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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.

  • Tied With A Bow Rhinestone Heels

    Tie your look together with heels that bring the glitz. These adorable heels feature a triple row T-strap adorned with three bows and rhinestones, an adjustable ankle strap, an open almond toe, and a sleek stiletto heel. Complete look with a stunning midi dress. 

    Fit & Features

    • Adjustable ankle strap
    • Triple row T-strap design 
    • Three bows
    • Rhinestone embellished straps
    • Open almond toe
    • Stiletto heel 

    Style Number/Barcode: 07401-2519

    Category Name: Women’s Shoes

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's A Baddie Faux Leather Combat Boots

    These boots were made for a baddie look you, girl! The boots feature a mid-calf length, an inner zipper closure, lace-up front, and a lug sole. The boots are composed of a faux leather material. Complete your look with a moto jacket and skinny leg jeans.

    Fit & Features

    • Mid-calf length
    • Lace-up front 
    • Wide platform
    • Inner zipper closure
    • Lug sole
    • Faux leather material 

    Style Number/Barcode: 07403-0583

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Rhinestone Thong Strap Heels

    Bring the sparkle with heels that illuminate your outfit. These heels feature an asymmetrical adjustable ankle strap, an open almond toe, rhinestone embellished straps, and a clear strap over the toe. The heels are composed of a faux leather material. Complete look with a sleek LBD. 

    Fit & Features

    • Asymmetrical adjustable ankle strap
    • Open almond toe with thong strap accent
    • Rhinestone embellished straps
    • Clear PVC strap over the toe
    • Faux leather material 
    • Stiletto heel

    Style Number/Barcode: 07401-2508

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Delicately Dangerous Strappy Slingback Heels

    These chic heels were made for turning subtle into stunning. Perfect for dressy occasions when you want to make an entrance!

    Fit & Features

    • 3" Stiletto heels
    • Square toe
    • Sleek strappy knot design
    • Adjustable slingback ankle strap, buckle closure
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000334

    Category Name: Women’s Shoes

    Price: $34.90

    Availability: In Stock

    Available Color: GOLD

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8

  • Moment of Luxe Rhinestone Lace-Up Heels

    Create a luxe moment in heels that reflect glamour and glitz. The heels feature lace-up rhinestone and faux patent leather straps, a multi cross-strap design, an open almond toe, and a gorgeous rose gold-tone. Complete look with a LBD.

    Fit & Features

    • Lace-up straps
    • Rhinestones
    • Multi cross strap design
    • Open almond toe
    • Stiletto heel
    • Faux patent leather material

    Style Number/Barcode: 07401-2514

    Category Name: Women’s Shoes

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Diva Faux Suede and Rhinestone Heels

    Unleash your wild side in heels that keep it fierce and glam. The heels feature lace-up rhinestone and faux suede straps, a multi cross-strap design, an open almond toe, and leopard print. Complete look with a LBD.  

    Fit & Features

    • Lace-up straps
    • Rhinestones
    • Multi cross strap design 
    • Open almond toe
    • Stiletto heel
    • Faux suede material 

    Style Number/Barcode: 07401-2515

    Category Name: Women’s Shoes

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek and Glam Lace-Up Heels

    Keep it sleek and glam in heels that bring the glitz. The heels feature lace-up rhinestone and faux suede straps, a multi cross-strap design, an open almond toe, and a solid black hue. Complete look with a LBD.

    Fit & Features

    • Lace-up straps
    • Rhinestones
    • Multi cross strap design
    • Open almond toe
    • Stiletto heel
    • Faux suede material

    Style Number/Barcode: 07401-2513

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Clearly Chic Rhinestone Pointed Toe Pumps

    Clearly your outfit will be oh-so-chic in these pumps! They feature a clear PVC pointed toe and closed back with rhinestone detailing, a thin adjustable ankle strap, and a sleek stiletto heel. Pair these pumps with light wash distressed denim to dress up a casual 'fit.

    Fit & Features

    • Clear PVC pointed toe and closed back
    • Rhinestone detailing
    • Thin adjustable ankle strap
    • Stiletto heel

    Style Number/Barcode: 07401-2516

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On the Edge Faux Leather Lug Booties

    Bring the edge in booties that slay queen! The booties feature a mid-calf fit, goring on the exterior, an almond toe, lug sole, and a block heel. The booties are composed of a faux leather material. Complete look with a ribbed sweater and faux leather leggings. 

    Fit & Features

    • Mid-calf fit
    • Almond toe 
    • Goring accent on the exterior
    • Lug sole
    • Block heel
    • Faux leather material 


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

    Style Number/Barcode: 07403-0505

    Category Name: Women’s Shoes

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Trendy Moment Chunky Sneakers

    Have a major trendy moment in these cute chunky sneakers! They feature a lace-up front, a textured chunky sole, gold mesh material, and speckled detailing allover the sole. Pair these sneakers with some comfy biker shorts and an oversized graphic tee for an elevated everyday 'fit.

    Fit & Features

    • Round toe
    • Lace-up front
    • Gold mesh material
    • Holographic detail
    • Textured chunky sole with allover speckled detailing

    Style Number/Barcode: 07407-0184

    Category Name: Women’s Shoes

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • City Chic Stiletto Heel Booties

    Step out in these booties to make a stylish step on your next brunch date! These versatile booties feature a caged cutout design, an almond toe, and a sleek stiletto heel. The booties are composed of a faux nubuck material. Complete look with a curve-hugging bodycon dress.

    Fit & Features

    • Adjustable ankle strap with buckle 
    • Caged cutout design 
    • Almond toe
    • Platform 
    • Stiletto heel 
    • Faux nubuck material 

    Style Number/Barcode: 07403-0431

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly On Fleek Faux Leather Combat Boots

    Get your look on fleek, girl! These boots bring a chic edge to your outfit. The boots feature a mid-calf length, a lace-up front, and a clear lug sole. The boots are composed of a faux leather material. Complete outfit with a bomber jacket. 

    Fit & Features

    • Mid-calf fit
    • Lace-up front
    • Inner zipper closure
    • Round toe
    • Clear lug sole
    • Faux leather material 

    Style Number/Barcode: 07403-0581

    Category Name: Women’s Shoes

    Price: $22.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Zebra Print Faux Leather Stiletto Heels

    Let your wild side take center stage in these chic stiletto heels. The heels feature a trendy zebra print, a pointed toe, lace-up straps, and a sleek stiletto heel. The heels are composed of a faux leather material. Complete look with a sleek LBD

    Fit & Features

    • Zebra print
    • Pointed toe 
    • Lace-up straps 
    • Stiletto heel
    • Faux leather material 

    Style Number/Barcode: 07401-2495

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashionista Moment Faux Suede Platform Heels

    Let these heels help you create a fashionista-worthy moment to slay your night out outfits. The heels feature lace-up straps, criss-cross straps, an open almond toe with a wide platform, and a block heel. The heels are composed of faux suede material. Complete your look with a rhinestone bustier and faux leather mini skirt.

    Fit & Features

    • Open back
    • Lace-up straps
    • Open-Almond toe
    • Criss-cross straps
    • Wide platform
    • Block heel
    • Faux suede material

    Style Number/Barcode: 07401-2498

    Category Name: Women’s Shoes

    Price: $18.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Microsuede Lace-Up Boots

    Lace-up in boots that stun this season. These must-have boots feature an over-the-knee fit, a lace-up back, an almond toe, and a flat sole. The boots are composed of faux micro suede material. Complete look with a mini sweater dress and a dainty layered necklace. 

    Fit & Features

    • Almond toe
    • Over the knee length 
    • Lace-up back 
    • Flat sole
    • Faux mircrosude material 

    Style Number/Barcode: 07402-0236

    Category Name: Women’s Shoes

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Glam Faux Leather Rhinestone Pumps

    Bring on the glamour in these heels that radiate lots of glitz. The pumps feature mini rhinestones throughout, a pointy toe, and a sleek stiletto heel. The pumps are composed of a faux leather material. Complete look with a curve-hugging bodycon dress. 

    Fit & Features

    • Pump design
    • Pointy toe
    • Mini rhinestones throughout 
    • Stiletto heel
    • Faux leather material 

    Style Number/Barcode: 07401-2518

    Category Name: Women’s Shoes

    Price: $20.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slay In Faux Suede Lug Sole Booties

    Lace-up in faux suede booties this season to style with your favorite cardigans and high waist jeans. The booties feature an around the ankle fit, goring accent, lace-up front with mini D-rings, a stacked block heel and lug sole. 

    Fit & Features

    • Around the ankle fit
    • Goring panels
    • Lace-up front with mini D-rings
    • Inner zipper closure 
    • Stacked block heel
    • Lug sole
    • Faux suede material 

     

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

    Style Number/Barcode: 07403-0397

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wrapped In Elegance Poiny Heels

    Let your wild side take center stage in these chic stiletto heels. The heels feature a classic solid hue, a pointed toe, lace-up straps, and a sleek stiletto heel. The heels are composed of smooth nylon material Complete look with a sleek LBD

    Fit & Features

    • Solid hue
    • Pointed toe
    • Lace-up straps
    • Stiletto heel
    • Smooth nylon material

    Style Number/Barcode: 07401-2494

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Lace Up Combat Booties

    Bring some edge in combat booties that slay! The booties feature a lace-up front with metal grommets, a lug sole, and a statement stacked block heel. Complete your look with high waist jeans and a mesh top.

    Fit & Features

    • Around the ankle length
    • Inner zipper closure
    • Lace-up front with metal grommets
    • Almond toe 
    • Lug sole
    • Stacked block heel
    • Faux suede material

    Style Number/Barcode: 07403-0388

    Category Name: Women’s Shoes

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Buckle Detail Pointed Toe Booties

    These chic pointed toe booties will elevate your casual everyday look! They feature an ankle-high fit, a trendy buckle accent, and a sturdy block heel. Pair these booties with a ribbed knit sweater dress and layer on a cozy faux fur coat.

    Fit & Features

    • Ankle-high design
    • Pointed toe
    • Inner zipper closure
    • Buckle accent
    • Block heel
    • Faux suede material

     

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

    Style Number/Barcode: 07403-0331

    Category Name: Women’s Shoes

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous And Glam Rhinestone Heels

    Get a gorgeous and glam look in these trendy rhinestone heels! They feature an open almond toe with a wrap around the ankle strappy design and a sleek stiletto heel. Pair these shoes with a little black dress for a night out with the squad.

    Fit & Features

    • Open almond toe
    • Thin toe strap and clear center strap
    • Wrap around the ankle strappy design
    • Open back
    • Stiletto heel
    • Patent faux leather material with rhinestone detailing

    Style Number/Barcode: 07401-2512

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Faux Suede Stacked Heel Booties

    Rock a classic bootie this season to slay all your casual cold-weather outfits. The booties feature an around the ankle fit, an inner zipper closure, and a stacked block heel. Booties are composed of faux suede material. Complete look with a cozy cardigan and jeans.

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Almond toe
    • Stacked block heel
    • Faux suede material 

     

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

    Style Number/Barcode: 07403-0459

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chill Out and Fuzzy Faux Fur Slippers

    Keep it cozy in slippers that brings comfort for chilly days spent in. The slippers feature an easy-slip on design, a faux fur trim, and a closed toe. Complete your look with stylish matching separates.

    Fit & Features

    • Slip-on design
    • Faux fur trim
    • Closed almond-toe
    • Faux microsuede body

    Style Number/Barcode: 07408-0043

    Category Name: Women’s Shoes

    Price: $10.97 $17.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walk It Like You Slay It Snake Print Heels

    Instant upgrade, babe—these chain strap block heels do not play. The snake print adds bite to your 'fit, perfect for nights out or brunch flexes.

    Fit & Features

    • Block heel
    • Faux leather material, snake print
    • Open pointed toe
    • Toe strap with rhinestone chain detail
    • Thin adjustable ankle strap with buckle detail, closed back
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-000397

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SNAKE

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

    Product Badge:
    • Sale