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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.

  • Gorgeous Look Snake Print Block Heel Booties

    Complete your gorgeous look by adding on these trendy snake print booties! They feature an almond-shaped peep toe, an open back, a block heel, and an inner zipper closure. Pair these booties with a little black dress and a faux leather jacket for a night out.

    Fit & Features

    • Above the ankle design
    • Almond-shaped peep toe
    • Open back
    • Block heel
    • Inner zipper closure
    • Snake print
    • Faux leather material

    Style Number/Barcode: 07403-1216

    Category Name: Women’s Shoes

    Price: $21.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylishly Chic Under The Knee Boots

    Look oh-so-stylishly chic in these faux suede under the knee boots! They feature a trendy pointed toe, sturdy block heel, and an inner zipper closure. Pair these boots with a curve-hugging sweater dress and layer on a faux leather jacket.

    Fit & Features

    • Under the knee design
    • Pointed toe
    • Block heel
    • Inner zipper closure
    • Faux suede material

    Style Number/Barcode: 07402-0245

    Category Name: Women’s Shoes

    Price: $21.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Luxe Faux Suede Stiletto Heels

    Dazzle on your next night out in heels that bring the glamour! The heels feature a slingback strap, rhinestone embellished asymmetrical straps, a square toe, and a sleek stiletto heel. Complete look with a ribbed knit midi dress.

    Fit & Features

    • Slingback strap
    • Asymmetrical rhinestone embellished straps
    • Square toe
    • Stiletto heel
    • Faux suede material 


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

    Style Number/Barcode: 07401-2565

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tied With Bow Rhinestone Block Heels

    Let these glam heels tie your whole look together. The heels feature a gorgeous rhinestone embellished bow, an almond toe, a closed back with adjustable ankle strap, and a low block heel. Complete your look with a glitter mini dress. 

    Fit & Features

    • Rhinestone embellished bow
    • Almond toe
    • Closed-back with adjustable strap 
    • Low block heel 
    • Faux suede material 

    Style Number/Barcode: 07401-2614

    Category Name: Women’s Shoes

    Price: $14.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Glitter Detail Combat Booties

    Add a little sparkle to your style in these edgy-glam combat booties! They feature an above the ankle design with back pull tabs, a round toe, a lace-up front, a lug sole, and a short heel. The booties are composed of a glitter material with patent faux leather accents. Pair these booties with a mini dress and a faux fur coat.

    Fit & Features

    • Above the ankle design with back pull tabs
    • Round toe
    • Lace-up front
    • Lug sole
    • Short heel
    • Glitter material
    • Patent faux leather accents

    Style Number/Barcode: 07403-0405

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Out All Night Block Heels

    Stay out with the squad with heels that take you from one party to the next! The heels feature an adjustable ankle strap, an open almond toe with a single strap over the toe, and a narrow block heel. Complete look with a bodycon dress.

    Fit & Features

    • Adjustable ankle strap
    • Open almond toe with a single strap over the toe
    • Closed-back 
    • Narrow block heel
    • Faux nubuck material 

    Style Number/Barcode: 07401-2622

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Trendsetter Lug Sole Block Heel Booties

    Everyone in your squad will be coming to you for trendy style advice when you wear these chic block heel booties! They feature an ankle-high design, a round toe, zipper detailing on each side, a lug sole, and a low block heel. Pair these booties with high rise skinny jeans and a cropped sweater.

    Fit & Features

    • Ankle-high design
    • Round toe
    • Zipper detailing on each side
    • Lug sole
    • Low block heel
    • Faux nubuck material

    Style Number/Barcode: 07403-1220

    Category Name: Women’s Shoes

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Poised Pointed Faux Suede Block Heels

    Keep it poised in heels that reflect your chic fashion taste. The heels feature a pointed toe, a wide adjustable ankle strap with buckle, and a block heel. Complete look with a matching set.

    Fit & Features

    • Wide adjustable ankle strap
    • Closed-back 
    • Pointed toe
    • Block heel 
    • Faux suede material  

    Style Number/Barcode: 07401-2526

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All That Glitz Rhinestone Block Heels

    Bring the shine with these gorgeous platform heels. The heel feature a rhinestone embellished geometric toe strap, an almond toe, a wide platform, and a block heel. Complete the look with a sequin mini dress for your special occasion.

    Fit & Features

    • Rhinestone embellished toe strap
    • Almond toe
    • Wide platform
    • Block heel
    • Closed-back with adjustable ankle strap
    • Faux suede material 

    Style Number/Barcode: 07401-2615

    Category Name: Women’s Shoes

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Stunner Peep Toe Stiletto Booties

    Yes babe, you'll be the stylish stunner of your trendy squad in these fab stiletto booties! They feature an almond-shaped peep toe, an inner zipper closure, a sleek stiletto heel, and a smooth faux suede material with an all-over leopard print. Pair these booties with a tie waist romper for a girl's night.

    Fit & Features

    • Above the ankle design
    • Almond-shaped peep toe
    • Inner zipper closure
    • Stiletto heel
    • Faux suede material
    • Leopard print

    Style Number/Barcode: 07403-1217

    Category Name: Women’s Shoes

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Step Up Your Style Faux Leather Block Heels

    Step up your style with these chic faux leather block heels! They feature an open square toe with a criss cross strap, an adjustable ankle strap with a round buckle, a low block heel, and a croc-embossed PU material. Pair these heels with light wash mom jeans to add a trendy vibe to your casual 'fit.

    Fit & Features

    • Open square toe
    • Criss cross strap
    • Adjustable ankle strap
    • Round buckle
    • Open back
    • Low block heel
    • Croc-embossed PU material

    Style Number/Barcode: 07401-2618

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Moves Peep Toe Stiletto Booties

    Make bold, stylish moves in these trendy stiletto booties! They feature an almond-shaped peep toe, an inner zipper closure, and a sleek stiletto heel. Pair these fab booties with a faux leather mini skirt for an edgy look for a girl's night out.

    Fit & Features

    • Above the ankle design
    • Almond-shaped peep toe
    • Inner zipper closure
    • Stiletto heel
    • Faux suede material

    Style Number/Barcode: 07403-1218

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Level Up Clear Pointed Stilettos

    Elevate your outfits with a trendy stiletto that is oh so chic! The heels feature a slip-on design, a clear pointed toe, and a sleek stiletto heel. Complete your fashionista-approved look with a ribbed midi dress and blazer. 

    Fit & Features

    • Slip-on design 
    • Clear PVC body
    • Pointy toe
    • Stiletto heel

     

    Please be advised that these heels run two sizes too small.

    Style Number/Barcode: 07401-2617

    Category Name: Women’s Shoes

    Price: $14.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pretty Little Sparkle Rhinestone Wedge Heels

    A little sparkle goes a long way. These rhinestone strappy wedge heels serve shine, support, and stunning glam vibes for every plan on your calendar.

    Fit & Features

    • Wedge heel
    • Faux suede material
    • Open square-shaped toe
    • Triple toe strap design, rhinestone embellishments
    • Adjustable ankle strap with buckle detail, closed back
    • Faux leather cushioned insole
    • Runs true to size

    Style Number/Barcode: 07406-000026

    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

  • Fab and Chic Faux Suede Lace-Up Boots

    Step out in these fab boots that are perfect to style with your favorite ribbed knit mini dress for a casual date night. The boots feature a below the knee fit, a lace-up back, an almond toe, and a low block heel. The boots are composed of a faux suede material.

    Fit & Features

    • Below the knee fit
    • Lace-up back 
    • Almond toe
    • Low block heel
    • Faux suede material 

    Style Number/Barcode: 07402-0590

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Suede Utility Booties

    Take on the day in these must-have booties! The booties feature an around the ankle fit, a lace-up front, and a textured sole. Complete your look with biker shorts for a casual outfit. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe 
    • Pull tabs at the back ankle
    • Inner zipper closure
    • Textured sole 
    • Faux suede material 

    Style Number/Barcode: 07403-0402

    Category Name: Women’s Shoes

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Chrome Rhinestone Ankle Wrap Stiletto Heels

    Elevate your style with these chic chrome stiletto heels! They feature an almond toe with a thong strap, a rhinestone adorned ankle wrap design with a tie closure, and a stiletto heel. Pair these shoes with your fave little black dress to add a touch of glam to your night out look.

    Fit & Features

    • Almond toe with a thong strap
    • Rhinestone adorned ankle wrap design with tie closure
    • Open back
    • Stiletto heel
    • Sleek chrome material

     

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

    Style Number/Barcode: 07401-2548

    Category Name: Women’s Shoes

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Diva Lace-Up Booties

    You're such a stylish diva, and these block heeled booties are perf to elevate your everyday style! They feature a trendy pointed toe, a lace-up front, and an inner zipper closure. Pair these fab booties with your favorite ribbed knit mini dress and distressed denim jacket.

    Fit & Features

    • Above the ankle design
    • Pointed toe
    • Lace-up front
    • Block heel
    • Inner zipper closure
    • Lycra material

    Style Number/Barcode: 07403-0498

    Category Name: Women’s Shoes

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Diva Rhinestone Ankle Wrap Block Heels

    Yes babe, showcase the glam diva you know you are in these gorg block heels! They feature an almond toe with a thong strap, a rhinestone adorned ankle wrap design with a tie closure, and a short block heel. Pair these shoes with faux leather joggers for a trendy vibe.

    Fit & Features

    • Almond toe with a thong strap
    • Rhinestone adorned ankle wrap design with tie closure
    • Open back
    • Short block heel
    • Faux microsuede material

    Style Number/Barcode: 07401-2542

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Queen Ankle Wrap Stiletto Heels

    Showcase some major style like the fashion queen you are in these dazzling heels! They feature a pointed toe with a thong strap, a rhinestone adorned ankle wrap design with a tie closure, and a stiletto heel. Pair these shoes with high rise mom jeans and a cute crop top to add some glam to your everyday look.

    Fit & Features

    • Pointed toe with a thong strap
    • Rhinestone adorned ankle wrap design with tie closure
    • Open back
    • Stiletto heel
    • Faux microsuede material

     

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

    Style Number/Barcode: 07401-2547

    Category Name: Women’s Shoes

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Buckle Up Lug Sole Block Heel Booties

    Buckle up in these bold booties for a chic 'fit! They feature an ankle-high design, a trendy lug sole, sturdy block heel, and a buckle accent. Pair these booties with your fave pair of skinny jeans for an elongated look.

    Fit & Features

    • Ankle-high design with back pull tabs
    • Almond toe
    • Lug sole
    • Block heel
    • Inner zipper closure
    • Strap and buckle detail
    • Faux nubuck material

    Style Number/Barcode: 07403-1219

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On the Move Jelly Sneakers

    Slip-on these sneakers to keep on moving, girl! The sneakers feature a lace-up front, an almond toe, knit body, and a clear jelly sole. Complete look with a matching crop top and leggings set.

    Fit & Features

    • Lace-up front
    • Almond toe
    • Knit body
    • Textured sole
    • Clear jelly sole

    Style Number/Barcode: 07407-0185

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fall For Faux Suede Stacked Heel Boots

    Fall for these stylish boots to dress your layered looks in. The boots feature a below the knee fit, a pointed toe, a low stacked heel, and composed of faux suede material. Complete your look with a cardigan and cabby hat. 

    Fit & Features

    • Below the knee fit
    • Pointed toe
    • Inner zipper closure 
    • Low stacked block heel
    • Faux suede material 

     

    Please be advised that these boots run a 1/2 size too small.

    Style Number/Barcode: 07402-0239

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All About Ruched Faux Suede Ankle Booties

    We're all about ankle booties that slay this season. These stylish booties feature an around the ankle fit with ruched detailing, an almond toe, and a sturdy block heel. The ankle booties are composed of a faux suede material. Complete look with a cardigan, high waist skinny jeans, and a cabby hat.

    Fit & Features

    • Around the ankle fit
    • Ruched ankle detail
    • Inner zipper closure
    • Almond toe
    • Block heel
    • Faux suede material



    Please be advised that these boots run one size too small.

    Style Number/Barcode: 07403-0399

    Category Name: Women’s Shoes

    Price: $22.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale