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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 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 Flex

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

  • Fashion Strut Satin Rose Platform Heels

    Make your way down the aisle as a bride, graduate, or into the formal party in these satin platform heels! They feature an open round toe, a wide strap with a lovely rose flower, a block heel, and a closed ankle with a strap and buckle closure. Complete the look with a chic hair barrette.

    Fit & Features

    • Open round toe
    • Wide strap, rose flower
    • Block heel
    • Chunky platform sole
    • Closed ankle, strap with buckle closure
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4297

    Category Name: Women’s Shoes

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Strikes Again Metallic Platform Mules

    Strike them with your sass with your shoe game! These metallic chunky mules do all the talking. They feature a square toe, a wide top strap with an elasticized insert for easy-on-and-off styling, a platform sole, and a block heel. Complete the look in a fab little black dress.

    Fit & Features

    • Square toe
    • Wide top strap, elasticized insert
    • Easy-on-and-off styling
    • Chunky platform sole
    • Block heel
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4244

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty And Bold Floral Jelly Sandals

    Pretty and bold, these floral jelly sandals add a casual-chic vibe. They feature a square-shaped toe, a wide toe strap with a floral pom design, an open back for easy on-and-off styling, and a flat sole for comfortable wear. Style with a mini handbag.

    Fit & Features

    • Square-shaped toe
    • Wide toe strap
    • Floral pom design, faux leather material
    • Open back
    • Flat sole
    • PVC material
    • Runs true to size

    Style Number/Barcode: 07404-1126

    Category Name: Women’s Shoes

    Price: $8.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In Spring Floral Block Heel Mules

    Get in the spring of things in these fresh and flirty floral mules to elevate every outfit this season! They feature a square toe, dual straps with floral accents, and a block heel, and are composed of faux leather material. Complete the look in a cute short dress for a graduation ceremony or birthday!

    Fit & Features

    • Square toe
    • Dual straps with floral accents
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4134

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Turn It Up Spiral Strap Block Heels

    Turn up the trendiness of your look with these fab spiral strap block heels! They feature an open almond-shaped toe with a strap, a thin spiral strap design that goes up the leg, and a sturdy tall block heel. Style with a mini handbag.

    Fit & Features

    • Open almond-shaped toe, toe strap
    • Thin spiral strap design
    • Open back
    • Tall block heel
    • Faux leather material
    • Subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4192

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Trendsetter Metallic Stiletto Mules

    You're a forever trendsetter, so these metallic stiletto mules are calling your name! They feature an open square-shaped toe, a twisted caged strap design, an open back for easy on-and-off styling, and a stiletto heel. Pair with your fave party dress!

    Fit & Features

    • Open square-shaped toe
    • Twisted caged strap design
    • Open back
    • Stiletto heel
    • Metallic sheen
    • Faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4213

    Category Name: Women’s Shoes

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stud Finder Bow Stiletto Heels

    Find yourself these studs of stiletto heels! They feature a sleek square toe, a thin toe strap with studded bow detail, and a wrap-around ankle strap with studs and buckle closure on patent faux leather material. Complete the look in a classic LBD perfect for dinner and drinks with bae!

    Fit & Features

    • Square toe
    • Thin toe strap, studded bow detail
    • Wrap-around stud ankle strap, buckle closure
    • Stiletto heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4243

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ultimate Glam Girl Rhinestone Butterfly Stiletto Heels

    You'll be the ultimate glam girl with these totally trendy stiletto heels! They feature an open round toe, a thin thong strap design with a cute butterfly accent with sparkling rhinestone embellishments, an open back for easy on-and-off styling, and an hourglass stiletto heel. The faux leather material has a subtle cushioned insole. Style with a mini handbag.

    Fit & Features

    • Open round toe
    • Thin thong strap design
    • Butterfly accent, rhinestone embellishments
    • Open back
    • Hourglass stiletto heel
    • Faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4301

    Category Name: Women’s Shoes

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Coastal Babe Slip-On Wedge Sandals

    For strolls along the coast or any weekend adventure, these slip-on wedge sandals provide comfort and style! They feature a square toe, a wide strap, and a platform sole of faux leather material. Complete the look with cute sunglasses.

    Fit & Features

    • Square toe, wide strap
    • Platform sole
    • Wedge style
    • Slip-on and off styling
    • Faux leather material, cushioned insole
    • Runs true to size

    Style Number/Barcode: 07404-1093

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Whimsical Flair Floral Block Heels

    Calling all brides and brides-to-be! Add whimsical flair in these stunning faux leather heels featuring an almond toe, a floral-decorated toe strap, a block heel, and a closed ankle with an adjustable strap with buckle closure. Complete the look with elegant hair and jewelry accessories!

    Fit & Features

    • Almond toe
    • Floral-decorated toe strap
    • Block heel
    • Closed ankle
    • Adjustable ankle strap with buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4133

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Weekend Mode Basic Strap Sandals

    Get into a chill weekend mode with these basic strap sandals. They feature an almond-shaped toe, a wide banded toe strap, adjustable ankle and heel straps, and a flat sole for comfortable wear. Style with a crop top and denim shorts.

    Fit & Features

    • Almond-shaped toe
    • Wide banded toe strap
    • Adjustable ankle and heel straps
    • Buckle detail
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1076

    Category Name: Women’s Shoes

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Essential Caged Platform Heels

    These faux leather platform heels are a trendy essential that needs to be in your closet! They feature an open square toe, thin straps in a criss-cross caged design, a thin adjustable ankle strap, a platform, and a sturdy block heel. Style with a midi dress and a sleek clutch.

    Fit & Features

    • Open square toe
    • Thin straps, criss-cross caged design
    • Thin adjustable ankle strap, metal buckle detail
    • Closed back
    • Platform, block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4154

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Strides Lace-Up Block Heels

    Make trendy strides in these of-the-moment block heels! They feature an open square toe, a PVC toe strap, a strappy caged back design, straps that lace up around the leg, and a thin block heel. Style with a chic handbag.

    Fit & Features

    • Open square-shaped toe
    • PVC toe strap
    • Strappy caged back design
    • Strappy lace-up design, tie closure
    • Thin block heel
    • Faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4165

    Category Name: Women’s Shoes

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Color Me Pretty Gemstone Bead Mules

    Color your shoe collection pretty in these stylish patent leather mules perfect for parties and celebrations! They feature a square toe, curved wide toe strap with colored gemstone beading, and a short stiletto heel. Complete the look in a flirty romper.

    Fit & Features

    • Square toe
    • Curved wide toe strap
    • Colored gemstone beading
    • Short stiletto heel
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4242

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glamour Nights Chrome Lace-Up Heels

    Have your night of glamour in these head-turning metallic heels perfect for date nights or cocktail hours! They feature a square toe, a thin toe strap, a block heel, and a caged lace-up design with tie closure. Complete the look with a chic clutch.

    Fit & Features

    • Square toe
    • Thin toe strap
    • Block heel
    • Caged lace-up design, tie closure
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4222

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Icon Butterfly Accent Stiletto Heels

    Show up and stun in these trendy and iconic stiletto heels! They feature an open almond-shaped toe, a toe strap with pretty butterfly embroidered appliques, thin straps with two matching butterfly accents that lace up the leg, and a stiletto heel. Style with a mini dress and a clear handbag.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap, butterfly embroidered appliques
    • Thin straps, butterfly appliques, lace-up design, tie closure
    • Closed back
    • Stiletto heel
    • Faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4197

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Unforgettable Style Chunky Platform Mules

    Aheive new stylish heights in these unforgettable faux leather mules sure to make heads turn! They feature a square toe, wide top strap, chunky platform sole, and a block heel. Style with a statement ring set to complete the look.

    Fit & Features

    • Square toe
    • Wide top strap
    • Chunky platform sole
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4224

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Party Look Rhinestone Strappy Block Heel Mules

    Add some shine and sparkle to your party look in these block heel mules with a dazzling rhinestone strappy design!

    Fit & Features

    • 3" Block heel
    • Square toe
    • Rhinestone embellished strappy design
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000348

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: In Stock

    Available Color: WHITE-2

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

  • Trendy Strides Chain-Detail Jelly Sandals

    Make trendy strides in these of-the-moment jelly sandals. They feature a square toe, a dual strap design with chunky chain-link accents, an open back for easy on-and-off styling, and a flat sole. Style with a casual dress and a mini handbag.

    Fit & Features

    • Square-shaped toe
    • Dual strap design
    • Chunky chain-link accents
    • Open back
    • Flat sole
    • Jelly material
    • Runs true to size

    Style Number/Barcode: 07404-1130

    Category Name: Women’s Shoes

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Look Chain Detail Stiletto Heels

    Achieve a sleek look that will garner all the compliments with these patent faux leather stiletto heels. They feature a pointed toe with a metal design, thin toe and heel straps, a chic chain-link strap with a padlock charm accent, and a stiletto heel. Style with a little black dress.

    Fit & Features

    • Pointed toe, metal design
    • Thin toe and heel straps
    • Chain-link strap, padlock charm accent
    • Stiletto heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4293

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Can't Help It Jelly Bejeweled Flat Sandals

    You can't help but flaunt your glam in these clear jelly sandals featuring a square toe, a wide strap with statement rhinestone jewels, and a flat sole. Style with a chic handbag for a daytime soiree!

    Fit & Features

    • Square toe
    • Wide strap
    • Rhinestone jewels
    • Flat sole
    • Clear jelly material
    • Runs true to size

    Style Number/Barcode: 07404-1128

    Category Name: Women’s Shoes

    Price: $5.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Little Princess Jeweled Thong Sandals

    Grace everyone with your princess energy in these stunning thong sandals to bring the glamour to sitting poolside in a private cabana with the girls! They feature a square toe, colored gemstones with rhinestone trim on thin PVC clear straps, a flat sole, a metallic footbed, and a colored rhinestone ankle chain strap with a lobster clasp closure. Complete the look in a chic duster kimono to layer over your swimsuit!

    Fit & Features

    • Square toe
    • Colored gemstones, rhinestone trim
    • PVC clear thong straps
    • Flat sole, metallic footbed
    • Colored rhinestone ankle chain strap
    • Lobster clasp closure
    • Runs true to size

    Style Number/Barcode: 07404-1138

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Rhinestone Western Booties

    Step out and sparkle in these glitzy embellished western booties! They feature an above-the-ankle design with a pointed toe, a low stacked block heel, and all-over rhinestone embellishments for a gorgeous shine. Style with a corset top and a faux leather skirt.

    Fit & Features

    • Above-the-ankle design
    • Pointed toe
    • Low stacked block heel
    • Rhinestone embellishments
    • Faux leather material
    • Western-inspired design
    • Runs true to size

    Style Number/Barcode: 07403-1642

    Category Name: Women’s Shoes

    Price: $4.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glow-Getter Rhinestone Multi Strap Heels

    Razzle and dazzle in these rhinestone heels! They feature an almond toe, block heel, and multi-strap design with an ankle buckle closure on a chrome finish. Complete your look in a chic jumpsuit. 

    Fit & Features

    • Almond toe
    • Block heel
    • Multi-strap design with rhinestone details
    • Ankle buckle closure
    • Chrome finish
    • Recommend to size one up

    Style Number/Barcode: 07401-3615

    Category Name: Women’s Shoes

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale