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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.

  • Beaded Babe Clear Stiletto Heels

    Walk the walk in this pair of super chic stiletto heels! They feature an eye-catching clear beaded stiletto heel, an open toe, and clear PVC straps. Capture all the attention in the room when you wear them with a bodycon dress.

    Fit & Features

    • Clear PVC straps
    • Clear beaded heel detailing
    • Stiletto heel
    • Open toe
    • Runs true to size

     

    Style Number/Barcode: 07401-3441

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All That Glam Square Toe Block Platform Heels

    You'll be bringing all the glam to any event in this pair of platform heels! They feature an ultra-high block heel, buckled ankle strap and an almond open toe. They're a total must-have to give you confidence at your next birthday bash!

    Fit & Features

    • Open almond toe
    • Block heel and platform
    • Buckled ankle strap
    • Runs true to size

    Style Number/Barcode: 07401-2834

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam For Days Rhinestone Block Heels
    Make a stunning entrance babe in this pair of super glam block heels! They feature a sparkling rhinestone block heel, criss-cross buckled ankle straps and an open toe. Wear with your favorite cocktail dress for a lasting impression.

    Fit & Features
    • Buckled ankle strap
    • Criss-cross straps
    • Open toe
    • Runs true to size 

    Style Number/Barcode: 07401-3514

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shimmer And Shine Rhinestone Cowboy Boots

    Western goes glam with these rhinestone cowboy boots! Shimmer and shine at concerts, festivals, or bachelorettes in these statement boots designed with a pointed toe and calf length shaft for a sleek look.

    Fit & Features

    • 3.5” Block heel, 7" leg opening, 13" shaft height
    • Pointed toe
    • Inner zipper closure
    • Calf length height
    • All-over rhinestone embellishments
    • Metallic fabric
    • Runs true to size

    Style Number/Barcode: 07402-000019

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: SILVER

    Available Size: 5.5, 6.5

  • Don't Trip Faux Suede Strappy Block Heels
    Don't trip babe, you'll be super on-trend in this pair of block heels! They feature a crisscross strap design with a block heel and an open toe. Wear them with a button-down top and cutoff shorts for a modern street-style look. 

    Fit & Features
    • Crisscross straps
    • Buckled ankle strap
    • Open toe
    • Block heel
    • Runs true to size

    Style Number/Barcode: 07401-3459

    Category Name: Women’s Shoes

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clear Things Up Lucite Block Heels

    It's time to take your style to new heights in this pair of block heels! They feature clear PVC straps, a lucite block heel, and a buckled ankle strap. Wear them with a floral romper for a sweetly feminine look.

    Fit & Features

    • Open toe
    • Buckled ankle strap
    • Lucite block heel
    • Clear PVC straps
    • Fits true to size

    Style Number/Barcode: 07401-2997

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Night Diva Criss Cross Ankle Strap Block Heels
    Take these glam block heels out for a night on the town! They're designed with criss cross ankle straps, a block heel, and a platform. Wear them with a cocktail dress for a stunt-worthy look.

    Fit & Features
    • Dual buckle ankle straps
    • Open toe
    • Block heel
    • Platform
    • Fits true to size

    Style Number/Barcode: 07401-3008

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep Shining Rhinestone Block Heels
    You'll stay shining all night long in this pair of super glam block heels! They're designed with glimmering rhinestone accents, criss cross block heels and an open toe. Dress up a jumpsuit and clutch with them for endless compliments. 

    Fit & Features
    • Rhinestone detailing
    • Open toe
    • Ankle strap
    • Fits true to size

    Style Number/Barcode: 07401-3230

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Retro Point-Toe Block Heel

    Add a retro-inspired flair to your look with this pair of block heels. They feature a pointed toe, crisscross strap, and block heel for a classic look. Pair with a swinging midi dress and crossbody for a sunny day stroll.

    Fit & Features

    • Pointed toe
    • Block heel
    • Crisscross strap
    • Back zipper
    • Faux leather material
    • Runs true to size 

    Style Number/Barcode: 07401-3314

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Linked In Style Stiletto Heels
    Get linked in style with heels that bring those chic details! The heels feature a chunky chain-link ankle strap, an open square toe with a chain-link over the toe, and a stiletto heel. The heels are composed of a faux leather material. Complete look with a romper and a crossbody.


    Fit & Features

    • Chunky chain link ankle strap
    • Open square toe
    • Chain link over the toe
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3469

    Category Name: Women’s Shoes

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Makin Moves Tie Up Block Heels
    Make your entrance at your next night out in this pair of super sultry block heels! They feature an eye-catching tie-up detail, block heel, and open toe. Rock them with a bustier and leather jacket.

    Fit & Features
    • Tie-up detail
    • Block heel
    • Open toe
    • Runs true to size

    Style Number/Barcode: 07401-3113

    Category Name: Women’s Shoes

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Around The Block Straw Block Heels
    Take a stroll to stunt on them in this pair of block heels! They're designed with straw detailing, an open toe and a buckled ankle strap. Wear with a romper and sun hat for sweet summery style. 

    Fit & Features
    • Block heel
    • Straw detailing
    • Open toe
    • Buckled ankle strap

    Style Number/Barcode: 07401-3466

    Category Name: Women’s Shoes

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clear The Way PVC Block Heels
    It's clear to see who the most stylish in the room will be in these chic heels! They're designed with a block heel, clear PVC strap and buckled ankle strap. Wear them with a mini dress and dance the night away!

    Fit & Features
    • Block heel
    • Buckled ankle strap
    • Open toe
    • Clear PVC strap
    • Fits true to size

    Style Number/Barcode: 07401-3103

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Buckled Up Denim Square Toe Block Heels

    Channel retro babe vibes in this pair of block heels! They're designed with an open square toe, fun buckle detail and denim fabrication. Wear them with a jumpsuit to dance the night away.

    Fit & Features

    • Open square toe
    • Block heel
    • U-shaped buckle accent
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07401-2792

    Category Name: Women’s Shoes

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Mix Criss Cross Platform Block Heels

    Stunt on them on your next night out in this pair of block heels! They're designed with a platform wedge, block heel and criss cross straps. 

    Fit & Features

    • Open almond toe
    • Criss cross ankle straps
    • Block heel
    • Platform 

    Style Number/Barcode: 07401-3309

    Category Name: Women’s Shoes

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked On Basics Wide Fit Mules

    Stack on the style with cute mules that nail your everyday looks! The mules feature a comfortable wide-fit sole, an open back, an open square toe, a double-row strap design, and a low block heel. The mules are composed of a faux leather material. Complete look with a puff sleeve top and jeans! 

    Fit & Features

    • Open back 
    • Open square toe
    • Double-row strap design 
    • Low block heel
    • Faux leather material 
    • Wide fit sole
    • Runs true to size

    Style Number/Barcode: 07401-3543

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Beauty Asymmetrical Faux Suede Block Heel

    Stand out with your stunning style with a heel that takes you from day to night! The heels feature an adjustable ankle strap, asymmetrical straps, an open almond toe, and a block heel. Complete look with a romper and a clutch.

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Asymmetrical strappy design
    • Open almond toe
    • Block heel
    • Faux leather material

    Style Number/Barcode: 07401-3375

    Category Name: Women’s Shoes

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daring Diva Lace Up Stiletto Heels

    Dare to go bold with stiletto heels that amp your night out outfit! The heels feature a zippered back, a bold caged cutout design, lace-up ties, a peep toe, and a sleek stiletto heel. Complete look with an LBD. 

    Fit & Features

    • Zippered back 
    • Caged cutout design 
    • Lace-up ties
    • Peep toe 
    • Stiletto heel
    • Faux suede
    • Runs true to size 

    Style Number/Barcode: 07403-1251

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ready To Stun PVC Block Heels

    Get ready to step out and stun with heels that make a chic impression! The heels feature an adjustable ankle strap with buckle, a closed-back, an open almond toe with a clear PVC strap over the toe, and a block heel. Complete look with a ruffled mini dress and dainty rings. 

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Open almond toe, clear strap over toe
    • Block heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3274

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strappy & Sassy T-Strap Stiletto Heels
    Get ready for the ultimate GNO in this pair of stiletto heels! The T-strap design is accented with double buckled ankle straps and an almond open toe. Wear with a bodycon dress and watch heads turn.

    Fit & Features
    • Stiletto heel
    • Double buckled strap
    • Open almond toe
    • Stiletto heel
    • Nubuck faux leather fabrication
    • Fits true to size

    Style Number/Barcode: 07401-3449

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Good Life Rhinestone Money Slides

    Live it up with slides that reveal your luxe side! The slides feature an easy slip-on design, an open almond toe, a wide rhinestone-embellished toe strap, a money bill design, and a flat footbed. Complete look with a matching top and skirt set.

    Fit & Features

    • Slip-on design 
    • Open almond toe 
    • Rhinestones 
    • Wide toe strap
    • Money bill design 
    • Runs true to size

    Style Number/Barcode: 07404-0958

    Category Name: Women’s Shoes

    Price: $7.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Denim Days Lucite Block Heel

    Denim days are here to stay with this sweet and sassy pair of block heels! Designed in denim material, they're finished with a lace-up ankle and on-trend lucite heel. Knock your look out of the park in a simple yet flattering bodycon dress.

    Fit & Features

    • Open almond toe
    • Lace-up ankle
    • Lucite block heel
    • Denim fabrication
    • Runs true to size

    Style Number/Barcode: 07401-3308

    Category Name: Women’s Shoes

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Knit List Jelly Sole Sneakers

    Kick back and keep it comfy in this pair of knit sneakers! Designed with a knit body, jelly sole and lace-up vamp. Pair with leggings for the ultimate off-duty vibes. 

    Fit & Features

    • Lace-up vamp
    • Jelly sole
    • Knit body 
    • Almond toe

    Style Number/Barcode: 07407-0209

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Strut Fringe Western Boots

    Show off a trendy strut in these faux suede western boots featuring a pointed toe, stacked block heel, and cool fringe design.

    Fit & Features

    • 2.5" Stacked block heel, 7.5" leg opening, 12" shaft height
    • Faux suede material
    • Pointed toe
    • Partial inner zipper closure
    • Below-the-knee height, pull tabs
    • Fringe design
    • Runs true to size

    Style Number/Barcode: 07402-000036

    Category Name: Women’s Shoes

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 6, 7