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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.

  • Elegant Energy Faux Pearl Stiletto Pumps

    Bring that elegant energy to your dressy 'fits with these fab stiletto pumps! They feature a classic pointed toe, an inner cutout design, a stiletto heel, and mini faux pearl and larger faux pearl embellishments with a gorgeous iridescent hue. Includes a faux leather subtle cushioned insole. Style these pumps with a structured mini handbag for a total chic vibe.

    Fit & Features

    • Pointed toe
    • Inner cutout
    • Stiletto heel
    • Mini faux pearls, larger faux pearls, iridescent hue
    • Faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4509

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Mood Faux Leather Western Heeled Boots

    These faux leather western heeled boots will put you in an edgy style mood! They feature a below-the-knee height with pull tabs on each side, an open pointed toe, an angled toe strap, an angled cutout across the foot, a stiletto heel, and a back zipper closure for easy on-and-off wear. The sleek faux leather material features a western-style design with mini rhinestone embellished trims. Style these heeled boots with a bodycon dress and rhinestone fringe earrings for a country concert!

    Fit & Features

    • Below-the-knee height, pull tabs
    • Open pointed toe, angled toe strap
    • Angled cutout across the foot
    • Stiletto heel
    • Back zipper closure
    • Faux leather material, western-style design, mini rhinestone trims
    • Runs true to size

    Style Number/Barcode: 07403-1701

    Category Name: Women’s Shoes

    Price: $9.97 $70.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Diva Mode Denim Western Heeled Boots

    Activate diva mode with these fabulous denim western heeled boots! They feature a below-the-knee height with pull tabs on each side, an open pointed toe, an angled toe strap, an angled cutout across the foot, a stiletto heel, and a back zipper closure for easy on-and-off wear. The two-tone denim material features a western-style design with mini rhinestone embellished trims. Style these heeled boots with a flowy dress and rhinestone fringe earrings for a country bar!

    Fit & Features

    • Below-the-knee height, pull tabs
    • Open pointed toe, angled toe strap
    • Angled cutout across the foot
    • Stiletto heel
    • Back zipper closure
    • Two-tone denim material, western-style design, mini rhinestone trims
    • Runs true to size

    Style Number/Barcode: 07403-1702

    Category Name: Women’s Shoes

    Price: $9.97 $70.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Desire Patent Peep Toe Stiletto Heels

    Elevate the night in these ultra-sultry patent leather stiletto heels to vamp up your look! They feature a round peep toe, a wide foot strap, a chunky platform sole, a cushioned insole, and an adjustable ankle strap with buckle closure. Complete the look with a fab mini handbag for a party!

    Fit & Features

    • Round peep toe
    • Wide foot strap
    • Chunky platform sole
    • Adjustable ankle strap, buckle closure
    • Stiletto heel
    • Patent leather material, cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4490

    Category Name: Women’s Shoes

    Price: $4.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vintage Allure Lace-Up Denim Stiletto Pumps

    Weave a timeless tale of fashion with these denim stiletto pumps! Designed with denim material, a pointed toe, a bungee lace-up design, and a cushioned faux leather insole, these stiletto pumps have it all for the perfect vintage allure. Complete the look with a chic mini shoulder bag for a daytime outing!

    Fit & Features

    • Closed pointed-toe
    • Bungee lace-up design
    • Stiletto heel
    • Cushioned faux leather insole
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07401-4547

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Real Showstopper Denim Stiletto Pumps

    Flaunt these showstopping denim stiletto pumps all over town! The heels feature a closed pointed-toe with a lace-up design, a stiletto heel, a cushioned faux leather insole, and an open back. Complete the look in a classy black dress for a wine bar with bae!

    Fit & Features

    • Closed pointed-toe
    • Lace-up design
    • Open back
    • Stiletto heel
    • Cushioned faux leather insole
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07401-4548

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shine Always Rhinestone Block Heels

    With these rhinestone block heels, you'll be shining always! The metallic heels feature a square toe, a wide toe strap, a closed ankle, and an adjustable ankle strap with buckle closure. Complete the look with sparkly earrings for a birthday party!

    Fit & Features

    • Square toe
    • Wide toe strap
    • Block heel, closed ankle
    • Adjustable ankle strap, buckle closure
    • All-over rhinestone embellishments
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4533

    Category Name: Women’s Shoes

    Price: $10.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take A Walk Patent Block Heel Booties

    Take a walk on the stylish side in these patent leather booties! They feature a sleek square toe, inner zipper closure, a short block heel, and an ankle-length shaft height. Complete the look with a trendy coat for grabbing coffee downtown!

    Fit & Features

    • Square toe
    • Inner zipper closure
    • Block heel
    • Ankle-length shaft height
    • Patent leather material

    Style Number/Barcode: 07403-1720

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashion Muse Faux Leather Under The Knee Boots

    Step up as a fashion muse in these faux leather boots! The under-the-knee boots feature a sleek pointed-toe, inner zipper closure, a block heel, and a croc pattern on sleek faux leather material. Complete the look with a trendy shoulder bag for an everyday style!

    Fit & Features

    • Pointed-toe
    • Inner zipper closure
    • Block heel
    • Under-the-knee shaft length
    • Croc pattern
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0912

    Category Name: Women’s Shoes

    Price: $12.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

  • High Ambition Faux Leather Thigh-High Boots

    If you've got high ambitions of being a chic trendsetter, these faux leather boots will help elevate your look! They feature a pointed toe, block heel, inner zipper closure, and a thigh-high shaft height. Complete your outfit with a sleek clutch.

    Fit & Features

    • Pointed toe
    • Block heel
    • Inner zipper closure
    • Thigh-high shaft height
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0916

    Category Name: Women’s Shoes

    Price: $4.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eye-Catching Flair Rhinestone Satin Block Heels

    Make a statement in these satin block heels at parties and special occasions! The heels feature a stylish square toe and glittering rhinestone-embellished toe strap and block heel that brings eye-catching flair to any look. The closed ankle and adjustable ankle strap with buckle closure make for a secure fit. Complete the look with a statement purse.

    Fit & Features

    • Square toe
    • Rhinestone-embellished toe strap and block heel
    • Closed ankle
    • Adjustable ankle strap, buckle closure
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4579

    Category Name: Women’s Shoes

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Got The Look Faux Leather Lace Up Lug Booties

    What are you waiting for? Get an edgy look in these faux leather lug booties for the perfect street style! The boots feature a round toe, a front lace-up placket, an inner side zipper, a chunky lug sole, and a block heel. Complete the look with an oversized blazer.

    Fit & Features

    • Round toe
    • Inner zipper closure
    • Front lace-up placket
    • Chunky lug sole and block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1694

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • New Heights Fishnet Rhinestone Over-The-Knee Boots

    Take your style to new heights in these over-the-knee boots! The faux suede boots feature a pointed toe, a stiletto heel, and closed ankle, and a sheer fishnet overlay with sparkly rhinestone embellishments on a thigh-high shaft with a non-slip grip lining trim. Complete the look in a sexy short dress for a night out or dressy party!

    Fit & Features

    • Pointed-toe
    • Stiletto heel
    • Sheer fishnet rhinestone-embellished overlay
    • Over-the-knee shaft length, non-slip grip lining trim
    • Closed ankle
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0918

    Category Name: Women’s Shoes

    Price: $4.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Pretty Basic Rhinestone Block Heels

    Step into these pretty block heels for dressy or formal occasions! These stunning shoes feature a square toe, a sparkly rhinestone-embellished toe strap, and a comfortable block heel. An adjustable ankle strap with a buckle closure ensures the perfect fit, while sleek faux leather material offers an elevated style. Complete the look with a sparkly clutch.

    Fit & Features

    • Square toe
    • Rhinestone-embellished toe strap
    • Block heel
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4580

    Category Name: Women’s Shoes

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oh-So-Lovely Rhinestone Mule Pumps

    Step into sophisticated glamour in these mule pumps! Crafted with PVC closed pointed-toe and lavish rhinestone embellishments, these pumps will add a sparkle to any outfit. Featuring a thin foot strap with mini rhinestone trim and a short stiletto heel. Complete the look with a trendy mini handbag for a dinner party or formal occasion!

    Fit & Features

    • PVC closed pointed-toe, rhinestone embellished
    • Thin foot strap, mini rhinestone trim
    • Short stiletto heel
    • Cushioned footdbed
    • Runs true to size

    Style Number/Barcode: 07401-4581

    Category Name: Women’s Shoes

    Price: $8.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pure Heart PVC Rhinestone Mules

    Take a daring step in these faux leather mules! With a square toe, wide PVC clear strap, and rhinestone heart detailing, a thin lucite block heel, you'll be feeling both stylish and confident in these faux leather beauties. Complete the look in a fabulous ruffled midi dress for a dressy party or event!

    Fit & Features

    • Square toe
    • Wide clear PVC strap
    • Rhinestone heart detailing
    • Thin lucite block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4585

    Category Name: Women’s Shoes

    Price: $8.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Walk The Runway Rhinestone Stiletto Heels

    Strut in these metallic stiletto heels for the most glamorous runway walk! They feature a square toe, dual rhinestone toe straps an asymmetrical foot strap, a glitzy rhinestone ball stiletto heel,  and an adjustable ankle strap with buckle closure. Complete the look with a glitzy ring set for a formal occasion!

    Fit & Features

    • Square toe
    • Dual rhinestone toe straps
    • Rhinestone asymmetrical foot strap
    • Rhinestone ball stiletto heel
    • Adjustable ankle strap, buckle closure
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4551

    Category Name: Women’s Shoes

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take Notice Rhinestone Spiral Heels

    In these heels, everyone will take notice of you! They feature an almond toe, dual rhinestone-embellished foot straps, a spiral rhinestone-embellished ankle strap, and a glitzy rhinestone ball decorated heel. Complete the look with a glam shoulder bag for a black tie soiree!

    Fit & Features

    • Almond toe
    • Rhinestone-embellished foot straps
    • Spiral rhinestone-embellished strap
    • Rhinestone ball decorated heel
    • Faux leather cushioned footbed
    • Runs true to size

    Style Number/Barcode: 07401-4583

    Category Name: Women’s Shoes

    Price: $4.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glimmer Goals Glitter Mesh Stiletto Heels

    Showcase glimmer goals with these classic glam glitter mesh stiletto heels. They feature an open almond-shaped toe with a strap, a thin adjustable ankle strap, a closed back, a short platform sole, and a stiletto heel. The glitter mesh material will shimmer with each step you take! Style these heels with rhinestone earrings for some added sparkle.

    Fit & Features

    • Open almond-shaped toe, toe strap
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Short platform sole
    • Stiletto heel
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-4362

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

  • Runway Ready Faux Leather Legging Stiletto Boots

    It's time to strut in style and treat every street like your runway in these bold faux leather legging stiletto boots! Channel iconic celebs in these pants featuring a high-rise elasticized waist, a curve-hugging silhouette, and attached pumps with a pointed toe and a stiletto heel. The legging boots are composed of a sleek faux leather fabric. Complete your look with a rhinestone bustier and statement earrings.

    Fit & Features

    • High-rise banded waist
    • Pull-on design
    • Curve-hugging fit
    • Attached pumps, pointed toe, stiletto heel
    • Lined faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07402-0891

    Category Name: Women’s Shoes

    Price: $9.97 $76.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dare To Be Bold Faux Leather Over-The-Knee Boots

    Dare to be bold with these sleek faux leather over-the-knee boots that are sure to create a fiery 'fit. They feature an over-the-knee height, a pointed toe, an inner zipper closure for easy on-and-off styling, and a stiletto heel. Pair these faux leather boots with an LBD and gold jewelry for a cool night-out vibe.

    Fit & Features

    • Over-the-knee height, back slit
    • Pointed toe
    • Inner zipper closure
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0966

    Category Name: Women’s Shoes

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold And Polished Patent Leather Platform Pumps

    Keep your look bold and polished in these patent leather pumps! The heels feature a closed round toe, sides, and ankle, a platform sole, a chunky block heel, and an adjustable ankle strap with buckle closure. Complete your outfit with a mini handbag!

    Fit & Features

    • Closed round toe, sides, and ankle
    • Platform sole
    • Chunky block heel
    • Adjustable ankle strap, buckle closure
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4491

    Category Name: Women’s Shoes

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

  • Diva Alert Marabou Feather Trim Pumps

    Create an absolutely iconic vibe that is totally diva-worthy with these marabou feather trim pumps! The heels feature a closed pointed toe, a fabulous marabou feather trim, an open back for easy on-and-off styling, and a sleek stiletto heel. Style with a metallic clutch for a fun night out!

    Fit & Features

    • Closed pointed toe
    • Marabou feather trim
    • Open back
    • Stiletto heel
    • Runs true to size

    Style Number/Barcode: 07401-4582

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: Out of Stock

  • Denim Diva Fold-Over Western Boots

    Embrace your fashion diva status with these trendy denim fold-over western boots! They feature a knee-high height with pull tabs on each side for easy slip-on styling, a slouched denim fold-over design that extends from the knee to the heel, and a pointed toe and block heel that peeks out from under the denim overlay. The boots feature a faux leather material with western-style stitching. Complete your look with a mini dress and hoop earrings.

    Fit & Features

    • Knee-high height, pull tabs
    • Slouched denim fold-over design, extends from knee to heel
    • Pointed toe
    • Block heel
    • Faux leather material, western-style stitching
    • Runs true to size

    Style Number/Barcode: 07402-0921

    Category Name: Women’s Shoes

    Price: $11.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale