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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.

  • Chic Wide Fit Below The Knee Boots

    Get a chic look this season in these adorable below the knee boots! They feature a comfortable wide fit and trendy buckle detailing. Pair them with skinny jeans for that classic fall vibe.

    Fit & Features

    • Almond toe
    • Inner zipper closure
    • Side buckle detailing
    • Back elastic detail with tab
    • Under the knee fit
    • PU material

    Style Number/Barcode: 07402-0170

    Category Name: Women’s Shoes

    Price: $11.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Over The Knee Open Toe Block Heeled Boots

    Slay each and every step in these sultry over the knee block heeled boots! They feature an open toe detail and a smooth faux suede fabric. Wear these with your fave faux leather mini skirt for an edgy-chic vibe for date night.

    Fit & Features

    • Open toe detail
    • Block heel
    • Inner zipper closure
    • Over the knee design
    • Back tie closure
    • Faux suede fabric

    Style Number/Barcode: 07402-0186

    Category Name: Women’s Shoes

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic And Chic Square Toe Block Heels

    Keep it basic yet ever so chic in these must-have block heels. Featuring a trendy square toe and a thin, sturdy block heel, these shoes are perfect for the office, or even a work from home vibe. Pair with some tapered paper bag pants for a classic and cute look.

    Fit & Features

    • Open square toe
    • Adjustable around the ankle strap
    • Open back
    • Thin block heel
    • Faux nubuck material

    Style Number/Barcode: 07401-2417

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bling Queen Rhinestone Heels

    Yes queen! Show off that fresh pedi the right way! These sparkling heels are designed with a single band over the toes, and an ankle band with a velcro closure. Heels are a high block style, and toe is almond shape. The best part, is they are embellished with rhinestones all over! Complete with a glitter dress!

    Fit & Features

    • Open almond toe
    • Single band over the toe
    • Velcro ankle strap
    • Rhinestone embellishments
    • Block heel

    Style Number/Barcode: 07401-2404

    Category Name: Women’s Shoes

    Price: $23.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfectly Poised Faux Suede Stiletto Heels

    Keep it poised in heels that bring the glamour to your favorite outfits. The heels feature sexy lace-up straps, a pointed toe with a toe loop, and a sleek stiletto heel. Complete outfit with a beaded bustier and a high waist mini skirt. 

    Fit & Features

    • Lace-up straps
    • Pointed toe
    • Toe loop
    • Stiletto heel
    • Faux suede material

    Style Number/Barcode: 07401-2421

    Category Name: Women’s Shoes

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 50 and 50 Thigh High Faux Suede and Knit Boots

    Half faux suede and half elastic knit, these boots add a unique flair to your style! They are designed with an almond toe and a high block heel. They have an inner zipper closure. Complete your look with a sleek polished vibe by adding these to your closet! Style boots with a mini sweater dress for a casual date night.

    Fit & Features

    • Thigh-high length
    • Almond toe
    • Block heel
    • Half faux suede, half knit material
    • Inner zipper closure

    Style Number/Barcode: 07402-0184

    Category Name: Women’s Shoes

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clear and Chic Lucite Low Block Heels

    Stay clearly chic in heels that stun for your brunch date! The heels feature an open square toe, a double row of clear straps, and lucite block heel. Complete your look with a ribbed midi skirt and bodysuit. 

    Fit & Features

    • Open back 
    • Open square toe
    • Double row of clear straps
    • Lucite block heel 

    Style Number/Barcode: 07401-2462

    Category Name: Women’s Shoes

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Trendsetter Zebra Print Stiletto Heels

    Get ready to strut in these zebra print stilettos and you'll be the major trendsetter of your squad! Featuring a wrap-around ankle design and a bold zebra print, pair these heels with a simple yet stunning mini dress for your next night out.

    Fit & Features

    • Open almond toe with a toe strap
    • Strappy design with double adjustable ankle straps
    • Open back
    • Sleek stiletto heel
    • Faux leather material 
    • Zebra print

     

    Please be advised that these heels run small. Fit model recommends one size up.

    Style Number/Barcode: 07401-2439

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Untamed and Fierce Faux Nubuck Block Heels

    Keep it fierce in heels that let you unleash your inner fashionista. The heels feature an adjustable ankle strap, a trendy narrow block heel, an open square toe with a single strap over the toe. Complete your trendsetting look with a bodycon dress and a cropped blazer. 

    Fit & Features

    • Adjustable ankle strap
    • Closed-back 
    • Open square toe
    • Single strap over the toe
    • Narrow block heel 
    • Faux Nubuck material 
    • Available in Leopard print and Natural 

    Style Number/Barcode: 07401-2442

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In The Clear Two Tone Chunky Sneakers

    Clearly stay on trend in these chunky sneakers. These sneakers feature a trendy chunky sole, a clear tonal insert accent to provide dimension, lace-up straps, and pull tabs to quickly slip-on. Pair these sporty sneakers with your favorite casual dress or fab sets.

    Fit & Features

    • Chunky sole
    • Round toe
    • Clear tonal accent at sole
    • Lace-up straps
    • Pull tabs

    Style Number/Barcode: 07407-0174

    Category Name: Women’s Shoes

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Feeling Extra Faux Fur Stiletto Heel

    Channel your inner diva in stilettos that are bold and command attention! The heels feature a faux fur ankle strap, an open almond toe, a faux fur strap over the toe, and a sleek stiletto heel. Complete your so extra look with a mesh crop top and a midi skirt. 

    Fit & Features

    • Zippered back
    • Faux fur ankle strap
    • Open almond toe
    • Faux fur strap over the toe
    • Stiletto heel 

     

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

    Style Number/Barcode: 07401-2403

    Category Name: Women’s Shoes

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Chic Moment Open Toe Ankle Booties

    Have a major chic moment in these adorable open toe ankle booties! They feature an open back detail and a sturdy block heel. Pair these with some high waist paper bag pants for an office-ready look.

    Fit & Features

    • Open toe
    • Open back
    • Block heel
    • Inner zipper closure
    • Faux nubuck material

    Style Number/Barcode: 07403-0389

    Category Name: Women’s Shoes

    Price: $17.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Up Camo Lug Sole Booties

    Step up in camo booties that command attention this season. The booties feature an around the ankle fit, goring accent at the back of the ankle, a trendy camo print, lug sole, and a block heel. Complete your look with a black mini skirt and basic bodysuit. 

    Fit & Features

    • Around the ankle fit, goring accent at the back of the ankle
    • Camo print
    • Lace-up front with small metal grommets
    • Inner zipper closure
    • Round toe
    • Lug sole, block heel 
    • Canvas material

    Style Number/Barcode: 07403-0343

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Distressed Denim Block Heel Booties

    Add an edge to your outfit with denim booties that keep your look on point. The booties feature a mid-calf length, a distressed detailing, a denim fabric body, a peep toe, and a stacked block heel. Complete your look with a mini skirt and crop top. 

    Fit & Features

    • Mid-calf length 
    • Denim fabric body
    • Distressed detailing
    • Peep toe
    • Stacked block heel

    Style Number/Barcode: 07403-0381

    Category Name: Women’s Shoes

    Price: $13.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Over The Knee Tie Back Heeled Boots

    These chic over the knee heeled boots will give you that perfect winter 'fit you've been lusting after! They feature a trendy tie back design and smooth faux suede fabric. Style these with some dark wash skinny jeans for an adorable everyday look.

    Fit & Features

    • Almond toe
    • Low block heel
    • Inner zipper closure
    • Over the knee design
    • Tie back detail
    • Faux suede fabric

    Style Number/Barcode: 07402-0197

    Category Name: Women’s Shoes

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild West Knee-High Western Boots

    This is the moment we have all been waiting for! Knee-high western boots, ugh, perfection! Style these beauties with a mini dress and let the compliments roll in! The boots feature a knee-high fit, pointed toe, a western design.

    Fit & Features

    • Pointed toe
    • Knee-high fit
    • Inner zipper closure
    • Western design
    • Block heel
    • Faux suede material

    Style Number/Barcode: 07402-0163

    Category Name: Women’s Shoes

    Price: $12.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fierce Fashionista Heeled Sock Booties

    Showcase major fierce fashionista vibes in these chic heeled sock booties! They feature a trendy sock bootie design with a sturdy block heel. Pair these with a classic pair of high rise denim for a go-to fall look.

    Fit & Features

    • Pointed toe
    • Block heel
    • Inner zipper closure
    • Sock bootie design
    • Faux suede fabric

     

    Bootie runs small. Size up a whole size up.

    Style Number/Barcode: 07403-0384

    Category Name: Women’s Shoes

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Basic Quilted Mules

    Keep it chic in these mules that are oh so sleek to go with your basic knit dresses! The heels feature an open back, an open square toe, and a wide quilted strap over the toe. 

    Fit & Features

    • Open back 
    • Open square toe
    • Wide quilted band over the toe
    • Block heel
    • Faux leather 


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

    Style Number/Barcode: 07401-2369

    Category Name: Women’s Shoes

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dainty Drama Mesh Bow Kitten Mules

    She’s giving drama but make it dainty. These square-toe mesh bow kitten mules are the kind of shoes that say, “Yes, I did plan my whole fit around them.”

    Fit & Features

    • 3” Stiletto heel
    • Square toe
    • Mesh strap with a bow accent
    • Luxe fit cushioned insole
    • Twill material
    • Runs true to size

    Style Number/Barcode: 07401-000338

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wrapped In Style Faux Nubuck Block Heels

    Get wrapped in style with these chic heels that dress up all your best outfits! The heels feature an open back, wrap-around straps, an open square toe, a wide strap over the toe, and a narrow block heel. Complete look with a wrap mini dress and laritat necklace. 

    Fit & Features

    • Open back
    • Single strap over the back of the ankle
    • Wrap-around straps
    • Open square toe
    • Wide strap over the toe
    • Narrow block heel 
    • Faux nubuck material  

     

    Please be advised that these heels run small, purchase one size up. 

    Style Number/Barcode: 07401-2438

    Category Name: Women’s Shoes

    Price: $16.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Treat Yourself Caged Block Heels

    Treat yourself with chic caged heels that are so fab to dress up with! Perfect for your next date night, these heels can be styled with a ruffled romper and dainty rhinestone necklace. The heels feature a caged design, an open almond toe, and a sturdy block heel. 

    Fit & Features

    • Closed zippered back
    • Caged design with cutout detail 
    • Open almond toe
    • Block heel

    Style Number/Barcode: 07403-0298

    Category Name: Women’s Shoes

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede High Top Zipped Sneakers

    Zip up in these sneakers to create casually cute looks! The sneakers feature a high top, an inner zipper closure, an almond toe, and composed of faux microsuede material. Complete your look with cuffed mom jeans and a chunky cable knit sweater. 

    Fit & Features 

    • High top 
    • Inner zipper closure
    • Almond toe
    • Pull tabs at the ankle
    • Faux microsuede material 

    Style Number/Barcode: 07407-0152

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Snake Print Faux Leather Block Heels

    Keep it sassy in fierce block heels that level up your glam outfits. The heels feature a colorful multi-hued snake print that commands attention, an adjustable ankle strap, an open square toe, and a trendy block heel. Complete your outfit with a ribbed black midi dress.

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Open square toe
    • Multi-hued
    • Snake print
    • Block heel
    • Faux leather material

    Style Number/Barcode: 07401-2435

    Category Name: Women’s Shoes

    Price: $18.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Every Day Pointed Toe Block Heels

    Keep it sleek and stylish in pointed toe heels that go with all your favorite looks! The heels feature a pointed toe, an adjustable ankle strap, and a low block heel. The heels are composed of a faux nubuck material. Complete your look with high waist jeans and a cozy cardigan.

    Fit & Features

    • Closed-back
    • Pointy toe
    • Adjustable ankle strap
    • Low block heel
    • Faux nubuck material

    Style Number/Barcode: 07401-2392

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free