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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 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 Flex

Scroll less and slay more with Windsor’s must-have 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.

  • 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
  • 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
  • Impressive Style Strappy Sandals

    Step out in impressive style in these flat sandals showcasing a strappy design with trendy inserts for the cutest look.

    Fit & Features

    • Square toe
    • Strappy design with inserts
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1282

    Category Name: Women’s Shoes

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • Mesmerizing Metallic Low Block Heels

    Mesmerize in metallic heels that bring the dazzle to your outfits! The heels feature a metallic body, an adjustable ankle strap, an open almond toe with a clear strap over the toe, and a low block heel. Style heels with a glitter dress. 

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Open almond toe 
    • Clear PVC strap over the toe
    • Low block heel 

    Style Number/Barcode: 07401-2432

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Quilted Strap 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: 07401-2368

    Category Name: Women’s Shoes

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • At Ease High Top Zippered Sneakers

    Stand out in trendy print sneakers that are perfect to style with your basic staple pieces. The sneakers feature a high top, an inner zipper closure, and an almond toe, Complete your look with cuffed mom jeans and a basic bodysuit.

    Fit & Features

    • High top
    • Inner zipper closure
    • Almond toe
    • Pull tabs at the ankle
    • Camo print

    Style Number/Barcode: 07407-0153

    Category Name: Women’s Shoes

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Chic Pointed Toe Block Heels

    Keep it so chic 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: 07401-2391

    Category Name: Women’s Shoes

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestones Are Forever Faux Suede Heels

    Rhinestones are a forever trend that looks good every time you take them out! Easily styled with cocktail attire, or just a girls night out! Pair with rhinestone fringe earrings and take it to the next level!

    • Open almond toe
    • Single rhinestone band over the toe
    • Rhinestone embellished ankle strap
    • Adjustable pin buckle closure
    • Composed of faux suede

     

    Please be advised that this style runs a 1/2 size too big

    Style Number/Barcode: 07401-2589

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Heat Patent PU Thigh-High Boots

    You'll be sure to bring the heat in these statement-making thigh-high boots! They feature a trendy square toe and a sleek patent PU material that will elongate your legs. Pair with a chic mini skirt or mini dress to amp up your trendy vibe.

    Fit & Features

    • Square toe
    • Inner zipper closure
    • Block heel
    • Thigh-high fit
    • Patent PU material

    Style Number/Barcode: 07402-0187

    Category Name: Women’s Shoes

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • It's My Party Rhinestone Strappy Block Heels

    It's your party and you shine if you want to! All the way down to your toes babe! Style these sparkling stunners with that party ready mini dress of yours!

    • Open almond toe
    • Strappy design 
    • Rhinestone detailing
    • Adjustable pin buckle closure
    • Block heel
    • Faux nubuck

    Style Number/Barcode: 07401-2307

    Category Name: Women’s Shoes

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Patent Faux Leather Thigh-High Heeled Boots

    Keep it sexy and chic in these patent faux leather thigh-high heeled boots! They feature a trendy square toe and a form-hugging fit for a sleek look. Pair with a little black dress for a bombshell vibe you can wear on a night out.

    Fit & Features

    • Thigh-high design
    • Square toe
    • Block heel
    • Inner zipper closure
    • Patent PU material

    Style Number/Barcode: 07402-0188

    Category Name: Women’s Shoes

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Faux Suede Stiletto Thigh High Boots

    Kick-off the season in chic boots that are perfect for your next date night! The boots feature a thigh-high length, a pointed toe, and a sleek stiletto heel. Complete your look with a stunning mini skirt and sleeveless top. 

    Fit & Features

    • Thigh-high length
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel 
    • Faux suede material 

    Style Number/Barcode: 07402-0191

    Category Name: Women’s Shoes

    Price: $22.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Microsuede Slip On Sneakers

    Keep it casual in sneakers that perfectly pair with your basic essential pieces for an effortlessly put-together look. The sneakers feature an easy slip-on design, an almond toe, and a faux microsuede body. Complete your look with matching separates and a dainty layered necklace. 

    Fit & Features

    • Slip-on design 
    • Almond toe
    • Faux microsuede body
    • Elastic goring on each side 
    • Contrasting white sole

    Style Number/Barcode: 07407-0156

    Category Name: Women’s Shoes

    Price: $14.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Down For A Good Time Rhinestone Metallic Heels

    Get down in these heels that a perfect for a good time Slide into these sparkling beauties and hit the dance floor! Pair with a mini satin dress and a leather jacket, or a special evening gown! The heels feature an open almond toe, a shimmering strappy design, and a block heel.

    Fit & Features

    • Open almond toe
    • Strappy design
    • Adjustable lobster clasp closure
    • Metallic chrome finish
    • Shiny faux leather
    • Block heel

    Style Number/Barcode: 07401-2310

    Category Name: Women’s Shoes

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Moment Slip On Sneakers

    Keep it casual in sneakers to have a cute look ready in minutes. The sneakers feature an easy slip-on design, a round toe, and a canvas material body. Complete your effortlessly casual look with a statement sleeve crop top and high waist jeans.

    Fit & Features

    • Slip-on design
    • Almond toe
    • Canvas material body
    • Elastic goring on each side
    • Contrasting white sole

    Style Number/Barcode: 07407-0157

    Category Name: Women’s Shoes

    Price: $14.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Faux Patent Leather Block Heels

    Stun in these block heels that give your looks that luxe detail! The heels feature a closed-back, an open almond toe with a single strap over the toe and composed of faux leather material. Complete your look with a bodycon dress and rhinestone studs. 

    Fit & Features

    • Closed-back
    • Narrow adjustable ankle
    • Open almond toe with a single strap over the toe
    • Block heel
    • Faux patent leather material 

    Style Number/Barcode: 07401-2436

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring It Back To Basics Thin Block Heel

    Slay in basic heels that go with everything with ease! Perfect for your next date night or bringing the chic factor to workwear outfits—these heels are a must baby girl! The heels feature an adjustable ankle strap, an open almond toe with a single strap over the toe, and a sleek thin block heel. Complete your look with a ribbed midi dress and blazer. 

    Fit & Features

    • Adjustable ankle strap
    • Open almond toe
    • Single strap over the toe
    • Thin block heel 

    Style Number/Barcode: 07401-2405

    Category Name: Women’s Shoes

    Price: $14.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow Up Cutie Thin Block Heel

    Glow up in heels that bring the dazzle to your date night outfits. The heels feature an adjustable ankle strap, an open almond toe with a single strap over the toe, and a sleek thin block heel. Heels feature a dazzling metallic-like finish. Complete your look with a ribbed midi dress and blazer.

    Fit & Features

    • Adjustable ankle strap
    • Open almond toe
    • Single strap over the toe
    • Thin block heel
    • Metallic-like finish

    Style Number/Barcode: 07401-2406

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale