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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.

  • Style It Up Faux Suede Block Heels

    Style up your look with heels that elevate your outfit! The heels feature a closed-back, an adjustable ankle strap, an open square toe with a strap over the toe, and a thin block heel. The heels are composed of a faux suede material. Complete look with a blouse and pencil skirt. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Open square toe, strap over the toe
    • Thin block heel
    • Faux suede material 
    • Runs true to size 

    Style Number/Barcode: 07401-3732

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Chic Vibe Platform Block Heels

    Dress up with these platform block heels to bring a chic vibe to your look! They feature an open almond-shaped toe, a criss-cross strap design, a back zipper closure, a platform, and a block heel. Style these heels with sleek hoop earrings.

    Fit & Features

    • Open almond-shaped toe
    • Criss-cross strap design
    • Back zipper closure
    • Platform
    • Block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3401

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Booked And Busy Rhinestone Buckle Block Heels

    The heels that say “I have plans”—even if it’s just strutting into your own vibe. Rhinestone buckle details and block heels make this pair glam, grounded, and ready for whatever's on your calendar.

    Fit & Features

    • Block heel
    • Faux leather material
    • Open square-shaped toe
    • Wide toe strap with rhinestone buckle
    • Thin adjustable ankle strap with rhinestone buckle
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-000244

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bring The Glow Lace-Up Stiletto Heels

    Bring the glow to your night-out looks with these glamorous stilettos! They feature an open almond-shaped toe, a thin strappy lace-up design with a tie closure, a sleek stiletto heel, and a chrome finish. Style these heels with a chic clutch.

    Fit & Features

    • Open almond-shaped toe
    • Thin strappy lace-up design, tie closure
    • Stiletto heel
    • Chrome finish
    • Runs true to size

    Style Number/Barcode: 07401-3553

    Category Name: Women’s Shoes

    Price: $7.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out In Glam Rhinestone Block Heels

    Step out and bring the glamour with these embellished block heels! They feature an open square-shaped toe with a strap, an adjustable ankle strap, a block heel, and all-over mini rhinestone embellishment. Style these heels with a satin skater dress and sparkly earrings.

    Fit & Features

    • Open square-shaped toe, toe strap
    • Adjustable ankle strap, buckle detail
    • Closed back
    • Block heel
    • Chrome finish
    • Rhinestone embellishment
    • Runs true to size

    Style Number/Barcode: 07401-3238

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Platform Block Heel Booties

    Step out and stun in these chic booties! They feature an almond-shaped peep toe, an ankle-high design, a back zipper closure, and a stacked block heel. Complete the look with a sleek clutch.

    Fit & Features

    • Almond-shaped peep toe
    • Ankle-high design
    • Back zipper closure
    • Stacked block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1295

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Vibes Lace-Up Sock Booties

    Bring those trendy vibes to your casual 'fit with these cool sock booties. They feature a round toe, a front lace-up design, a chunky lug sole, and an above the ankle fit. Style these booties with a mini dress and a cute denim jacket.

    Fit & Features

    • Round toe
    • Lace-up design
    • Lug sole
    • Above the ankle fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1436

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Faux Suede Block Heels

    Add these essential heels to your look that pair with your workwear and special occasions so seamlessly! The heels feature a closed-back, an adjustable ankle strap, an open square toe with a strap over the toe, and a thin block heel. The heels are composed of a faux suede material. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Open square toe
    • Strap over the toe
    • Thin block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07401-3497

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Lace-Up Caged Stiletto Booties

    Level up your night-out looks with this chic pair of stiletto booties! They feature an almond-shaped peep toe, a caged front lace-up design, a back zipper closure, and a sleek stiletto heel. Style these booties with a bodycon dress and a cute clutch.

    Fit & Features

    • Almond-shaped peep toe
    • Caged front lace-up design, tie back closure
    • Back zipper closure
    • Stiletto heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1294

    Category Name: Women’s Shoes

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Essential Faux Leather Block Heels

    Add these essential heels to your look that pair with your workwear and special occasions so seamlessly! The heels feature a closed-back, an adjustable ankle strap, an open square toe with a strap over the toe, and a thin block heel. The heels are composed of a faux leather material.

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Open square toe
    • Strap over the toe
    • Thin block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3500

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 50/50 Trendy Stunner Over The Knee Boots

    Step out and command the room with trendy boots that make a bold statement! The boots feature an over-the-knee fit, an inner zipper closure, a pointy toe, and a block heel. The boots are composed of a half faux suede and half knit composition. Complete look with a sweater dress and statement earrings. 

    Fit & Features

    • Over the knee fit
    • Inner zipper closure
    • Pointy toe
    • Block heel
    • 50/50 composition 
    • Runs true to size

    Style Number/Barcode: 07402-0350

    Category Name: Women’s Shoes

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Glam Lug Sole Ankle Booties

    Bring that edgy glamour with booties that bring the attitude to your look! The booties feature an around the ankle fit, an inner zipper closure, an almond toe, a lug sole, and a low block heel. The booties are composed of a faux leather material. Complete look with a graphic tee and cargo pants. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure 
    • Almond toe
    • Lug sole
    • Low block heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07403-1437

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Lug Sole 50/50 Boots

    Stay on trend with boots the complete your layered outfits! The boots feature a below-the-knee fit, an inner zipper closure, an almond toe, a lug sole, and a block heel. The boots are composed of a 50/50 composition of faux suede and a stretchy knit material. Complete look with an oversized sweater and high waist jeans. 

    Fit & Features

    • Below the knee fit
    • Inner zipper closure
    • Almond toe
    • Lug sole
    • Block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0335

    Category Name: Women’s Shoes

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic And Sleek Patent Faux Leather Heels

    These classic and sleek block heels are a closet staple! They feature an open almond-shaped toe with a strap, a thin adjustable ankle strap, a low block heel, and are composed of a chic patent faux leather material. Style these heels with a cute clutch.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap
    • Thin adjustable ankle strap, buckle detail
    • Closed-back
    • Low block heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3528

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Asymmetrical Strap Platform Heels

    Stylish and elevated, these platform heels are a chic must-have. They feature an open almond-shaped toe with a strap, a sleek asymmetrical strap, an adjustable ankle strap, a platform, and a tall block heel. Pair these heels with a cute jumpsuit for date night!

    Fit & Features

    • Open almond-shaped toe, toe strap
    • Asymmetrical strap
    • Adjustable ankle strap, buckle detail
    • Heel strap, closed back
    • Platform, block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3383

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glitzy And Gorgeous Glitter Block Heels

    Get a glitzy and gorgeous vibe with these glam block heels. They feature an open almond-shaped toe with a strap, an adjustable ankle strap, a comfortable low block heel, and a sparkly glitter mesh exterior. Style these heels with a cute skater dress and an embellished clutch.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap
    • Adjustable ankle strap, buckle detail
    • Closed back
    • Low block heel
    • Glitter mesh exterior
    • Runs true to size

    Style Number/Barcode: 07401-3386

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Asymmetrical Block Heels

    Keep it sleek and stylish with block heels that take your look to the next level. The heels feature an open back, an adjustable ankle strap, a multi asymmetrical strap design, an open square toe, and a narrow block heel. The heels are composed of a faux leather material. Complete look with a ribbed midi dress and a clear clutch. 

    Fit & Features

    • Open back 
    • Adjustable ankle strap
    • Multi asymmetrical strap design 
    • Open square toe
    • Narrow block heel 
    • Faux leather material 

    Style Number/Barcode: 07401-3438

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glow Up Rhinestone Block Heels

    Glow up in these gorgeous embellished block heels! They feature an open square-shaped toe with a strap, a thin adjustable ankle strap, a block heel, a chrome finish, and all-over rhinestone embellishment. Style these heels with sparkling statement earrings.

    Fit & Features

    • Open square-shaped toe
    • Toe strap
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Block heel
    • Chrome finish, rhinestone embellishment
    • Runs true to size

    Style Number/Barcode: 07401-3239

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Nubuck Asymmetrical Block Heels

    Keep it sleek and stylish with block heels that take your look to the next level. The heels feature an open back, an adjustable ankle strap, a multi asymmetrical strap design, an open square toe, and a narrow block heel. The heels are composed of a faux nubuck material. Complete look with a ribbed midi dress and a clear clutch.

    Fit & Features

    • Open back
    • Adjustable ankle strap
    • Multi asymmetrical strap design
    • Open square toe
    • Narrow block heel
    • Faux nubuck material

    Style Number/Barcode: 07401-3436

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Strut Faux Leather Block Heels

    Strut it out in chic heels that make each step a stylish one! The heels feature an open back, an adjustable ankle strap, an open almond toe with a strap over the toe, a wide platform, and a block heel. The heels are composed of a faux patent leather material. Complete look with a bodycon and crossbody. 

    Fit & Features

    • Open back 
    • Adjustable ankle strap 
    • Open almond toe, strap over toe
    • Wide platform 
    • Block heel
    • Faux patent leather material 
    • Runs true to size 

    Style Number/Barcode: 07401-3403

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam It Up Marabou Block Heels

    Glam it up in heels that are made for divas like you, babe! The heels feature an adjustable ankle strap, an open almond toe, a strap over the toe with marabou trim, and a block heel. Complete look with a crop top and matching skirt set. 

    Fit & Features

    • Adjustable ankle strap
    • Open almond toe 
    • Strap over the toe, faux marabou trim 
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3222

    Category Name: Women’s Shoes

    Price: $7.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Glam Platform Block Heels

    Showcase an elevated glam style with these fab faux leather heels. They feature an open almond-shaped toe, a wide toe strap, a thin adjustable ankle strap, a platform, and a tall block heel. Complete the look with sleek hoop earrings.

    Fit & Features

    • Open almond-shaped toe
    • Wide toe strap
    • Thin adjustable ankle strap, buckle detail
    • Open back, heel straps
    • Platform, block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3405

    Category Name: Women’s Shoes

    Price: $22.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Too Chic To Quit Sling-Back Pumps

    She’s giving vintage chic with a modern twist. These patent faux leather sling-back pumps are all about that buckle detail, block heel, and padded insole comfort you’ll want from day to night.

    Fit & Features

    • Block heel
    • Patent faux leather material
    • Closed pointed toe
    • Thin adjustable strap across the foot, buckle detail
    • Thin adjustable sling-back strap, buckle detail
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-000198

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: WINE

    Available Size: 10

  • Chic And Mod Patent Faux Leather Booties

    You'll look oh-so-chic in these mod patent faux leather booties! They feature a trendy square toe, an above the ankle design, an inner zipper closure, and a block heel. Style these booties with a basic bodysuit and a cute plaid mini skirt.

    Fit & Features

    • Square toe
    • Above the ankle design
    • Inner zipper closure
    • Block heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1351

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free