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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.

  • Major Must-Have Espadrille Platform Sandals

    These on-trend espadrille sandals are a major must-have for this season! They feature an open round toe, a wide toe strap, an adjustable ankle strap, and an espadrille platform. Style these sandals with a floral dress and cute shades.

    Fit & Features

    • Open round toe
    • Wide toe strap
    • Adjustable ankle strap, buckle detail
    • Heel strap
    • Espadrille platform
    • Runs true to size

    Style Number/Barcode: 07404-0799

    Category Name: Women’s Shoes

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rhine And Ruched Rhinestone Stiletto Heels

    Get ready to rhine and glow with glitzy heels that bring the glamour! The heels feature an open back, lace-up staps, an open square toe, a ruched rhinestone strap over the toe, and a chrome stiletto heel. Complete look with a satin dress and rhinestone clutch for ultimate shine!

    Fit & Features

    • Open back 
    • Lace-up straps
    • Open square toe 
    • Ruched rhinestone strap 
    • Chrome stiletto heel 
    • Faux leather material 

    Style Number/Barcode: 07401-2860

    Category Name: Women’s Shoes

    Price: $7.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Studded Espadrille Platform Wedges

    Keep it stylish with studded platform wedges! The sandals feature an open back, a caged strap design, stud embellishments, an open almond toe, and an espadrille platform. Complete your look with a romper and hoop earrings. 

    Fit & Features

    • Open back 
    • Caged strap design 
    • Open almond toe 
    • Stud embellishments
    • Espadrille platform

    Style Number/Barcode: 07406-0280

    Category Name: Women’s Shoes

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Band Rhinestone Slides

    Bring the sparkle to your summer look with these stunning sandals! They feature a slide-on design, an open round toe, a double strap design with rhinestone embellishment, and a metallic flat sole with a rhinestone trim. Style these sandals with your fave sundress and cute sunnies.

    Fit & Features

    • Slide-on design
    • Open round toe
    • Double strap design
    • Rhinestone embellishment
    • Metallic flat sole
    • Runs true to size

    Style Number/Barcode: 07404-0817

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Buckle Down Faux Leather Block Heels

    Buckle down in these faux leather block heels! The heels feature an adjustable ankle strap, an open back, an open almond toe with a strap over the toe, and a low block heel. Complete look with a romper and dainty chain necklaces. 

    Fit & Features

    • Open back 
    • Adjustable ankle strap
    • Open almond toe, strap over the toe
    • Low block heel
    • Faux leather

    Style Number/Barcode: 07401-3073

    Category Name: Women’s Shoes

    Price: $7.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Basic Wide-Fit Block Heels

    These basic block heels will elevate your look with a chic vibe. They feature an open almond toe with a toe strap, an adjustable ankle strap, a comfortable wide-fit, and a short block heel. Style these heels with a cute crossbody purse.

    Fit & Features

    • Open almond toe
    • Toe strap
    • Adjustable ankle strap, buckle detail
    • Wide-fit
    • Short block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-2801

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Chic Strappy Sandals

    These basic strappy sandals will give you that casual chic look that's so popular this season! They feature an open round toe, a wide strappy design, and a flat sole. Style these sandals with a tee and denim shorts for the perf summer 'fit.

    Fit & Features

    • Open round toe
    • Wide strappy design
    • Flat sole
    • Runs true to size

     

    Style Number/Barcode: 07404-0905

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Days Espadrille Platform Heels

    Channel those summer vibes with espadrille heels that are pef for your next BBQ! The heels feature an adjustable ankle strap, a triple row strap design, and an espadrille platform heel. Complete look with a romper and butterfly earrings. 

    Fit & Features

    • Adjustable ankle strap
    • Triple row strap design 
    • Espadrille platform heel

    Style Number/Barcode: 07404-0797

    Category Name: Women’s Shoes

    Price: $12.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Style Faux Suede Wedges

    Channel that effortless glam with chic wedges that take you from day to night. The wedges feature an adjustable ankle strap, closed-back, an open square toe with strap over the toe, and a wedge heel. Complete look with a romper. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Open square toe 
    • Strap over the toe
    • Wedge heel
    • Faux suede material 

    Style Number/Barcode: 07406-0238

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Day to Night Clear Wedges

    These chic wedges are a wardrobe essential! The wedges feature a square toe, a PVC strap and an adjustable ankle strap. Style them with a midi dress and a boyfriend blazer for the perfect day to night look.

    Fit & Features

    • Square toe
    • Clear PVC Strap
    • Wedges
    • Fits true to size

    Style Number/Barcode: 07406-0250

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Posh Patent Faux Leather Block Heels

    Look oh-so-posh and chic with these adorable block heels. They feature an open square toe, a dual toe strap design with rhinestone embellishment, a thin adjustable ankle strap, and a block heel. Style these patent faux leather heels with rhinestone statement earrings.

    Fit & Features

    • Open square toe
    • Dual toe strap design, rhinestone embellishment
    • Thin adjustable ankle strap, buckle detail
    • Block heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-2605

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Diva Rhinestone Sandals

    You're all about that glam life, so these fab sandals are a must-have for you! They feature an open square toe, a wide toe strap with rhinestone embellishment, and a flat sole with a quilted faux leather material. Style these sandals with oversized sunglasses to showcase your fashion diva side!

    Fit & Features

    • Open square toe
    • Wide toe strap, rhinestone embellishment
    • Flat sole, quilted faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-0792

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Never Basic Low Block Heels

    We know you’re not a basic girl! Add these simple but fashionable low heels to your summer shoe collection. The heels feature an open square toe, double sleek straps, a low block heel, and a heel strap. Pair them with a sundress and layered jewelry.

    Fit & Features

    • Open square toe
    • Double sleek straps
    • Heel strap
    • Runs true to size

    Style Number/Barcode: 07401-2910

    Category Name: Women’s Shoes

    Price: $7.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Anything But Basic Mules

    These cute mules are anything but basic! They feature an open square toe, a wide faux leather toe strap, and a trendy clear lucite block heel. Style these mules with a casual dress and a boyfriend blazer for a chic and elevated look.

    Fit & Features

    • Open square toe
    • Wide faux leather toe strap
    • Clear lucite block heel
    • Runs true to size

    Style Number/Barcode: 07401-3006

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fun And Fierce Espadrille Wedges

    Get a fun and fierce vibe for the summer with these cute wedges! They feature an open round toe with a toe strap, an adjustable ankle strap, a trendy cheetah print, and an espadrille wedge heel. Style these shoes with a casual dress and cat-eye sunglasses.

    Fit & Features

    • Open round toe, toe strap
    • Adjustable ankle strap, buckle detail
    • Heel strap
    • Cheetah print
    • Espadrille wedge heel
    • Runs true to size

     

    Style Number/Barcode: 07406-0275

    Category Name: Women’s Shoes

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Refined And Classy Toe Ring Strappy Wedges

    Step into these classy wedges with a currently trending metal toe ring and strappy design that elevates your day or night look!

    Fit & Features

    • Wedge heel
    • Square toe
    • Metal toe ring
    • Strappy design
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07406-000014

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE, TAN

    Available Size: 6, 6.5, 7, 7.5, 5

    Product Badge:
    • Sale
  • Casual And Chic Slides

    These trendy slides will give you a casual-chic vibe for the summer! They feature an open round toe, a faux leather wide toe strap with a scrunched design, and a flat sole. Style these shoes with a cute crop top and denim shorts.

    Fit & Features

    • Open round toe
    • Faux leather wide toe strap, scrunched design
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-0765

    Category Name: Women’s Shoes

    Price: $10.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce And Fashionable Vibes Platform Heels

    Bring fierce and fashionable vibes to your look with these trendy snake print heels! They feature an open almond-shaped toe, criss-cross clear toe straps, a clear adjustable ankle strap, and a tall platform and block heel with a lug sole. Style these fab heels with a jumpsuit and a cute clutch.

    Fit & Features

    • Open almond-shaped toe
    • Criss-cross clear PVC toe straps
    • Clear adjustable PVC ankle strap, buckle detail
    • Platform and block heel with a lug sole
    • Snake print
    • Runs true to size

    Style Number/Barcode: 07401-3038

    Category Name: Women’s Shoes

    Price: $7.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer-Ready Platform Mules

    These boho-chic platform mules will have you totally summer-ready! They feature an open round toe, a double-banded design, and a tall platform and block heel with a stunning multi-colored woven pattern. Style these mules with a breezy maxi dress for your next weekend getaway.

    Fit & Features

    • Open round toe
    • Double-banded design, faux microsuede material
    • Tall platform and block heel
    • Multi-colored woven pattern
    • Runs true to size

     

    Style Number/Barcode: 07401-3096

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Summertime Fine Cork Wedges

    You’ll be looking extra fine this summer in these wedges! They feature an open almond toe, a single toe strap, an adjustable ankle strap and a cork wedge. Pair them with a sundress and oversized sunglasses.

    Fit & Features

    • Open almond toe
    • Faux leather
    • Adjustable ankle strap
    • Cork Wedge
    • Runs true to size

    Style Number/Barcode: 07406-0263

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All the Bling Rhinestone Sandals

    Add some bling to your summer look with these rhinestone sandals. They feature an open square toe, a multi-strap design with rhinestone embellishment and a flat sole. Style these sandals with a romper and sunglasses.

    Fit & Features

    • Open square toe
    • Multi-strap design
    • Rhinestone embellishment
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-0840

    Category Name: Women’s Shoes

    Price: $7.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All the Bling Rhinestone Sandals

    Add some bling to your summer look with these rhinestone sandals. They feature an open square toe, a multi-strap design with rhinestone embellishment and a flat sole. Style these sandals with a romper and sunglasses.

    Fit & Features

    • Open square toe
    • Multi-strap design
    • Rhinestone embellishment
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-0839

    Category Name: Women’s Shoes

    Price: $7.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Point Faux Leather Sandals

    Your casual outfit will be on point when you pair it with these chic sandals! The sandals feature a single toe strap with a cross puff design, an open square toe and a flat footbed. Pair them with a bodysuit and distressed jeans.

    Fit & Features

    • Open square toe
    • Faux leather
    • Puff toe strap
    • Runs true to size

    Style Number/Barcode: 07404-0716

    Category Name: Women’s Shoes

    Price: $10.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Ready Quilted Sandals

    These quilted sandals are perfect for a day in the sun! They feature an open almond toe, an all over quilted design and a flat footbed. Style them with a bright bikini and a kimono for a fab look.

    Fit & Features

    • Open almond toe
    • All over quilted design
    • Runs true to size

    Style Number/Barcode: 07404-0829

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale