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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 Back on Basics Faux Nubuck Booties

    Fall back on basic booties to create chic layered outfits this season. The booties feature an around the ankle fit, an almond toe, and short stacked block heel. The booties are composed of a faux nubuck material. Complete your look with a cardigan and high waist jeans. 

    Fit & Features

    • Around the ankle-length
    • Almond toe
    • Inner zipper closure
    • Short stacked block heel
    • Faux nubuck material

    Style Number/Barcode: 07403-0448

    Category Name: Boots & Booties

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Faux Suede Block Heel Booties

    These basic block heel booties are a must-have for this winter season! They feature a trendy pointed toe, side gore detail, and a smooth faux suede material. Pair these booties with high rise mom jeans for a casual yet still trendy vibe.

    Fit & Features

    • Ankle-high design
    • Pointed toe
    • Side gore detail
    • Block heel
    • Faux suede material


    Please be advised that these booties run 1 size too small.

    Style Number/Barcode: 07403-0506

    Category Name: Boots & Booties

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Lace-Up Lug Sole Booties

    Style up these edgy faux leather booties for a girl's night out! They feature a front lace-up design, side zipper closure, and a tall block heel. Pair these booties with a plaid mini skirt and faux leather jacket.

    Fit & Features

    • Ankle-high design
    • Round toe
    • Lug sole and tall block heel
    • Lace-up front design
    • Inner zipper closure
    • Back striped pull tabs
    • PU material

    Style Number/Barcode: 07403-0406

    Category Name: Boots & Booties

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cowgirl Off Duty Fold Over Western Boots

    These boots were made for compliments. The fold-over western boots mix chill slouch vibes with a pointed toe and block heel, perfect for taking your 'fit from casual to iconic.

    Fit & Features

    • 2.5" Block heel, 7" leg opening, 6" shaft height
    • Smooth faux leather material
    • Pointed toe
    • Below-the-knee height, pull tabs
    • Slouched fold-over design
    • Runs true to size

    Style Number/Barcode: 07402-000080

    Category Name: Boots & Booties

    Price: $46.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Suede Below The Knee Boots

    Effortlessly dress up your look and keep it comfortable in these below the knee boots! They feature a stacked low block heel, an inner zipper closure, and a faux suede material. Pair these boots with dark wash denim and a mock neck sweater.

    Fit & Features

    • Below the knee design
    • Almond toe
    • Low stacked block heel
    • Inner zipper closure
    • Faux suede material

     

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

    Style Number/Barcode: 07402-0238

    Category Name: Boots & Booties

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Lace-Up Lug Sole Booties

    Add some edge to your date night look with these trendy heeled booties! They feature a stylish lace-up front design, a thin lug sole, and a sturdy block heel. Pair these booties with a sweater dress and hoop earrings.

    Fit & Features

    • Almond toe
    • Lace-up front design
    • Inner zipper closure
    • Thin lug sole
    • Block heel
    • Faux micro suede material

    Style Number/Barcode: 07403-0605

    Category Name: Boots & Booties

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Chic Lace-Up Lug Sole Booties

    Get an effortlessly chic look with these trendy heeled booties! They feature a lace-up front design, a thin lug sole, and a sturdy block heel. Pair these booties with a faux leather mini skirt for an edgy date night outfit.

    Fit & Features

    • Almond toe
    • Lace-up front design
    • Inner zipper closure
    • Thin lug sole
    • Block heel
    • Faux nubuck material

    Style Number/Barcode: 07403-0604

    Category Name: Boots & Booties

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked On Basic Faux Nubuck Booties

    Turn to these stacked booties to create chic layered outfits this season. The booties feature an around the ankle fit, a pointed toe, and a stacked block heel. The booties are composed of a faux nubuck material. Complete your look with a cardigan and high waist jeans. 

    Fit & Features

    • Around the ankle fit
    • Pointed toe
    • Stacked block heel
    • Inner zipper closure 
    • Faux nubuck material  

    Style Number/Barcode: 07403-0442

    Category Name: Boots & Booties

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Over The Knee Lug Sole Boots

    Be the major trendsetter of your squad in these faux suede over the knee boots! They feature a round toe with a lug sole, sturdy block heel, and tie back detail. Pair these boots with a faux leather mini skirt for an edgy look this winter season.

    Fit & Features

    • Over the knee design
    • Round toe
    • Lug sole
    • Block heel
    • Inner zipper closure
    • Tie back detail
    • Faux suede material

     

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

    Style Number/Barcode: 07402-0214

    Category Name: Boots & Booties

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out In Style Over The Knee Boots

    Step out in style this season in these trendy over the knee boots! They feature a lug sole, sturdy block heel, and a tie back detail. Pair these boots with a sweater dress for an edgy-chic vibe for a holiday party.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Lug sole
    • Block heel
    • Tie back detail
    • Faux suede material

     

    Style Number/Barcode: 07402-0237

    Category Name: Boots & Booties

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • She's A Baddie Faux Leather Combat Boots

    These boots were made for a baddie look you, girl! The boots feature a mid-calf length, an inner zipper closure, lace-up front, and a lug sole. The boots are composed of a faux leather material. Complete your look with a moto jacket and skinny leg jeans.

    Fit & Features

    • Mid-calf length
    • Lace-up front 
    • Wide platform
    • Inner zipper closure
    • Lug sole
    • Faux leather material 

    Style Number/Barcode: 07403-0583

    Category Name: Boots & Booties

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On the Edge Faux Leather Lug Booties

    Bring the edge in booties that slay queen! The booties feature a mid-calf fit, goring on the exterior, an almond toe, lug sole, and a block heel. The booties are composed of a faux leather material. Complete look with a ribbed sweater and faux leather leggings. 

    Fit & Features

    • Mid-calf fit
    • Almond toe 
    • Goring accent on the exterior
    • Lug sole
    • Block heel
    • Faux leather material 


    Please be advised that these booties run one size too small.

    Style Number/Barcode: 07403-0505

    Category Name: Boots & Booties

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Chic Stiletto Heel Booties

    Step out in these booties to make a stylish step on your next brunch date! These versatile booties feature a caged cutout design, an almond toe, and a sleek stiletto heel. The booties are composed of a faux nubuck material. Complete look with a curve-hugging bodycon dress.

    Fit & Features

    • Adjustable ankle strap with buckle 
    • Caged cutout design 
    • Almond toe
    • Platform 
    • Stiletto heel 
    • Faux nubuck material 

    Style Number/Barcode: 07403-0431

    Category Name: Boots & Booties

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly On Fleek Faux Leather Combat Boots

    Get your look on fleek, girl! These boots bring a chic edge to your outfit. The boots feature a mid-calf length, a lace-up front, and a clear lug sole. The boots are composed of a faux leather material. Complete outfit with a bomber jacket. 

    Fit & Features

    • Mid-calf fit
    • Lace-up front
    • Inner zipper closure
    • Round toe
    • Clear lug sole
    • Faux leather material 

    Style Number/Barcode: 07403-0581

    Category Name: Boots & Booties

    Price: $22.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Microsuede Lace-Up Boots

    Lace-up in boots that stun this season. These must-have boots feature an over-the-knee fit, a lace-up back, an almond toe, and a flat sole. The boots are composed of faux micro suede material. Complete look with a mini sweater dress and a dainty layered necklace. 

    Fit & Features

    • Almond toe
    • Over the knee length 
    • Lace-up back 
    • Flat sole
    • Faux mircrosude material 

    Style Number/Barcode: 07402-0236

    Category Name: Boots & Booties

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Slay In Faux Suede Lug Sole Booties

    Lace-up in faux suede booties this season to style with your favorite cardigans and high waist jeans. The booties feature an around the ankle fit, goring accent, lace-up front with mini D-rings, a stacked block heel and lug sole. 

    Fit & Features

    • Around the ankle fit
    • Goring panels
    • Lace-up front with mini D-rings
    • Inner zipper closure 
    • Stacked block heel
    • Lug sole
    • Faux suede material 

     

    Please be advised that these booties run 1 size too small.

    Style Number/Barcode: 07403-0397

    Category Name: Boots & Booties

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Suede Lace Up Combat Booties

    Bring some edge in combat booties that slay! The booties feature a lace-up front with metal grommets, a lug sole, and a statement stacked block heel. Complete your look with high waist jeans and a mesh top.

    Fit & Features

    • Around the ankle length
    • Inner zipper closure
    • Lace-up front with metal grommets
    • Almond toe 
    • Lug sole
    • Stacked block heel
    • Faux suede material

    Style Number/Barcode: 07403-0388

    Category Name: Boots & Booties

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Buckle Detail Pointed Toe Booties

    These chic pointed toe booties will elevate your casual everyday look! They feature an ankle-high fit, a trendy buckle accent, and a sturdy block heel. Pair these booties with a ribbed knit sweater dress and layer on a cozy faux fur coat.

    Fit & Features

    • Ankle-high design
    • Pointed toe
    • Inner zipper closure
    • Buckle accent
    • Block heel
    • Faux suede material

     

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

    Style Number/Barcode: 07403-0331

    Category Name: Boots & Booties

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Faux Suede Stacked Heel Booties

    Rock a classic bootie this season to slay all your casual cold-weather outfits. The booties feature an around the ankle fit, an inner zipper closure, and a stacked block heel. Booties are composed of faux suede material. Complete look with a cozy cardigan and jeans.

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Almond toe
    • Stacked block heel
    • Faux suede material 

     

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

    Style Number/Barcode: 07403-0459

    Category Name: Boots & Booties

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortless And Edgy Faux Leather Booties

    Showcase an effortlessly edgy look in these faux leather booties! They feature an ankle-high design with a pointed toe, trendy side zipper accent, and a sturdy block heel. Pair these booties with high rise skinny jeans for a classic, causal-chic look.

    Fit & Features

    • Ankle-high design
    • Pointed toe
    • Inner zipper closure
    • Outer zipper detail
    • Block heel
    • PU material

     

    Please be advised that these booties run one size too small.

    Style Number/Barcode: 07403-0452

    Category Name: Boots & Booties

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Over The Knee Stacked Block Heeled Boots

    A fall staple for sure, these over the knee heeled boots will go with all of your fab 'fits! They feature a smooth faux suede material with a sturdy stacked block heel. Pair these boots with a chic sweater dress for a cute date night look.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Inner zipper closure
    • Stacked block heel
    • Tie back detail
    • Faux suede material

    Style Number/Barcode: 07402-0228

    Category Name: Boots & Booties

    Price: $19.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek and Chic Faux Nubuck Booties

    Keep it simply chic in booties that slay all your trendy layered outfits this season. The booties feature a peep toe, an outer zipper accent, and a sleek stiletto heel. Complete look with an off the shoulder sweater and cuffed skinny jeans.

    Fit & Features

    • Around the ankle fit
    • Outer zipper accent
    • Peep toe
    • Stiletto heel
    • Faux Nubuck material

     

    Please be advised that these booties run one size small.

    Style Number/Barcode: 07403-0439

    Category Name: Boots & Booties

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Combat Lug Sole Booties

    Bring the edge in lug booties to create stylish streetwear outfits! The booties an around the ankle fit with pull tabs at the back, a lace-up front, an almond toe, and a textured lug sole. Booties are composed of a faux leather material. Complete look with distressed jeans.

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Inner zipper closure
    • Almond toe
    • Lug sole
    • Faux leather material

    Style Number/Barcode: 07403-0377

    Category Name: Boots & Booties

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Combat Utility Booties

    Bring the edge in these booties to create grunge-inspired outfits. The bootie feature an around the ankle fit with pull tabs at the back, a lace-up front, an almond toe, and a textured lug sole. Booties are composed of a faux leather material. Complete look with distressed jeans. 

    Fit & Features

    • Around the ankle fit with pull tabs at the back
    • Lace-up front
    • Inner zipper closure
    • Almond toe
    • Lug sole
    • Faux leather material 

    Style Number/Barcode: 07403-0379

    Category Name: Boots & Booties

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free