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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 Moves Rhinestone Strap Block Heels

    Fit & Features

    • 4" Block heel
    • Open almond-shaped toe
    • Thin toe strap and ankle strap, rhinestone embellishments
    • Closed back, zipper closure
    • Luxe fit cushioned insole
    • Silver and white are faux leather
    • Black is faux nubuck
    • Runs true to size

    Style Number/Barcode: 07401-5128

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eye-Catching Cutout Strappy Slide Sandals

    Slip into these cutout strappy slide sandals for an eye-catching look this season!

    Fit & Features

    • Round toe
    • Strappy cutout design
    • Adjustable strap
    • Slide on-and-off styling
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1277

    Category Name: Women’s Shoes

    Price: $25.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: 6, 6.5, 7

  • Locked In Chain Ankle Patent Block Heels

    Edge up your style game in these patent block heels for a unique and trendsetting look! Featuring an on-trend square toe, a block heel, and a chain ankle strap with a lock charm and lobster clasp closure to secure the style. Complete the look with a trendy purse for any plans!

    Fit & Features

    • 4" Block Heel
    • Square toe
    • Chain ankle strap with lock charm, lobster clasp closure
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5001

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Edge Under-The-Knee Moto Platform Boots

    Add some chic edge to your fave 'fits with these under-the-knee faux leather boots featuring a round toe, a dual buckle strap design, an inner zipper closure for effortless styling, a platform sole, and a sturdy block heel. Complete your looks with a trendy ring set.

    Fit & Features

    • 3" Block heel, 7.5" leg opening, 10" shaft height
    • Faux leather material
    • Under-the-knee length
    • Round toe
    • Dual buckle strap design, inner zipper closure
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07402-1025

    Category Name: Women’s Shoes

    Price: $48.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 10

  • Sparkle Stunner Rhinestone Block Heels

    Keep your night-out look stunning in these sparkly rhinestone block heels. They feature an open almond toe, a rhinestone-adorned toe and ankle strap, a back zipper closure, and a block heel. Style these fab shoes with a little black dress to add a hint of glam.

    Fit & Features

    • Open almond toe
    • Rhinestone embellished toe and ankle strap
    • Back zipper closure
    • Block heel
    • Luxe fit cushioned insole
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-2966

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: SILVER

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

  • Trendy Twist Strap Stiletto Mules

    Amp up your look with these trendy faux leather stiletto mules featuring an open square-shaped toe, a twist strap design with sleek grommet accents, and an open back for effortless on-and-off styling. Pair with a chic shoulder bag.

    Fit & Features

    • 3.5" Stiletto heel
    • Faux leather material
    • Open square toe
    • Twist strap design, grommet detailing
    • Open back, on-and-off styling
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-5175

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    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: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Stakes Faux Leather Lug Booties

    These faux leather lug booties will up your fashion game with their high style! They feature a round toe, sturdy lug sole, and short block heel offering a mix of function and fashion with elasticized side inserts for easy on-and-off styling. Complete the look in a sleek moto jacket.

    Fit & Features

    • Round toe
    • Sturdy lug sole and short block heel
    • Elasticized side inserts
    • Easy on-and-off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1663

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Heart Stopper Rhinestone Faux Leather Stiletto Heels

    These faux leather heels will make every heart skip a beat! They feature a sleek pointed toe and strap with a rhinestone embellished heart charm and a stiletto heel that elevates the style. Complete the look with a trendy crossbody bag for any occasion!

    Fit & Features

    • 3.5" Stiletto heel
    • Pointed toe
    • Rhinestone embellished heart charm on strap
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4888

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On The Down Low Rhinestone Buckle Mules

    These block heel mules are subtly glamorous, with rhinestone buckle accents that bring sparkle to any outfit!

    Fit & Features

    • 3" Block heel
    • Square toe
    • Dual straps, rhinestone buckles
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5270

    Category Name: Women’s Shoes

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK, WHITE

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

    Product Badge:
    • Sale
  • Oh My Shine Rhinestone Block Heels

    Step out and shine in these rhinestone block heels featuring a glitter mesh almond-shaped toe, a wide toe and ankle strap, and a back zipper closure. Complete the look in these rhinestone heels with a stunning necklace and earring set.

    Fit & Features

    • Almond toe
    • Wide toe and ankle strap
    • Back zipper closure
    • Block heel
    • Rhinestone embellishments
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-3997

    Category Name: Women’s Shoes

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Steal The Spotlight Rhinestone Metallic Stiletto Heels

    These metallic stiletto heels are sure to steal the spotlight! The almond toe provides a sleek and flattering fit, while the rhinestone strappy design and dual ankle straps with buckle closures add a touch of glamour. Complete the look with a chic clutch for a dressy event.

    Fit & Features

    • 4" Stiletto Heel
    • Almond toe
    • Rhinestone strappy design
    • Rhinestone dual ankle straps, buckle closures
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4916

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish As Ever Square Toe Nubuck Block Heels

    Step into summer looking as stylish as ever in these nubuck heels! Always chic and trendy, they feature a square toe, a wide strap, and a block heel that elevates the style. Complete the look in a stylish romper for a brunch or outing with the girls!

    Fit & Features

    • 3.5" Block Heel
    • Square toe
    • Wide strap
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-5094

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkly Stride Metallic Spiral Strap Stiletto Heels

    Perfect your glam game with sparkly stride metallic spiral strap stiletto heels. Featuring rhinestone embellishments and a chic spiral design, these stilettos are your new go-to for dazzling nights.

    Fit & Features

    • 4" Stiletto heel
    • Metallic faux leather material
    • Open almond-shaped toe
    • Thin toe strap, thin strap across the foot, thin spiral strap design
    • Rhinestone embellishments, rhinestone heart accents
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5224

    Category Name: Women’s Shoes

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Party Ready Strappy Platform Block Heels

    Get party-ready in these fab block heels with a strappy design and platform sole that elevates your look!

    Fit & Features

    • Block heel
    • Square toe
    • Strappy design
    • Platform sole
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5261

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: WHITE, BLACK

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

    Product Badge:
    • Sale
  • Smooth And Sleek Block Heels

    Step out in style in these chic low block heels! Create the perfect stylish graduation outfit or gorgeous prom look in these comfortable heels. This open-toe design features a stylish ankle strap detail with a zipper-closed back on a trendy block heel. The lower heel silhouette creates a supportive and comfy fit, perfect to wear with a semi-formal gown or dressy pant outfit.

     Fit & Features

    • Zippered closed back 
    • Ankle strap strap
    • Open almond toe 
    • Single strap over the toe
    • Low block heel 
    • Faux leather and nubuck material 
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-1581

    Category Name: Women’s Shoes

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK, IVORY

    Available Size: 5, 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

    Product Badge:
    • Sale
  • Western Flair Buckle Strap Sling-Back Flats

    Bring that western flair to your chic fall 'fits with these sleek faux leather flats featuring a closed pointed toe, dual etched buckle straps with studded accents, and a sling-back strap. Style with hoop earrings.

    Fit & Features

    • Faux leather material
    • Closed pointed toe
    • Dual etched buckle straps, studded accents
    • Sling-back strap
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07405-0210

    Category Name: Women’s Shoes

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cutest In The West Faux Leather Cowboy Boots

    Yeehaw to these fun cowboy boots! With a stylish almond toe and stacked block heel, these under-the-knee shaft boots feature a western-inspired stitched pattern. Made of faux leather for a comfortable fit that will have you dancing all night long! Complete the look in a denim romper for a concert, festival, or bachelorette.

    Fit & Features

    • 3.5" Stacked Block Heel
    • Almond toe
    • Under-the-knee shaft length
    • Western-inspired stitch patterns
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1017

    Category Name: Women’s Shoes

    Price: $50.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortless Edge Moto Faux Leather Booties

    A pair of moto faux leather booties featuring a sleek square toe, a platform sole to elevate the style, a block heel, and a trendy side hoop strap design. Perfect for styling with a jacket.

    Fit & Features

    • 3.5" Block heel, 5” leg opening, 2.5” shaft height
    • Faux leather material
    • Square toe
    • Inner side zipper closure
    • Side hoop strap design
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07403-1793

    Category Name: Women’s Shoes

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Homestead Chic Western Faux Leather Boots

    These chic faux leather boots bring the wild west to your wardrobe. With a square toe and buckle strap, they're perfect for strutting your stuff in style.

    Fit & Features

    • 3" Stacked block heel, 6.5" leg opening, 8" shaft height
    • Square toe
    • Buckle strap design 
    • Western-style 
    • Below-the-knee shaft 
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1101

    Category Name: Women’s Shoes

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Moment Lace-Up Stiletto Heels

    Be prepared for many compliments when you step out in these lace-up stiletto heels that add a bold touch to any look.

    Fit & Features

    • 4" Stiletto heel
    • Square toe
    • Thin strappy design
    • Lace-up ankle straps
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000142

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK, WHITE, MINT, BLUE

    Available Size: 7.5, 8, 10, 5.5, 6.5, 7, 8.5, 9, 6

    Product Badge:
    • Sale
  • Season Staple Denim Print Faux Leather Stiletto Heels

    Trendy with chic details, these denim print faux leather heels are a staple for the season. Designed with a medium-wash denim print on smooth faux leather material, these heels are a fabulous must-have! They feature an open square-shaped toe with a thin strappy design across the foot, thin adjustable ankle and heel straps with a buckle closure, and a stiletto heel. Pair with the matching shoulder bag for a seamlessly stylish 'fit!

    Shop Matching Bag: Season Staple Denim Print Faux Leather Shoulder Bag

    Fit & Features

    • 4" Stiletto heel
    • Faux leather material with medium-wash denim print
    • Open square toe
    • Thin strappy design
    • Thin adjustable ankle and heel straps with buckle closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4644

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mirror Shine Strappy Metallic Stiletto Heels

    Shine like a mirror in these metallic stiletto heels on dressy occasions! They feature a sleek square toe, strappy design, and a stiletto heel on shiny metallic faux leather material. Complete the look with a clutch purse.

    Fit & Features

    • 4" Stiletto heel
    • Metallic faux leather upper
    • Square toe
    • Strappy design
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-4806

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Mode Thong Strap Cutout Clear Wedges

    Turn on trendy mode with these fab thong strap clear wedges! They feature a clear wedge cutout heel, an open pointed toe for that sleek look, a lycra thong strap design, and an open back for effortless on-and-off styling. Pair these heels with hoop earrings and a chic handbag!

    Fit & Features

    • 4" Clear wedge cutout heel
    • Open pointed toe
    • Lycra thong strap design
    • Open back
    • On-and-off styling
    • Faux leather insole
    • Runs true to size

    Style Number/Barcode: 07406-0343

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale