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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.

  • Glam Attitude Metallic Snake Print Kitten Heels

    Show off a glam attitude your next girl's night in these fabulous kitten heels! Designed with a metallic snake print on faux leather material, these heels will spark up all the compliments. They feature an open square-shaped toe, an asymmetric strappy design across the foot, adjustable ankle and heel straps with a buckle closure, and a short kitten heel for comfortable wear. Style with rhinestone fringe earrings.

    Fit & Features

    • 2" Kitten heel
    • Faux leather upper with metallic snake print
    • Open square toe
    • Asymmetric strappy design
    • Adjustable ankle and heel straps with buckle
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-5005

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut It Out Moto Block Heel Platform Booties

    Fit & Features

    • 3" Stacked block heel, 6" leg opening, 6" shaft height
    • Almond toe
    • Moto strap detail with hoop insert
    • Faux leather material
    • Platform sole
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07403-1796

    Category Name: Women’s Shoes

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Edge Studded Cowboy Boots

    Bring some western edge to your going-out looks with these trendy cowboy boots. Featuring a below-the-knee height, the sleek studded western design will level up your 'fits.

    Fit & Features

    • Stacked block heel
    • Faux suede material
    • Studded western design
    • Pointed toe
    • Below-the-knee height
    • Runs true to size

    Style Number/Barcode: 07402-1095

    Category Name: Women’s Shoes

    Price: $54.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 6, 6.5, 7, 7.5, 8, 8.5

    Product Badge:
    • Best Seller
  • Glam Scene Satin Rhinestone Stiletto Heels

    Step out into a glam scene in these striking stiletto heels for a night on the town! They feature a square toe, dual thin foot straps, and a spiral ankle strap with colored mini rhinestones on satin material. Complete the look with a glitter clutch.

    Fit & Features

    • Square toe
    • Dual thin foot straps
    • Spiral ankle strap
    • Colored mini rhinestone embellishments
    • Stiletto heel
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4196

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darling Daisy Platform Denim Block Heels

    Create darling looks in these daisy denim block heels perfect for picking flowers at a farmer's market! Featuring a square toe, wide toe strap, and platform sole, these heels provide a comfortable and trendy fit. The block heel and adjustable ankle strap with buckle closure make them both stylish and practical. Complete the look in a cute romper.

    Fit & Features

    • 3.5" Block Heel
    • Square toe
    • Platform sole
    • Adjustable ankle strap with buckle closure
    • Daisy embroidery, denim material
    • Runs true to size

    Style Number/Barcode: 07401-4872

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sexy Chic Square Toe Stiletto Heels

    Sexy yet oh so chic, these faux leather stiletto heels are the best of both worlds! The square toe and thin straps add a sleek touch, while the adjustable ankle strap with buckle closure ensures a comfortable fit. Complete the look in a jumpsuit for dinner and drinks.

    Fit & Features

    • 3" Stiletto heel
    • Square toe
    • Thin straps
    • Adjustable ankle strap, buckle closure
    • Black is nubuck and nude is faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4934

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut The Streets Under-The-Knee Faux Leather Boots

    Fit & Features

    • 3” Block heel, 7" leg opening, 14" shaft height
    • Pointed toe
    • Faux suede material
    • Folded under-the-knee length shaft
    • Zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1080

    Category Name: Women’s Shoes

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine In The Spotlight Rhinestone Bow Block Heels

    These block heels will shine in the spotlight at your next soiree! The almond toe and rhinestone embellished bow strap add sparkle to any outfit. The block heel elevates the style while the faux leather and rhinestone adjustable ankle strap ensure a secure fit with glamour. Complete the look with a rhinestone clutch purse.

    Fit & Features

    • 3" Block heel
    • Rhinestone embellished bow strap
    • Almond toe
    • Faux leather and rhinestone adjustable ankle strap
    • Buckle closure
    • Luxe fit cushion insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4848

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glamour Up Rhinestone Strappy Metallic Heels

    Glam up your dress in these metallic heels for semi-formal or formal occasions! Features a square toe and rhinestone embellished asymmetrical straps, a thin block heel, and a lightly cushioned footbed to provide both style and comfort. Complete the look with a rhinestone clutch purse. 

    Fit & Features

    • 3" Thin Block Heel
    • Square toe
    • Rhinestone embellished asymmetrical straps
    • Lightly cushioned footbed
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4981

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sea Me Now Rhinestone Starfish Flat Sandals

    Straight from under the sea! Let everyone admire you in these rhinestone starfish flat sandals. Featuring a round toe and t-shaped thong strap with a sparkling rhinestone starfish accent, these sandals are a chic addition to any outfit. The adjustable ankle strap ensures a comfortable fit while the flat sole provides all-day comfort. Complete the look with a crossbody purse.

    Fit & Features

    • Flat sole
    • Round toe
    • Rhinestone embellished starfish decor
    • Adjustable ankle strap, buckle closure
    • Runs true to size

    Style Number/Barcode: 07404-1226

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Flair Faux Leather Buckle Strap Flats

    Add an edgy flair to your fall 'fits with these faux leather flats featuring a closed pointed toe, dual buckle straps, and an open back for effortless on-and-off styling. Pair with a chic shoulder bag.

    Fit & Features

    • Faux leather material
    • Closed pointed toe
    • Dual buckle straps
    • Open back, on-and-off styling
    • Flat sole
    • Faux leather padded insole
    • Runs true to size

    Style Number/Barcode: 07405-0202

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ever So Fierce Leopard Satin Stiletto Mules

    Step into these fierce leopard satin mules elevated with a sleek stiletto heel for fashionable struts! Pair with a purse.

    Fit & Features

    • 4" Stiletto heel
    • Square toe
    • Curved band
    • Leopard print
    • Luxe fit cushioned insole
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-5185

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: 6, 6.5, 7, 7.5, 8

  • Sleek Strut Moto Western Ankle Booties

    Show off a sleek strut in these moto western ankle booties featuring a pointed toe, a trendy buckle strap accent, an inner zipper closure for effortless styling, and a stacked block heel. Pair with your fave shoulder bag.

    Fit & Features

    • 2.5" Stacked block heel, 5" leg opening, 3.5" shaft height
    • Faux leather material
    • Above-the-ankle fit
    • Pointed toe
    • Buckle strap detail
    • Inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07403-1828

    Category Name: Women’s Shoes

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beachy Glam Rhinestone Palm Tree Metallic Sandals

    Level up your fabulous vacay 'fits with these glam rhinestone metallic sandals! Made with sleek faux leather with a metallic sheen, they feature a square-shaped toe, a thong strap with a glitzy rhinestone-embellished palm tree design, an adjustable ankle strap with a buckle closure, and a flat sole for comfortable wear. Style with a flowy sundress and hoop earrings for a beachside dinner!

    Fit & Features

    • Faux leather upper, metallic sheen
    • Square toe
    • Thong strap
    • Rhinestone-embellished palm tree design
    • Adjustable ankle strap with buckle closure
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1229

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Moves Under-The-Knee Buckle Boots

    Get ready to strut in these under-the-knee buckle boots. With a sleek pointed toe, stacked heel, and stylish buckle, these boots are your new go-to for effortless glam.

    Fit & Features

    • 3" Stacked block heel, 7" leg opening, 14" shaft height
    • Faux leather
    • Closed pointed toe
    • Inner zipper closure
    • Small buckle accent at the ankle
    • Runs true to size

    Style Number/Barcode: 07402-1082

    Category Name: Women’s Shoes

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Iconic Strappy Patent Faux Leather Stiletto Heels

    So iconic, these strappy patent faux leather stiletto heels will instantly level up your look for the office or happy hour! They feature an open square-shaped toe with a dual strap design, dual adjustable ankle straps with a buckle closure, a closed back, a padded insole for comfortable wear, and a sleek stiletto heel for those chic vibes. Style with an oversized blazer and a trendy shoulder bag!

    Fit & Features

    • 3.5" Stiletto heel
    • Patent faux leather upper
    • Open square toe with dual strap design
    • Dual adjustable ankle straps with buckle closure
    • Closed back
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-4897

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chicest Babe Croc Faux Leather Block Heels

    You're bound to be the chicest babe in these faux leather heels! They feature a square toe, a wide strap, and a croc-embossed pattern for a stylish texture. Complete the look in a cute denim jacket.

    Fit & Features

    • 3.5" Block Heel
    • Square toe
    • Wide strap
    • Croc-embossed pattern
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5096

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetest Gift Closed Toe Bow Stiletto Pumps

    Your presence in these pointed-toe bow stiletto pumps is a gift! 

    Fit & Features

    • Stiletto heel
    • Closed pointed toe
    • Bow and grommet insets
    • Cushioned insole
    • Runs a half size small

    Style Number/Barcode: 07401-5196

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9

  • Moto Chic Buckled Faux Leather Ankle Booties

    Give your outfit some chic edge in these faux leather ankle booties with trendy buckle accents and an inner zipper closure that secures the style. Complete the look with a faux leather jacket.

    Fit & Features

    • 2.5" Stacked block heel, 5.5" leg opening, 4.5" shaft height
    • Faux leather material
    • Square-shaped toe
    • Inner zipper closure
    • Dual moto strap detail with metal hoop insert
    • Runs true to size

    Style Number/Barcode: 07403-1822

    Category Name: Women’s Shoes

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy-Chic Faux Leather Western Booties

    Edge up your everyday look with these chic faux leather western booties featuring an above-the-ankle fit, a pointed toe, an inner zipper closure for effortless styling, a stacked block heel, and a croc-embossed western design. Pair with hoop earrings.

    Fit & Features

    • 2.5" Stacked block heel, 6" leg opening, 2.5" shaft height
    • Faux leather material, croc-embossed western design
    • Above-the-ankle fit, pull tabs
    • Pointed toe
    • Inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07403-1826

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Limelight Rhinestone Strap Metallic Heels

    Be the center of attention in these metallic heels, which feature a glam rhinestone strap and sleek block heel to elevate your formal dress!

    Fit & Features

    • 3" Thin, sleek block heel
    • Square toe
    • Rhinestone toe strap
    • Criss cross ankle straps, buckle closure
    • Closed ankle
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5264

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: SILVER

    Available Size: 6, 10

  • Wrap Around The Block Strappy Platform Sandals

    Take a stylish walk around the block in these platform sandals featuring a round toe, asymmetrical faux leather strap, and an adjustable ankle strap with buckle closure. Complete the look in a breezy maxi dress for vacation or weekend plans!

    Fit & Features

    • Round toe
    • Asymmetrical faux leather straps
    • Platform sole
    • Adjustable ankle strap with buckle closure
    • Runs true to size

    Style Number/Barcode: 07404-1234

    Category Name: Women’s Shoes

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle And Shine Rhinestone Bow Ballet Flats

    Sparkle and shine in these sheer ballet flats showcasing a dazzling display of rhinestone embellishments and a flirty bow accent. Complete the look with a mini purse.

    Fit & Features

    • Sheer mesh design 
    • Closed almond toe
    • Elasticized strap
    • Rhinestones
    • Bow accent
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07405-0192

    Category Name: Women’s Shoes

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Priority Strappy Stiletto Heels

    This pair of heels features a sleek square toe, a strappy design, and a stiletto heel perfect for styling with your favorite outfits.

    Fit & Features

    • 4" Stiletto heel
    • Faux leather material
    • Square toe
    • Strappy design
    • Runs true to size

    Style Number/Barcode: 07401-5003

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale