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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.

  • Fall In Line Lace-Up Boots
    Fall in line with a pair of trendy boots! These knee-high beauties are designed with an almond toe, a short block heel, a zipper closure and a lace up detailing that leads up the back of the boot! Composed of a faux suede material, and lined with a slightly padded knit material.

    Style Number/Barcode: 07402-0080

    Category Name: Boots & Booties

    Price: $28.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Easy Going Faux Leather Ankle Booties
    For the day that you are feelin' chill and easy going, these low heel booties do the trick! They are designed with a round toe, an ankle fit, and a ribbed elasticity at the sides which makes them easy to slip off and on! They have a lug style sole, with a short heel and are composed of a faux leather.

    Style Number/Barcode: 07403-0127

    Category Name: Boots & Booties

    Price: $23.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Commander Lug Boots

    Step up your shoe game with these kick a$$ booties. They feature a round toe design, lace-up closure, side zip for easy on and off, heel tab pull, and lug platform sole. Fully lined and composed of a combo of faux leather, patent, and faux suede. Pairs well with a relaxed tee and biker shorts! 

    Style Number/Barcode: 07403-0114

    Category Name: Boots & Booties

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Get In The Groove Thigh High Stiletto Boots
    Get into the groove and slip into some sexy satin thigh high heels! Designed with a pointed toe, and a thigh high fit. They feature a high skinny heel, a zipper closure, and are composed of a satin material.

    Style Number/Barcode: 07402-0094

    Category Name: Boots & Booties

    Price: $21.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Walk My Way Quilted Faux Suede Booties
    Walk our way with all that style boo! These fall inspired booties are designed with an almond toe, a lug style sole with a high heel, a wrap around pin buckle detailing, and lace up center that starts with eyelets and leads into metal circular hooks. Booties have a zipper closure and feature a quilted detailing at the sides. They are composed of a faux suede material and a faux leather lining.

    Style Number/Barcode: 07403-0132

    Category Name: Boots & Booties

    Price: $28.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Slouched Knee-High Boots
    Channel your diva with a pair of knee-high boots! Designed with an almond toe, a camel colored sole with a low heel, and a knee high fit with a slouched detailing at the sides. Boots have a zipper closure and are composed of a faux leather.

    Style Number/Barcode: 07402-0054

    Category Name: Boots & Booties

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glitter Mesh Rhinestone Stiletto Booties

    Sparkle every step of the way in the Glitter Mesh Rhinestone Stiletto booties. These booties feature a point toe, zipper closure at the side, and a skinny stiletto heel. They're composed of a glitter mesh material with shimmery rhinestone detailing. 

     

    Style Number/Barcode: 07403-0149

    Category Name: Boots & Booties

    Price: $14.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake Attraction Knee-High Boots

    Bring on the snake baby! These heeled boots are bound to add a fierce finish to your look! Designed with a point toe, and a textured scale snake print pattern and a knee high fit. Boots include a zipper closure.

    Please be advised that this style runs 1/2 size small.

    Style Number/Barcode: 07402-0045

    Category Name: Boots & Booties

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Season Under The Knee Boots

    Versatile and chic, these under-the-knee boots will be your favorite this season! The square toe and thin block heel provide a sleek and modern look, while the faux leather material adds a touch of sleekness.

    Fit & Features

    • Thin block heel
    • Square toe
    • Inner zipper closure
    • Under the knee length shaft
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000023

    Category Name: Boots & Booties

    Price: $50.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Azalea Wang Feline Frenzy Stiletto Booties

    We are on a feline frenzy lately! Animal prints galore, and these heels just feed into our obsession! Designed with a peep toe, and an ankle fit with a cut out at both sides. The booties are composed of a shiny patent that showcases a leopard print pattern that is super detailed down to the hair strokes. Inside of booties is lined with a faux leather that has breath-ability holes built in.

    Please be advised that these booties run 1/2 a size small.

    Style Number/Barcode: 07403-0173

    Category Name: Boots & Booties

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Don't Mess With Me Platform Combat Boots
    We don't mess around with our combat boot game! This pair of reaches above ankle and features a lace up at the front, a round toe, a platform lug sole with a short heel, and are composed of a faux leather that has a matte finish.

    Style Number/Barcode: 07403-0179

    Category Name: Boots & Booties

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Thigh High Peep Toe Stiletto Boots
    Peep this pair hottie! This pair of thigh high boots are designed with a slip on form fit, a peep pointed toe, and a skinny stiletto heel. They are composed of a nylon material that offers a little bit of stretch. 

    Style Number/Barcode: 07402-0087

    Category Name: Boots & Booties

    Price: $28.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stack Up Peep Toe Boots
    Keep it bold with these boots that command the room! They feature an over the knee fit, an inner zipper closure, a peep toe to show off your pretty pedi girl and a block heel. Boots are composed of a faux suede material.

    Style Number/Barcode: 07402-0034

    Category Name: Boots & Booties

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bad Girl Thigh High Stiletto Boots
    You called for baddie boots? Well here we go! Designed with all of our favorite features: Point toe, tall stiletto heel, and a thigh high fit! They also have a zipper closure and an adjustable lace detail at the thigh. Composed of a faux leather material.

    Style Number/Barcode: 07402-0042

    Category Name: Boots & Booties

    Price: $32.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simple Life Thigh High Boots
    We got fall on our mind! These thigh high boots are designed with a round toe, a high heel, and a lace up detail at the top. Boots have a zipper closure and are composed of faux suede. Pair with your fav cozy sweater and beanie for a full on look!

    Style Number/Barcode: 07402-0086

    Category Name: Boots & Booties

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Not So Basic Flat Wide-Calf Suede Boots
    Designed with a drawstring wide calf, a round toe, a wide calf fit, and an over the knee fit these boots are not designed for the basic gal! The faux suede fabric adds to that fall vibe that we are all obsessed with right now!

    Style Number/Barcode: 07402-0092

    Category Name: Boots & Booties

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sugar Sugar Ankle Fit Booties
    Hey there suga! If you're obsessed with nude tones, and booties, then we are here for you! This pair is composed of a faux leather and features an almond toe, a high heel, a side zipper closure, and fitted ankle fit.

    Style Number/Barcode: 07403-0115

    Category Name: Boots & Booties

    Price: $19.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitz Open Toe Booties

    Glitz up the night in these glamorous open toe heeled booties! They feature a lace up tie back closure, an open heel, intricate netted detail with multi faceted studs, an open toe, and a sleek stiletto heel. Booties are composed of a faux patent leather.

    Style Number/Barcode: 07403-0887

    Category Name: Boots & Booties

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Everything We Want Thigh High Boots

    Are you a boot addict? SO ARE WE! Designed with a pointy toe, a thigh high fit, and a skinny tall stiletto heel, you can check off all of our favorite features! Composed of a faux suede and include a zipper closure at the side. Detailed with a laces at the back that can be used to tighten at the thigh.

    Please be advised that this style runs 1/2 size small.

    Style Number/Barcode: 07402-0099

    Category Name: Boots & Booties

    Price: $29.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Thigh High Faux Leather Riding Boots
    Ride out into the sunset in a pair of thigh high boots! Designed with an almond toe, a low heel and a zipper closure. They reach thigh high and are composed of a faux leather. Pair with your fav leggings and over-sized tee for that relaxed yet trendy vibe!

    Style Number/Barcode: 07402-0085

    Category Name: Boots & Booties

    Price: $24.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Run Thigh High Boots
    Girl you are runnin through our mind in a pair of thigh highs! These on trend boots are designed with an almond toe, a tall heel, and a lace up detail at the back. They have a zipper closure and are composed of a faux suede material.

    Style Number/Barcode: 07402-0084

    Category Name: Boots & Booties

    Price: $23.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Everyday Slay Tall Faux Suede Boots
    Make everyday a day to slay! Over the knee boots are a way to start! Designed with an almond toe, a low block heel, and an over the knee fit with a drawstring adjustment. Boots are composed of a faux suede and have a zipper closure.

    Style Number/Barcode: 07402-0041

    Category Name: Boots & Booties

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Top That Faux Suede Ankle Booties
    You can't top a look with suede booties! This pair features an over the ankle fit, an almond toe, a zipper closure and a tall block heel. Composed of a faux suede material that is fitted. Pair with an over-sized tee or hoodie for an edgy street style or even with your fav denim!

    Style Number/Barcode: 07403-0106

    Category Name: Boots & Booties

    Price: $22.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Open Back Peep Toe Booties
    Step in the right direction with a pair of heels that command the room! Designed with a peep toe, an open back and an ankle fit. They feature a gold block heel that adds just the touch we were looking for! Composed of a nylon material and include a zipper closure.

    Style Number/Barcode: 07403-0152

    Category Name: Boots & Booties

    Price: $22.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance