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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.

  • Lace Up Glamour Block Heel

    Lace-up in these glam block heels that are perfect for your next date night! The heels feature lace-up straps, an open almond toe with a single strap over the toe, and a block heel. Complete look with sleek bodycon.

    Fit & Features

    • Lace-up straps
    • Closed-back
    • Block heel
    • Open almond toe 
    • Strap over the toe
    • Faux suede material 

    Style Number/Barcode: 07401-2479

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Slouched Knee-High Boots

    Channel your diva with a pair of knee-high boots! Designed with an almond toe, a sole with a low heel, and a knee-high fit with a slouched detailing at the sides. Boots have a zipper closure and are composed of faux leather. Complete your look with a ribbed midi dress.

    Fit & Features

    • Knee-high length
    • Almond toe
    • Low heel
    • Slouched detailing
    • Faux leather material

    Style Number/Barcode: 07402-0218

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Sassy Faux Fur Banded Slippers

    Keep your stay at home look sassy and cute in these faux fur slippers! They feature a double banded design and a leopard print faux fur material. Pair these adorable slippers with a matching loungewear set for a comfy vibe.

    Fit & Features

    • Open toe
    • Double banded design
    • Open back
    • Flat sole
    • Leopard print faux fur material

    Style Number/Barcode: 07408-0055

    Category Name: Women’s Shoes

    Price: $10.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Fab Banded Fuzzy Slippers

    Keep it bright with these fuzzy slippers that bring a burst of color to your loungewear. They feature a double banded design with a multi-colored faux fur material. Pair these adorable slippers with your fave loungwear set for a cute stay at home look.

    Fit & Features

    • Open toe
    • Double banded design
    • Open back
    • Flat sole
    • Multi-colored faux fur material

    Please be advised that color may vary.

    Style Number/Barcode: 07408-0054

    Category Name: Women’s Shoes

    Price: $10.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Faux Fur Banded Slippers

    Style up these basic faux fur slippers for the cutest loungewear look! They feature a double banded design with a faux fur material. Pair these adorable slippers with your fave matching lounge set for the perf stay at home vibe.

    Fit & Features

    • Open toe
    • Double banded design
    • Flat sole
    • Faux fur material

    Style Number/Barcode: 07408-0056

    Category Name: Women’s Shoes

    Price: $10.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Quilted Faux Leather Buckle Detail Boots

    Style up your winter wardrobe in these chic faux leather boots! They feature a below the knee fit with a quilted faux leather design, side zipper and buckle accents, and a low block heel. Pair these boots with a cute sweater dress for an adorable everyday look.

    Fit & Features

    • Below the knee fit
    • Round toe
    • Side zipper and dual buckle accents
    • Inner zipper closure
    • Low block heel
    • Faux leather material with partial quilted design

     

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

    Style Number/Barcode: 07402-0222

    Category Name: Women’s Shoes

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly Stylish Lucite Block Heels

    Clearly you'll have a stylish 'fit in these trendy block heels! They feature an open almond toe with a clear toe strap and a sturdy clear lucite block heel. Pair these shoes with a little black dress for a fun girl's night out.

    Fit & Features

    • Open almond toe
    • Clear toe strap
    • Clear adjustable around the ankle strap with buckle detail
    • Open back
    • Clear lucite block heel
    • Patent PU material

    Style Number/Barcode: 07401-2412

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Suede Ankle Wrap Lucite Block Heels

    Make a chic statement in these faux suede block heels! They feature an ankle wrap around design with a trendy clear lucite block heel. Pair these shoes with mom jeans and a basic bodysuit to go hang with your squad.

    Fit & Features

    • Open almond toe
    • Dual thin toe straps
    • Wrap around ankle design with tie closure
    • Open back
    • Clear lucite block heel
    • Faux suede material with a faux leather insole

    Style Number/Barcode: 07401-2496

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Faux Suede Block Heel Booties

    Get stacked on these cute booties that bring the glam to your favorite layered looks! The booties feature an around the ankle fit, lace-up detail at the back with metal grommets, and a stacked block heel. Booties are composed of faux suede material. Complete look with a chunky sweater.

    Fit & Features

    • Around the ankle fit
    • Lace-up detail at the back with metal grommets
    • Stacked block heel 
    • Almond toe 
    • Inner zipper closure

    Style Number/Barcode: 07403-0344

    Category Name: Women’s Shoes

    Price: $22.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bad and Basic Faux Suede Block Heels

    Rock a chic vibe in block heels that elevate your look! The heels feature an open back, an open almond toe with single strap over the toe, a wide platform, and a chunky block heel. The heels are composed of a faux suede material. Complete look with a high waist skirt.

    Fit & Features

    • Open back 
    • Adjustable ankle strap
    • Open almond 
    • Single strap over the toe
    • Wide platform 
    • Faux suede material 

    Style Number/Barcode: 07401-2497

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Essential Faux Suede Block Heel

    Elevate your style in block heels that bring the chic factor. The heels feature an open back, an open almond toe with a wide strap over the toe, a wide platform, and a block heel. The heels are composed of a faux suede material. Complete look with a ribbed midi dress 

    Fit & Features

    • Open back 
    • Adjustable ankle strap
    • Open almond toe
    • Wide platform 
    • Block heel
    • Faux suede material 

    Style Number/Barcode: 07401-2493

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lace Back Stiletto Boots

    Girl, it's time to make a statement! These boots are composed of faux suede material and hit over the knee, they have a pointed toe, and a zipper at one side. They have a lace-up detail at the back with gold detailing leading up. They are a perfect addition to your wardrobe for the cold weather! Complete look with a sweater dress.

    Fit & Features

    • Over-the-knee fit
    • Pointed toe
    • Lace-up back
    • Faux suede material
    • Zipper closure

    Style Number/Barcode: 07402-0233

    Category Name: Women’s Shoes

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Chic Look Platform Block Heels

    Get a total chic look in this fab platform block heels! They feature an open almond toe with a clear PVC strap, a thin adjustable ankle strap and a sturdy tall block heel. Pair these with distressed denim and a trendy crop top for an elevated vibe to your causal everyday 'fit.

    Fit & Features

    • Open almond toe
    • Clear PVC strap
    • Thin adjustable ankle strap
    • Closed back
    • Small platform
    • Tall block heel

     

    Please be advised that these heels run one size small. 

    Style Number/Barcode: 07401-2840

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly Yours Lucite Heeled Mules

    Clearly these lucite heeled mules couldn't be anymore you! They feature a trendy square toe and double clear PVC straps. Pair these of the moment heels with distressed denim to level up your everyday casual look and make it all the more chic.

    Fit & Features

    • Open square toe
    • Double clear PVC straps
    • Open back
    • Clear lucite heel
    • Faux leather sole

     

    Please be advised that these mules run one size small.

    Style Number/Barcode: 07401-2477

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Step It Up Snake Print Booties

    Step up in these stunning booties that slay every day! The booties feature a faux suede front, faux leather snake embossed back, a pointed toe, and a block heel. Complete look with a chunky sweater and high waist jeans.

    Fit & Features

    • Around the ankle-length
    • Faux suede front
    • Faux leather snake embossed back 
    • Pointed toe
    • Block heel
    • Inner zipper closure 


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

    Style Number/Barcode: 07403-0545

    Category Name: Women’s Shoes

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Chic Square Toe Stiletto Booties

    Trendy and oh-so-chic, these stiletto booties will amp up your fall and winter wardrobe! They feature an ankle-high design with a square toe and a triangle-shaped stiletto heel. Pair these faux microsuede booties with a curve-hugging pencil skirt and a fitted blazer for a stylish workwear look.

    Fit & Features

    • Ankle-high design
    • Square toe
    • Triangle-shaped stiletto heel
    • Back zipper closure
    • Faux microsuede material

    Style Number/Barcode: 07403-0564

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On to the Next Chunky Sneakers

    Let these sneakers take on to the next stylish moment! The sneakers feature a lace-up front, an almond toe, and a two-tone design. Complete your look with an oversized tee and biker shorts.

    Fit & Features

    • Almond toe
    • Pull tabs at the back 
    • Two-tone design 
    • Lace-up front
    • Chunky textured sole

    Style Number/Barcode: 07407-0177

    Category Name: Women’s Shoes

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Walk In The Park Eyelet Lace-Up Espadrille Wedges

    From brunch to a day at the park, these wedges will keep you comfortable and stylish all day long. Featuring a delicate eyelet design and a lace-up ankle strap, these espadrille wedges are perfect for adding a touch of cuteness to any outfit.

    Fit & Features

    • 4" Wedge heel
    • Closed almond toe with eyelet inset
    • Lace-up ankle strap
    • Espadrille material
    • Runs true to size

    Style Number/Barcode: 07406-000012

    Category Name: Women’s Shoes

    Price: $34.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: 10

  • On the Go Chunky Sneakers

    Throw on these sneakers for the girl on the go! The sneakers feature a lace-up front, pull tabs at the back, and a chunky platform sole. Complete your look with a tie dye matching separates to nail those casual vibes. 

    Fit & Features

    • Lace-up front
    • Almond toe
    • Pull tabs at the back 
    • Chunky platform sole
    • Faux leather material

    Style Number/Barcode: 07407-0181

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep on Moving On Basic Sneakers

    Move on to the next big thing in these basic sneakers that keep it chic and casual. The sneakers feature a lace-up front, an almond toe, and a jelly insole detail. Complete look with biker shorts and an oversized tee. 

    Fit & Features

    • Lace-up front
    • Almond toe
    • Jelly insert within sole

     


    Please be advised that these sneakers run 1 size too small.

    Style Number/Barcode: 07407-0183

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Suede Stiletto Sock Booties

    Looking to amp up your everyday basic 'fit? These faux suede sock booties are a definite must-have. Featuring a trendy pointed toe and sleek stiletto heel, they will elevate any look. Pair them with a curve-hugging midi dress for a chic vibe.

    Fit & Features

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

    Style Number/Barcode: 07403-0368

    Category Name: Women’s Shoes

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Quilted Heeled Mules

    Slip on these chic faux leather heeled mules to add a trendy vibe to your workwear look! They feature an open square toe, a wide strap with quilted detailing, and a short thin heel. Pair these mules with tapered paper bag pants for an adorable work from home 'fit.

    Fit & Features

    • Open square toe
    • Wide strap with quilted detailing
    • Open back
    • Short thin heel
    • PU material

    Style Number/Barcode: 07401-2447

    Category Name: Women’s Shoes

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Clear Choice Stiletto Heels

    These chic clear stiletto heels are clearly the right choice for you! They feature an open pointy toe with a clear PVC adjustable ankle strap and a sleek stiletto heel. Pair these with a curve-hugging bodycon dress for your next date night.

    Fit & Features

    • Open pointed toe
    • Clear PVC toe strap
    • Clear PVC adjustable ankle strap
    • Open back
    • Stiletto heel

    Style Number/Barcode: 07401-2485

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Platform Lace-Up Booties

    Elevate your chic everyday style with these faux suede booties! They feature a chunky platform and an adorable lace-up back detail. Pair these booties with dark wash skinny jeans for an elongated look.

    Fit & Features

    • Ankle-high design
    • Almond toe
    • Inner zipper closure
    • Chunky platform
    • Tall block heel
    • Lace-up back detail
    • Faux suede material

    Style Number/Barcode: 07403-0345

    Category Name: Women’s Shoes

    Price: $20.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale