price: $34.90

    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: Ankle Boots & Booties

    Price: $20.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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: Ankle Boots & Booties

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Next Level Style Faux Leather Platform Booties

    Introduce sleek, street style-ready vibes with these faux leather booties! The platform sole and block heel offer height and comfort, while the stretchy knit inserts provide easy on-and-off styling. Complete the look in a moto jacket for a concert or bar night!

    Fit & Features

    • Square toe
    • Platform sole
    • Block heel
    • Stretchy knit inserts, easy on-and-off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1732

    Category Name: Ankle Boots & Booties

    Price: $12.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • 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: Ankle Boots & Booties

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glamorous Nights Patent Rhinestone Heel Booties

    Glamorous nights are to be had in these patent leather booties! They feature a sleek pointed-toe, a stiletto heel with a unique rhinestone ball decor, an inner zipper closure, and an ankle-length shaft. Complete the look with a sparkly clutch for a birthday dinner and drinks!

    Fit & Features

    • Pointed-toe
    • Stiletto heel
    • Rhinestone ball decor
    • Inner zipper closure
    • Ankle-length shaft
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07403-1727

    Category Name: Ankle Boots & Booties

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country Glamour Metallic Cowboy Booties

    Unlock your glamorous country style in these metallic cowboy boots perfect for bachelorettes or country bar nights! The boots feature a pointed-toe with a shiny cap, a stacked block heel, back zipper closure, and western-inspired stitch detailing on metallic material. Complete the look in a trendy denim jacket.

    Fit & Features

    • Pointed-toe, shiny cap
    • Stacked block heel
    • Back zipper closure
    • Ankle-length fit
    • Western-inspired stitch detailing
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07403-1725

    Category Name: Ankle Boots & Booties

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tough Girl Chic Platform Combat Lug Booties

    You'll be looking tough girl chic all season in these faux leather combat booties perfect for adventures downtown or concerts! These boots are designed with a round toe and lace-up placket for a classic combat style and a platform lug sole and block heel provide both style and stability, making these boots perfect for all-day wear. Elevate your style game with these fierce and functional booties by pairing them with an edgy crop jacket.

    Fit & Features

    • 3" Block heel
    • Inner zipper closure
    • Lace-up
    • Round toe
    • Platform lug sole
    • Runs true to size

    Style Number/Barcode: 07403-1721

    Category Name: Ankle Boots & Booties

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take A Walk Patent Block Heel Booties

    Take a walk on the stylish side in these patent leather booties! They feature a sleek square toe, inner zipper closure, a short block heel, and an ankle-length shaft height. Complete the look with a trendy coat for grabbing coffee downtown!

    Fit & Features

    • Square toe
    • Inner zipper closure
    • Block heel
    • Ankle-length shaft height
    • Patent leather material

    Style Number/Barcode: 07403-1720

    Category Name: Ankle Boots & Booties

    Price: $9.97 $38.90

    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: Ankle Boots & Booties

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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: Ankle Boots & Booties

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edge It Up Faux Leather Biker Boots

    Edge up your fall 'fits with this pair of trendy faux leather biker boots. They feature an above-the-ankle height with a square toe, dual straps with buckle accents, a low block heel for comfortable wear, and are made from a smooth faux leather material. Style these biker boots with a bomber jacket and hoop earrings.

    Fit & Features

    • Above-the-ankle height
    • Square toe
    • Dual buckled straps
    • Low block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1718

    Category Name: Ankle Boots & Booties

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Get My Attention Fitted Ankle Combat Boots

    Call for all the attention in these trendy fitted ankle combat boots this fall and winter season! They feature a fitted ankle design, a round toe, a bold platform lug sole, and are composed of a sleek faux leather material. Style these ankle boots with a bomber jacket

    Fit & Features

    • Fitted ankle design
    • Round toe
    • Platform lug sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1709

    Category Name: Ankle Boots & Booties

    Price: $8.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Country Nights Denim Western Booties

    Go out tonight in these western booties for a country bar or bachelorette! The booties feature a pointed toe, western-inspired stitching, a stacked block heel, and a back zipper closure on an ankle-length shaft. Complete the look in a cowboy hat.

    Fit & Features

    • Pointed toe
    • Western-inspired stitching
    • Stacked block heel
    • Back zipper closure
    • Ankle-length shaft
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07403-1711

    Category Name: Ankle Boots & Booties

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute March Faux Leather Lug Combat Booties

    Take a cute march around in these combat booties! The faux leather boots feature a round toe, a sturdy traction lug sole and short heel, a front lace-up placket, and a back pull tab for easy on-and-off styling. Complete the look in a plaid shacket for casual plans!

    Fit & Features

    • Round toe
    • Sturdy traction lug sole and heel
    • Front lace-up placket
    • Back pull tab
    • Easy-on-and-off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1710

    Category Name: Ankle Boots & Booties

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On My Command Faux Leather Knit Combat Booties

    Take on the season in these combat booties with confidence and style! Featuring stylish faux leather details, a front lace-up placket, stretchy knit material, and a sturdy lug rubber sole, these booties combine fashion and function for any adventure. Complete the look in a trendy denim jacket for casual plans!

    Fit & Features

    • Round toe
    • Front lace-up placket
    • Sturdy lug rubber traction sole
    • Faux leather details, stretchy knit material
    • Pull tab for easy on-and-off styling
    • Runs true to size

    Style Number/Barcode: 07403-1708

    Category Name: Ankle Boots & Booties

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Show Up Platform Block Heel Booties

    Show up in these faux leather booties to have all eyes on you! They feature a square-shaped toe, a bold platform sole, a tall chunky block heel, an inner zipper closure, and fit above the ankle. Complete the look in a trendy jacket for a cool autumn or winter day!

    Fit & Features

    • Square toe
    • Inner zipper closure
    • Platform sole
    • Tall chunky block heel
    • Above-the-ankle fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1706

    Category Name: Ankle Boots & Booties

    Price: $11.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Poppin' Glitter Mesh Block Heel Booties

    Get the party popping in these glitter mesh booties for the ultimate sparkle! They feature a pointed toe, a block heel, inner zipper closure, and an ankle-length fit. Complete the look in a sultry jumpsuit for a holiday party!

    Fit & Features

    • Pointed toe
    • Block heel
    • Inner zipper closure
    • Ankle-length fit
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07403-1703

    Category Name: Ankle Boots & Booties

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Glam Pearl Detail Ankle Booties

    Bring the western glam vibes to your everyday 'fits with these trendy ankle booties! They feature an above-the-ankle height with pull tabs on each side, a pointed toe with western-style stitching, mini faux pearl studded embellishments at the ankle, an inner zipper closure for easy on-and-off wear, and a low stacked block heel. The booties are composed of a faux leather material. Pair with hoop earrings.

    Fit & Features

    • Above-the-ankle-height, pull tabs
    • Pointed toe, western-style stitching
    • Faux pearl studded embellishments
    • Inner zipper closure
    • Low stacked block heel
    • Faux leather material, woven material at the ankle
    • Runs true to size

    Style Number/Barcode: 07403-1696

    Category Name: Ankle Boots & Booties

    Price: $4.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Got The Look Faux Leather Lace Up Lug Booties

    What are you waiting for? Get an edgy look in these faux leather lug booties for the perfect street style! The boots feature a round toe, a front lace-up placket, an inner side zipper, a chunky lug sole, and a block heel. Complete the look with an oversized blazer.

    Fit & Features

    • Round toe
    • Inner zipper closure
    • Front lace-up placket
    • Chunky lug sole and block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1694

    Category Name: Ankle Boots & Booties

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Spoil Yourself Faux Suede Rhinestone Booties

    Spoil yourself and get these faux suede booties for an edgy glam look! They feature a pointed toe, a rhinestone-embellished wrap design, an inner zipper closure, and a block heel. Style with a faux leather jacket for dinner and drinks downtown!

    Fit & Features

    • Pointed toe
    • Rhinestone-embellished wrap design
    • Inner zipper closure
    • Block heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1695

    Category Name: Ankle Boots & Booties

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Staple Faux Leather Block Heel Booties

    These smooth faux leather block heel booties are a stylish staple for the new season! They feature an ankle-high height, a pointed toe, an inner zipper closure for easy on-and-off wear, and a stacked low block heel. The booties are composed of a faux leather material. Style with a crop top and your favorite pair of denim for the cutest everyday 'fit!

    Fit & Features

    • Ankle-high height
    • Pointed toe
    • Inner zipper closure
    • Stacked low block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1698

    Category Name: Ankle Boots & Booties

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Snow Bunny Faux Sherpa Rain Boots

    Hop into these chic rain boots to keep you cozy and protected from the drizzle. The rain boots feature a square toe, a sturdy traction lug bottom and block heel, and a soft faux sherpa trim with a strap accent and zipper closure for added flair. Complete the look in style with a cute jacket for a coffee run and errands! 

    Fit & Features

    • Square toe
    • Sturdy traction lug bottom and block heel
    • Faux sherpa trim with strap accent
    • Side zipper closure
    • Ankle-length shaft height
    • Waterproof rubber material
    • Runs true to size

    Style Number/Barcode: 07403-1691

    Category Name: Ankle Boots & Booties

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock