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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.

  • 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: Out of Stock

    Product Badge:
    • Ships Free
  • Can't Go 50/50 Over The Knee Boots

    Can't go 50/50 unless its with your boots? We got u boo.

    • Over the knee fit
    • 50/50 Nylon + Faux leather
    • Almond toe
    • Lug sole
    • Inner Zipper closure
    • Low heel

    Style Number/Barcode: 07402-0069

    Category Name: Women’s Shoes

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lead The Way Rhinestone Clear Flats

    For the babe that is ready to lead to way, the boss babe that is always on the go, and the always working lady, you don't have to wear heels to make a fashion statement!

    • Pointed toe
    • Clear design
    • Ankle strap
    • Rhinestone detailing
    • Pin buckle closure

    Style Number/Barcode: 07405-0015

    Category Name: Women’s Shoes

    Price: $14.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Living In The Limelight Fringe Thigh High Boots

    Step into the limelight when your step out in these totally fierce thigh high boots babe!

    • Thigh high fit
    • Back thigh opening
    • Pointed toe
    • Skinny stiletto heel
    • Faux suede
    • Inner zipper closure
    • Fringe rhinestone trim detailing

    Style Number/Barcode: 07402-0148

    Category Name: Women’s Shoes

    Price: $49.97 $62.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Can't Help But Stare Platform Rhinestone Heels

    They can't help but stop and stare when they see you walk by with these holiday ready platform rhinestone heelz bby!

    • Open almond toe
    • Rhinestone embellished band
    • Ankle strap
    • Pin buckle closure
    • Block heel
    • Smooth faux nubuck

    Style Number/Barcode: 07401-0721

    Category Name: Women’s Shoes

    Price: $17.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Posh Vibe Thigh high Stiletto Boots

    Give yourself a posh, sleek look with a pair of thigh high stiletto boots girl!

    • Thigh high fit
    • Adjustable lace atop
    • Pointed toe
    • Skinny stiletto heel
    • Inner zipper closure
    • Sheen nylon material

    Style Number/Barcode: 07402-0135

    Category Name: Women’s Shoes

    Price: $20.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walk This Way Thigh High Boots

    Walk this way with that style bae! This perfect pair of thigh high boots truly go with everything in the closet! Pair with an over-sized tee, your fav denim, or even your little black dress!

    • Thigh high fit
    • Adjustable lace atop
    • Almond toe
    • Block heel
    • Inner zipper
    • Faux suede

    Style Number/Barcode: 07402-0142

    Category Name: Women’s Shoes

    Price: $24.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Downtown Stroll Faux Suede Booties

    Take a stroll downtown, and keep it classic with a pair of point toe faux suede booties of course!

    • Ankle fit
    • Point toe
    • Elastic stretch sides
    • Low block heel
    • Faux suede

    Style Number/Barcode: 07403-0197

    Category Name: Women’s Shoes

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rhinestone Buckle Stiletto Booties

    We will tell you right now, these are room commanding stiletto booties! The rhinestone buckle gives a subtle sparkling finish that can be just the amount of sparkle that your 'fit needs!

    • Ankle fit
    • Pointed toe
    • Skinny stiletto heel
    • Inner zipper
    • Large rhinestone buckle
    • Faux suede

    Style Number/Barcode: 07403-0251

    Category Name: Women’s Shoes

    Price: $14.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic And Sleek Square Strappy Flat Sandals

    Chic and sleek! These flat sandals offer endless styling options with sleek dual straps and a statement square accent, they're perfect for day or night fun.

    Fit & Features

    • Square toe 
    • Dual straps, square accent
    • Flat sole with trim
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-000009

    Category Name: Women’s Shoes

    Price: $18.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: 6

  • Check You Out Square Toe Heels

    Check you out bb, you are having a moment in those square toe heels!

    • Square open toe 
    • Thong strap toe
    • Strappy wrap lace closure
    • Skinny high heel
    • Faux suede

    Style Number/Barcode: 07401-0759

    Category Name: Women’s Shoes

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boss Energy Clear Peep Toe Pumps

    Radiate that boss energy when you show up in a pair of peep toe clear pumps doll!

    • Pointed peep toe
    • Clear design
    • Faux suede heel & toe
    • Skinny stiletto heel
    • Hidden breathable hole detailing 

    Style Number/Barcode: 07401-0663

    Category Name: Women’s Shoes

    Price: $17.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly Busy Point Toe Flats

    Even tho you are clearly movin' up in the world, making moves, and living your best life, you still make time to make sure ur shoe game is on point!

    • Closed pointed toe
    • Clear design
    • Ankle band
    • Clear sling back
    • Pin buckle closure
    • Flat sole

    Style Number/Barcode: 07405-0017

    Category Name: Women’s Shoes

    Price: $14.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • First Things First Rhinestone Platform Heels

    First things first, RHINESTONE HEELS! We are living in a time where it is totally acceptable to wear a pair of glitter rhinestone heels with even a pair of simple pair of jeans. We support it!

    • Open almond toe
    • Ankle band 
    • Adjustable pin buckle closure
    • Block heel
    • Short platform
    • Glitter mesh material
    • Rhinestone accents

    Style Number/Barcode: 07401-0530

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Slidin' In Ur Dm's Snake Textured Slides

    Your comfy laid back lewk will have them slidin' in ur dm's baybayyy!!

    • Open round toe
    • Metallic finish
    • Snake textured band
    • Short platform sole

    Style Number/Barcode: 07404-0099

    Category Name: Women’s Shoes

    Price: $10.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly The Right Choice Wedge Booties

    Clearly, these trendy sock booties are obvi the right choice babe.

    • Ankle fit
    • Pointed toe
    • Inner zipper closure
    • Clear lucite wedge heel

    Style Number/Barcode: 07403-0202

    Category Name: Women’s Shoes

    Price: $24.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirtatious Feelings Stiletto Mules

    Time to trade out your average heels, and give yourself a flirtatious look when you add a pair of stiletto mules to your look!

    • Open almond toe
    • Double bands with a tube design
    • Skinny stiletto heel
    • Open back

    Style Number/Barcode: 07401-0535

    Category Name: Women’s Shoes

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Fine In Rhinestone Strappy Heels

    Girl you are so fine, so cool, in rhinestone heels! We are obsessed with the pointed toe and chrome design!

    • Open pointed toe
    • Clear band
    • Double pin buckle closure
    • Block heel
    • Rhinestone detailing
    • Metallic chrome finish

    Style Number/Barcode: 07401-0580

    Category Name: Women’s Shoes

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine In Rhine Block Heels

    Shine in rhine from head to toe in these show-stopping heels!

    • Criss cross rhinestone embellished toe straps
    • Double rhinestone embellished ankle straps
    • Closed back | Zipper closure
    • Metallic block heel

    Style Number/Barcode: 07401-0474

    Category Name: Women’s Shoes

    Price: $24.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On My Basic Ish Strappy Sandals

    Sometimes you gotta stay on your basic ish and have a staple pair of strappy sandals! You never know when you'll be on your next vacay, walkin' on the beach!

    • Almond toe
    • Slanted strap detail
    • Pin buckle closure
    • Flat sole

    Style Number/Barcode: 07404-0097

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Executive Level Glam Fur Stiletto Heels

    You are a top of the line, ahead of the game, executive level top notch bish in these fancy af faux fur rhinestone heels bae!

    • Pointed open toe
    • Clear band over the toe
    • Rhinestone ankle band
    • Pin buckle closure
    • Faux fur detailing
    • Clear skinny stiletto heel

    Style Number/Barcode: 07401-0568

    Category Name: Women’s Shoes

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make Me Blush Rhinestone Pointed Mule

    You make us blush with that fabulous style bby! Top it all off with the cutest clear kitten mules!

    • Pointed closed toe
    • Rhinestone detailing
    • Clear design
    • Clear kitten heel

    Style Number/Barcode: 07401-0760

    Category Name: Women’s Shoes

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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: 07402-0132

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Play It Up Lace Up Thigh High Boots

    Play up your look a little with a pair of thigh highs gurrl! We are lovin' a little lace up detail to add a lil somethin' to your look!

    • Thigh high fit
    • Lace up detailing
    • Almond toe
    • Block heel
    • Inner zipper closure
    • Faux suede

    Please be advised that this style runs 1/2 size small.

    Style Number/Barcode: 07402-0117

    Category Name: Women’s Shoes

    Price: $27.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale