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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.

  • It's Casual Nubuck Slip On Sandals
    Kick back and keep it casual in this pair of sandals! They feature a slip-on design, a thick strap, and an open toe. Wear them with all your breezy sundresses for a summery vibe! 

    Fit & Features
    • Slip-on design
    • Nubuck fabrication
    • Open toe
    • Thick strap
    • Runs true to size

    Style Number/Barcode: 07404-0886

    Category Name: Women’s Shoes

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oh You Shine Rhinestone PVC Block Heels

    Keep it shining babe in this pair of super glam block heels! They're designed with a shimmering rhinestone ankle strap, a PVC strap, and a thick block heel. Make sure to totally wow them when you wear these with a figure-hugging dress. 

    Fit & Features

    • Rhinestone ankle strap
    • PVC strap
    • Block heel
    • Open toe
    • Runs true to size 

    Style Number/Barcode: 07401-2624

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On The Edge Bow Studded Jelly Sandals
    Keep your style on the edge in this pair of super chic jelly sandals! They feature clear PVC straps, studded embellishments, and a bow detail. Wear them with an oversized straw hat to soak up the sun in the park.

    Fit & Features
    • PVC straps
    • Studded embellishments
    • Bow detail
    • Open toe
    • Runs true to size

    Style Number/Barcode: 07404-0891

    Category Name: Women’s Shoes

    Price: $8.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy And Fab Block Heels

    These cute block heels will bring a trendy and fab style to your everyday look! They feature an open almond-shaped toe, a toe strap and ankle strap with a scalloped design, a back zipper closure with a tassel detail, and a comfortable block heel. Pair these faux microsuede heels with a blouse and paper bag pants for the perf workwear outfit.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap and ankle strap, scalloped design
    • Back zipper closure, tassel detail
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07401-3512

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Glam Metallic Stiletto Heels

    Feelin' glam? Elevate your outfits with these on-trend stiletto heels! They feature an open square toe, a thin strappy design, an adjustable heel strap, a pyramid stiletto heel, and a sleek chrome metallic finish. Style these shoes with a little black dress.

    Fit & Features

    • Open square toe
    • Thin strappy design
    • Adjustable heel strap, buckle detail
    • Pyramid stiletto heel
    • Chrome metallic iridescent finish
    • Runs true to size

    Style Number/Barcode: 07401-3522

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Stylish Metallic Stiletto Heels

    Feelin' stylish? Elevate your outfits with these on-trend stiletto heels! They feature an open square toe, a thin strappy design, an adjustable heel strap, a pyramid stiletto heel, and a sleek chrome metallic finish. Style these shoes with a little black dress.

    Fit & Features

    • Open square toe
    • Thin strappy design
    • Adjustable heel strap, buckle detail
    • Pyramid stiletto heel
    • Chrome metallic iridescent finish
    • Runs true to size

    Style Number/Barcode: 07401-3523

    Category Name: Women’s Shoes

    Price: $7.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Forever Fab Leopard Print Stiletto Heels

    Create a fab OOTD with these trendy leopard print heels! They feature an open almond-shaped toe, a triple strap design including an adjustable ankle strap, and a sleek stiletto heel. Complete the outfit with a chic crossbody purse.

    Fit & Features

    • Open almond-shaped toe
    • Triple strap design, adjustable ankle strap, buckle detail
    • Closed back
    • Stiletto heel
    • Leopard print
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3525

    Category Name: Women’s Shoes

    Price: $7.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pop Of Luxe Sparkle Faux Pearl Rhinestone Sandals

    Perfect for modern brides or any event, these statement jelly sandals add a luxe look to any occasion! The faux pearl and rhinestone embellished strap adds a touch of elegance, while the rhinestone trim along the flat sole adds a pop of sparkle.

    Fit & Features

    • Square toe
    • Faux pearl and rhinestone embellishments
    • Cutout strap
    • Flat sole with rhinestone trim
    • Jelly material
    • Runs true to size

    Style Number/Barcode: 07404-000031

    Category Name: Women’s Shoes

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: 5

    Product Badge:
    • Sale
  • Feelin' Bold Metallic Stiletto Heels

    Feelin' bold? Elevate your outfits with these on-trend stiletto heels! They feature an open square toe, a thin strappy design, an adjustable heel strap, a pyramid stiletto heel, and a sleek chrome metallic finish. Style these shoes with a little black dress.

    Fit & Features

    • Open square toe
    • Thin strappy design
    • Adjustable heel strap, buckle detail
    • Pyramid stiletto heel
    • Chrome metallic iridescent finish
    • Runs true to size

    Style Number/Barcode: 07401-3521

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • '90s Babe Jelly Square Toe Mule

    Show off those throwback vibes with this '90s chic pair of mules! They feature a thick jelly strap, open square toe, and low block heel. Pair with a flirty sundress and thin choker for the ultimate retro-inspired look.

