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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.

  • Daring Diva Faux Leather Booties

    Showcase your diva-style with booties that slay, babe! The booties feature a mid-calf length, an inner zipper closure, a pointed toe, and a block heel. The booties are composed of a faux patent leather material. Complete look with a bustier and a mini skirt. 

    Fit & Features

    • Mid-calf fit
    • Inner zipper closure
    • Pointy toe
    • Block heel 
    • Faux patent leather material
    • Runs true to size

    Style Number/Barcode: 07403-1349

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep It Casual Over The Knee Boots

    Keep it casual with boots that pair with your favorite casual outfits! The boots feature an over-the-knee fit, a tie-back accent, an inner zipper closure, an almond toe, and a low block heel. The boots are composed of a faux suede material. Complete look with an open-back sweater and skinny jeans. 

    Fit & Features

    • Over the knee fit
    • Tie-back accent
    • Inner zipper closure 
    • Almond toe
    • Low block heel
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0358

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Style Moment Peep Toe Booties

    Create a major style moment with chic booties that complete your layered outfits! The booties feature an around the ankle fit, a stretchy knit body, a peep toe, and a block heel. Complete look with a cardigan and mom jeans.

    Fit & Features

    • Around the ankle fit
    • Stretchy knit body
    • Peep toe
    • Block heel 
    • Runs true to size

    Style Number/Barcode: 07403-1313

    Category Name: Women’s Shoes

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Back To Glam Triple Strap Chrome Heels

    Bring your look back to glam with heels that turn up the shine! The heels feature a zippered back, a triple strap design with chain-link accents, an open square toe, and a narrow block heel. The heels are composed of a faux patent leather material with a chrome finish. Complete look with a sequin mini dress and a clutch. 

    Fit & Features

    • Zippered back 
    • Triple strap design
    • Chain-link accents
    • Open square toe 
    • Narrow block heel 
    • Faux patent leather, chrome finish 
    • Runs true to size

    Style Number/Barcode: 07401-3485

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Accents Triple Strap Heels

    Adding those luxe accents elevate your look, strap on these heels for a night out! The heels feature a zippered back, a triple strap design with chain-link accents, an open square toe, and a stiletto heel. The heels are composed of a satin-like material. Complete look with a glitter mini dress. 

    Fit & Features

    • Zippered back 
    • Triple strap design 
    • Chain link
    • Open square toe
    • Stiletto heel 
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-3484

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Stunner Over The Knee Faux Suede Boots

    Show off your chic style with boots that make each step a stunning one! The boots feature an over-the-knee fit, tie-back ties, an almond toe, and a block heel. The boots are composed of a faux suede material. Complete look with a mini skirt and crop top. 

    Fit & Features

    • Over the knee fit
    • Tie back ties
    • Almond toe
    • Block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0716

    Category Name: Women’s Shoes

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Own It Faux Leather Zipper Booties

    Own your look with bold booties that dare to take your look to the next level! The booties feature an around the ankle fit, a lace-up front, dual zipper closure, an open almond toe, and a block heel. The booties are composed of a faux leather material. Complete look with a crop top and mini skirt. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Dual zipper closure 
    • Open almond toe
    • Block heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07403-1342

    Category Name: Women’s Shoes

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glowing Glamour Rhinestone Heels

    Bring the glamour with heels that bring that radiating glow to your look! The heels feature a closed-back, an adjustable ankle strap, an open square toe, a rhinestone embellished strap over the toe, and a stiletto heel. The heels are composed of a faux nubuck material. Complete look with an LBD.

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Open square toe 
    • Rhinestone strap over the toe
    • Stiletto heel 
    • Faux nubuck material 
    • Runs true to size

    Style Number/Barcode: 07401-3482

    Category Name: Women’s Shoes

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Glam Marabou Block Heels

    Keep it forever glam in heels that bring that dazzle to your look! The heels feature a zippered back, a faux marabou trim, an open almond toe, a rhinestone embellished strap over the toe, and a block heel. The heels are composed of a faux leather material. Complete look with a rhinestone mini dress.

    Fit & Features

    • Zippered back
    • Faux marabou trim
    • Open almond toe
    • Rhinestone strap
    • Block heel
    • Faux leather
    • Runs true to size

    Style Number/Barcode: 07401-3225

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Marabou's Most Wanted Block Heels

    These heels are on our most wanted list that's for sure! The heels feature a zippered back, a faux marabou trim, an open almond toe, a clear strap over the toe, and a block heel. The heels are composed of a faux suede material. Complete look with an LBD for a cute date night look!

    Fit & Features

    • Zippered back
    • Marabou trim
    • Open almond toe
    • Clear PVC strap over toe
    • Block heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-3224

    Category Name: Women’s Shoes

    Price: $10.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Platform Stiletto Mules

    Level up your fab night-out look with these platform stiletto mules. They feature an open square-shaped toe, a clear wide toe strap, an open back, a tall platform, and a tall, sleek stiletto heel. The mules are composed of a patent faux leather material that will give your 'fit a chic vibe. Complete the look with a clutch.

    Fit & Features

    • Open square-shaped toe
    • Clear PVC toe strap
    • Open back
    • Platform
    • Stiletto heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3667

    Category Name: Women’s Shoes

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Rhinestone Detailed Stiletto Heels

    You'll sparkle with every step in these glitzy stilettos! They feature an open square-shaped toe with a strap, a thin lace-up strappy design, and a stiletto heel adorned with mini rhinestones. Style these glam shoes with sparkling statement earrings.

    Fit & Features

    • Open square-shaped toe
    • Toe strap
    • Lace-up strappy design, tie closure
    • Open back
    • Stiletto heel, rhinestone embellishment
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3185

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Get Up And Glow Stiletto Heels

    Showcase a gorgeous glow with every step in these glamorous stilettos! They feature an open square-shaped toe, thin straps leading to a lace-up design, a sleek stiletto heel, and an all-over chrome finish. Style these heels with a little black dress for a night out.

    Fit & Features

    • Open square-shaped toe
    • Thin straps
    • Lace-up design, tie closure
    • Open back
    • Stiletto heel
    • Chrome finish
    • Runs true to size

    Style Number/Barcode: 07401-3346

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Staple Over-The-Knee Boots

    These trendy over-the-knee boots will be a chic staple in your wardrobe this season. They feature a pointed toe, a tall block heel, a form-fitting over-the-knee design, and a tie closure at the top. Style these boots with a cute sweater and a plaid skirt.

    Fit & Features

    • Pointed toe
    • Block heel
    • Form-fitting over-the-knee design
    • Tie closure
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0717

    Category Name: Women’s Shoes

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Slay Every Step Stiletto Heels

    Stylishly slay every step in these trendy stiletto heels! They feature an open square-shaped toe, thin straps leading to a lace-up design, and a sleek stiletto heel. The faux leather material has an all-over multi-colored snake print to bring bold vibes to your look. Complete the outfit with a fab shoulder bag.

    Fit & Features

    • Open square-shaped toe
    • Thin straps
    • Lace-up design, tie closure
    • Open back
    • Stiletto heel
    • Faux leather material, multi-colored snake print
    • Runs true to size

    Style Number/Barcode: 07401-3345

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out And Sparkle Block Heels

    Step out and sparkle with every step you take in these gorgeous block heels. They feature an open almond-shaped toe with a strap, a thin adjustable ankle strap, a block heel, and all-over mini rhinestone embellishment. Style these heels with luxe rhinestone earrings.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Block heel
    • All-over rhinestone embellishment
    • Runs true to size

    Style Number/Barcode: 07401-3552

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night-Out Essential Stiletto Heels

    These sultry faux leather stilettos are a definite night-out essential. They feature an open square-shaped toe, thin straps that lead to a lace-up design, and a sleek stiletto heel. Style these heels with a bodycon dress and a chic clutch.

    Fit & Features

    • Open square-shaped toe
    • Thin straps
    • Lace-up strappy design, tie closure
    • Open back
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3344

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Clearly Stunning Lucite Block Heels

    Create a clearly stunning look with heels that take your look to the next level! The heels feature an open back, a clear PVC strap over the toe, an open square toe, and a lucite block heel. Complete look with an LBD and gold hoops. 

    Fit & Features

    • Open back 
    • Clear PVC strap over the toe
    • Open square toe 
    • Lucite block heel
    • Faux patent leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3253

    Category Name: Women’s Shoes

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut Strategy Rhinestone Strappy Mules

    These heels didn’t come to play—they came to shine. With sparkly straps and a sleek-block heel, they’re your new go-to for dressing up!

    Fit & Features

    • Block heel
    • Square toe
    • Rhinestone-embellished strappy design
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000352

    Category Name: Women’s Shoes

    Price: $34.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Glam N' Edgy Faux Suede Lug Booties

    Keep it glam and edgy with booties that complete your stylish outfits! The booties feature an around the ankle fit, dual elastic goring, an almond toe, lug sole, and a block heel. The booties are composed of a faux suede material. Complete look with an oversized sweater and skinny jeans. 

    Fit & Features

    • Around the ankle fit
    • Dual elastic goring
    • Almond toe
    • Lug sole
    • Block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07403-1341

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish And Edgy Chain Link Booties

    Keep it stylish and edgy with booties that bring the swag to your look! The booties feature an around the ankle fit, an inner zipper closure, a double-row swag chain accent, a square toe, and a thin block heel. Complete look with a sweater and mini skirt.

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Double row swag chain accent
    • Square toe 
    • Thin block heel 

    Style Number/Barcode: 07403-1289

    Category Name: Women’s Shoes

    Price: $7.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Seductive Patent Leather Thigh-High Boots
    You'll be so seductive in this pair of thigh-high boots! They're made of faux patent leather with an almond toe, block heel, and a side zipper closure. Wear them with a bustier and mini skirt for your next night out.

    Fit & Features
    • Faux patent leather
    • Almond toe
    • Block heel
    • Zipper closure
    • Fits true to size 

    Style Number/Barcode: 07402-0299

    Category Name: Women’s Shoes

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Chain Link Triple Strap Heels

    Stay on trend with heels that elevate your night out looks! The heels feature a zippered back, a triple-row strap design, chain link design on straps, an open square toe, and a thin block heel. The heels are composed of a faux nubuck material. Complete look with an LBD.

    Fit & Features

    • Zippered back
    • Triple-row strap design
    • Chain link
    • Open square toe
    • Thin block heel
    • Faux nubuck material
    • Runs true to size 

    Style Number/Barcode: 07401-3486

    Category Name: Women’s Shoes

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shine And Glow Rhinestone Block Heels

    Bring the shine with heels that add that glowing touch to your outfit! The heels feature a zippered back, a rhinestone embellished ankle strap, an asymmetrical multi-strap design with rhinestones, an open square toe, and a block heel. The heels are composed of a glitter mesh material. Complete look with an LBD. 

    Fit & Features

    • Zippered back 
    • Rhinestones
    • Ankle strap
    • Asymmetrical multi-strap
    • Open square toe
    • Block heel
    • Runs true to size

    Style Number/Barcode: 07401-3021

    Category Name: Women’s Shoes

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance