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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.

  • Sleek Strides Patent Faux Leather Booties

    Showcase sleek strides in these chic of-the-moment booties! They feature an above-the-ankle fit, a pointed toe, a block heel, and are composed of a patent faux leather material with a stylish sheen. Pair these booties with a long trench coat.

    Fit & Features

    • Above-the-ankle fit
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1633

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • To The Point Faux Leather Booties

    These faux leather booties are essential for dressing up or down! They feature sleek pointed-toe, block-heel, and side knit panels for easy pull-on/off styling. Complete the look in a polished trench coat.

    Fit & Features

    • Pointed-toe
    • Block heel
    • Side knit panels
    • Easy pull-on/off styling
    • Faux leather material

    Style Number/Barcode: 07403-1634

    Category Name: Women’s Shoes

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Own This Shine Glitter Block Heels

    Shine all season in these stunning glitter mesh block heels perfect for family dinners and holiday parties! They feature a peep square toe and a curved toe strap, a closed ankle, and an ankle strap with buckle closure. Style with a metallic clutch to complete the look!

    Fit & Features

    • Peep square toe
    • Curved toe strap
    • Closed ankle
    • Block heel
    • Ankle strap with buckle closure
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-4097

    Category Name: Women’s Shoes

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Icon Rhinestone Platform Heels

    You'll be a glam icon in these fabulous rhinestone platform heels! Featuring an open square-shaped toe with a strap, an adjustable ankle strap, a tall platform, a wide block heel, and all-over sparkly rhinestone embellishments, these platforms will make you a major trendsetter. Complete the look with hoop earrings.

    Fit & Features

    • Open square-shaped toe, toe strap
    • Thin heel strap
    • Thin adjustable ankle strap, buckle detail
    • Tall platform, wide block heel
    • Mini rhinestones
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4219

    Category Name: Women’s Shoes

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country-Chic Cowboy Boots

    Show off a trendy country-chic style in these faux leather cowboy boots! They feature a below-the-knee height, a pointed toe, a low-stacked block heel, and a western-inspired stitched design. Pair with a casual dress and hoop earrings.

    Fit & Features

    • Below-the-knee height
    • Pointed toe
    • Low-stacked block heel
    • Pull tabs on each side
    • Western-style stitching
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0868

    Category Name: Women’s Shoes

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Must-Have Over-The-Knee Boots

    These classic over-the-knee boots are a definite must-have this winter! They feature a round toe, a low block heel for comfortable wear, a form-hugging fit, and a top tie-back design. Style with your favorite sweater dresses this season!

    Fit & Features

    • Over-the-knee height
    • Round toe
    • Low block heel
    • Form-hugging fit
    • Top tie-back design
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0840

    Category Name: Women’s Shoes

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rule The Scene Knee-High Boots

    Rule the style scene when you step out in these faux leather boots showcasing high-fashion vibes! It features an almond toe, block heel, inner zipper closure, a lace-up back with tie closure, and a knee-high shaft length. Complete the look in a trendy crop jacket.

    Fit & Features

    • Almond toe
    • Block heel
    • Inner side zipper
    • Lace-up back with tie closure
    • Knee-high shaft length
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0831

    Category Name: Women’s Shoes

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Babelicious Under-The-Knee Boots

    Look and feel like a total babe strutting in these patent leather boots for a retro vibe! They feature a square toe, block heel, chunky platform sole, side zipper closure, and an under-the-knee length shaft. Complete the look with a printed mini-dress for a party!

    Fit & Features

    • Square toe
    • Block heel
    • Chunky platform sole
    • Side zipper closure
    • Under-the-knee shaft length
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07402-0877

    Category Name: Women’s Shoes

    Price: $14.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Autumn Perfection Faux Suede Booties

    Breezy and perfect, step into autumn in these chic faux suede booties featuring a square toe, side zipper closure, block heel, and fit above the ankle. Complete the look in a plaid trench coat.

    Fit & Features

    • Square toe
    • Block heel
    • Side zipper closure
    • Above the ankle fit
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1596

    Category Name: Women’s Shoes

    Price: $8.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Staple Basic Sock Booties

    These basic sock booties are a trendy staple you need in your wardrobe! They feature an almond-shaped toe, a block heel, a smooth faux microsuede material, a ribbed knit material at the ankle, and a back pull tab for easy on-and-off styling. Pair with your fave sweater dress!

    Fit & Features

    • Almond-shaped toe
    • Block heel
    • Faux microsuede material
    • Ribbed knit material at the ankle
    • Back pull tab for easy on-and-off styling
    • Runs true to size

    Style Number/Barcode: 07403-1574

    Category Name: Women’s Shoes

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Calling Platform Block Heels

    You've been sent to a high call of fashion in these platform block heels featuring a sleek square toe, a wide toe strap, adjustable buckle closure, and closed ankle, composed of chrome faux leather material. Complete the look in a sassy strapless dress for a party.

    Fit & Features

    • Square toe
    • Platform sole, block heel
    • Wide toe strap
    • Adjustable buckle closure
    • Closed ankle
    • Chrome faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4012

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy-Chic Under-The-Knee Platform Boots

    These edgy-chic under-the-knee platform boots are a must-have for a trendsetter like you! They feature a round toe, a chunky platform sole, an ultra-high block heel, an inner zipper closure, and a fitted silhouette. Style these faux leather boots with a mini dress and an oversized blazer.

    Fit & Features

    • Under-the-knee height
    • Round toe
    • Chunky platform sole
    • Ultra-high block heel
    • Complete inner zipper closure
    • Fitted silhouette
    • Textured faux leather material, smooth interior
    • Runs true to size

    Style Number/Barcode: 07402-0860

    Category Name: Women’s Shoes

    Price: $4.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shake It Off Fringe Cowgirl Boots

    Shake and shimmy at the country bar in these faux leather cowgirl boots featuring a square toe, block heel, all-over fringe, and a knee-high shaft length. Style with a slick western hat to complete the look!

    Fit & Features

    • Square toe
    • Block heel
    • All-over fringe
    • Knee-high shaft length
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0869

    Category Name: Women’s Shoes

    Price: $12.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Strut Fringe Knee-High Stiletto Boots

    Show off a chic strut in these trendy fringe knee-high boots! They feature a bold pointed toe, a sleek stiletto heel, and side fringe detailing that will sway with each step you take. The smooth faux microsuede material will bring a luxe vibe to your look. Style with a crop top and a faux leather skirt.

    Fit & Features

    • Knee-high height
    • Pointed toe
    • Stiletto heel
    • Side fringe design
    • Faux microsuede material, smooth interior
    • Runs true to size

    Style Number/Barcode: 07402-0870

    Category Name: Women’s Shoes

    Price: $4.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Girl In Love Block Heel Booties

    Girl, it'll be love at first sight of you in these basic nubuck booties! They feature an almond toe, block heel, side zipper closure, and a short above the ankle length fit. Complete the look in a new skinny jeans for your next weekend plans!

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Short, above the ankle length fit
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1569

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Glam Chrome Cowboy Boots

    Glam up your everyday 'fits with these chrome cowboy boots! They feature a below-the-knee height, a pointed toe, a short stacked block heel, an inner zipper closure, and a stylish band on the side with a stitched design. The faux leather material showcases a trendy chrome sheen. Complete your look with rhinestone fringe earrings.

    Fit & Features

    • Below-the-knee height
    • Pointed toe, short stacked block heel
    • Partial inner zipper closure
    • Stitched design on the side
    • Chrome sheen
    • Faux leather material, smooth woven interior
    • Runs true to size

    Style Number/Barcode: 07402-0871

    Category Name: Women’s Shoes

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • It's True Lug Platform Booties

    One look at these faux leather booties and it'll be love at first sight! They feature an almond toe, platform lug sole, side elastic inserts, and a pull-on/off styling. Perfect for styling with an edgy moto jacket.

    Fit & Features

    • Almond toe
    • Platform lug sole
    • Side elastic inserts
    • Pull-on/off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1606

    Category Name: Women’s Shoes

    Price: $4.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Be Happy Face Faux Sherpa Slippers

    These faux sherpa slippers will bring a smile to your face! They feature a closed, round toe, a front happy face, an open ankle, a soft lined footbed, and a rubber traction bottom. Complete the look in a cropped hoodie for lounging!

    Fit & Features

    • Closed round toe
    • Front happy face
    • Soft lined footbed
    • Rubber traction bottom
    • Faux sherpa material
    • Runs true to size

    Style Number/Barcode: 07408-0109

    Category Name: Women’s Shoes

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out In Rhine Stiletto Heels

    Step out in these sparkling rhinestone nubuck heels featuring an open almond toe, stiletto heel, closed ankle with zipper closure, and a strappy cutout design. Complete your dressy look in a cocktail midi dress.

    Fit & Features

    • Open almond toe
    • Stiletto heel
    • Closed ankle, zipper closure
    • Rhinestone embellishments
    • Strappy cutout design
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1561

    Category Name: Women’s Shoes

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Star Struck Metallic Block Heels

    Strut like a star in these red-carpet-worthy metallic block heels featuring a sleek almond toe, closed ankle, and an adjustable ankle strap with buckle closure. Style with a glam box clutch to complete your dressy look!

    Fit & Features

    • Almond toe
    • Block heel
    • Closed ankle
    • Adjustable ankle strap with buckle closure
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-3798

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Noon Western Cowgirl Booties

    Breaking news! These western cowgirl booties are all the rage this season. They feature a pointed toe, stacked block heel, inner zipper closure, and side elastic knit design, and are composed of faux leather material. Style with a fringe jacket for the country bar!

    Fit & Features

    • Pointed toe, stacked block heel
    • Inner side zipper closure
    • Side elastic knit design
    • Western-inspired styling
    • Pull tabs on each side
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0867

    Category Name: Women’s Shoes

    Price: $8.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Strides Of Sass Satin Platform Pumps

    Stride into the party looking sassy in these satin platform pumps! Catch all the attention in these heels featuring a square toe, chunky design, block heel, and an ankle strap with adjustable buckle closure. Complete the look in a daring party dress.

    Fit & Features

    • Square toe
    • Platform chunky sole
    • Block heel
    • Ankle strap with adjustable buckle closure
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4054

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Smokin' Babe Thigh High Boots

    You'll look and feel smokin' hot and like a babe in these glossy patent leather boots featuring a square toe, block heel, side zipper closure, and a thigh-high shaft length. Complete the look in a sultry LBD for a night on the town! 

    Fit & Features

    • Square toe
    • Block heel
    • Side zipper closure
    • Thigh-high shaft length
    • Glossy patent leather material
    • Runs true to size

    Style Number/Barcode: 07402-0875

    Category Name: Women’s Shoes

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lady In Rhinestone Stiletto Heels

    Strut walking down the red carpet in these stunning rhinestone stiletto heels featuring an open almond toe, cutout strappy design, stiletto heel, and a closed ankle with zipper closure composed of micro faux suede material. Complete the look with a chic clutch.

    Fit & Features

    • Open almond toe
    • Cutout strappy design
    • Rhinestone embellishments
    • Stiletto heel
    • Closed ankle, zipper closure
    • Micro faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1597

    Category Name: Women’s Shoes

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale