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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.

  • Sunny Days Ahead Espadrille Platform Sandals

    These adorable espadrille platform sandals were made for sunny spring vibes! They feature an open almond-shaped toe, a wide toe strap, an adjustable ankle and heel strap, a platform sole, and a block heel. The sandals are composed of a braided jute material with a faux leather insole. Style with a flowy floral dress!

    Fit & Features

    • Open almond-shaped toe
    • Wide toe strap
    • Adjustable ankle and heel strap, buckle detail
    • Platform sole
    • Block heel
    • Braided jute material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07404-1103

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfectly On Point Pearl Clear Stiletto Heels

    These chic embellished clear heels are perfectly on point! They feature a closed pointed toe, a closed back, all-over faux pearl embellishments on the clear PVC material, and a tall clear lucite stiletto heel. Style with rhinestone statement earrings for a total glam moment.

    Fit & Features

    • Closed pointed toe
    • Closed back
    • Faux pearl embellishments, clear PVC material
    • Clear lucite stiletto heel
    • Faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-4281

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Resort Worthy Espadrille Flat Sandals

    Give your feet a vacation from heels in these trendy sandals that give off resort vibes! They feature an almond toe, nubuck toe and wrap-around ankle strap with buckle closure, and an espadrille trim along the flat sole. Complete the look with a stylish crossbody bag.

    Fit & Features

    • Almond toe
    • Nubuck toe and wrap-around ankle strap
    • Buckle closure
    • Espadrille trim along flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1079

    Category Name: Women’s Shoes

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Can't Stop This Shine Metallic Bow Sandals

    Shimmer and shine with each step in these sandals featuring a square toe, metallic bow strap, faux leather sole, and slide-on-and-off styling. Complete the look in a trendy crop jacket for a date night.

    Fit & Features

    • Square toe
    • Metallic bow strap
    • Faux leather sole
    • Slide-on-and-off styling
    • Runs true to size

    Style Number/Barcode: 07404-1120

    Category Name: Women’s Shoes

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wind Me Up Spiral Block Heels

    These patent leather block heels are sure to wind you up! They feature a square toe, dual thin straps, and spiral ankle straps with a faux leather footbed. Style with a boyfriend blazer for a boss-babe vibe!

    Fit & Features

    • Square toe
    • Dual thin straps
    • Spiral ankle straps
    • Block heel
    • Faux leather footbed
    • Patent leather sole
    • Runs true to size

    Style Number/Barcode: 07401-4268

    Category Name: Women’s Shoes

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In My Jeans Denim Sling Back Platform Heels

    It's in your jeans to be stylish! These denim block heels elevate every outfit. They feature a peep round toe, a wide top strap with classic jean stitching, and metal grommet, a slingback ankle strap with buckle closure, and a chunky platform sole. Complete the look in a sultry jumpsuit for a party!

    Fit & Features

    • Peep round toe
    • Wide top strap, classic jean stitching, metal grommet
    • Slingback ankle strap, buckle closure
    • Chunky platform sole
    • Block heel
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07401-4275

    Category Name: Women’s Shoes

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tilted Magic Angled Stiletto Heels

    Catch all the attention in these fashion-forward heels featuring a square toe, thin toe strap, an angled stiletto heel, and a wrap-around ankle strap with buckle closure. The heels are composed of sleek and smooth faux leather material. Style with a trendy mini handbag.

    Fit & Features

    • Square toe
    • Thin toe strap
    • Angled stiletto heel
    • Wrap-around ankle strap with buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4274

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Boho Flair Lace-Up Sandals

    Let festival season inspire your spring wardrobe with these on-trend sandals that bring a boho flair. They feature an open almond-shaped toe with a toe strap, a thin, asymmetric, strappy design across the foot, a thicker heel strap, a matching thin strappy design that wraps around the leg, and a flat sole. Style with a flowy midi dress and statement earrings.

    Fit & Features

    • Open almond-shaped toe, toe strap
    • Thin, asymmetric, strappy design across the foot
    • Heel strap
    • Thin strappy wrap-around design
    • Flat comfort sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1119

    Category Name: Women’s Shoes

    Price: $5.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparkly Strides Rhinestone Stiletto Heels

    You'll make sparkly strides in these sleek and glam satin stiletto heels. They feature an open almond-shaped toe, a thin toe strap adorned with mini rhinestones, an adjustable ankle and heel strap with matching rhinestone embellishments, and a stiletto heel. Style with a bodycon dress for your next night out.

    Fit & Features

    • Open almond-shaped toe
    • Thin toe strap, rhinestones
    • Adjustable ankle and heel strap, buckle detail, rhinestones
    • Stiletto heel
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4264

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casually Glam Rhinestone Chrome Sandals

    Amp up your everyday looks with these casually glam chrome sandals! They feature a square toe, an asymmetrical strappy design with sparkly rhinestone accents, an open back for easy on-and-off styling, and a fab metallic sheen. Pair these sandals with a clear handbag.

    Fit & Features

    • Square toe
    • Asymmetrical strappy design, rhinestone embellishments
    • Open back
    • Flat sole
    • Chrome sheen
    • Faux leather cushioned insole
    • Runs true to size

    Style Number/Barcode: 07404-1088

    Category Name: Women’s Shoes

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always Glam Pearl And Rhinestone Sandals

    You're always glam, even when it comes to your casual 'fits! These faux leather sandals are a perfect match for you. They feature a square toe, a dual clear strap design with faux pearl and mini rhinestone accents, and an open back for easy on-and-off styling. Pair with dainty stud earrings.

    Fit & Features

    • Square toe
    • Dual clear strap design
    • Faux pearls, mini rhinestones
    • Open back
    • Flat sole
    • Faux leather insole
    • Runs true to size

    Style Number/Barcode: 07404-1081

    Category Name: Women’s Shoes

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Everyday Style Thong Sandals

    These classic thong sandals are perfect for everyday wear during the warmer months! They feature an almond-shaped toe with a thin thong strap design, a flat sole, and an open back for easy on-and-off styling. Pair these sandals with hoop earrings for a simple yet chic vibe.

    Fit & Features

    • Almond-shaped toe
    • Thin faux leather thong straps
    • Flat sole
    • Open back
    • Faux leather insole
    • Runs true to size

    Style Number/Barcode: 07404-1087

    Category Name: Women’s Shoes

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Style Swerve Rhinestone Block Heels

    These faux suede heels look good weaving in and out the crowds! They feature a square toe, thin toe, and ankle strap with a rhinestone zig-zag trim, a block heel, and a closed ankle with zipper closure. Complete the look in a chic ring set.

    Fit & Features

    • Square toe
    • Thin toe and ankle strap
    • Rhinestone zig-zag trim
    • Block heel
    • Closed ankle, zipper closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-4276

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe And Glam Rhinestone Bow Satin Heels

    These luxe and glam satin heels will elevate your date night 'fit! They feature an open square toe, a thin toe strap with a rhinestone adorned bow accent, a thin strappy design that wraps around the leg, and a sleek stiletto heel. Style with a fab clutch.

    Fit & Features

    • Open square toe
    • Thin toe strap
    • Rhinestone bow accent
    • Thin strappy wrap-around design, tie closure
    • Stiletto heel
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4273

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Everyday Sparkle Rhinestone Strappy Sandals

    Add some sparkle to your everyday look with these trendy-glam sandals. They feature an open almond toe, an asymmetric strappy design with mini rhinestone embellishments, an adjustable ankle strap, and a low block heel. Style with a cute handbag.

    Fit & Features

    • Open almond toe
    • Asymmetric strappy design, mini rhinestones
    • Adjustable ankle strap, buckle detail
    • Low block heel
    • Faux leather material
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07404-1077

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Grecian Mystique Bejeweled Flat Sandals

    Unlock a Grecian mystique allure in these flat patent sandals for your next getaway! They feature an almond toe, PVC clear caged straps with statement rhinestone jewels, and an adjustable ankle chain with lobster clasp closure. Complete the look in a chic sundress for a sunset dinner.

    Fit & Features

    • Almond toe
    • PVC clear caged straps
    • Statement rhinestone jewels
    • Adjustable ankle chain with lobster clasp closure
    • Patent leather footbed
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1123

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take A Spin Chic Basic Block Heels

    Take these faux leather heels for a spin! Perfect for semi-formal and dressy events, they feature an open almond toe, a thin toe strap, a closed ankle, a block heel, and a back zipper closure. Complete the look with a glam hair accessory.

    Fit & Features

    • Open almond toe
    • Thin toe strap
    • Closed ankle
    • Block heel
    • Back zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4151

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam And Gleam Rhinestone Block Heels

    Showcase a glam style that truly gleams in the light! These block heels feature an almond toe, rhinestone toe strap, and heel, a closed ankle with an adjustable buckle strap. Complete the look in a necklace and earrings set!

    Fit & Features

    • Almond toe
    • Rhinestone toe strap and block heel
    • Closed ankle
    • Adjustable buckle strap
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4090

    Category Name: Women’s Shoes

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All Dressed Up Platform Heels

    These fabulous platform heels will have you all dressed up and ready to party! They feature an open square toe, a wide toe strap, a thin adjustable ankle strap with a back criss-cross design, a platform, and a tall block heel. Style with a bodycon dress and a rhinestone clutch.

    Fit & Features

    • Open square toe, wide toe strap
    • Thin adjustable ankle strap, back criss-cross design
    • Metal buckle detail
    • Open back
    • Platform, tall block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4057

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Little Dazzle Rhinestone Heels

    A little dazzle effect from these block heels is all you need to create a show-stopping entrance! They feature an open almond toe with a rhinestone embellished strap, faux leather quilted footbed, a closed back, and an ankle strap with an adjustable buckle closure on microsuede material. Complete the look with a sparkly ring set.

    Fit & Features

    • Open almond toe
    • Rhinestone embellished toe strap
    • Faux leather quilted footbed
    • Closed back
    • Ankle strap, adjustable buckle closure
    • Microsuede material
    • Runs true to size

    Style Number/Barcode: 07401-4019

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Glam Rhinestone Bow Sandals

    Go for these adorable bow sandals to add some casual glamour to your look! They feature an open square toe, a dual clear strap design with metallic straps and rhinestone bow accents, an open back for easy on-and-off styling, a flat sole, and a metallic sheen. Pair with sparkly stud earrings.

    Fit & Features

    • Open square toe
    • Dual clear strap design
    • Metallic straps, rhinestone-adorned bow accents
    • Open back, on-and-off styling
    • Flat sole
    • Metallic sheen
    • Runs true to size

    Style Number/Barcode: 07404-1124

    Category Name: Women’s Shoes

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ready For Brunch Cork Espadrille Wedges

    These adorable cork espadrille wedges will have you ready for weekend brunch! They feature an open almond toe with a toe strap, an adjustable ankle strap with a back criss-cross design, a sturdy cork wedge heel, and a braided espadrille trim. Complete your look with a chic handbag.

    Fit & Features

    • Open almond toe, faux leather toe strap
    • Faux leather adjustable ankle strap, back criss-cross design
    • Metal buckle detail
    • Cork wedge heel
    • Espadrille trim
    • Faux leather cushioned insole
    • Runs true to size

    Style Number/Barcode: 07406-0319

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tie Up Your Style Rhinestone Bow Mules

    Tie your style together in these faux leather mules featuring a square toe, a clear PVC strap with a glam rhinestone bow, and a short stiletto heel. Complete the look with a statement clutch for your next dressy event!

    Fit & Features

    • Square toe
    • Clear PVC strap with a rhinestone bow, center rhinestone accent
    • Short stiletto heel
    • Faux leather material
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4257

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Posh Beauty Bow Block Heel Mules

    Your posh beauty in these mules has entered the chat! Sashay in style featuring a pointed toe, a bow strap, a PVC clear strap, and a block heel. Complete the look with a beaded clutch.

    Fit & Features

    • Open pointed toe
    • Bow strap
    • PVC clear strap
    • Block heel
    • Faux leather cushioned insole
    • Black heels are satin
    • White heels are faux leather
    • Runs true to size

    Style Number/Barcode: 07401-4262

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free