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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Product Recommendations

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.

  • City Streets Slouch Stiletto Boots

    Walk down the city streets like it's your runway in these chic slouch stiletto boots! They feature an above-the-ankle height with a trendy slouched design, a pointed toe, and a sleek stiletto heel. Style with a crossbody bag.

    Fit & Features

    • Above-the-ankle height
    • Slouchy silhouette
    • Partial inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1592

    Category Name: Ankle Boots & Booties

    Price: $8.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Mood For Drama Stiletto Booties

    These chic stiletto booties will have you in the mood for drama! They feature a trendy pointed toe, a sleek fitted design, a tall stiletto heel, and a marabou feather trim at the ankle. Style with glitzy rhinestone jewelry.

    Fit & Features

    • Fitted ankle booties
    • Pointed toe
    • Inner zipper closure
    • Stiletto heel
    • Marabou feather trim at the ankle
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1585

    Category Name: Ankle Boots & Booties

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cutie In A Lug Bootie

    Hey, there cutie rocking these lug sole booties! They feature a round toe, chunky block heel, and rib-knit upper design on faux leather material. Complete the look in a flannel shacket for cold-weather vibes. 

    Fit & Features

    • Almond toe
    • Lug sole
    • Chunky block heel
    • Rib-knit upper design
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1584

    Category Name: Ankle Boots & Booties

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Society Rhinestone Booties

    Slip into these sparkly rhinestone booties to add the perfect shine to your outfit! They feature an almond toe, block heel, side zipper closure, and a scrunched ankle fit. Complete the look in a chic trench coat for a day out & about.

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Scrunched ankle fit
    • Rhinestone embellished
    • Runs true to size

    Style Number/Barcode: 07403-1580

    Category Name: Ankle Boots & Booties

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

  • Gloss Move Patent Platform Booties

    Make gloss moves in these shiny patent leather booties to give your outfit some edge! They feature a square toe, platform sole, block heel, side zipper closure, and an above-the-ankle fit. Complete the look in a sexy mini dress.

    Fit & Features

    • Square toe
    • Platform sole
    • Block heel
    • Side zipper closure
    • Above-the-ankle fit
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07403-1578

    Category Name: Ankle Boots & Booties

    Price: $12.97 $41.90

    On Sale: Yes

    Availability: Out of Stock

  • Trendy Staple Basic Sock Booties

    These basic sock booties are a trendy staple you need in your wardrobe! They feature an almond-shaped toe, a block heel, a smooth faux microsuede material, a ribbed knit material at the ankle, and a back pull tab for easy on-and-off styling. Pair with your fave sweater dress!

    Fit & Features

    • Almond-shaped toe
    • Block heel
    • Faux microsuede material
    • Ribbed knit material at the ankle
    • Back pull tab for easy on-and-off styling
    • Runs true to size

    Style Number/Barcode: 07403-1574

    Category Name: Ankle Boots & Booties

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Catch My Drift Lace-Up Booties

    Everyone will catch your drift and step aside cause you'll be looking so stylish in these lace-up booties featuring an almond toe, block heel, platform sole, and ankle-length fit. Complete the look in a crop denim jacket.

    Fit & Features

    • Almond toe
    • Platform sole
    • Lace-up front closure
    • Block heel
    • Ankle-length fit
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1579

    Category Name: Ankle Boots & Booties

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Made For The Drama Platform Booties

    These sleek faux leather booties were made to bring the drama to your look! They feature a square-shaped toe, a tall platform and block heel, and an inner zipper closure. Style with glitzy rhinestone jewelry.

    Fit & Features

    • Above-the-ankle height
    • Square-shaped toe
    • Tall platform, block heel
    • Inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1576

    Category Name: Ankle Boots & Booties

    Price: $28.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

  • Lots To Love Block Heel Booties

    There is a lot to love about these nubuck booties and all the ways you can style them! They feature an almond toe, block heel, and side zipper closure, and fit above the ankle. Complete the look in a chic duster trench coat for a day in the city!

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Above the ankle length
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1570

    Category Name: Ankle Boots & Booties

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Peep This Chic Cutout Booties

    Check out these chic nubuck booties and imagine all the ways you'd style them! They feature an almond peep toe, platform sole, stacked thin block heel, cutout sides, and an adjustable buckle strap and back zipper closure. Complete the look in a wide-leg jumpsuit for cocktail hour.

    Fit & Features

    • Almond peep toe
    • Platform sole
    • Stacked thin block heel
    • Cutout sides
    • Adjustable buckle strap and back zipper closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1567

    Category Name: Ankle Boots & Booties

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bow Beauty Nubuck Platform Booties

    The world is your runway in these nubuck platform booties featuring an almond toe, thin block heel, bow with rhinestone charm, side zipper closure, and an above-the-ankle fit. Complete the look with a crossbody purse.

    Fit & Features

    • Almond toe, thin block heel
    • Platform sole
    • Bow with rhinestone charm
    • Side zipper closure
    • Above-the-ankle fit
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1573

    Category Name: Ankle Boots & Booties

    Price: $20.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Girl In Love Block Heel Booties

    Girl, it'll be love at first sight of you in these basic nubuck booties! They feature an almond toe, block heel, side zipper closure, and a short above the ankle length fit. Complete the look in a new skinny jeans for your next weekend plans!

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Short, above the ankle length fit
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1569

    Category Name: Ankle Boots & Booties

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Foxy Babe Combat Peep Toe Booties

    Walk it like you own it, babe! Unveil an edgy style in these combat booties featuring a trendy almond peep toe, lug sole, stacked block heel, a front lace-up placket, side zipper closure, quilted design, and buckle accents. Complete the look in a moto jacket.

    Fit & Features

    • Almond peep toe, lug sole
    • Stacked block heel
    • Front lace-up placket
    • Side zipper closure
    • Buckle accents
    • Quilted design, faux leather
    • Runs true to size

    Style Number/Barcode: 07403-1572

    Category Name: Ankle Boots & Booties

    Price: $4.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Details Faux Leather Platform Booties

    You may want to get a close look to admire the details on these faux leather platform booties! They feature an almond toe, block heel, side knit panels, and zipper closure with an above-the-ankle shaft. Complete your edgy-girl look with a moto jacket!

    Fit & Features

    • Almond toe
    • Block heel
    • Platform sole
    • Side knit panels and zipper closure
    • Above-the-ankle shaft
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1568

    Category Name: Ankle Boots & Booties

    Price: $10.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Miss Stylish Lace Up Stiletto Booties

    Live up to your name in these showstopping stiletto booties featuring an almond peep toe, a cutout design with lace-up straps, and a back zipper closure on faux suede material. Complete the look in a sultry sweater dress.

    Fit & Features

    • Almond peep toe
    • Stiletto heel
    • Cutout design
    • Lace-up straps
    • Back zipper closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1564

    Category Name: Ankle Boots & Booties

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashion Strut Faux Leather Platform Booties

    The world is your runway fashionista in these strut-worthy faux leather booties featuring an almond toe, block heel, side zipper closure, and platform sole. Complete the look in skinny denim jeans.

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Platform sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1562

    Category Name: Ankle Boots & Booties

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Femme Edge Platform Lug Booties

    Play up your edgy female energy in these faux leather booties featuring a trendy utility design, a round toe, block heel, chunky platform lug sole, knit side panels, and inner zipper closure on an ankle-length shaft. Complete the look in a cool moto jacket!

    Fit & Features

    • Round toe
    • Block heel
    • Chunky platform lug sole
    • Side knit panels and inner zipper closure
    • Ankle-length shaft
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1559

    Category Name: Ankle Boots & Booties

    Price: $12.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall Back On Block Heel Booties

    This season, you'll be reaching for these sleek faux leather booties featuring a trendy square toe, block heel, side zipper closure, and fit above the ankle. Complete the look in a plaid coat for a PSL run!

    Fit & Features

    • Square toe
    • Block heel
    • Side zipper closure
    • Above the ankle fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1558

    Category Name: Ankle Boots & Booties

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Strut Stiletto Booties

    Showcase a stylish strut in these sleek fitted booties. They feature an above the ankle design, a trendy pointed toe, an inner zipper closure, and a thin stiletto heel. Pair these booties with a basic bodysuit and a plaid mini skirt.

    Fit & Features

    • Above the ankle fitted design
    • Pointed toe
    • Inner zipper closure
    • Stiletto heel
    • Lycra material
    • Runs true to size

    Style Number/Barcode: 07403-1550

    Category Name: Ankle Boots & Booties

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Side Faux Leather Lug Boots

    Take a walk on the wild side with boots that bring an edge to your look! The boots feature a mid-calf fit, an inner zipper closure, a lace-up front, an almond toe with lug platform, and a stacked block heel. The boots are composed of a faux leather material. Complete look with a shacket and beanie

    Fit & Features

    • Mid-calf fit
    • Lace-up front
    • Inner zipper closure
    • Almond toe, lug platform 
    • Stacked block heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07403-1547

    Category Name: Ankle Boots & Booties

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Chick Patent Leather Booties

    The perf patent leather booties to edge up your everyday outfit! They feature a square toe, block heel, and zipper closure. Complete the look in a plaid dress and oversized jacket.

    Fit & Features

    • Square toe
    • Block heel
    • Zipper closure
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07403-1545

    Category Name: Ankle Boots & Booties

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Kicks Fitted Lug Booties

    Get yourself some edgy kicks like these lug booties! They feature a round toe, side zipper closure, and a fitted design on faux leather material. Complete the look in joggers and a graphic tee.

    Fit & Features

    • Round toe
    • Side zipper closure
    • Lug sole, fitted design
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1546

    Category Name: Ankle Boots & Booties

    Price: $8.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rockin' Them Lug Sock Booties

    Rock those sock booties, girl! The booties feature a mid-calf length, an inner zipper closure, tie-straps, almond toe, lug sole, and a low block heel. Complete look with a mini skirt and moto jacket.

    Fit & Features

    • Mid-calf length
    • Inner zipper closure
    • Tie-straps
    • Almond toe, lug sole
    • Low block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1539

    Category Name: Ankle Boots & Booties

    Price: $24.97 $41.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's Trendy Lug Sole Boots

    Make your status as a stylish trendsetter known with these of-the-moment boots. They feature a round toe, an inner zipper closure, a chunky lug sole, and an above the ankle fit. Wear these boots with a basic mini dress and a faux leather shacket.

    Fit & Features

    • Round toe
    • Inner zipper closure
    • Lug sole
    • Above the ankle fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1540

    Category Name: Ankle Boots & Booties

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance