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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 summer 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 Summer Flex

Scroll less and slay more with Windsor’s must-have summer 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.

  • The Perfect Bow Satin Stiletto Heels

    Sashay your way in the perfect stiletto heels featuring a satin bow on a pointed toe design with a PVC ankle strap. Complete your look in a classic lbd.

    Fit & Features

    • Pointed toe
    • Satin bow
    • PVC ankle strap
    • Lucite stiletto heel
    • Runs true to size

    Style Number/Barcode: 07401-3254

    Category Name: Women’s Shoes

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Touch Lace-Up Knee High Boots

    The perfect faux suede boots to go with every outfit! They feature an almond toe, block heel, lace-up back on a knee-length design with a side zipper closure. Complete your look with a sweater dress.

    Fit & Features

    • Almond toe
    • Block heel
    • Lace-up back
    • Knee-length design 
    • Faux suede exterior
    • Runs true to size

    Style Number/Barcode: 07402-0356

    Category Name: Women’s Shoes

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Fashion Faux Suede Stacked Heel Boots

    Fashion meets chic in these faux suede boots perfect for adding to your rotation! They feature a pointed toe, stacked block heel, side zipper, and a knee-length fit on faux suede material. Complete your look in a trendy denim jacket.

    Fit & Features

    • Pointed toe
    • Stacked block heel
    • Side zipper
    • Knee-length fit
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0743

    Category Name: Women’s Shoes

    Price: $15.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Made For Walkin' Knee High Boots

    Take stylish steps in these knee-high boots for the perf chic look. Featuring a pointy toe, stacked block heel, side zipper, and elasticized inserts for easy on/off. The boots are composed of faux leather material. Complete your city-chic look in a sweater dress and beret.

    Fit & Features

    • Pointy toe
    • Stacked block heel
    • Side zipper, elasticized inserts
    • Knee-high length
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0745

    Category Name: Women’s Shoes

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Buckle Up Stacked Heel Ankle Booties

    You're in for a stylish ride in these buckle strap ankle booties! Featuring a pointed toe, low stacked block heel, side zipper, on faux leather material. Complete your look with an oversized plaid top.

    Fit & Features

    • Pointed toe
    • Stacked block heel
    • Side zipper
    • Buckle strap detailing
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1504

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About Glam Rhinestone Lace-Up Stiletto Heels

    Show off your glam side in these rhinestone heels to luxe up your look! Features a square toe, stiletto heel, lace-up design with a self-tie accent. Complete your look with a chic velvet dress and sparkly hoops. 

    Fit & Features

    • Square toe
    • Stiletto heel
    • Lace-up design, self-tie 
    • Rhinestone embellishments
    • Runs true to size

    Style Number/Barcode: 07401-3392

    Category Name: Women’s Shoes

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Stylish Faux Leather Stiletto Heels

    Keep it sleek and stylish with heels that elevate your outfit. The heels feature an open back, lace-up straps, an adjustable ankle strap, an open square toe, and a stiletto heel. Complete look with a bodycon and clutch. 

    Fit & Features

    • Open back 
    • Lace-up straps
    • Adjustable ankle strap
    • Open square toe
    • Stiletto heel 
    • Faux leather material 

    Style Number/Barcode: 07401-3834

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Vixen Snake Faux Leather Boots

    Walk it out in boots that showcase your edgy style! The boots feature a snake print, a below-the-knee fit, inner zipper closure, a stacked block heel, and an almond toe. The boots are composed of a faux leather material. Complete outfit with dainty necklaces and a long sleeve ribbed bodycon. 

    Fit & Features 

    • Snake print
    • Below the knee fit
    • Inner zipper closure
    • Stacked block heel 
    • Almond toe
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07402-0775

    Category Name: Women’s Shoes

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Favorite Kicks Pointed Toe Booties

    These pointed-toe booties are sure to become your favorite for creating all sorts of looks! They feature a block heel, side zipper, and faux leather material on an ankle-length fit. Style with a cute jumpsuit.

    Fit & Features

    • Pointed toe
    • Block heel
    • Side zipper 
    • Ankle-length fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1388

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Obsession Over-The-Knee Boots

    The obsession is real with these fab over-the-knee boots! They feature an almond-shaped toe, a partial inner zipper closure, a block heel, and a tie-back detail. The faux microsuede material has all-over mini rhinestone embellishments for a sparkly vibe. Style these boots with a luxe velvet mini dress for holiday parties this season!

    Fit & Features

    • Almond-shaped toe
    • Inner zipper closure
    • Block heel
    • Over-the-knee design, tie-back detail
    • Faux microsuede material
    • Rhinestone embellishments
    • Runs true to size

    Style Number/Barcode: 07402-0708

    Category Name: Women’s Shoes

    Price: $12.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bling Queen Rhinestone Stiletto Heels

    Bring on the bling and glamorous vibes with these fab heels! They feature an open square-shaped toe, a strappy lace-up design with rhinestone embellishment, a tie closure, and a sleek stiletto heel. Style these bold heels with a curve-hugging bodycon dress.

    Fit & Features

    • Open square-shaped toe
    • Strappy lace-up design, tie closure
    • Stiletto heel
    • Lycra material
    • Rhinestone embellishment
    • Runs true to size

    Style Number/Barcode: 07401-3336

    Category Name: Women’s Shoes

    Price: $14.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Strut Faux Suede Boots

    Strut it out with boots that bring elevate your outfit! The boots feature an over-the-knee fit, a tie-back accent, an inner zipper closure, an almond toe, a stacked block heel, and inner zipper closure. The boots are composed of a faux suede material. Complete look with a sweater and high waist jeans. 

    Fit & Features

    • Over the knee fit 
    • Tie-back accent, inner zipper closure
    • Stacked block heel 
    • Almond toe
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0388

    Category Name: Women’s Shoes

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Total Vixen Over-The-Knee Boots

    You'll be a total stylish vixen in these sultry over-the-knee boots! They feature an almond-shaped toe, a partial inner zipper closure, a tall platform, a sleek stiletto heel, and a tie-back detail. Pair these boots with a casual dress to amp up the look.

    Fit & Features

    • Almond-shaped toe
    • Inner zipper closure
    • Platform
    • Stiletto heel
    • Over-the-knee design, tie-back detail
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0407

    Category Name: Women’s Shoes

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic And Sleek Nubuck Block 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 nubuck 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
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3529

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Posh Faux Nubuck Pumps

    Keep it classically chic in pumps that go with your sophisticated outfits. The pumps feature a closed-back, an adjustable ankle strap, a closed pointed toe, and a block heel. The heels are composed of a faux nubuck material. Complete look with a blouse and pencil skirt.

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Closed pointed toe
    • Block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3447

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hey Stud Caged Stiletto Booties

    Look and feel like a total fashion stud in these stiletto booties! They feature an almond toe, side zipper, and a caged stud design on faux suede. Perfect for styling with a bodycon dress.

    Fit & Features

    • Almond toe
    • Side zipper
    • Stiletto heel
    • Caged stud design
    • Faux suede
    • Runs true to size

    Style Number/Barcode: 07403-1490

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classically Chic Faux Suede Pumps

    Keep it classically chic in pumps that go with your sophisticated outfits. The pumps feature a closed-back, an adjustable ankle strap, a closed pointed toe, and a 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
    • Closed pointed toe
    • Block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07401-3446

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Essential Chic Over-The-Knee Boots

    These chic faux suede boots are a winter style essential! They feature a trendy over-the-knee design with a tie-back detail, a round toe, a partial inner zipper closure, and a block heel. Pair these boots with a mini dress and a faux leather jacket.

    Fit & Features

    • Over-the-knee design
    • Tie-back detail
    • Round toe
    • Inner zipper closure
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0746

    Category Name: Women’s Shoes

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Basics Platform Heels

    Rock those basic vibes with heels that go with casual and dressy outfits. The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a strap over the toe, a platform, and a block heel. The heels are composed of a faux nubuck material. Complete look with a bodycon dress. 

    Fit & Features

    • Closed-back
    • Adjustable ankle strap 
    • Open almond toe, strap over toe 
    • Platform 
    • Block heel 
    • Faux nubuck material 
    • Runs true to size

    Style Number/Barcode: 07401-3445

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • It Girl Lace-Up Booties

    These lace-up booties are on every fashionista's radar. They feature an almond peep-toe design, side zipper closure, sturdy block heel with a faux suede exterior. Pair with a stylish bodysuit and skinny jeans. 

    Fit & Features

    • Almond peep-toe design
    • Side zipper closure
    • Lace-up 
    • Sturdy block heel
    • Faux suede exterior
    • Runs true to size

    Style Number/Barcode: 07403-1357

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Glamour Platform Lace-Up Boots

    Bring the edgy glam vibes to your look with these on-trend combat boots. They feature a round toe, a lace-up front, an inner zipper closure, a tall platform, and an all-over croc embossed print. Style these boots with a graphic tee and mom jeans.

    Fit & Features

    • Round toe
    • Lace-up front
    • Inner zipper closure
    • Platform
    • Croc-embossed print
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1297

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Trendy Below-The-Knee Boots

    Step up your winter wardrobe with these sleek and trendy below-the-knee boots. They feature a pointed toe, an inner zipper closure, and a block heel. Style these boots with a sweater dress and a chic trench.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0329

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simply Stylish Faux Suede Wide-Fit Boots
    Look and feel stylish whenever you slip on these faux suede wide-fit boots! They feature an almond toe on a knee-length design and a side zipper closure. Complete your look with a cardigan and leggings. 

    Fit & Features 
    • Almond toe
    • Side zipper closure
    • Knee-length design
    • Wide fit sole
    • Runs true to size

    Style Number/Barcode: 07402-0386

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Peep Toe Stunner Stiletto Booties

    Stun the crowd when you step out in these stiletto booties! They feature a square peep toe design, side zipper closure, and above the ankle-length, and a stiletto heel. Complete your look with a mini skirt.

    Fit & Features

    • Peep toe
    • Side zipper closure
    • Above the ankle fit
    • Stiletto heel
    • Lycra material
    • Runs true to size

    Style Number/Barcode: 07403-1493

    Category Name: Women’s Shoes

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free