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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.

  • Classy Chic Bow Faux Leather Block Heels

    Fit & Features

    • Block heel
    • Single strap accent
    • Closed pointed-toe
    • Velvet bow accent
    • Faux patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-5172

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • RSVP Yes Strappy Platform Block Heels

    Stop scrolling—your dream block heels just entered the chat. With strappy details and a luxe fit cushioned insole, these platform heels are made for dancing all night.

    Fit & Features

    • Block heel
    • Open almond-shaped toe
    • Criss-cross toe, ankle, and heel straps, adjustable ankle strap with buckle detail
    • Platform sole
    • Faux nubuck material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000230

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK

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

  • Resort Ready Eyelet Linen Platform Block Heels

    Elevate your spring-to-summer looks in these eyelet linen platform block heels, perfect for a resort vacation or weekend event.

    Fit & Features

    • Block heel
    • Square toe, criss cross toe strap
    • Platform sole
    • Luxe fit cushioned insole
    • Adjustable ankle strap, buckle closure
    • Eyelet linen material
    • Runs true to size

    Style Number/Barcode: 07401-5274

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: 7, 7.5, 8, 8.5, 9, 10

  • Sleek Western Under-The-Knee Stiletto Boots

    Step up your game this season in these western under-the-knee boots showcasing a sleek stiletto heel to elevate every outfit.

    Fit & Features

    • Thin stiletto heel
    • Faux leather material
    • Under-the-knee height
    • Pointed toe
    • Partial inner zipper closure
    • Pull tabs
    • Runs true to size

    Style Number/Barcode: 07402-1111

    Category Name: Women’s Shoes

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Slay Over-The-Knee Block Heel Boots

    Fit & Features

    • Block heel
    • Faux leather material
    • Over-the-knee height
    • Pointed toe
    • Partial inner zipper closure, back adjustable tie
    • Form-hugging design
    • Runs true to size

    Style Number/Barcode: 07402-1064

    Category Name: Women’s Shoes

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Made You Sparkle Rhinestone Block Heels

    For when your outfit needs that extra pop. These strappy block heels bring the glam with rhinestone details and a comfy lift perfect for dancing the night away.

    Fit & Features

    • Block heel
    • Square toe
    • Asymmetrical rhinestone-embellished straps
    • Adjustable ankle strap, buckle closure
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000249

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: SILVER

    Available Size: 5, 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Smooth And Sleek Block Heels

    Step out in style in these chic low block heels! Create the perfect stylish graduation outfit or gorgeous prom look in these comfortable heels. This open-toe design features a stylish ankle strap detail with a zipper-closed back on a trendy block heel. The lower heel silhouette creates a supportive and comfy fit, perfect to wear with a semi-formal gown or dressy pant outfit.

     Fit & Features

    • Zippered closed back 
    • Ankle strap strap
    • Open almond toe 
    • Single strap over the toe
    • Low block heel 
    • Faux leather and nubuck material 
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-1581

    Category Name: Women’s Shoes

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK, IVORY

    Available Size: 5, 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

    Product Badge:
    • Sale
  • Stylish Moves Over-The-Knee Stiletto Boots

    Fit & Features

    • Angled stiletto heel
    • Faux microsuede material
    • Over-the-knee height
    • Pointed toe
    • Partial inner zipper closure
    • Back adjustable tie
    • Runs true to size

    Style Number/Barcode: 07402-1112

    Category Name: Women’s Shoes

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Strut Sheer Lace Under-The-Knee Boots

    Fit & Features

    • Thin stiletto heel
    • Sheer floral lace material, patent faux leather trim
    • Under-the-knee height
    • Pointed toe
    • Thin adjustable buckle straps at the toe and top
    • Complete back zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1106

    Category Name: Women’s Shoes

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Delight Bow Flat Sandals

    Perfect for the beach or any casual plans, these flat sandals will delight with a charming bow strap and comfortable footbed. 

    Fit & Features

    • Square toe
    • H-shaped band with bow
    • Cushioned insole
    • Faux leather material
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1288

    Category Name: Women’s Shoes

    Price: $18.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: 6, 7.5, 9

  • Sleek Look Thigh-High Block Heel Boots

    Fit & Features

    • Thin block heel
    • Faux leather material
    • Thigh-high
    • Pointed toe
    • Partial inner zipper closure
    • Back adjustable tie
    • Runs true to size

    Style Number/Barcode: 07402-1065

    Category Name: Women’s Shoes

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Best In The West Under-The-Knee Cowboy Boots

    Take on the western trend in these under-the-knee cowboy boots featuring a stacked block heel and western-inspired stitch detailing. Complete the look with a denim jacket.

    Fit & Features

    • 3.5” block heel, 7.5” leg opening, 14” shaft
    • Square toe
    • Under-the-knee fit
    • Western-inspired stitch detailing
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1094

    Category Name: Women’s Shoes

    Price: $54.90

    Availability: In Stock

    Available Color: RED

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

  • Cozy Mode Faux Fur Lined Platform Slippers

    Turn on cozy mode by slipping on these faux fur lined platform slippers!

    Fit & Features

    • Faux suede material with faux fur lining
    • Closed round toe
    • Slip-on design
    • Platform foam sole
    • Runs true to size

    Style Number/Barcode: 07405-0188

    Category Name: Women’s Shoes

    Price: $10.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Party Ready Strappy Platform Block Heels

    Get party-ready in these fab block heels with a strappy design and platform sole that elevates your look!

    Fit & Features

    • Block heel
    • Square toe
    • Strappy design
    • Platform sole
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5261

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: WHITE, BLACK

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

    Product Badge:
    • Sale
  • Edgy Glam Stiletto Mesh Heels

    Fit & Features

    • Stiletto heel
    • Open pointed-toe
    • Wide mesh strap over toe
    • Adjustable ankle strap
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5229

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simplistic Perfection Platform Block Heels

    Add the finishing touch to your look with these platform block heels designed with a sleek square toe and secured with a buckle closure. Style these heels for any dressy or formal occasion!

    Fit & Features

    • Block heel
    • Square toe, criss cross toe strap
    • Platform sole
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000211

    Category Name: Women’s Shoes

    Price: $31.90

    Availability: In Stock

    Available Color: WHITE

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

  • Slay On Thigh-High Ribbed Knit Platform Boots

    Fit & Features

    • Block heel
    • Thigh-high fit
    • Closed-almond toe
    • Ribbed knit material
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07402-1066

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sunny Days Ahead Block Heel Mules

    Perfect for any plans, these faux leather block heel mules are essential for dressing up your look!

    Fit & Features

    • 3" block heel
    • Square toe
    • Wide toe strap
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5284

    Category Name: Women’s Shoes

    Price: $26.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: 6.5, 7, 7.5, 8

  • Pursuit Of Chic Pinstriped Stiletto Pumps

    These chic stiletto pumps feature a closed pointed toe and a pinstriped pattern for a posh allure. Style with a blazer and trouser pants.

    Fit & Features

    • 4.5" Patent faux leather stiletto heel
    • Pinstripe patterned woven material
    • Closed pointed-toe
    • Closed sides and ankle
    • Faux leather padded insole
    • Runs true to size

    Style Number/Barcode: 07401-5078

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lone Star Girl Knee High Cowboy Boots

    Step into bold style with these knee-high cowboy boots for festivals, bachelorettes, or concerts! These striking boots combine classic Western flair with a daring edge, perfect for making a statement wherever you go.

    Fit & Features

    • Stacked block heel
    • Pointed toe
    • Knee-high length shaft
    • Western-inspired embroidery details
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000028

    Category Name: Women’s Shoes

    Price: $56.90

    Availability: In Stock

    Available Color: WHITE

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

  • Sassy Strut Leopard Print Bow Stiletto Heels

    Fit & Features

    • Stiletto heel
    • Adjustable ankle strap
    • Closed pointed-toe
    • Leopard print
    • Large bow accent
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07401-5173

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Moment Lace-Up Stiletto Heels

    Be prepared for many compliments when you step out in these lace-up stiletto heels that add a bold touch to any look.

    Fit & Features

    • 4" Stiletto heel
    • Square toe
    • Thin strappy design
    • Lace-up ankle straps
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000142

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK, WHITE, MINT, BLUE

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

    Product Badge:
    • Sale
  • Fierce Moment Leopard Print Kitten Heeled Mules

    Fit & Features

    • Stiletto kitten heel
    • Mesh closed pointed-toe
    • Leopard print
    • Faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-5180

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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