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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.

  • Looking Sleek Platform Block Heel Booties

    These platform block heel booties will amp up your style and have you looking sleek this season! They feature an above-the-ankle height, a square toe, an inner zipper closure for easy on-and-off wear, a trendy platform sole, and a sturdy block heel. The booties are composed of a smooth faux leather material. Style with a cropped sweater and mini skirt for the cutest fall look!

    Fit & Features

    • Above-the-ankle height
    • Square toe
    • Inner zipper closure
    • Platform sole
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1689

    Category Name: Boots & Booties

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Made Ya Look Patent Block Heel Booties

    These patent leather booties will make everyone do a double-take! Elevate your night-out look in these booties featuring a sleek pointed-toe, inner zipper closure, block heel, and fit above the above. Style with rhinestone hoop earrings for a pop of glam!

    Fit & Features

    • Pointed-toe
    • Inner zipper closure
    • Block heel
    • Fits above the ankle
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07403-1665

    Category Name: Boots & Booties

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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: Boots & Booties

    Price: $4.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Brand New Attitude Knit Faux Leather Booties

    These faux leather booties will have you feeling a new attitude! They feature a sleek pointed-toe, a block heel, and a stretchy rib knit panel with a pull tab for easy on-and-off styling. Complete the look with a chic crossbody bag for a day or evening out!

    Fit & Features

    • Pointed-toe
    • Block heel
    • Stretchy rib knit panel
    • Pull tab, on and off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1655

    Category Name: Boots & Booties

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Vibe Pointed Toe Booties

    You'll love the classic vibe these sleek faux leather booties will bring to your look. They feature an ankle-high design, a closed pointed toe, a block heel, and elastic gore inserts on each side for easy on-and-off styling. Pair these booties with a mini handbag.

    Fit & Features

    • Ankle-high design
    • Closed pointed toe
    • Block heel
    • Elastic gore inserts for slip-on style
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1595

    Category Name: Boots & Booties

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Voltage Rhinestone Over-The-Knee Boots

    Make your look sultry and electrifying in these over-the-knee boots! They feature a pointed toe, stiletto heel, zipper closure, and a fitted silhouette with glitzy rhinestones on faux suede material. Complete your chic look with a mini dress and rhinestone earrings.

    Fit & Features

    • Pointed toe
    • Stiletto heel
    • Zipper closure
    • Over-the-knee shaft height
    • All-over rhinestone embellishments
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0889

    Category Name: Boots & Booties

    Price: $12.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kick Up The Glam Rhinestone Cowboy Boots

    Going to a country bar or a party? Kick up your glam self in these stunning cowboy boots featuring a pointed toe, stacked block heel, and an over-the-knee shaft height with glitzy rhinestone embellishments on faux suede material. Complete the look with a trendy denim jacket.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Stacked block heel
    • Over-the-knee shaft height
    • Rhinestone embellishments
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0887

    Category Name: Boots & Booties

    Price: $12.97 $72.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Back To Basics Faux Leather Ankle Booties

    A basic bootie is all you need to create chic layered outfits this season! The booties feature an ankle-high length, a pointed toe, and a sturdy block heel. The bootie is composed of a smooth faux leather material. Complete your look with a ribbed sweater. 

    Fit & Features

    • Ankle-high length
    • Pointed toe
    • Block heel
    • Inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1647

    Category Name: Boots & Booties

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glamorous Era Iridescent Rhinestone Booties

    You'll be in your glamorous era with these fabulous rhinestone booties! They feature an above-the-ankle fit, a pointed toe, an inner zipper closure, a block heel, and all-over mini iridescent rhinestone embellishments on the glitter faux leather material. Style with glitzy hoop earrings.

    Fit & Features

    • Above-the-ankle fit
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Mini iridescent rhinestones
    • Glitter faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1651

    Category Name: Boots & Booties

    Price: $24.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fearlessly-Chic Rhinestone Thigh-High Cowboy Boots

    Show off your fearlessly-chic style in these rhinestone cowboy boots worthy of a glam girl like you! They feature a tall thigh-high fit, a pointed toe, an inner zipper closure, a stacked block heel, and all-over mini iridescent rhinestone embellishments on the metallic faux leather material. Pair these fab cowboy boots with rhinestone fringe earrings for all the more sparkle.

    Fit & Features

    • Thigh-high fit, pull tabs on each side
    • Pointed toe
    • Inner zipper closure
    • Stacked block heel
    • Mini iridescent rhinestones
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0890

    Category Name: Boots & Booties

    Price: $12.97 $72.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glitzy Rhinestone Western Booties

    Step out and sparkle in these glitzy embellished western booties! They feature an above-the-ankle design with a pointed toe, a low stacked block heel, and all-over rhinestone embellishments for a gorgeous shine. Style with a corset top and a faux leather skirt.

    Fit & Features

    • Above-the-ankle design
    • Pointed toe
    • Low stacked block heel
    • Rhinestone embellishments
    • Faux leather material
    • Western-inspired design
    • Runs true to size

    Style Number/Barcode: 07403-1642

    Category Name: Boots & Booties

    Price: $4.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Country Style Western Denim Booties

    Amp up your looks for festival season or every day with this trendy pair of western denim booties! They feature a mid-calf height with loops on each side for easy on-and-off styling, an inner zipper closure, a pointed toe, a comfortable stacked block heel, and cute western-inspired stitching with a side pocket detail. Style with a casual dress and hoop earrings!

    Fit & Features

    • Mid-calf height
    • Loop accents, inner zipper closure
    • Pointed toe
    • Stacked block heel
    • Denim fabric
    • Western-inspired stitching, side pocket detail
    • Runs true to size

    Style Number/Barcode: 07403-1636

    Category Name: Boots & Booties

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Not Your First Rodeo Cowboy Boots

    Obviously, it's not your first rodeo! Add these faux leather cowboy boots to your collection. They feature a pointed toe, stacked block heel, western-inspired stitching, and pull tabs at the top for easy on-and-off styling. Complete the look in a statement panama hat.

    Fit & Features

    • Pointed-toe
    • Stacked block heel
    • Western-inspired stitching
    • Pull tabs at the top for easy on-and-off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1615

    Category Name: Boots & Booties

    Price: $21.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country Diva Rhinestone Cowboy Boots

    Give off total country diva vibes in these sparkly rhinestone cowboy boots that were made for all eyes on you. They feature a below-the-knee height, a pointed toe, a stacked block heel, a partial inner zipper closure, and all-over rhinestone embellishments. Style these cowboy boots with sleek hoop earrings for a bachelorette weekend!

    Fit & Features

    • Below-the-knee height
    • Pointed toe
    • Stacked block heel
    • Inner zipper closure
    • Rhinestone embellishments
    • Lined interior
    • Runs true to size

    Style Number/Barcode: 07402-0882

    Category Name: Boots & Booties

    Price: $12.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Country Babe Pearl Detailed Western Booties

    Show off a chic strut in these western booties that will have you giving off country babe vibes! They feature an above-the-ankle fit, pull tabs on each side for easy on-and-off styling, a pointed toe, a stacked block heel, a western-inspired embroidered design, and mini faux pearl embellishments. Style with a denim jacket for a music festival.

    Fit & Features

    • Above-the-ankle fit
    • Pull tabs for easy on-and-off styling
    • Pointed toe
    • Stacked block heel
    • Faux leather material, embroidered design
    • Faux pearl embellishments
    • Runs true to size

    Style Number/Barcode: 07403-1622

    Category Name: Boots & Booties

    Price: $4.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Western Shine Metallic Cowboy Boots

    At high noon, show em' how you shine out west! These metallic cowboy boots are perfect for music festivals or hitting up the local country bar. They feature a pointed toe, stacked block heel, classic western-inspired stitching, and side zipper closure with a calf-length fit. Complete the look in a sleek Panama hat.

    Fit & Features

    • Pointed-toe
    • Stacked block heel
    • Classic western-inspired stitching
    • Side zipper closure
    • Calf-length fit
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0879

    Category Name: Boots & Booties

    Price: $12.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ultimate Trendsetter Lug Sole Booties

    Take command as the ultimate trendsetter in these faux leather booties! They feature a sleek round toe, lug sole, block heel, side zipper closure, and a stretchy elastic panel along the top for easy on/off styling! Complete the look in a trendy crop jacket.

    Fit & Features

    • Round toe
    • Block heel
    • Side zipper closure
    • Lug sole
    • Stretchy elastic top panels
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1605

    Category Name: Boots & Booties

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kick Up The Style Cowboy Boots

    Kick the dust off in these stylish faux leather cowboy boots perfect for music festivals and country bars! They feature a pointed toe, stacked block heel, classic western-inspired stitched designs, and a curved mid-length shaft with pull tabs to easily slide on and off. Complete the look in a fringe cowboy hat.

    Fit & Features

    • Pointed toe
    • Stacked block heel
    • Classic western-inspired stitched designs
    • Mid-length shaft, pull tabs
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1620

    Category Name: Boots & Booties

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kick Up the Fun Cowboy Knee High Boots

    Ready to stomp, slay, and steal the spotlight. These knee-high cowboy boots bring all the drama with classic stitching and a stacked block heel—perfect for concerts, bachelorettes, or your next country line dancing night!

    Fit & Features

    • Stacked block heel
    • Pointed toe 
    • Inner zipper closure
    • Western-inspired stitched design
    • Knee-length shaft height
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07402-000042

    Category Name: Boots & Booties

    Price: $56.90

    Availability: In Stock

    Available Color: BLUE

    Available Size: 6, 7, 8, 9

  • Pearl Of The West Cowboy Boots

    Everyone in town will know who you are! Step out in these western boots featuring a pointed toe, a stacked block heel, dual side pull tabs for easy on-and-off styling, and all-over faux pearl and stone embellishments. Complete the look in a trendy denim jacket.

    Fit & Features

    • Pointed toe
    • Stacked block heel
    • Dual side pull tabs
    • Easy on and off styling
    • Faux pearl and stone embellishments
    • Runs true to size

    Style Number/Barcode: 07403-1619

    Category Name: Boots & Booties

    Price: $12.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Country Digs Denim Rhinestone Cowboy Boots

    Unveil your glamorous country style in these must-have denim cowboy boots perfect for a rodeo or country festival! They feature a pointed toe, side zipper closure, classic western-inspired stitching with sparkly iridescent rhinestone embellishments, and a stacked block heel. Complete the look in a trendy hat.

    Fit & Features

    • Pointed toe
    • Side zipper closure
    • Western-inspired stitching
    • Iridescent rhinestone embellishments
    • Stacked block heel
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07402-0856

    Category Name: Boots & Booties

    Price: $12.97 $96.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparkly Vibes Metallic Fringe Cowboy Boots

    Step out and show off major sparkly vibes in these fun metallic fringe cowboy boots! They feature a dramatic pointed toe, a low stacked block heel, a mid-calf height, a cascading sequin fringe design, and a stunning all-over metallic sheen. Style with a mini dress for your next night out.

    Fit & Features

    • Pointed toe
    • Low-stacked block heel
    • Mid-calf height 
    • Side zipper closure
    • Sequin fringe design
    • Metallic sheen
    • Runs true to size

    Style Number/Barcode: 07402-0857

    Category Name: Boots & Booties

    Price: $48.97 $96.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Savvy Sis Patent Pointed Toe Booties

    Keep it, savvy sis! Strut your style in these patent leather booties perfect for days downtown. They feature a sleek pointed-toe, side zipper closure, block heels, and fit above the ankle. Complete the look in a 90s-inspired blazer.

    Fit & Features

    • Pointed-toe
    • Side zipper closure
    • Block heels
    • Above-the-ankle length
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1623

    Category Name: Boots & Booties

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tied With Style Block Heel Booties

    Tie your outfit together with these stylish booties designed with an almond toe, block heel, side zipper closure, and a tie-back ankle design. Complete the look in a plaid trench coat for a movie date!

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Tie-back ankle design
    • Runs true to size

    Style Number/Barcode: 07403-1594

    Category Name: Boots & Booties

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance