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Trendy Shoes to Flex All Season Long

Hot Picks for Your Main Character Moment

Step into your spotlight with trendy shoes that make every outfit pop. From sun-soaked hangs to formal soirées, Windsor’s shoe collection is stacked with heels, sandals, boots, booties, and more—basically, every style you need to go from “getting ready” to “it girl energy” in a snap. Whether you’re that always-put-together friend, the spontaneous social butterfly, or somewhere in between, your next obsession starts here.

Dress Heels That *Do the Most*

This season’s edit? Total main character. Lace-up heels with 3D butterfly and flower details bring flirty vibes, while rhinestone-covered stilettos turn heads from every angle. For weddings or big event energy, dress heels in metallic finishes and platforms with trendy hardware give instant glam. Bridesmaid heels and wedding dress shoes stun in sleek satins, mesh, or glittery faux leather—and they’re all made with Windsor’s comfort-first insoles so your feet feel as good as you look.

Everyday Shoes with Main-Character Energy

On casual days, keep your cool in mules, flats, or low-block heels that go with everything from joggers to jean shorts. Into a bold boot moment year-round? We got you. Knee-high boots, cowgirl boots, and lug sole boots bring that unexpected edge to your festival ‘fit or rooftop vibe. And yes, they come in everything from classic neutrals to dopamine-bright colors made for selfies.

The Details That Make a Difference

With almond, square, pointy, peep toe, and open-toe styles, there’s a toe shape for every mood. Adjustable straps, metallic sheens, and textures like patent faux leather and all-over rhinestones make it easy to build your look from the feet up. And because we know you’ve got places to be (and pics to post), most styles come in multiple heel heights so you can slay your day—comfortably.

Trendy Shoes = Your New Flex

Scroll less and slay more with Windsor’s must-have shoes. These trendy shoes are ready to upgrade your rotation, one click, tap, or store trip at a time.

What Shoes Can I Wear With Jeans?

Honestly? Anything from Windsor. Pair your straight-leg denim with block heels or heeled mules for that low-effort, high-style vibe. Craving something cooler for cropped jeans? Try pointed-toe stilettos or trendy neutral-toned booties to elevate your look.

For casual slays, strappy sandals or flats are perfect for brunch or running errands with style. Want to dress up your fav dark-wash jeans? Go for a glitter heel, bold platform, or clear mule—you’ll be out the door and dressed to impress in seconds.

What Shoes Can I Wear With Jeans?

The best shoes to wear with jeans depend on your denim style, wash, and overall look. Black ankle boots or heeled mules pair effortlessly with straight-leg jeans for a sleek, polished vibe. For cropped denim, opt for pointed-toe heels, strappy mules, or neutral-toned boots to elevate your outfit for work or date night.

Keeping it casual? A stylish yet comfortable sandal adds an effortless edge to your everyday look. If you're dressing up dark-wash jeans with a bustier or statement-sleeve top, go for trendy clear mules or block heels that are easy to wear for hours.

  • Pastel Fuzzy Thong Strap Slippers

    Keep it bright with these fuzzy slippers that bring a burst of color to your loungewear. The slippers feature a faux fur material, a multicolored hue, and a thong toe strap. Complete look with the matching separates. 

    Fit & Features

    • Faux fur material
    • Multicolored pastel print 
    • Thong toe strap
    • Flat footbed

    Style Number/Barcode: 07408-0042

    Category Name: Women’s Shoes

    Price: $10.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Caged Below The Knee Stiletto Boots

    Give yourself a majorly chic look in these caged stiletto boots! They feature a below the knee fit with a detailed caged front design and a thin stiletto heel. Let these be the statement of your outfit by wearing them with a basic little black dress.

    Fit & Features

    • Under the knee fit
    • Open almond toe
    • Front caged design
    • Back zipper closure
    • Stiletto heel
    • Faux nubuck material

    Style Number/Barcode: 07402-0226

    Category Name: Women’s Shoes

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Must-Have Basic Platform Block Heels

    Create a chic look in these must-have basic block heels! Featuring a sturdy block heel and a stylish platform, these heels would pair perfectly with your fave little black dress. Wear these for your next date night with bae.

    Fit & Features

    • Open almond toe
    • Thick toe strap
    • Adjustable around the ankle strap
    • Closed back
    • Platform
    • Block heel
    • Faux nubuck material

    Style Number/Barcode: 07401-2469

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Mad For Plaid Platform Block Heels

    You'll be totally mad for plaid over these adorable block heels! They feature a trendy platform and an allover chic plaid print. Complete the look with a flirty mini dress for a cute date night 'fit.

    Fit & Features

    • Open almond toe
    • Thick toe strap
    • Adjustable around the ankle strap
    • Closed back
    • Platform
    • Block heel
    • Allover plaid print

    Style Number/Barcode: 07401-2483

    Category Name: Women’s Shoes

    Price: $18.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Bling Stiletto Heels

    Make sure to bring the bling in these flashy stiletto heels!

    • Open toe
    • Rhinestone adorned toe strap
    • Rhinestone adorned adjustable ankle strap
    • Closed-back
    • Stiletto heel
    • Faux leather insole lining
    • Black - Faux suede | Silver - Faux leather

    Style Number/Barcode: 07401-2163

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beautiful Bling Stiletto Heels

    Showcase glamour and style in these blinged out stiletto heels! They feature an almond toe with a rhinestone adorned strap and an adjustable rhinestone adorned ankle strap. The sleek stiletto heel will elevate your whole look. Pair these heels with light wash denim and a basic tee to add a touch of sparkle to your everyday look.

    Fit & Features

    • Open almond toe
    • Rhinestone adorned strap
    • Rhinestone adorned adjustable ankle strap
    • Closed back
    • Stiletto heel

    Style Number/Barcode: 07401-2314

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfect Style Cut Out Pumps

    Showcase perfect style in these chic faux nubuck pumps! They feature a trendy pointed toe with a side cut out and a sleek thin heel. Complete your workwear look with a curve-hugging pencil skirt and statement earrings.

    Fit & Features

    • Pointed closed toe
    • Side cut out detail
    • Closed back
    • Thin heel
    • Faux nubuck material

    Style Number/Barcode: 07401-2488

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dainty Drama Mesh Bow Kitten Mules

    She’s giving drama but make it dainty. These square-toe mesh bow kitten mules are the kind of shoes that say, “Yes, I did plan my whole fit around them.”

    Fit & Features

    • 3” Stiletto heel
    • Square toe
    • Mesh strap with a bow accent
    • Luxe fit cushioned insole
    • Twill material
    • Runs true to size

    Style Number/Barcode: 07401-000338

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: In Stock

    Available Color: PINK

    Available Size: 6.5, 7, 7.5, 8, 9

  • Faux Nubuck Platform Basic Block Heels

    Elevate your trendy style with these fab block heels! They feature a basic block heel design with a tall platform and a thin adjustable ankle strap. Pair these heels with your fave flirty mini dress for a girl's night.

    Fit & Features

    • Open toe
    • Wide toe strap
    • Tall block heel and platform
    • Closed back
    • Adjustable around the ankle strap
    • Faux nubuck material

    Style Number/Barcode: 07401-2482

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Trendsetter Platform Combat Boots

    Showcase the major trendsetter you are in these of the moment platform combat boots! They feature a lace-up front, a lug sole and a chic around the ankle zippered pouch. Pair these boots with a curve-hugging mini dress for an edgy girl vibe.

    Fit & Features

    • Ankle-high design
    • Round toe
    • Lace-up front
    • Inner zipper closure
    • Around the ankle zippered pouch
    • Lug sole and platform
    • PU material

     

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

    Style Number/Barcode: 07403-0393

    Category Name: Women’s Shoes

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Faux Suede Lace Up Booties

    Lace-up in these must-have booties! These versatile booties are perfect for chic date night outfits or a casual outfit for running errands in. The booties feature an around the ankle fit, a lace-up front, an almond toe, and a block heel. Complete your outfit with skinny jeans and a chic off the shoulder top 

    Fit & Features

    • Around the ankle fit with pull tabs
    • Lace-up front
    • Inner zipper closure
    • Almond toe 
    • Block heel
    • Faux suede material 

    Style Number/Barcode: 07403-0359

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dazzle On Rhinestone Faux Fur Slides

    Glam up your slides with rhinestones! The slides feature a triple row rhinestone design and a single wide open toe strap. The slides are composed of faux fur material. Complete your cozy look with matching separates.

    Fit & Features

    • Open toe
    • Single wide strap
    • Triple row rhinestone design
    • Faux fur material

    Style Number/Barcode: 07408-0037

    Category Name: Women’s Shoes

    Price: $13.97 $23.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Faux Leather Block Heels

    Slay in basic heels that are perfect for everyday workwear outfits or for that upcoming bridal shower! The heels feature a closed-back, an adjustable ankle strap, a block heel, and an open square toe with a single strap over the toe. Heels are composed of a faux leather material. 

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Block heel
    • Open square toe 
    • Single strap over the toe 
    • Faux leather material 

    Style Number/Barcode: 07401-2475

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Lace-Up Stacked Heel Boots

    Lace-up in these boots to create a cute layered outfit this season. Style the boots with a chunky cable knit sweater and high waist jeans. The boots feature a below the knee fit, a lace-up back, and a stacked block heel. 

    Fit & Features

    • Below the knee fit
    • Lace-up back 
    • Almond toe
    • Inner zipper closure 
    • Stacked block heel
    • Faux microsuede material 

    Style Number/Barcode: 07402-0178

    Category Name: Women’s Shoes

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In the Clear Knit Sneakers

    Keep it sporty and chic in these knit sneakers that are perfect for creating stylish streetwear outfits. The sneakers feature a knit body, an almond toe, and a lace-up front. The sole features a trendy clear gel design with a textured grip. Complete look with biker shorts and a ribbed crop top.

    Fit & Features

    • Knit body
    • Almond toe 
    • Lace-up front 
    • Clear gel sole
    • Pull tabs at the ankle 

    Style Number/Barcode: 07407-0187

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tied to Basics Faux Suede Booties

    Fall back on basic booties that are the perfect touch for your layered outfits this season. Style with a cozy cardigan and high waist jeans for a cute outfit for your next coffee run. The booties feature a tie back closure, an almond toe, and a block heel. The booties are composed of a faux suede material. 

    Fit & Features

    • Around the ankle-length
    • Tie back closure
    • Almond toe
    • Block heel 
    • Faux suede material 

    Style Number/Barcode: 07403-0358

    Category Name: Women’s Shoes

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Basic Faux Leather Booties

    Channel those basic vibes in these cute booties to create layered outfits. The booties feature an around the ankle fit, a pointed toe, and a low block heel. The booties are composed of a faux leather material. Complete your look with a cardigan and high waist jeans. 

    Fit & Features

    • Around the ankle fit
    • Pull tabs at the back of the ankle
    • Pointed toe
    • Low block heel
    • Faux leather material 
    • Back zipper closure 

    Style Number/Barcode: 07403-0398

    Category Name: Women’s Shoes

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strappy And Stylin' Stiletto Heels

    Keep it stylish in these strappy stiletto heels! They feature a thin strappy design with an adjustable ankle strap and a sleek stiletto heel. Pair these basic heels with chic dress pants and a flowy blouse for the perfect workwear look.

    Fit &  Features

    • Almond toe
    • Thin toe strap
    • Strappy design with adjustable ankle strap
    • Open back
    • Stiletto heel
    • Faux nubuck material


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

    Style Number/Barcode: 07401-2458

    Category Name: Women’s Shoes

    Price: $16.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Over The Knee Block Heel Boots

    Style it up in chic faux suede in these stylish over the knee boots! They feature a flattering pointed toe, sturdy block heel and half faux suede and half elastic knit material for a unique look. Pair these boots with a cute sweater dress for a date night out with bae.

    Fit & Features

    • Over the knee design
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Half faux suede, half elastic knit material

    Style Number/Barcode: 07402-0207

    Category Name: Women’s Shoes

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Caged In Style Block Heeled Booties

    Get caged in an edgy, chic style with these must have block heeled booties!

    • Peep toe
    • Caged design with cut out detailing
    • Open back
    • Adjustable ankle strap
    • Block heel
    • Faux suede material | Faux leather insole lining

    Style Number/Barcode: 07403-0243

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Fab Knee High Stiletto Heeled Boots

    You'll be feelin' oh-so-fab in these chic stiletto heeled boots! They feature a knee high design with a croc embossed print and a faux leather material. Pair these sleek boots with dark wash skinny jeans for a must-have fall look.

    Fit & Features

    • Knee high design
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Faux leather material
    • Croc embossed print

    Style Number/Barcode: 07402-0203

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Suede Over The Knee Block Heel Boots

    Style it up in chic faux suede in these stylish over the knee boots! They feature a flattering pointed toe, sturdy block heel and half faux suede and half elastic knit material for a unique look. Pair these boots with a cute sweater dress for a date night out with bae.

    Fit & Features

    • Over the knee design
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Half faux suede, half elastic knit material

    Style Number/Barcode: 07402-0206

    Category Name: Women’s Shoes

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Suede Over The Knee Stiletto Boots

    Lace-up in boots that bring the drama to all your fall outfits. The boots feature a stunning over the knee fit, a lace-up front to provide a customized fit, a platform, and a sleek stiletto heel. Pair your boots with a ribbed mini dress and sleek hoops. 

    Fit & Features

    • Over the knee fit
    • Lace-up front with small grommets
    • Round toe
    • Platform
    • Inner zipper closure
    • Stiletto heel
    • Faux suede material  

    Style Number/Barcode: 07402-0200

    Category Name: Women’s Shoes

    Price: $12.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Patent Pointed-Toe Lucite Block Heel Booties

    Show off a chic new look in these stunning patent pointed-toe booties! They feature a trendy clear lucite block heel and a sleek patent finish. Wear with your fave crop top and mom jeans to amp up your casual look.

    Fit & Features

    • Pointed-toe
    • Inner zipper closure
    • Lucite block heel
    • Patent material

    Style Number/Barcode: 07403-0385

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free