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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.

  • A Madonna Vibe Lace Stiletto Thigh High Boots

    The definition of a Madonna is a virtuous beautiful woman, so basically u bb, play up those beautiful vibez with a little lace detail!

    • Thigh high fit
    • Sheer lace detailing
    • Stiletto heel
    • Pointed toe 
    • PVC inner pump

    Style Number/Barcode: 07402-0150

    Category Name: Women’s Shoes

    Price: $29.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hot Fire Alert Thigh High Boots

    Alert the media, because these thigh high boots are on our new hot fire list! Sexy, sleek, new, hot, and going fast!

    • Thigh high fit
    • Pointed toe
    • Block heel
    • Faux leather
    • Inner zipper 
    • Form fitting

    Style Number/Barcode: 07402-0151

    Category Name: Women’s Shoes

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bad Type Faux Suede Thigh High Boots

    Put your best foot forward when you step out in these outrageously sexy thigh high boots babe! Something only u can pull off!

    • Thigh high fit
    • Almond shaped peep toe
    • Faux fur laces
    • Stiletto heel
    • Faux suede
    • Inner zipper closure

    Style Number/Barcode: 07402-0154

    Category Name: Women’s Shoes

    Price: $24.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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, 8, 8.5

  • Keep It Timeless Point Toe Booties

    Keep it timeless when you add a pair of classic suede booties to your wardrobe! The low heel, and the pointed toe make them easy to pair with all 'fits!

    • Ankle fit
    • Pointed toe
    • Stiletto heel
    • Inner zipper closure
    • Faux suede

    Style Number/Barcode: 07403-0257

    Category Name: Women’s Shoes

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Drinks On Me Point Toe Stiletto Heels

    You are buyin' drinks for the whole crew this weekend because you got it like that you bo$$ a$$ bi$$h in those stiletto heels!

    • Open pointed toe
    • Single band over the toes
    • Large square pin buckle closure
    • Buckle embellished with rhinestones
    • Skinny stiletto heel
    • Faux suede

    Style Number/Barcode: 07401-2126

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Casual Slip On Sneakers

    Keep it casual, but also like keep it cute too, you know? That is why we are lovin' these slip ons because they do just that!

    • Round toe
    • Low platform sole
    • Slip on fit
    • Faux nubuck

    Style Number/Barcode: 07407-0023

    Category Name: Women’s Shoes

    Price: $12.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Live For The Shine Rhinestone Heels

    We are livin' for that shine, and these rhinestone heels are just the touch!

    • Faux suede heels
    • Open almond toe
    • Ankle + Toe band with rhinestone detailing
    • Zipper back of heel
    • Block heel
    • Small island platform

    Style Number/Barcode: 07401-0478

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rich State Of Mind Peep Toe Stiletto Booties

    You have a rich state of mind, and a high end attitude, so these stiletto peep toe booties are right up your alley babe!

    • Over the ankle fit
    • Peep toe
    • Elastic criss-cross cut out detailing
    • Tall stiletto heel
    • Zipper closure back heel
    • Faux suede 

    Style Number/Barcode: 07403-0258

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparkling Delight Rhinestone Strappy Sandals

    These sparkling sandals bring dazzling delight to any look! They're designed in a rhinestone embellished strappy design and a flat sole for comfort.

    Fit & Features

    • Square toe
    • Rhinestone-embellished strappy design
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-000025

    Category Name: Women’s Shoes

    Price: $18.90

    Availability: In Stock

    Available Color: PEWTER

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

  • Here To Work It Buckle Low Heels

    You are here to work it love! Time to strut in a pair of strappy buckled heels, that offer comfort and style of course!

    • Open almond toe
    • Strappy detailing
    • Double buckle detailing
    • Zipper closure at back
    • Low block heel
    • Faux suede

    Style Number/Barcode: 07401-0547

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Double Band Faux Nubuck Heels

    Bring double the appeal with these stylish mules! They feature an open almond toe, a trendy double strap design, an open back, and a narrow block heel. Pair these shoes with your fave workwear outfit for a chic look.

    Fit & Features

    • Open almond toe
    • Double strap design
    • Open back
    • Narrow block heel
    • Faux nubuck material
    • Faux leather insole lining

     

    Please be advised that the black heels run 1/2 a size small.

    Style Number/Barcode: 07401-0246

    Category Name: Women’s Shoes

    Price: $25.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Clear Obsession Open Wedges

    We have a clear obsession for clear shoes, and these wedges are everything!

    • Open pointed toe
    • Double clear bands
    • Open back
    • Low wedge
    • Patent design

    Style Number/Barcode: 07406-0048

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serving Looks Point Toe Stiletto Pumps

    Babe, you are serving lewks left and right, why stop when you get to your heel game? We are in awe over these stiletto pumps, they just have that classy bish look to them. Obsessed.

    • Pointed toe
    • Side cut out detailing
    • Stiletto pump
    • Faux nubuck

    Style Number/Barcode: 07401-2123

    Category Name: Women’s Shoes

    Price: $26.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shimma' Shimma' Stiletto Booties

    Looking for a subtle shimmer? We got you girl! These stiletto booties will be a new closet staple when you pair with a dress, or a simple pair of bottoms!

    • Over the ankle fit
    • Pointed toe
    • Skinny stiletto heel
    • Inner zipper
    • Textured snake print
    • Sheen shimmer finish
    • Faux leather 

    Style Number/Barcode: 07403-0250

    Category Name: Women’s Shoes

    Price: $34.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Let's Go Out Velvet Pointed Pumps

    Once you slip into these velvet pumps you'll be lookin' for reasons to go out and show them off bb! Not to mention they will be an amazing pair with all those holiday looks you have lined up!

    • Velvet pumps
    • Pointed toe
    • Clear detailing at the center
    • Block heel
    • Hidden breathable holes

    Style Number/Barcode: 07401-2125

    Category Name: Women’s Shoes

    Price: $22.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Party Rhinestone Glitter Heels

    Have yourself a sparkle party from head to toe! These rhinestone heels are the glimmer to your glam ggirrl!

    • Open almond toe
    • Velcro rhinestone ankle strap
    • Full rhinestone detailing
    • Glitter lining
    • Block heel

    Style Number/Barcode: 07401-1480

    Category Name: Women’s Shoes

    Price: $29.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Buckle Up Baby Platform Heels

    Throw on these platform heels and buckle up for a legendary night bae!

    • Open almond toe
    • Platform design
    • Double pin buckle closures
    • Criss cross strappy detailing
    • High block heel

    Style Number/Barcode: 07401-0484

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Escape Lace-Up Espadrille Wedges

    Strut looks pretty in these lace-up espadrille wedges while on vacation or weekend fun!

    Fit & Features

    • Wedge heel
    • Square toe, crisscross straps
    • Lace-up ankle straps
    • Platform sole
    • Espadrille material
    • Runs true to size

    Style Number/Barcode: 07406-000002

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rhinestone Peep Toe Stiletto Heels
    Make it hot with the way you walk! These sparkling beauties are designed with a peep toe, a skinny high heel, and an ankle fit with a cut out heel with a lace up detailing at the back. Heels are composed of a faux leather with a mesh material completely adorned in rhinestones!

    Style Number/Barcode: 07401-0902

    Category Name: Women’s Shoes

    Price: $20.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let Them Look Thigh High Boots

    Let them look, let them stare, because they are lovin' your style with those thigh high boots babe!

    • Thigh high fit
    • Almond toe
    • Low block heel
    • Lace back detailing
    • Inner zipper
    • Faux suede

    Style Number/Barcode: 07402-0118

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • More Class Less Sass Point Toe Flats

    Sometimes you gotta slip into a pair of flats and embrace your classy side, then once Friday hits you can go back to your regular ol' sassy self. But for now we workin', we classy!

    • Pointed toe
    • Flat design
    • Clear inset detailing 
    • Faux suede

    Style Number/Barcode: 07405-0016

    Category Name: Women’s Shoes

    Price: $10.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dose Of Drama Heeled Mules

    Add a dose of drama to your look with a pair of heeled mules bby!

    • Open almond toe
    • Asymmetrical strappy detail
    • Rectangular skinny heel
    • Slide on fit 

    Style Number/Barcode: 07401-0500

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's A Hard Hitter Stiletto Booties

    You are the baddest, you never quit, you a hard hitter, and that's down to the bad af heels that you wear on your feet!

    • Ankle fit
    • Elastic sides
    • Pointed toe
    • Stiletto heel
    • Rhinestone detailing at the heel
    • Faux suede

    Style Number/Barcode: 07403-0200

    Category Name: Women’s Shoes

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale