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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.

  • Stylish Reputation Thong Strap Stiletto Heels

    Live up to your stylish reputation with these chic heels! The heels feature an open back, an open almond toe, a thong strap, and a sleek stiletto heel. The heels are composed of a faux leather material. Complete look with a romper.

    Fit & Features 

    • Open back 
    • Open almond toe
    • Thong strap 
    • Stiletto heel 
    • Faux leather material 

    Style Number/Barcode: 07401-3026

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow Goals Glitter Mesh Platform Heels

    Glow on with heels that bring the shine! The heels feature a zippered back, a rhinestone embellished ankle strap, an open almond toe with clear PVC strap over the toe, and a glitter mesh heel. The heels are composed of a glitter mesh material. Complete look with a satin midi dress. 

    Fit & Features

    • Zippered back 
    • Rhinestone embellished ankle strap
    • Open almond toe
    • Clear PVC strap 
    • Glitter mesh material 

    Style Number/Barcode: 07401-2912

    Category Name: Women’s Shoes

    Price: $7.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On That Basic Vibe Block Heels

    Rock a basic vibe with heels that go with all your favorite outfits! The heels feature a closed-back, adjustable ankle strap, an open almond toe, and a block heel. Complete look with a romper and jelly purse.

    Fit & Features

    • Adjustable ankle strap, round buckle detail
    • Closed-back 
    • Open almond toe
    • Strap over the toe
    • Block heel 
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-3076

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace-Up Glam Faux Suede Block Heels

    Lace up in these glam block heels that showcase your stylish taste! The heels feature lace-up straps, an open almond toe, a single strap over the toe, and a block heel. Complete look with a romper and butterfly necklace.

    Fit & Features

    • Lace-up straps
    • Open almond toe
    • Single strap over the toe
    • Block heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-2985

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzle And Glow Chrome Block Heels

    Get ready to dazzle and glow with block heels that bring the bling! The heels feature an open back, a double row of clear PVC straps, an open almond toe, and a low block heel. Complete look with a LBD.

    Fit & Features

    • Open back
    • Double row of clear PVC straps
    • Open almond toe 
    • Low block heel 
    • Chrome finish
    • Runs true to size

    Style Number/Barcode: 07401-2962

    Category Name: Women’s Shoes

    Price: $18.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Denim Low-Top Sneakers

    Rock these classic low-top sneakers to nail that girl next door look! The sneakers feature an around the ankle fit, lace-up front, an almond toe, denim canvas body, and a textured rubber sole. Complete look with a bodysuit and cutoff shorts. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe
    • Denim canvas body
    • Textured rubber sole

    Style Number/Barcode: 07407-0205

    Category Name: Women’s Shoes

    Price: $7.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slay In Style Snake Print Block Heels

    Slay your look with heels that bring the style! The heels feature an adjustable ankle strap, a multi-hued snake print, an open almond toe with a strap over the toe, a block heel, and composed of faux leather material. Complete look with a LBD. 

    Fit & Features

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

    Style Number/Barcode: 07401-2954

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Living In Luxe Chrome Block Heels

    Live it up in luxe with a chrome block heel that brings the glam to your outfit! The heels feature an adjustable ankle strap, an open almond toe with a strap over the toe, and a block heel. They are composed of faux leather material with a chrome finish. Complete look with an LBD. 

    Fit & Features

    • Adjustable ankle strap 
    • Open almond toe, strap over toe
    • Block heel
    • Faux leather material 
    • Chrome finish 

    Style Number/Barcode: 07401-3035

    Category Name: Women’s Shoes

    Price: $18.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take Notice Faux Suede Stiletto Heels

    Make them take notice in these stylish stilettos! The heels feature a zippered back, sleek ankle strap, an open almond toe with a single strap over the toe, and a sleek stiletto heel. Complete look with an LBD.

    Fit & Features

    • Zippered back 
    • Narrow ankle strap
    • Open almond toe with a strap over the toe
    • Stiletto heel 
    • Faux suede material 

    Style Number/Barcode: 07401-3048

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glow Ambition Rhinestone Slides

    Capture that glow with sparkly slides that bring the glitz! The slides feature a slip-on design, an open almond toe, a rhinestone embellished strap over the toe, and a rhinestone trim. Complete look with a romper and sunnies! 

    Fit & Features

    • Slip-on design 
    • Open almond toe
    • Rhinestone embellished strap
    • Rhinestone trim
    • Flat footbed

    Style Number/Barcode: 07404-0828

    Category Name: Women’s Shoes

    Price: $7.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Instincts Faux Patent Leather Mules

    Tap into your stylish instincts with mules that add that chic touch to your look! The mules feature an open-back, an open square toe with a wide strap over the toe, and a sleek stiletto heel. The mules are composed of a faux patent leather material. Complete look with a romper and anklet.

    Fit & Features

    • Open back 
    • Open square toe, wide strap over the toe
    • Stiletto heel
    • Faux patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-3047

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylishly Studded Faux Leather Sandals

    Complete your summer looks with these stylishly studded sandals. They feature an open round toe, a strappy design with round gold metal stud detailing, an adjustable ankle strap, and a flat sole with a gold trim. Pair these sandals with a cool graphic tee and cutoff denim shorts.

    Fit & Features

    • Open round toe
    • Strappy design
    • Round gold metal stud detailing
    • Adjustable ankle strap
    • Flat sole, gold trim
    • PU material
    • Runs true to size

    Style Number/Barcode: 07404-0861

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Step It Up Snake Print Platform Heels

    Step up your style with platforms that make a stylish statement! The heels feature an adjustable ankle strap, an open almond toe with a strap over the toe, snake print, straw platform, and a straw block heel. Complete look with a romper. 

    Fit & Features

    • Closed-back 
    • Adjustable strap
    • Open almond toe
    • Strap over the toe
    • Snake print 
    • Straw platform
    • Straw block heel

    Style Number/Barcode: 07401-2914

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Your Radar Rhinestone Rainbow Jelly Sandals

    Add these luxe rainbow sandals to your radar, bby! The sandals feature an open almond toe, a thong strap, a rhinestone embellished bow accent, and an iridescent rainbow-hued jelly material body. Complete look with cutoff shorts and a bustier.

    Fit & Features

    • Open almond toe
    • Thong strap
    • Rhinestones
    • Bow accent
    • Iridescent
    • Rainbow hued
    • Jelly material

    Style Number/Barcode: 07404-0851

    Category Name: Women’s Shoes

    Price: $7.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzle And Glow Rhinestone Jelly Sandals

    Get ready to dazzle and glow with sandals that bring the shine! The sandals feature an open almond toe, rhinestone embellished thong strap, and jelly footbed. Complete look with cutoff shorts and a bustier.

    Fit & Features

    • Open almond toe
    • Rhinestones
    • Thong strap
    • Jelly footbed

    Style Number/Barcode: 07404-0847

    Category Name: Women’s Shoes

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bow And Tell Floral Slide Sandals

    Serving garden party glam with zero effort. These floral bow slides are playful, comfy, and practically begging for a vacay moment (or brunch pic).

    Fit & Features

    • Round toe
    • Bow strap
    • Flat sole
    • Floral print
    • Faux leather insole
    • Runs true to size

    Style Number/Barcode: 07404-000015

    Category Name: Women’s Shoes

    Price: $22.90

    Availability: In Stock

    Available Color: MULTI

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 9, 10

  • Sleek Style Square Toe Mules

    Showcase a sleek and chic style in these faux leather mules. They feature a trendy open square toe, a thick criss-cross puff strap design, and a block heel. Pair these mules with a cute bodysuit and boyfriend jeans.

    Fit & Features

    • Open square toe
    • Thick criss-cross puff strap design
    • Block heel
    • PU material
    • Runs true to size

    Style Number/Barcode: 07401-2718

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow And Go Chrome Stiletto Heels

    Get ready to showcase that glow with heels that bring the luxe! The heels feature a closed-back, an adjustable ankle strap with a large square-shaped buckle, an open almond toe with a strap over the toe, and a stiletto heel. The heels are composed of a faux patent leather material with a chrome finish. Complete look with a satin midi dress. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap 
    • Open almond toe, strap over the toe
    • Stiletto heel
    • Faux patent leather
    • Chrome finish 

    Style Number/Barcode: 07401-2837

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Chic Trendy Espadrille Wedges

    Stay on trend with wedges that are perf for summer! The wedges feature a slip-on design, a wide faux leather strap, a peep toe, and an espadrille wedge heel. Complete look with a romper and dainty necklace. 

    Fit & Features

    • Slip-on design 
    • Wide faux leather strap 
    • Peep toe 
    • Espadrille wedge heel

    Style Number/Barcode: 07406-0258

    Category Name: Women’s Shoes

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Diva Lace-Up Block Heels

    You'll be a total trendy fashion diva in these fab block heels! They feature an open almond toe, criss-cross toe straps, a bold lace-up design with a tie closure, and a block heel. Pair these heels with a little black dress to amp up your night out look!

    Fit & Features

    • Open almond toe
    • Criss-cross toe straps
    • Lace-up design, tie closure
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07401-2978

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Classic Diva Platform Block Heels

    Step out like the true diva you are in these heels that elevate your outfit! The heels feature an open back, an adjustable ankle strap, an open almond toe with a wide strap over the toe, a wide platform, and a block heel. Complete look with floral dress and crossbody.

    Fit & Features

    • Open back 
    • Open almond toe with a wide strap over the toe 
    • Platform 
    • Block heel 
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-2972

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sealed With Luxe Rhinestone Jelly Sandals

    Seal your look with cute sandals that radiate luxe! The sandals feature an open almond toe, a thong strap, a rhinestone embellished bow accent, and a jelly material body. Complete look with cutoff shorts and a bustier. 

    Fit & Features

    • Open almond toe
    • Thong strap 
    • Rhinestones
    • Bow accent 
    • Jelly material 

    Style Number/Barcode: 07404-0850

    Category Name: Women’s Shoes

    Price: $7.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Style Short Block Heels

    Bring a chic style to your look with these must-have block heels. They feature an open almond toe, a trendy clear toe strap, an adjustable ankle strap, and a short block heel. Pair these shoes with a stylish blouse and dressy paper bag pants.

    Fit & Features

    • Open almond toe
    • Clear PVC toe strap
    • Adjustable ankle strap, buckle detail
    • Closed back
    • Short block heel
    • Faux nubuck material
    • Runs true to size

     

    Style Number/Barcode: 07401-2908

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Trendy Faux Leather Mules

    Style up these sleek and trendy faux leather mules this season! They feature an open square toe, a wide criss-cross toe strap design, and a short stiletto heel. Complete your look with a stylish shoulder bag.

    Fit & Features

    • Open square toe
    • Wide criss-cross toe strap design
    • Short stiletto heel
    • PU material
    • Runs true to size

    Style Number/Barcode: 07401-2923

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale