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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.

  • Elevated And Trendy Lace-Up Booties

    Elevate your cute looks with this trendy pair of faux leather booties. They feature a closed almond-shaped toe, a front lace-up design, an inner zipper closure, an ankle-high fit, a lug sole, and a tall block heel. Style these booties with a casual dress and a faux leather jacket.

    Fit & Features

    • Almond-shaped toe
    • Lace-up design
    • Inner zipper closure
    • Ankle-high fit
    • Lug sole, block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1256

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Chic Faux Leather Booties

    Keep it chic with basic booties that complete your layered outfits. The booties feature an around the ankle fit, a pointed toe, a back zipper closure, and a low block heel. The booties are composed of a faux leather material. Complete look with a chunky oversized sweater and high waist jeans. 

    Fit & Features

    • Around the ankle fit
    • Pointed toe
    • Back zipper closure
    • Low block heel 
    • Faux leather material 

    Style Number/Barcode: 07403-1254

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Criss Cross Chic PVC Sandals

    Keep it chic with sandals that gave your look that finishing touch! The sandals feature an open back, clear PVC straps that criss-cross, and an open almond toe. The sandals are composed of a faux leather and PVC material. Complete look with mom jeans and a crop top.

    Fit & Features

    • Open back 
    • Clear PVC straps
    • Open almond toe 
    • Faux leather and PVC material 
    • Runs true to size

    Style Number/Barcode: 07404-0887

    Category Name: Women’s Shoes

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chrome Cutie Over The Knee Boots

    Level up your boot game with these chic boots that make a stylish impression! The boots feature an over-the-knee fit, an inner zipper closure, a pointed toe, and a sleek stiletto heel. The boots are composed of a faux patent leather material with a chrome finish. Complete look with an oversized sweater and high waist jeans.

    Fit & Features

    • Over the knee fit
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Faux patent leather, chrome finish
    • Runs true to size

    Style Number/Barcode: 07402-0728

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wish Come True Rhinestone Pumps

    Dreaming of a luxe look? These heels bring that dazzling shine to your one-of-a-kind formal outfits. The pumps feature an all-over rhinestone embellishment, closed-back, cutouts at the sides, a pointed toe, and a sleek stiletto heel.

    Fit & Features

    • Rhinestones
    • Closed-back 
    • Cutouts at the sides 
    • Pointed toe 
    • Stiletto heel 
    • Runs true to size

    Style Number/Barcode: 07401-3126

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Level Up Faux Suede Stiletto Heel Boots

    Level up your boot game with these stunners that make a stylish impression! The boots feature an over-the-knee fit, a trendy loop design, a pointed toe, and a sleek stiletto heel. The boots are composed of a faux suede material. Complete look with an oversized sweater and high waist jeans. 

    Fit & Features

    • Over the knee fit
    • Loop design 
    • Pointed toe
    • Stiletto heel
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0725

    Category Name: Women’s Shoes

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Babe Lug Sole Faux Suede Boots

    Make a bold impression with boots that bring that edgy glam to your look. The boots feature an over-the-knee fit, an almond toe, an inner zipper closure, a textured lug sole, a block heel, and a tie-back accent. The boots are composed of a faux suede material. Complete look with an oversized sweater and dainty rings.

    Fit & Features

    • Over the knee fit
    • Almond toe
    • Inner zipper closure
    • Textured lug sole
    • Block heel
    • Tie-back accent
    • Faux suede material, runs true to size

    Style Number/Barcode: 07402-0302

    Category Name: Women’s Shoes

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hitting The Mark Faux Suede Boots

    Hit the style mark with boots that complete your layered outfits! The boots feature an over-the-knee fit, an inner zipper closure, ruching, a pointed toe, and a block heel. The boots are composed of a faux suede material. Complete look with a chunky cable knit sweater and skinny jeans. 

    Fit & Features

    • Over the knee fit
    • Ruching 
    • Inner zipper closure
    • Pointed toe
    • Block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0750

    Category Name: Women’s Shoes

    Price: $12.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Headturner Over The Knee Boots

    Create a major head-turning moment with boots that dare to go bold! The boots feature an over-the-knee fit, an inner zipper closure, a pointed toe, and a sleek stiletto heel. The boots are composed of a faux patent leather material. Complete look with a faux leather catsuit and sleek hoops. 

    Fit & Features

    • Over the knee fit
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Faux patent leather material 
    • Runs true to size 

    Style Number/Barcode: 07402-0726

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Glam Faux Leather Block Heels

    Channel edgy glamour with heels that are part chic, part bold. The heels feature a closed-back, lace-up straps, an open square toe with a strap over the toe, and a block heel. The heels are composed of a faux leather material. Complete look with an LBD and rhinestone anklet.

    Fit & Features

    • Closed-back 
    • Lace-up straps
    • Open square toe, strap over the toe
    • Block heel
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3260

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Chic Platform Loafers

    These platform loafers bring autumn-ready, back-to-campus vibes with a chunky heel made for stomping through fallen leaves straight into class—or a coffee shop.

    Fit & Features

    • Chunky block heel
    • Square toe
    • Platform sole
    • Closed loafer silhouette
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000257

    Category Name: Women’s Shoes

    Price: $33.90

    Availability: In Stock

    Available Color: BLACK

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

  • Casual Cutie Faux Leather Block Heels

    Keep it cute and chic with heels that complement your casual and dressy outfits. The heels feature an open back, an adjustable ankle strap, an open square toe with a clear PVC strap over the toe, and a block heel. The heels are composed of faux leather material. Complete look with a moto jacket, bodysuit, and skinny jeans for a casual night out look. 

    Fit & Features

    • Open back
    • Adjustable ankle strap
    • Open square toe, clear PVC strap over the toe
    • Block heel 
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3165

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

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

    Lace-up in boots that will have you ready to take on the season! The boots feature an over-the-knee fit, a lace-up back, an inner zipper closure, an almond toe, and a low stacked block heel. The boots are composed of a faux suede material. Complete look with a plaid shacket and distressed jeans. 

    Fit & Features

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

    Style Number/Barcode: 07402-0303

    Category Name: Women’s Shoes

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Lug Sole Booties With Pouch

    Set a trend with these bold combat booties! The booties feature an around the ankle fit, an almond toe, an inner zipper closure, a lace-up front, a chunky lug sole. and a removable pouch. The booties are composed of a faux leather material and a faux fur interior lining. Complete look with biker shorts and a shacket.

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe
    • Removable pouch
    • Chunky lug sole
    • Faux leather material, faux fur interior lining
    • Runs true to size

    Style Number/Barcode: 07403-1298

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back To Basics Square Toe Block Heels

    Bring your look back to basics with heels that go with your most extra outfits! The heels feature a zippered back, an around the ankle strap, an open square toe with a strap over the toe, and a block heel. The heels are composed of a faux nubuck material. Complete look with a glitter knit dress and rhinestone bracelets.

    Fit & Features

    • Zippered back
    • Around the ankle strap
    • Open square toe, strap over the toe
    • Block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3017

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic And Sleek Block Heels

    Elevate your workwear looks with this pair of classic and sleek block heels. They feature an open almond-shaped toe with a strap, a thin ankle strap, a back zipper closure, and a short comfortable block heel. The patent faux leather material provides a chic sheen. Complete your outfits with a quilted crossbody purse.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap
    • Thin ankle strap
    • Back zipper closure
    • Short block heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3018

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitz and Glam Strappy Block Heels
    Sparkle all night long in this must-have pair of block heels! They feature glitter accents, a strappy design, and a block heel. Wear them with a bodycon dress and a clutch to dance the night away! 

    Fit & Features
    • Block heel
    • Glitter accents
    • Back zipper closure
    • Fits true to size

    Style Number/Barcode: 07401-2627

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall Vibes Over-The-Knee Stiletto Boots
    Channel those fall vibes in this super luxe pair of over-the-knee boots! They feature an almond toe, stiletto heel, and a platform. Wear them with a sweater dress for a cozy chic look.  

    Fit & Features
    • Almond toe
    • Stiletto heel
    • Platform
    • Fits true to size 

    Style Number/Barcode: 07402-0712

    Category Name: Women’s Shoes

    Price: $23.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Luxe Standard Rhinestone Stilettos

    Elevate your style to a luxe standard with rhinestone heels that bring major glam to your outfit! The heels feature an open back, an adjustable clear criss-cross ankle strap, a pointed toe with multiple clear straps. a rhinestone embellished stiletto heel. The heels are composed of a faux patent leather material. Complete look with a satin mini dress and clutch for a GNO! 

    Fit & Features

    • Open back 
    • Adjustable clear criss-cross ankle strap
    • Pointed toe
    • Multiple clear straps
    • Rhinestone stiletto heel
    • Faux patent leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3131

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Babe Over-The-Knee Stacked Heel Boots
    You'll be a major babe all day long in this pair of over-the-knee boots! They feature a lace-up back, an almond toe, and a stacked heel. Wear them with a bustier and distressed denim for a must-have look. 

    Fit & Features
    • Lace-up back
    • Almond toe
    • Stacked heel
    • Fits true to size 

    Style Number/Barcode: 07402-0714

    Category Name: Women’s Shoes

    Price: $15.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Need That Over-The-Knee Stacked Heel Boots
    Trust us, you need this chic pair of over-the-knee boots! It features a lace-up back detail, stacked heel, and an almond toe. Wear them with a leather skirt and crop top for total baddie vibes.

    Fit & Features
    • Stacked heel
    • Lace-up back detail
    • Almond toe
    • Fits true to size

    Style Number/Barcode: 07402-0713

    Category Name: Women’s Shoes

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • She's A Trendy Babe Faux Leather Heels

    Stay on trend with heels that take your look to the next level! The heels feature an open back, an adjustable ankle strap, an open square toe with a clear PVC strap, and a block heel. Complete look with a bustier and a faux leather mini skirt. 

    Fit & Features

    • Open back 
    • Adjustable ankle strap
    • Open square toe, clear PVC strap over the toe
    • Block heel 
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3164

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chrome Cutie Platform Heels

    Walk it out with these bold platform heels that give your look those diva vibes! The heels feature an open back, an adjustable ankle strap, a peep toe with a wide clear strap, a wide platform, and a block heel. The heels are composed of a faux patent leather material with a chrome finish. Complete look with a bodycon.

    Fit & Features

    • Open back 
    • Adjustable ankle strap
    • Peep toe, clear PVC strap
    • Wide platform 
    • Block heel 
    • Faux patent leather, chrome finish
    • Runs true to size

    Style Number/Barcode: 07401-3504

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Everday Chic Basic Block Heels

    Channel a chic look any day with basic block heels that go with dressy and casual outfits! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a strap over the toe, a wide platform, and a block heel. The heels are composed of a faux nubuck material. Complete look with a matching top and skirt set.

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Open almond toe, strap over the toe
    • Wide platform
    • Block heel
    • Faux nubuck material 
    • Runs true to size

    Style Number/Barcode: 07401-3180

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale