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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.

  • Gorgeous Statement Bow Platform Heels

    These platform heels will make a gorgeous statement! They feature an almond toe, a wide and curved toe strap with a statement organza bow, a platform sole, a block heel, and an adjustable ankle strap with buckle closure on faux leather material. Perfect for styling with a cocktail dress for a semi-formal occasion! 

    Fit & Features

    • Almond toe
    • Wide and curved toe strap, statement organza bow
    • Platform sole
    • Block heel
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4359

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

  • Timeless Glamour Rhinestone Bow Ballet Flats

    These chic ballet flats have a timeless glam look you'll love. They feature a closed pointed toe, a rhinestone embellished bow accent, a closed back, a comfortable flat sole, and a cushioned insole. A perfect option if you don't want to wear heels! Style with an envelope clutch.

    Fit & Features

    • Closed pointed toe
    • Rhinestone bow accent
    • Closed back
    • Flat sole
    • Cushioned insole
    • Exterior woven material
    • Runs true to size

    Style Number/Barcode: 07405-0041

    Category Name: Women’s Shoes

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elegant Sparkle Rhinestone Bow Ballet Flats

    These chic rhinestone bow ballet flats will give off that elegant sparkle, a perfect alternate for heels! They feature a closed pointed toe, rhinestone and faux pearl bow accents, a closed back, a comfortable flat sole, a cushioned insole, and a sleek faux leather exterior. Style with an envelope clutch.

    Fit & Features

    • Closed pointed toe
    • Rhinestone and faux pearl bow accents
    • Closed back
    • Flat sole
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07405-0039

    Category Name: Women’s Shoes

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Next Level Glam Nubuck Rhinestone Heels

    Take it to the next level in these glam nubuck chunky heels for your next dressy occasion! They feature a square toe, rhinestone embellished toe and spiral ankle straps, a chunky platform sole, and a block heel. Complete the look with a choker necklace.

    Fit & Features

    • Square toe
    • Rhinestone embellished toe and spiral ankle straps
    • Chunky platform sole
    • Chunky block heel
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-4278

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

  • Glamorous Evening Rhinestone Bow Block Heels

    A glamorous evening is what you're in for in these metallic block heels for a dressy or formal occasion! They feature an almond toe, rhinestone embellished toe straps with a statement bow, a platform sole, and a rhinestone embellished adjustable ankle strap with buckle closure. Complete the look with a chic clutch purse.

    Fit & Features

    • Almond toe
    • Rhinestone embellished toe straps, statement bow
    • Platform sole
    • Rhinestone embellished adjustable ankle strap, buckle closure
    • Block heel
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4466

    Category Name: Women’s Shoes

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Styles Like A Charm Basic Block Heels

    These nubuck block heels styles like a charm! They feature an almond toe, wide toe strap, a closed ankle, and an adjustable ankle strap with buckle closure. Complete the look in a chic cocktail dress for a sunset dinner party!

    Fit & Features

    • Almond toe
    • Wide toe strap
    • Block heel
    • Closed ankle
    • Adjustable ankle strap, buckle closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3998

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

  • Under The Sea Jewel Faux Pearl Heels

    Dare to uncover the jewel of the sea on these fabulous statement heels! They feature an almond toe, crisscross PVC clear thin toe straps with faux pearls, a faux leather footbed with a slightly cushioned sole, a faux pearl heel, and clear PVC ankle straps with buckle closure and faux pearl accents. Complete the look with a mini tote bag.

    Fit & Features

    • Almond toe
    • Crisscross PVC clear faux pearl toe straps
    • Faux leather footbed
    • Slightly cushioned sole
    • Faux pearl heel
    • PVC cleat ankle strap, buckle closure, faux pearl accents
    • Runs true to size

    Style Number/Barcode: 07401-4294

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

  • Vivid Color Gemstone Floral Platform Heels

    Turn up the bold factor in these statement nubuck heels to create a colorful party-girl look! They feature a square toe, wide and curved toe strap, a chunky platform sole, an adjustable ankle strap with buckle closure, and a closed ankle and block heel with colored floral gemstones. Style with a fab ring set for a celebration!

    Fit & Features

    • Square toe, wide and curved toe strap
    • Chunky platform sole
    • Adjustable ankle strap, buckle closure
    • Closed ankle, block heel
    • Colored floral gemstones
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-4218

    Category Name: Women’s Shoes

    Price: $9.97 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Butterfly Mystique Rhinestone Spiral Heels

    Add a whimsical mystique to your outfit with these statement metallic block heels perfect for dressy events! They feature an almond toe, a wide toe strap with mini rhinestone trim, and a spiral ankle rhinestone strap with butterflies. Complete the look with a ring set.

    Fit & Features

    • Almond toe
    • Wide toe strap, mini rhinestone trim
    • Spiral ankle rhinestone strap with butterflies
    • Block heel
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4289

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

  • Timeless Treasure Faux Leather Low Block Heels

    Forever timeless and something you'll treasure! These essential faux leather heels feature a sleek square toe, wide toe strap, a low block heel, a closed ankle, and an adjustable ankle strap with square buckle closure. Complete the look with a chic mini handbag for a semi-formal party!

    Fit & Features

    • Square-shaped toe
    • Wide toe strap
    • Low block heel
    • Closed ankle
    • Adjustable ankle strap, square buckle closure
    • Faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4470

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Fine Romance Faux Pearl Strap Mules

    Enter your summer of romance era in these lovely faux leather mules easy to slip on and look fabulous! They feature a square toe, dual wide straps with faux pearl embellishments, a block heel, and a comfortable cushioned insole. Style with an adorable mini handbag for an afternoon tea with the ladies!

    Fit & Features

    • Square-shaped toe
    • Dual wide straps, faux pearl embellishments
    • Block heel
    • Faux leather material
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4500

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

  • On A Pedestal Patent Platform Strappy Heels

    Elevate your fashion look in these patent leather heels perfect for semi-formal or fancy soirees! They feature a sleek square toe, dual wide top straps, a platform sole, a block heel, and an adjustable ankle strap with buckle closure. Complete the look with a statement purse.

    Fit & Features

    • Square toe
    • Dual wide top straps
    • Platform sole
    • Block heel
    • Adjustable ankle strap, buckle closure
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4328

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace-Up In Rhinestone Stiletto Heels

    Step out and shine in these faux nubuck stiletto heels designed to sparkle with every step! They feature a square toe, rhinestone embellished lace-up straps, clear PVC tabs along the sides, and a sleek square-shaped stiletto heel. Complete the look with a glitter box clutch.

    Fit & Features

    • Square-shaped toe
    • Rhinestone embellished lace-up straps
    • PVC clear tabs along the sides
    • Square-shaped stiletto heel, faux leather material
    • Faux nubuck material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4337

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Remember Me Metallic Sequin Stiletto Heels

    Everyone will remember you in these stunning metallic stiletto heels at the party! They feature a sleek square toe, a wide toe strap with sequin embellishments, and thin lace-up straps. Complete the look with fringe earrings.

    Fit & Features

    • Square toe
    • Wide toe strap, sequin embellishments
    • Thin lace-up straps
    • Short stiletto heel
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4248

    Category Name: Women’s Shoes

    Price: $10.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Strut Lace-Up Platform Block Heels

    Showcase a chic strut in these cool-girl platform block heels. They feature an open square-shaped toe, a thin strappy design with knotted accents, lace-up straps that wrap around the leg, a platform sole, and a chunky block heel. Style with a mini handbag.

    Fit & Features

    • Open square-shaped toe
    • Thin strappy design, knotted details
    • Lace-up strappy wrap-around design, tie closure
    • Open back
    • Platform sole, thick block heel
    • Faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4240

    Category Name: Women’s Shoes

    Price: $29.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

  • For A Spin Rhinestone Spiral Flat Sandals

    Take these luxe sandals out for a glamorous spin! Day or night, they're perfect for a classic GNO, wedding, or semi-formal event. Featuring a square toe, metallic flat sole with mini rhinestone trim, thin toe rhinestone straps, and a spiral ankle strap with rhinestone embellishments. Complete the look with a clutch purse.

    Fit & Features

    • Square toe
    • Metallic flat sole, mini rhinestone trim
    • Thin toe rhinestone straps
    • Spiral ankle rhinestone strap
    • Runs true to size

    Style Number/Barcode: 07404-1148

    Category Name: Women’s Shoes

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

  • Strut It Out Chunky Platform Block Heels

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

    Fit & Features

    • Open almond-shaped toe
    • Criss-cross toe straps
    • Thin adjustable ankle strap, buckle detail
    • Chunky platform sole
    • Ultra-tall block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4304

    Category Name: Women’s Shoes

    Price: $40.90

    Availability: Out of Stock

  • Stand Out In Rhinestone Stiletto Heels

    For the girlies who love to stand out! These glam satin stiletto heels feature a sleek square toe, rhinestone-embellished asymmetrical straps, a thin ankle strap, and an adjustable buckle closure. Complete the look with a statement ring set.

    Fit & Features

    • Square toe
    • Rhinestone-embellished asymmetrical straps
    • Thin ankle strap, buckle closure
    • Stiletto heel
    • Cushioned footbed
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4277

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine Endeavors Glitter Platform Heels

    Own your chance to shine in these glitter mesh heels to sparkle with each step! They feature an almond toe, a wide toe strap, a platform sole, a block heel, a closed ankle, and a thin ankle strap with adjustable buckle closure. Complete the look with a shimmery clutch for a dressy occasion!

    Fit & Features

    • Almond toe
    • Wide toe strap
    • Platform sole, block heel
    • Closed ankle, thin ankle strap, buckle closure
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-4392

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

  • I Like Big Gems Spiral Stiletto Heels

    Don't lie, you know these satin stiletto heels will wind up in your closet! They feature a round toe, a wide toe strap with statement gemstone embellishments, an iridescent metallic footbed with a memory foam sole, and a spiral ankle strap with statement gemstones. Complete the look with eye-catching earrings for a formal event!

    Fit & Features

    • Round toe
    • Wide toe strap, statement gemstone embellishments
    • Iridescent metallic footbed, memory foam sole
    • Stiletto heel
    • Spiral ankle strap with statement gemstones
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4355

    Category Name: Women’s Shoes

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie The Knot Rhinestone Flat Sandals

    Tie your outfit together by sliding into these statement-flat sandals! Featuring a round toe, a PVC clear strap with multiple rhinestone embellished straps that form a trendy knot design, and a faux leather footbed. Style with a chic ring set for added sparkle!

    Fit & Features

    • Round toe
    • PVC clear strap
    • Multiple rhinestone embellished straps, knot design
    • Faux leather footbed
    • Flat sole
    • Runs a 1/2 size bigger

    Style Number/Barcode: 07404-1127

    Category Name: Women’s Shoes

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time To Strut Glitter Flower Stiletto Heels

    Strut your shine in these glitter stiletto heels showcasing all the sparkle! They feature a platform round toe, a wide curved strap with a flower cutout design, and a thin ankle strap with adjustable buckle closure. Complete the look with an embellished clutch for a special occasion!

    Fit & Features

    • Platform round toe
    • Wide curved strap, flower cutout design
    • Thin ankle strap, buckle closure
    • Stiletto heel
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-4426

    Category Name: Women’s Shoes

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oh-So-Dramatic Rhinestone Lace-Up Stiletto Heels

    Make it a dramatic affair in these stunning rhinestone lace-up stiletto heels. They feature an open almond toe with a strap, an asymmetric strap and clear PVC strap across the foot, lace-up straps that spiral around the leg, and a stiletto heel. The straps feature mini rhinestone embellishments for a glamorous sparkle. Style with a metallic clutch.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap, asymmetric strap, clear PVC strap
    • Lace-up straps, spiral wrap-around design, tie closure
    • Mini rhinestones
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4485

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's So Chic Platform Stiletto Pumps

    Make yourself known as a chic it-girl with these platform stiletto pumps! They feature a closed pointed toe, a thin adjustable ankle strap, a closed back, a tall platform sole, and a sleek stiletto heel. Style with hoop earrings.

    Fit & Features

    • Closed pointed toe
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Tall platform sole
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4348

    Category Name: Women’s Shoes

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance