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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.

  • Faux Leather Square Toe Dainty Strap Stiletto Heels

    These dainty strap stiletto heels are perfect for adding to your workwear look! They feature a trendy square toe and a strappy design with a sleek stiletto heel. Pair these heels with a curve-hugging pencil skirt for an elevated work from home look.

    Fit & Features

    • Square toe
    • Dainty strappy design
    • Adjustable around the ankle strap
    • Open back
    • Stiletto heel
    • PU material


    Please be advised that these heels run one size too small.

    Style Number/Barcode: 07401-2500

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Nubuck Block Heel Sock Booties

    Amp up your fall wardrobe with these block heel sock booties! They feature a trendy pointed toe with a sturdy block heel and partial sock bootie design. Pair these with dark wash skinny jeans for a casual night out with the girls.

    Fit & Features

    • Pointed toe
    • Block heel
    • Partial sock bootie design at the ankle
    • Faux nubuck material

    Style Number/Barcode: 07403-0341

    Category Name: Women’s Shoes

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Basic Lug Slides

    These basic slides are perfect for lounging in with. The slides feature an easy-slip on design, a wide strap, and a textured lug sole. Complete look with a matching set.

    Fit & Features

    • Slip-on design 
    • Wide strap 
    • Textured lug sole

    Style Number/Barcode: 07408-0066

    Category Name: Women’s Shoes

    Price: $12.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stacked On Faux Suede Lug Sole Booties

    Stack on the style with booties that create chic head-turning moments! The booties feature a faux suede body with a lined pattern, a lace up front with small metal grommets, a lug sole, and a stacked block heel. Complete your chic layered look with a striped sweater and dark wash denim jeans. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front with small metal grommets
    • Faux suede material with line pattern
    • Almond toe
    • Faux leather Lug sole
    • Stacked blocked heel

    Style Number/Barcode: 07403-0370

    Category Name: Women’s Shoes

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Let's Be Clear PVC Patent Faux Leather Mules

    Now let's be clear -  these patent faux leather mules couldn't get any cuter! They feature a clear PVC wide band and a short block heel. Pair these mules with paper bag waist pants to elevate your work from home look.

    Fit & Features

    • Square toe
    • Clear PVC wide band
    • Short block heel
    • Patent faux leather material

    Style Number/Barcode: 07401-2456

    Category Name: Women’s Shoes

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stepping Up Clear Strap Mules

    Step up your heel game in mules that slay! This must-have pair features an open-almond toe with a clear strap over the toe, a narrow block heel, and a faux nubuck sole. Complete look with a ribbed midi dress. 

    Fit & Features

    • Open back 
    • Open-almond toe
    • Clear PVC strap over the toe
    • Thin block heel
    • Faux nubuck sole 

    Style Number/Barcode: 07401-2455

    Category Name: Women’s Shoes

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Triple Threat Faux Leather Stiletto Heels

    Bring triple the glamour in these sleek heels. The heels feature a closed-back, an adjustable ankle strap, and a triple strap design. Complete your look with a glitzy glitter mini dress. 

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Tripe-strap design 
    • Open-almond toe 

    Style Number/Barcode: 07401-2502

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ever So Edgy Lug Sole Heeled Boots

    Look ever so edgy in these chic lug sole heeled boots! They feature a trendy ankle sock detail and a sleek faux leather material. Pair these boots with distressed denim and a graphic tee to go hang with the squad.

    Fit & Features

    • Cotton ankle sock detail
    • Lug sole
    • Block heel
    • PU material

    Style Number/Barcode: 07403-0362

    Category Name: Women’s Shoes

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Style Croc Embossed Heeled Boots

    Yes babe, get that sleek style in these chic croc-embossed boots! They feature a trendy pointy toe and a thin heel with faux leather material. Pair these of the moment boots with an oversized tee and bikers shorts to get that it-girl look.

    Fit & Features

    • Below the knee design
    • Pointy toe
    • Thin block heel
    • Inner zipper closure
    • PU material
    • Croc-embossed print

    Style Number/Barcode: 07402-0205

    Category Name: Women’s Shoes

    Price: $20.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

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

    These over the knee faux suede boots are the essential shoe you need this fall season! They feature a trendy almond toe and a sturdy block heel. Wear these with a flirty flowy mini dress for a nice dinner out.

    Fit & Features

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

     

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

    Style Number/Barcode: 07402-0189

    Category Name: Women’s Shoes

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let Them Look Thigh High Boots

    Let them look, let them stare, because they are lovin' your style with those thigh-high boots babe! The boots feature a thigh-high fit, a gorgeous lace detailing and composed of a faux suede material. Complete your outfit with a sweater dress!

    Fit & Features

    • Thigh high fit
    • Almond toe
    • Low block heel
    • Lace back detailing
    • Inner zipper
    • Faux suede

    Style Number/Barcode: 07402-0168

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fierce Fashionista Over The Knee Block Heel Boots

    You'll be a fierce fashionista in these elongating over the knee boots! They feature a sturdy block heel and a fab allover leopard print. Pair these stylish boots with a stunning little black dress for a gorgeous look.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Block heel
    • Inner zipper closure
    • Tie back detail
    • Faux suede fabric
    • Allover leopard print

     

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

    Style Number/Barcode: 07402-0190

    Category Name: Women’s Shoes

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitter Goals Fishnet Stiletto Heel Booties

    Glow on girl in these chic booties that bring the glamour to your favorite outfits! The booties feature a glitter embellished fishnet body, a faux suede trim, and a stylish stiletto heel. Complete your look with a ribbed mini dress and rhinestone earrings. 

    Fit & Features

    • Around the ankle length
    • Zippered back 
    • Glitter fishnet body
    • Pointed toe 
    • Faux suede trim 
    • Stiletto heel 

    Style Number/Barcode: 07403-0373

    Category Name: Women’s Shoes

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Thigh-High Pointed Toe Stiletto Boots

    Stay ever so trendy in these of the moment thigh-high boots! They feature a pointed toe, sleek stiletto heel and an adorable allover bandana print. Pair these statement boots with a basic mini dress and a faux leather jacket for an edgy-chic vibe.

    Fit & Features

    • Thigh-high design
    • Pointed toe
    • Inner zipper closure
    • Stiletto heel
    • Allover bandana print

    Style Number/Barcode: 07402-0240

    Category Name: Women’s Shoes

    Price: $30.97 $60.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dual Tone Faux Leather Pointed Toe Booties

    These booties offer the best of both worlds! Layer up in booties that feature an around the ankle fit, a dual black and white tone, a pointed toe, and composed of a faux leather material. Complete look with a ribbed knit sweater and distressed skinny jeans. 

    Fit & Features

    • Around the ankle fit
    • Dual-tone, black and white
    • Pointed toe
    • Inner zipper closure
    • Faux leather material  

     

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

    Style Number/Barcode: 07403-0361

    Category Name: Women’s Shoes

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Destructed Denim Over The Knee Heeled Boots

    Give your look a trendy edge with these statement over the knee boots! They feature a denim material with major destructed detailing, a frayed hem and a pointed toe. Wear these boots with a basic mini dress to let your boots steal the show.

    Fit & Features

    • Over the knee design
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Distressed detailing
    • Frayed hem
    • Denim material

     

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

    Style Number/Barcode: 07402-0216

    Category Name: Women’s Shoes

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Back To Basics Faux Leather Ankle Booties

    A basic bootie is all you need to create chic layered outfits this season! These booties feature an ankle-high height, an on-trend pointed toe, an inner zipper closure for easy on-and-off wear, and a sturdy block heel. The bootie is composed of a faux leather material. Complete your look with a sweater dress and a crossbody bag!

    Fit & Features

    • Ankle-high height
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-0330

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Slay In Basic Faux Suede Booties

    Slay in basic booties this season! Dress up or dress down with these faux suede booties that bring the style to your outfits this season. The booties feature a pointed toe, a block heel, and a faux suede body. Complete your look with an off the shoulder sweater and a dainty charm necklace. 

    Fit & Features

    • Around the ankle fit
    • Pointed toe
    • Block heel
    • Faux suede material 
    • Back zipper closure 

     

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

    Style Number/Barcode: 07403-0327

    Category Name: Women’s Shoes

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Chic Vibe Over The Knee Block Heeled Boots

    Get such a chic vibe in these trendy over the knee boots! They feature a sturdy block heel and a cute tie back detail. Pair these faux suede boots with a flirty mini skirt to elongate your legs.

    Fit & Features

    • Over the knee design
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Tie back detail
    • Faux suede material

    Style Number/Barcode: 07402-0172

    Category Name: Women’s Shoes

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Playing It Cute Strappy Buckle Wedge Heels

    Elevate your style with these irresistible strappy wedge heels featuring an eye-catching buckle accent.

    Fit & Features

    • Wedge heel
    • Square toe
    • Strappy design, buckle accent
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07406-000020

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK, LEOPARD, WHITE

    Available Size: 6, 6.5, 5.5, 8, 8.5, 5, 7, 7.5, 10

    Product Badge:
    • Sale
  • Fashionable Fuzzy Banded Slippers

    Get a fashionable and cozy look in these adorable fuzzy slippers! They feature a slide-on banded design. Pair these with your fave loungewear for the perfect stay at home outfit.

    Fit & Features

    • Open toe
    • Two band design
    • Open back
    • Fuzzy material

    Style Number/Barcode: 07408-0040

    Category Name: Women’s Shoes

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Instant Classic Peep Toe Stilettos

    Create an instant classic moment in heels that bring all the style for your outfits! Perfect for creating chic workwear outfits, that take you to happy hour, these heels are a must. The heels feature a faux patent leather body, a peep toe, and a stiletto heel. Complete look with a ribbed midi dress and blazer. 

    Fit & Features

    • Peep toe
    • Faux patent leather body
    • Stiletto heel 
    • Closed-back 


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

    Style Number/Barcode: 07401-2460

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Fab Wrap-Around Block Heels

    You'll look oh so fab in these stylish wrap-around block heels! They feature a chic design with a cute tie back closure and a sturdy block heel. Pair these with a curve-hugging pencil skirt to elevate your workwear look.

    Fit & Features

    • Open almond toe
    • Wrap-around design
    • Tie back closure
    • Closed ankle
    • Block heel
    • Faux suede fabric

    Style Number/Barcode: 07401-2463

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Trendsetter Strappy Block Heels

    Become the major trendsetter of your squad in these stylish strappy block heels! They feature a clear toe strap and a wrap-around design with a tie back closure. Pair these heels with some high rise mom jeans for a casual-chic vibe.

    Fit & Features

    • Open almond toe
    • Clear PVC toe strap
    • Wrap-around design with tie back closure
    • Closed ankle
    • Block heel
    • Faux suede material

    Style Number/Barcode: 07401-2448

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free