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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.

  • Booked And Busy Rhinestone Buckle Block Heels

    The heels that say “I have plans”—even if it’s just strutting into your own vibe. Rhinestone buckle details and block heels make this pair glam, grounded, and ready for whatever's on your calendar.

    Fit & Features

    • Block heel
    • Faux leather material
    • Open square-shaped toe
    • Wide toe strap with rhinestone buckle
    • Thin adjustable ankle strap with rhinestone buckle
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-000244

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: BLACK

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

  • Mesmerizing Luxe Strappy Rhinestone Low-Block Heels

    Mesmerize with low-block heels that add a chic touch to your formal outfits! The faux leather heels feature an open almond toe, a multi-strap design, mini rhinestones, an adjustable ankle strap with buckle closure, and a sturdy block heel. Complete with a sequin mini dress! 

    Fit & Features

    • 2" Low-block heel
    • Faux leather material with a metallic-like finish
    • Open almond toe
    • Adjustable ankle strap with buckle closure
    • Multi-strap design
    • Rhinestone embellished straps
    • Runs true to size

    Style Number/Barcode: 07401-5117

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sunny Fave Espadrille Platform Wedges

    These adorable espadrille platform wedges will be a new fave for sunny weekend plans! With the trendy square toe and thin strappy design, you'll love styling them with your brunch dresses.

    Fit & Features

    • 4" Espadrille wedge heel
    • Open square toe
    • Asymmetric strappy design
    • Adjustable ankle strap with buckle detail
    • Platform design
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07406-0363

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: 8, 8.5

  • Tied Together Strappy Kitten Heels

    Tie your look with these strappy kitten heels, perfect for styling day or night!

    Fit & Features

    • Kitten heel
    • Square toe
    • Strappy design
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000206

    Category Name: Women’s Shoes

    Price: $24.90

    Availability: In Stock

    Available Color: GOLD, BLACK, WHITE

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

  • Perfect Basic Faux Leather Block Heels

    These perfect basic faux leather heels offer a pop of style for any outfit! They feature an almond toe, flared style block heel, a wrap-around adjustable ankle strap, and a luxe fit cushioned insole with breathability for ultimate comfort. Complete the look with a clutch purse.

    Fit & Features

    • 3.5" Block heel
    • Almond toe
    • Wrap-around adjustable ankle strap. buckle closure
    • Luxe fit breathable cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4967

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Giddy Up Gorgeous Cowboy Boots

    Giddy up, gorgeous—you just found your new go-to cowboy boots. With floral western-style stitching and a stacked block heel, they bring yeehaw flair to any outfit, from denim cutoffs to flowy dresses.

    Fit & Features

    • 2.5" Stacked block heel, 7" leg opening, 10" shaft height
    • Pointed toe
    • Under-the-knee height, pull tabs
    • Faux leather material
    • Floral western-style stitching
    • Partial inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-000055

    Category Name: Women’s Shoes

    Price: $42.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: 5.5, 6

  • Darling Touch Beaded Ruffle Block Heels

    The glam allure of these darling faux leather block heels will make your walk down the aisle or to your seat so gorgeous! They feature an almond toe, a wide strap with a ruffled beaded trim accent piece, and an adjustable ankle strap with buckle closure. Complete the look with jewelry.

    Fit & Features

    • 4" Block Heel
    • Almond toe
    • Wide strap with a ruffled beaded trim accent piece
    • Adjustable ankle strap with buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4996

    Category Name: Women’s Shoes

    Price: $39.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On Repeat Strappy Block Heels

    Sleek, simple, and always in style. These block heels are your not-so-basic basic with dainty straps and a comfy fit—made to match with literally everything in your closet.

    Fit & Features

    • 2" Short block heel
    • Square toe
    • Layered toe straps
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000089

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: NUDE

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

  • Subtle Luxe Rhinestone Metallic Stiletto Heels

    Take luxe steps in these metallic stiletto heels featuring a square toe with rhinestone embellished toe straps, a luxe fit cushioned insole, a closed ankle, and an adjustable ankle strap with buckle closure. 

    Fit & Features

    • 3.5" Stiletto heel
    • Metallic material
    • Square toe
    • Rhinestone embellished toe straps
    • Closed ankle, adjustable ankle strap with buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-4937

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endless Glam Rhinestone Bow Block Heels

    Every step will look so glam in these rhinestone block heels featuring a statement bow and a luxe fit insole for comfort. Pair with a clutch.

    Fit & Features

    • 3" Block heel
    • Almond toe
    • Adjustable ankle strap, buckle closure
    • Luxe fit breathable cushioned insole
    • Rhinestones
    • Bow accent
    • Runs true to size

    Style Number/Barcode: 07401-5034

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: In Stock

    Available Color: SILVER

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

  • Trendy Look Pointed Toe Buckle Slingback Flats

    On the go? Slip on these faux leather flats for a trendy look that's always effortless! They feature a closed pointed toe, dual grommet buckle accent straps for an edgy flair, and an open ankle with a strap. Complete the look with sunglasses for any plans!

    Fit & Features

    • Closed pointed-toe
    • Dual grommet buckle accent straps
    • Open ankle with strap
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07405-0102

    Category Name: Women’s Shoes

    Price: $15.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Essential Platform Lug Boots

    An absolute edgy essential, these faux leather boots elevate your outfit with a platform lug sole and under-the-knee length shaft, perfect for styling with jeans or a skort!

    Fit & Features

    • Round toe
    • Platform lug sole
    • Inner zipper closure
    • Under-the-knee length shaft
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000016

    Category Name: Women’s Shoes

    Price: $38.90

    Availability: In Stock

    Available Color: BLACK, BROWN

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

    Product Badge:
    • Best Seller
  • Wild Instinct Kitten Stiletto Heels

    A pair of heels feature a sleek pointed toe, luxe fit cushioned insole, and a trendy kitten stiletto heel. Perfect for styling with a satin cocktail dress.

    Fit & Features

    • 3" Kitten stiletto heel
    • Leopard print satin material
    • Black is faux leather material
    • Pointed toe
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5091

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Attraction Toe Ring Strappy Block Heels

    A pair of strappy block heels with a trendy toe ring trim that gives every outfit a sweet look!

    Fit & Features

    • 2.5" Block heel
    • Square toe
    • Strappy design
    • Toe ring trim
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5260

    Category Name: Women’s Shoes

    Price: $26.90

    Availability: In Stock

    Available Color: TAN, WHITE, BLACK

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

  • Butterfly Kiss Metallic Stiletto Heels

    Wrapped in whimsical inspiration, these metallic stiletto heels are a major showstopper! Showcasing a square toe and rhinestone embellished toe and spiral ankle straps adorned with delicate butterfly decor. Complete the look with a clutch for a birthday party!

    Fit & Features

    • 4" Stiletto heel
    • Metallic material
    • Rhinestone straps, butterfly decor
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4749

    Category Name: Women’s Shoes

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fly Girl Butterfly Metallic Block Heels

    You'll soar in these glam butterfly metallic block heels for a whimsical allure with your formal dress!

    Fit & Features

    • 3" Block heel
    • Square toe
    • Rhinestone butterfly toe strap
    • Closed ankle, adjustable ankle strap, buckle closure
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-5273

    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

  • Keep It Gorgeous Rhinestone Spiral Block Heels

    Serving red carpet energy with every step. These rhinestone-wrapped spiral heels bring the sparkle and drama to every special occasion!

    Fit & Features

    • Block heel
    • Almond toe
    • Rhinestone embellished spiral strap with fringe trim
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000213

    Category Name: Women’s Shoes

    Price: $46.90

    Availability: In Stock

    Available Color: SILVER, GOLD

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

  • Chic Statement Faux Suede Knee-High Boots

    Chic and of the moment, these faux suede boots have a knee-high design perfect for pairing with mini and midi dresses. They feature a pointed toe, a partial inner zipper closure, and a sturdy stacked block heel.

    Fit & Features

    • 3.5" Stacked block heel, 8" leg opening, 11" shaft height
    • Faux microsuede material
    • Knee-high
    • Pointed toe
    • Partial inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1054

    Category Name: Women’s Shoes

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Western Sleek Knee-High Block Heel Boots

    Flaunt your style in western sleek knee-high block heel boots. With a stacked heel, pointed toe, and pull tabs, these boots are your go-to for a chic, confident stride.

    Fit & Features

    • Stacked block heel
    • Distressed faux leather material
    • Knee-high
    • Pointed toe
    • Partial inner zipper closure
    • Pull tabs
    • Runs true to size

    Style Number/Barcode: 07402-1070

    Category Name: Women’s Shoes

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 7.5, 8, 8.5

  • Forever Chic Pointed-Toe Slingback Kitten Heels

    Fit & Features

    • Stiletto kitten heel
    • Closed pointed-toe
    • Adjustable slingback strap
    • Black and Leopard: Faux microsuede
    • Red: Faux patent leather
    • Runs true to size

    Style Number/Barcode: 07401-5109

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Shining Rhinestone Strappy Sandals

    Shine from your toes in these glam rhinestone strappy flat sandals to elevate your everyday look or vacation style!

    Fit & Features

    • Round toe
    • Rhinestone embellished strappy design
    • Toe loop design
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1267

    Category Name: Women’s Shoes

    Price: $19.90

    Availability: In Stock

    Available Color: ROSE, GOLD

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

  • Stylishly Elevated Platform Block Heels

    Stylishly elevate your night-out looks with these chic platform heels featuring an open almond-shaped toe with a strap, a thin adjustable ankle strap, and a tall block heel. Complete your outfit with a sleek clutch.

    Fit & Features

    • 4.5" Tall block heel
    • Faux nubuck outsole
    • Open almond toe, toe strap
    • Thin adjustable ankle strap with buckle detail, closed back
    • Platform sole
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5222

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love Story Era Heart Rhinestone Thong Heels

    These stilettos add a touch of romance to any outfit, featuring a chic square toe and a delicate thong strap adorned with a sparkling rhinestone heart.

    Fit & Features

    • Stiletto heel
    • Square toe
    • Thong strap with rhinestone heart
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000047

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: BLACK, WHITE, GOLD

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

  • Chic Satin Sling-Back Stiletto Heels

    The satin stiletto heels feature a smooth satin material designed with an open square-shaped toe, a chic sling-back strap design, and a short stiletto heel for comfortable wear. Style with a sleek shoulder bag.

    Fit & Features

    • 2" Stiletto heel
    • Satin material
    • Open square toe
    • Toe strap
    • Sling-back strap design
    • Faux leather padded insole
    • Runs true to size

    Style Number/Barcode: 07401-4913

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale