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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.

  • Chic And Strappy Square Toe Stiletto Heels

    Level up your trendy 'fit with these chic and strappy stiletto heels! They feature an open square toe with a thin strappy design, an open back, wrap-around straps that tie at the back of the leg, and a sleek stiletto heel. Pair these stylish shoes with a bodycon dress and a sleek clutch for a night out with the girls.

    Fit & Features

    • Open square toe
    • Thin strappy design
    • Open back
    • Wrap-around straps
    • Tie back closure
    • Stiletto heel
    • PU material

    Style Number/Barcode: 07401-2676

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In the Clear Faux Patent Leather Wedges

    Clearly stay on-trend with wedges that elevate. The wedges feature a faux patent leather footbed and wedge, a peep toe, and a clear PVC strap. Complete your look with a floral print mini dress. 

    Fit & Features

    • Almond toe
    • Wedge heel
    • Peep toe
    • Clear PVC strap
    • Faux patent leather footbed
    • Runs true to size

    Style Number/Barcode: 07406-0244

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Perfect Pick Slide-On Flats

    These chic slide-on flats are the perfect pick to pair with your everyday 'fits! They feature a slightly square toe with a croc-embossed wide strap and a flat sole. Style these flats with boyfriend jeans and a cute crop top.

    Fit & Features

    • Slide-on design
    • Slightly square toe
    • Croc-embossed wide strap
    • Flat sole
    • PU material

    Style Number/Barcode: 07404-0707

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On Edge Faux Leather Lug Booties

    Channel an edgy look with booties that take your look to the next level. The booties feature an around the ankle fit with a pull tab, goring, a round toe, and a lug sole with a low block heel. Complete look with biker shorts and a crop top. 

    Fit & Features

    • Around the ankle fit with pull tab
    • Goring 
    • Round toe
    • Lug sole 
    • Low block heel 
    • Faux leather material 

    Style Number/Barcode: 07403-1230

    Category Name: Women’s Shoes

    Price: $20.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Raising Standards Clear PVC Mules

    Raise your style standards with these mules that complement all your favorite outfits. The mules feature an open back, a clear PVC strap, an almond toe with a clear strap over the toe, and a clear narrow lucite block heel. Complete look with a ruched mini dress and a bucket bag for a brunch ready look. 

    Fit & Features

    • Open back 
    • Clear PVC strap
    • Almond toe 
    • Clear strap over the toe
    • Clear lucite thin block heel

    Style Number/Barcode: 07401-2684

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Step It Up Faux Nubuck Block Heels

    Step up your style with these chic block heels that stun! The heels feature an open back, an asymmetrical strap, an adjustable ankle strap, an almond toe, and a block heel. The heels are composed of a faux nubuck material. Complete look with matching separates. 

    Fit & Features

    • Open back 
    • Adjustable ankle strap
    • Asymmetrical strap 
    • Almond toe
    • Block heel
    • Faux nubuck material 
    • Runs true to size

    Style Number/Barcode: 07401-2586

    Category Name: Women’s Shoes

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Glam Life Nubuck Block Heels

    Keep it glam with heels that elevate your outfits this season! The heels feature an open back, an adjustable ankle strap with a large square buckle, an open almond toe with a wide strap over the toe, and a block heel. Complete look with a ribbed mini dress and moto jacket. 

    Fit & Features

    • Open back 
    • Wide adjustable ankle strap with square buckle
    • Open almond toe with a strap over the toe
    • Block heel
    • Faux nubuck material

    Style Number/Barcode: 07401-2641

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Style Faux Leather Block Heel

    Elevate your style with these chic heels that command attention! The heels feature a zippered back, an ankle strap, an open almond toe with a single strap over the toe, and a block heel. Complete outfit with a floral mini dress. 

    Fit & Features

    • Zippered back 
    • Ankle strap 
    • Open almond toe
    • Block heel 
    • Faux leather material 

    Style Number/Barcode: 07401-2685

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shine On Rhinestone T-Strap Sandals

    Bring the shine with luxe sandals. The sandals feature a trendy square toe, a rhinestone embellished T-strap, rhinestone trim, and a flat footbed. The sandals are composed of metallic faux patent leather. Complete look with cute matching separates. 

    Fit & Features

    • T-strap
    • Square toe
    • Rhinestones
    • Metallic 
    • Faux patent leather 

    Style Number/Barcode: 07404-0671

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Irresistible Iridescent Rhinestone T-Strap Sandals

    Bring the shine with luxe sandals. The sandals feature a trendy square toe, a rhinestone embellished T-strap, rhinestone trim, and a flat footbed. The sandals are composed of iridescent faux patent leather. Complete look with cute matching separates.

    Fit & Features

    • T-strap
    • Square toe
    • Rhinestones
    • Metallic
    • Faux patent leather

    Style Number/Barcode: 07404-0670

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Vibes Faux Leather Platform Booties

    Add those edgy vibes to your look with these trendy faux leather booties! They feature a round toe, a platform and lug sole, a block heel, chic side cut outs, and an adjustable ankle strap with a buckle detail. Style these booties with a pair of relaxed boyfriend jeans and a graphic tee.

    Fit & Features

    • Round toe
    • Platform
    • Lug sole
    • Block heel
    • Side cut outs
    • Adjustable ankle strap with a buckle detail
    • PU material

    Style Number/Barcode: 07403-0874

    Category Name: Women’s Shoes

    Price: $21.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Lace Up PVC Sandals

    Lace-up in these sleek sandals that bring the style! The sandals feature a lace-up design, an almond toe, a clear PVC strap over the toe. Complete look with a crop top and cutoff shorts. 

    Fit & Features

    • Lace-up design 
    • Almond toe 
    • Clear PVC over the toe

    Style Number/Barcode: 07404-0668

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Trendsetter Slip-On Sandals

    Showcase chic trendsetter vibes in these adorable slip-on sandals! They feature an open almond toe, a criss-cross strap design, an open back, and a flat sole. Pair these sleek faux leather sandals with a flowy blouse and denim shorts for the perf spring-ready look.

    Fit & Features

    • Open almond toe
    • Criss-cross strap design
    • Open back
    • Flat sole
    • PU material

    Style Number/Barcode: 07404-0700

    Category Name: Women’s Shoes

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked On Style Faux Suede Booties

    Stack on the style with these trendy booties that create a fashionista-worthy look! The booties feature an around the ankle fit, a lace-up front, an almond toe, a lug platform, and a stacked block heel. The booties are composed of a faux suede material. Complete your look with faux leather skirt and a bustier for an edgy-glam outfit. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Lace-up front
    • Almond toe
    • Lug platform 
    • Stacked block heel
    • Faux suede material 

    Style Number/Barcode: 07403-1203

    Category Name: Women’s Shoes

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace Up Faux Leather Stiletto Booties

    Lace-up in booties that keep it sleek and chic this season. The booties feature a lace-up front, a sleek stiletto heel, and a trendy pointed toe. Complete your look with a ribbed midi dress.

    Fit & Features

    • Mid-calf fit
    • Lace-up front
    • Pointed toe
    • Stiletto heel
    • Faux leather material 

    Style Number/Barcode: 07403-0254

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Clear Goals Rhinestone Pearl Slingback Pumps

    Achieve your fashion goals in these stunning stiletto pumps!  The clear PVC combined with sparkling rhinestones and delicate faux pearls will make you stand out from the crowd.

    Fit & Features

    • 4" Stiletto heel
    • Pointed-toe
    • Clear PVC, rhinestones and faux pearls
    • Slingback ankle strap
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000223

    Category Name: Women’s Shoes

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bling and Dazzle Faux Fur Slides

    Bring the dazzle to your fit with glam slides! The slides feature a slip-on design, a square toe, a wide faux fur toe strap, and a luxe rhinestone trim. Complete look with a ribbed crop top and joggers set. 

    Fit & Features

    • Slip-on design 
    • Square toe
    • Wide toe strap
    • Faux fur
    • Rhinestone trim

    Style Number/Barcode: 07404-0666

    Category Name: Women’s Shoes

    Price: $12.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All That Luxe Rhinestone Sandals

    Slip-on these glam sandals that bring the luxe to your look! The sandals feature a trendy slip-on design, a square toe, and a wide toe strap embellished with sparkling rhinestones. Complete look with a stunning swimsuit and sunglasses. 

    Fit & Features

    • Slip-on design 
    • Square toe
    • Wide toe strap
    • Rhinestones


    Please be advised that these sandals run 1/2 a size big.

    Style Number/Barcode: 07404-0667

    Category Name: Women’s Shoes

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Taking Knit Easy Chunky Sneakers

    Slip-on these sneakers for those casual vibes, girl! The sneakers feature a lace-up front, an almond toe, a knit body, a trendy chunky sole, and a color block design. Complete the look with a matching crop top and leggings set.

    Fit & Features

    • Lace-up front
    • Almond toe
    • Knit body
    • Textured chunky sole
    • Color block design

    Style Number/Barcode: 07407-0196

    Category Name: Women’s Shoes

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep It Chic Block Heel Booties

    Keep your night out look chic and on-trend in these stylish booties. They feature a round toe, a stacked block heel, an elastic gore detail, and back pull tabs. Pair these booties with a faux leather skirt, a trendy crop top, and gold hoop earrings.

    Fit & Features

    • Round toe
    • Stacked block heel
    • Above the ankle design
    • Elastic gore detail
    • Back pull tabs
    • Faux microsuede material

     

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

    Style Number/Barcode: 07403-1202

    Category Name: Women’s Shoes

    Price: $21.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Appeal Block Heel Mules

    Create double the appeal with chic mules that stun! The mules feature an open back, a double-row of straps, an open almond toe, and a thin block heel. The mules are composed of a faux suede material. Complete look with a curve-hugging bodycon.

    Fit & Features

    • Open-back
    • Double-row straps
    • Open almond toe
    • Thin block heel 
    • Faux suede material 

    Style Number/Barcode: 07401-2576

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam It Up Faux Leather Block Heels

    Glam up your outfits with block heels that slay! The heels feature an open back, an adjustable ankle strap with a large square buckle, an open almond toe with a wide strap over the toe, and a block heel. Complete look with a ribbed mini dress and a moto jacket.

    Fit & Features

    • Open back
    • Wide adjustable ankle strap with square buckle
    • Open almond toe with a strap over the toe
    • Block heel
    • Faux leather material

    Style Number/Barcode: 07401-2644

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiant Stunner Block Heels

    You'll look oh-so-stunning and chic in these radiant rhinestone detailed block heels. They feature a closed pointed toe, a closed back with a zipper, a rhinestone adorned ankle strap, and a block heel. Pair these shoes with a satin dress and rhinestone jewelry for your next date night out.

    Fit & Features

    • Closed pointed toe
    • Closed back with zipper
    • Rhinestone adorned ankle strap
    • Block heel
    • Faux nubuck material

    Style Number/Barcode: 07401-2578

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About That Lace Platform Sneakers

    Lace-up in these chic sneakers that keep it casual! The sneakers feature an almond toe, a lace-up front, and a platform sole. Complete look with biker shorts and crop top for an effortlessly laid back look. 

    Fit & Features

    • Almond toe
    • Lace-up front
    • Platform sole

    Style Number/Barcode: 07407-0195

    Category Name: Women’s Shoes

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free