    Fit & Features

    • Open square toe
    • Low block heel
    • Thick jelly strap
    • Runs true to size

    Style Number/Barcode: 07401-3213

    Category Name: Women’s Shoes

    Price: $7.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Shine Chrome Block Heels

    Create a glamorous look that has major shine with these chrome block heels! They feature an open almond-shaped toe with a toe strap, a thin adjustable ankle strap, and a comfortable low block heel. Style these heels with rhinestone earrings and a sleek clutch.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Low block heel
    • Chrome finish
    • Runs true to size

    Style Number/Barcode: 07401-3463

    Category Name: Women’s Shoes

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Everyday Criss-Cross Block Heel

    These adorable block heels will become your new fave pair to elevate everyday outfits! They feature an open almond-shaped toe, wide toe straps in a cute criss-cross design, a thin adjustable ankle strap, and a comfortable low block heel. Complete your looks with a chic crossbody purse.

    Fit & Features

    • Open almond-shaped toe
    • Wide toe straps, criss-cross design
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Low block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3501

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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: 07401-3440

    Category Name: Women’s Shoes

    Price: $10.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Fierce Animal Print Block Heels
    You know you're fierce babe, and it's time to show it off in this pair of animal print heels! They're designed with crisscross straps, an open toe, and a block heel. Wear with a bodysuit and distressed denim to make a statement. 

    Fit & Features
    • Animal print
    • Block heel
    • Crisscross straps
    • Open toe 
    • Runs true to size

    Style Number/Barcode: 07401-3524

    Category Name: Women’s Shoes

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Get It Girl Classic Short Block Heels
    Get it girl, you'll have style for days in this pair of nubuck heels! They feature a classic shape, a short block heel, and a buckled ankle strap. Wear them with your favorite cocktail dress to make a lasting impression.

    Fit & Features
    • Buckled ankle strap
    • Nubuck construction
    • Open toe
    • Short block heel
    • Runs true to size

    Style Number/Barcode: 07401-3433

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendsetting Queen Lace-Up Heels

    Showcase your trendy status in these bold lace-up heels! They feature a square-shaped peep toe, ruched detailing, an open back, a sleek stiletto heel, and a stylish lace-up design. Pair these heels with a casual dress to elevate the look.

    Fit & Features

    • Square-shaped peep toe
    • Ruched detailing
    • Open back
    • Stiletto heel
    • Lace-up design, tie closure
    • Runs true to size

    Style Number/Barcode: 07403-1264

    Category Name: Women’s Shoes

    Price: $7.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab And Fierce Chain Link Jelly Mules

    Keep it fab and fierce with mules that bring the heat to your look! The mules feature an open back, an open square toe, a wide strap over the toe with a chainlink accent, and a low block heel. The mules are composed of a jelly material Complete look with a matching top and skirt set. 

    Fit & Features

    • Open back 
    • Open square toe
    • Wide strap over the toe
    • Chainlink 
    • Low block heel
    • Jelly material 
    • Runs true to size

    Style Number/Barcode: 07401-3212

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Like Fire Criss Cross Block Platform Heels
    Turn up the heat in this pair of super sultry platform heels! They feature an open toe, criss-cross straps, and a thick block heel! Wear with a corset and leather leggings for a showstopping look!

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

    Style Number/Barcode: 07401-3495

    Category Name: Women’s Shoes

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Total Stud PVC Studded Block Heels
    Bring trendy vibes to your look in this pair of must-have block heels! They feature clear PVC straps, studded details, and a block heel. Wear with a flirty floral dress to add just a hint of edge. 

    Fit & Features
    • Block heel
    • Clear PVC straps
    • Studded detailing
    • Runs true to size

    Style Number/Barcode: 07401-3493

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chained Up PVC Sling Back Sandals
    You'll stay edgy glam all day long in this pair of PVC sandals! They're designed with a bold chain accent, buckled ankle strap, and an open toe. Try them with faux leather shorts and a bodysuit for a head-turning vibe.

    Fit & Features
    • Chain detailing
    • Buckled ankle strap
    • Open toe
    • PVC straps
    • Runs true to size

    Style Number/Barcode: 07404-0955

    Category Name: Women’s Shoes

    Price: $7.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly Chic PVC Block Heels
    Bring sleek and chic style to all your looks with this pair of clear block heels! They feature a thick block heel, buckled ankle strap, and square open toe. Wear them with biker shorts and a crop top for flattering throwback vibes. 

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

    Style Number/Barcode: 07401-3540

    Category Name: Women’s Shoes

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Block It Out Thin Block Heels
    Take a walk on the chic side in this pair of classic block heels! They're designed in a classic shape with a thin block heel, buckled ankle strap, and an open toe. Wear them with a flirty sundress and crossbody for brunch with the girls!

    Fit & Features
    • Buckled ankle strap
    • Open toe
    • Thin block heel
    • Runs true to size

    Style Number/Barcode: 07401-2831

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Don't Stop Faux Leather Croc Embossed Block Heels
    Don't stop the party vibes in this pair of croc-embossed faux leather heels! They feature a croc-embossed design, block heel, and an open toe. They're pure perfection with a crop top and distressed denim for an on-trend look.

    Fit & Features
    • Open toe
    • Block heel
    • Croc-embossed design
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3460

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Glitz Glitter Platform Block Heels
    Make it a glam night to remember babe in these sparkling platform heels! They're accented with glitter, a buckled ankle strap and a block heel. Wear with a jumpsuit to totally wow them on your next GNO.

    Fit & Features
    • Buckled ankle strap
    • Open toe
    • Block heel
    • All-over glitter embellishment
    • Runs true to size

    Style Number/Barcode: 07401-3173

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free