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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.

  • Polished Style Patent Leather Ballet Flats

    Poised and polished style is a step away with these cute patent leather ballet flats - perfect for office attire or an interview! They feature a sleek closed square toe with a bow inset, a slightly cushioned faux leather insole, and a flat sole. Complete the look in a chic blazer to top off your workwear style!

    Fit & Features

    • Closed square toe, bow inset
    • Slightly cushioned faux leather insole
    • Flat sole
    • Sleek patent leather material
    • Ballet-inspired design
    • Runs true to size

    Style Number/Barcode: 07405-0048

    Category Name: Women’s Shoes

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Carpe Denim Platform Block Heels

    Seize the day in these majorly trendy denim platform heels! They feature an almond toe, crisscross straps, a chunky platform sole and block heel, and an adjustable ankle strap with buckle closure. Complete the look with a chic mini handbag for a party.

    Fit & Features

    • Almond toe
    • Crisscross straps
    • Chunky platform sole and block heel
    • Adjustable ankle strap, buckle closure
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07401-4516

    Category Name: Women’s Shoes

    Price: $12.96 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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: 07401-4453

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Elegant Luxe Rhinestone Brooch Stiletto Heels

    Step up your luxe formal attire with these elegant stiletto heels for upcoming fancy soirees! They feature a sleek PVC clear pointed closed toe with a gorgeous rhinestone brooch, a clear lucite heel, a clear ankle strap, and a cushioned faux leather footbed. Complete the look with a glitter clutch for the perfect finish!

    Fit & Features

    • PVC clear pointed closed toe
    • Rhinestone brooch
    • Clear lucite stiletto heel
    • Faux leather cushioned footbed
    • Clear ankle strap
    • Runs true to size

    Style Number/Barcode: 07401-4408

    Category Name: Women’s Shoes

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Time To Be Fab Satin Bow Platform Heels

    It's time to give your night-out looks a fab upgrade with these chic satin bow platform heels! They feature an open square toe, a wide toe strap with a big bow accent with interior sparkling rhinestone embellishments, thin adjustable ankle and heel straps in criss-cross designs, a bold platform sole, and an angled stiletto heel. Style with rhinestone fringe earrings.

    Fit & Features

    • Open square-shaped toe
    • Wide toe strap
    • Big bow accent, interior rhinestone embellishments
    • Thin criss-cross ankle and heel straps, adjustable, buckle detail
    • Platform sole, angled stiletto heel
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4504

    Category Name: Women’s Shoes

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Most-Loved Heart Accent Stiletto Mules

    These adorable and trendy heart accent stiletto mules will be your most-loved heels! They feature an open square toe, a clear PVC strap across the foot, an open back for easy on-and-off styling, and a clear lucite stiletto heel with the cutest heart-shaped detail. Style with a mini handbag.

    Fit & Features

    • Open square-shaped toe
    • Clear PVC strap across the foot
    • Open back
    • Clear lucite stiletto heel
    • Heart-shaped accent
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4497

    Category Name: Women’s Shoes

    Price: $12.96 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Partner Glitter Rhinestone Buckle Heels

    These glitter block heels are the perfect party partner! They feature an open round toe, a wide toe strap, a low block heel, a closed ankle, and an adjustable ankle strap with a rhinestone buckle closure. Complete the look with a sparkly clutch for a formal occasion!

    Fit & Features

    • Open round toe
    • Wide toe strap
    • Low block heel
    • Closed ankle
    • Adjustable ankle strap, rhinestone buckle closure
    • Glitter mesh material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4371

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Drama Alert Lace-Up Platform Block Heels

    Serve major drama in these iconic lace-up platform block heels! They feature an open almond-shaped toe with a strap, a thin asymmetric strappy design across the foot, thin lace-up straps that wrap around the leg, a platform sole, and a tall block heel. Style with a bodycon dress for a sultry club 'fit. 

    Fit & Features

    • Open almond-shaped toe, toe strap
    • Thin asymmetric strappy design across the foot, heel strap
    • Thin lace-up straps, wrap-around design, tie closure
    • Platform sole
    • Block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-4495

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Stunner Satin Rosette Stiletto Mules

    Step out with chic and stunning style in these of-the-moment satin stiletto mules. They feature an open square toe, a wide toe strap with a trendy rosette applique, an open back for easy on-and-off styling, and a low stiletto heel for comfortable wear. Pair with a mini handbag!

    Fit & Features

    • Open square-shaped toe
    • Wide toe strap
    • Rosette applique
    • Open back
    • Low stiletto heel
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4375

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Made To Party Rhinestone Chrome Stiletto Heels

    These totally fab rhinestone chrome stiletto heels were made to complete your party 'fits! They feature an open square toe, an adjustable caged strap design that goes up the leg, chunky rhinestone front embellishments for a gorgeous sparkle, a stiletto heel, and a sleek metallic sheen on the faux leather material. Style with a fit-and-flare skater dress!

    Fit & Features

    • Open square-shaped toe
    • Adjustable caged strap design, buckle details
    • Chunky rhinestone front embellishments
    • Open back, stiletto heel
    • Faux leather material, chrome sheen
    • Faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4381

    Category Name: Women’s Shoes

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Signature Glam Rhinestone Spiral Stiletto Heels

    Show off your signature glam style with these radiant rhinestone spiral stiletto heels! They feature an open square toe, a double strap design across the foot, a trendy spiral strap design that wraps around the leg, mini rhinestone embellishments on the straps, and a tall stiletto heel. The faux leather material features a stunning metallic sheen. Pair these heels with a party dress and a sparkly clutch!

    Fit & Features

    • Open square-shaped toe
    • Double strap design, spiral strap wrap-around design
    • Mini rhinestones
    • Stiletto heel
    • Metallic sheen, faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4358

    Category Name: Women’s Shoes

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Uncovered Gemstone Metallic Block Heels

    Uncover these beauties for every formal soiree! The heels feature a round toe, thin clear PVC caged straps with statement heart-shaped and round gemstones, a thin block heel, and a gemstone-embellished ankle strap with an adjustable chain and lobster clasp closure. Complete the look with a ring set.

    Fit & Features

    • Round toe
    • Clear PVC caged straps with heart-shaped and round gemstones
    • Thin block heel
    • Gemstone ankle strap, adjustable chain, lobster clasp closure
    • Metallic sheen, faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4380

    Category Name: Women’s Shoes

    Price: $38.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lace Me Up In Rhinestone Block Heels

    Get laced up in these eye-catching faux leather block heels to capture the attention of every room you enter! They feature an almond toe, two rhinestone-embellished toe straps, a cushioned sole, and rhinestone-embellished lace-up ankle straps. Complete the look with fringe earrings for a party or dressy celebration!

    Fit & Features

    • Almond toe
    • Two rhinestones embellished toe straps
    • Cushioned sole
    • Block heel
    • Rhinestone embellished lace-up ankle straps
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4513

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ultimate Glamour Gemstone Spiral Block Heels

    Showcase ultimate glamour that will make for a red-carpet moment in these sparkling gemstone spiral block heels! They feature an open almond toe, a toe strap, a spiral strap that wraps around the leg, round rhinestone embellishments and hanging teardrop gemstones on the straps, and a block heel. The faux leather material has a fabulous metallic sheen. Style with a glitzy clutch!

    Fit & Features

    • Open almond-shaped toe
    • Toe strap, spiral strap, wrap-around design
    • Round rhinestone embellishments, hanging teardrop-shaped gemstones
    • Open back
    • Block heel
    • Faux leather material, metallic sheen
    • Runs true to size

    Style Number/Barcode: 07401-4382

    Category Name: Women’s Shoes

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Back To Basics Faux Leather Ankle Booties

    A basic bootie is all you need to create chic layered outfits this season! The booties feature an ankle-high length, a pointed toe, and a sturdy block heel. The bootie is composed of a smooth faux leather material. Complete your look with a ribbed sweater. 

    Fit & Features

    • Ankle-high length
    • Pointed toe
    • Block heel
    • Inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1647

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Time To Glam Rhinestone Strap Mules

    It's time to glam up your dressy looks with these chic and sparkly rhinestone strap mules. They feature an open square toe, dual thin straps with baguette-shaped rhinestone embellishments, an open back for easy on-and-off styling, and a sturdy block heel. Pair with an envelope clutch.

    Fit & Features

    • Open square-shaped toe
    • Dual thin straps
    • Baguette-shaped rhinestone embellishments
    • Open back
    • Block heel
    • Faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4511

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glamorous Upgrade Rhinestone Strappy Heels

    Make a glamorous upgrade with these patent leather heels at your next semi-formal or special occasion! They feature a sleek square toe, six rhinestone embellished toe straps, a lightly cushioned footbed, a platform sole and block heel. Complete the look with a statement ring set.

    Fit & Features

    • Square toe
    • Six rhinestone embellished toe straps
    • Slightly cushioned footbed
    • Platform sole
    • Block heel
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4512

    Category Name: Women’s Shoes

    Price: $12.96 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut In Style Chunky Platform Block Heels

    These sleek patent faux leather platform block heels will have you strutting in style! They feature an open almond-shaped toe with a wide toe strap, thin adjustable ankle and heel straps, a chunky platform sole, and an ultra-tall block heel. Pair with a sparkly rhinestone clutch for a night out.

    Fit & Features

    • Open almond-shaped toe
    • Wide toe strap
    • Thin adjustable ankle and heel straps
    • Circular buckle, metal grommet details
    • Chunky platform sole, ultra-tall block heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4325

    Category Name: Women’s Shoes

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amp Up The Charm Satin Bow Stiletto Heels

    Amp up the charm with these satin stiletto pumps to elevate your outfit of the night! They feature a sleek closed pointed-toe with a glam rhinestone and satin layered bow with a floral gemstone center, a stiletto heel, and a rhinestone-embellished wrap adjustable ankle strap with buckle closure. Complete the look with a chic clutch for a wedding or dressy cocktail party!

    Fit & Features

    • Closed pointed toe
    • Rhinestone and satin layered bow, floral gemstone center
    • Stiletto heel
    • Rhinestone-embellished wrap adjustable ankle strap
    • Buckle closure
    • Satin material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4353

    Category Name: Women’s Shoes

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Update Strappy Block Heels

    These of-the-moment strappy block heels will be a chic update to your basic pair! They feature an open square toe, a thin toe strap, thin thong straps, a heel strap, an adjustable ankle strap, and a sturdy block heel. The faux leather heels feature a subtle cushioned insole for comfortable wear. Style with a cute handbag.

    Fit & Features

    • Open square-shaped toe
    • Thin toe strap, thin thong straps
    • Heel strap, adjustable ankle strap, buckle detail
    • Block heel
    • Faux leather material
    • Subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4526

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shining Star Glitter Platform Block Heels

    Strut like a star in these shining glitter mesh heels perfect for birthdays or dressy occasions! They feature a square toe, a thin toe strap, a chunky platform sole, an adjustable ankle strap with buckle closure, and a block heel. Complete the look with a fab party dress.

    Fit & Features

    • Square toe
    • Thin toe strap
    • Chunky platform sole
    • Block heel
    • Adjustable ankle strap, buckle closure
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-4439

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Crossing Rhinestone Stiletto Heels

    Everyone will make way for your sparkle to cross in these rhinestone heels! Perfect for parties to formal occasions, they feature a round toe, crisscross rhinestone-embellished toe straps, a rhinestone platform sole and stiletto heel, and an adjustable rhinestone ankle strap with buckle closure. Complete the look with fringe earrings and a clutch.

    Fit & Features

    • Round toe
    • Crisscross rhinestone-embellished toe straps
    • Rhinestone platform sole and stiletto heel
    • Adjustable rhinestone ankle strap, buckle closure
    • Faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07401-4307

    Category Name: Women’s Shoes

    Price: $12.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Steps Satin Rhinestone Brooch Block Heels

    Perfect for the ceremony to receptions and other special occasions. These satin heels will make every step look glam! Featuring a square toe, a wide toe strap with a lovely rhinestone brooch, a low block heel, a closed ankle, and an adjustable ankle strap with buckle closure. Complete the look with an embellished clutch.

    Fit & Features

    • Square toe
    • Wide toe strap, rhinestone brooch
    • Low block heel
    • Closed ankle
    • Adjustable ankle strap, buckle closure
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4496

    Category Name: Women’s Shoes

    Price: $12.96 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stepping Out Nubuck Strappy Block Heels

    Step out with a look you'll love with these nubuck block heels to take you from a daytime outing to date night! They feature a sleek square toe, strappy thong-style toe, a faux leather footbed, a short block heel, and an adjustable ankle wrap strap with buckle closure. Complete the look with a chic handbag.

    Fit & Features

    • Square toe
    • Strappy thong-style toe 
    • Faux leather footbed
    • Short block heel
    • Adjustable ankle wrap strap, buckle closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-4525

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free