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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 Suede Combat Booties With Pouch

    Set a trend with these bold combat booties! The booties feature an around the ankle fit, an almond toe, a faux suede body, a lace-up front, and a pouch. Complete look with biker shorts and a crop top.

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe
    • Pouch with double buckle accent
    • Low block heel
    • Chunky sole
    • Faux suede body

    Style Number/Barcode: 07403-0653

    Category Name: Women’s Shoes

    Price: $30.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glamorous Diva Stiletto Heels

    You'll be a stunning and glamorous diva when you accessorize with these stiletto heels! They feature a closed pointed toe with rhinestone embellishment, an open back, a faux fur ankle detail with a tie closure, and a stiletto heel. Pair these shoes with a cute mini dress and layer on a faux leather jacket for a night out.

    Fit & Features

    • Closed pointed toe
    • Rhinestone embellishment
    • Open back
    • Faux fur ankle detail with a tie closure
    • Stiletto heel

    Style Number/Barcode: 07401-2629

    Category Name: Women’s Shoes

    Price: $20.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Lace-Up Over The Knee Boots

    Get an effortlessly stylish vibe in these adorable over the knee boots! They feature an almond toe, a short flat heel, an inner zipper closure, and a trendy lace-up side detail. Pair these faux suede boots with a casual dress and a chic crossbody.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Short flat heel
    • Inner zipper closure
    • Lace-up side detail
    • Faux suede material

     

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

    Style Number/Barcode: 07402-0241

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Combat Booties With Pouch

    Set a trend with these bold combat booties! The booties feature an around the ankle fit, an almond toe, a faux leather body, a lace-up front, and a pouch. Complete look with biker shorts and a crop top. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe
    • Pouch with double buckle accent
    • Low block heel
    • Chunky sole
    • Faux leather body

    Style Number/Barcode: 07403-0636

    Category Name: Women’s Shoes

    Price: $30.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Move Pointed Toe Stiletto Pumps

    Make a bold and stylish move in these chic stiletto pumps! They feature a closed pointed toe, an adjustable ankle strap with a buckle detail, and a sleek stiletto heel. Pair these pumps with a faux leather mini skirt for an edgy vibe for a night out with the girls!

    Fit & Features

    • Closed pointed toe
    • Adjustable ankle strap
    • Buckle detail
    • Closed back
    • Stiletto heel
    • Patent PU material

    Style Number/Barcode: 07401-2558

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Posh Pointed Toe Stiletto Pumps

    Complete your chic look with these posh stiletto pumps! They feature a closed pointed toe, an adjustable ankle strap with a buckle detail, and a sleek stiletto heel. Pair these pumps with a curve-hugging midi skirt and a trendy blazer.

    Fit & Features

    • Closed pointed toe
    • Adjustable ankle strap
    • Buckle detail
    • Closed back
    • Stiletto heel
    • Faux microsuede material

    Style Number/Barcode: 07401-2563

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Chrome Rhinestone Block Heels

    Glam up your night out look with these chic chrome block heels! They feature an open almond toe, three straps with rhinestone embellishment, and a small block heel. Pair these gorgeous shoes with a rhinestone dress for major sparkle.

    Fit & Features

    • Open almond toe
    • Three straps with rhinestone embellishment
    • Small block heel
    • Back zipper closure
    • Chrome finish

    Style Number/Barcode: 07401-2557

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic And Polished Pearl Satin Block Heels

    The kind of heels that take you from “just cute” to “can’t look away” in one step. With faux pearl embellished straps and a sleek block heel, they’re a dream for bridal celebrations and birthday soirees!

    Fit & Features

    • 3" Block heel
    • Square toe
    • Faux pearl embellished straps
    • Adjustable ankle strap with buckle closure
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-000343

    Category Name: Women’s Shoes

    Price: $35.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: 7, 7.5, 8, 9, 10

    Product Badge:
    • Best Seller
  • Rhinestone Romance Glitter Mesh Block Heels

    Fall head over heels for these gorgeous and glam block-heel shoes! They feature an open glitter mesh almond toe, a rhinestone toe strap, and a velcro ankle strap on a closed back. The shoes are composed of a glitter mesh material with all-over rhinestone embellishment. Pair these heels with a little black dress to bring some sparkle to your look.

    Fit & Features

    • Open glitter mesh almond toe
    • Rhinestone toe strap
    • Velcro rhinestone ankle strap
    • Closed ankle
    • Block heel
    • Runs true to size

    Style Number/Barcode: 07401-2560

    Category Name: Women’s Shoes

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Bling Rhinestone Block Heels

    Bring the major bling in these glam block heels. They feature an open almond toe with a toe strap, a velcro ankle strap, a closed back, and a sturdy block heel. The shoes have all-over rhinestone embellishment for a sparkly vibe. Pair these heels with a little black dress and rhinestone statement earrings.

    Fit & Features

    • Open almond toe
    • Toe strap
    • Velcro ankle strap
    • Closed back
    • Block heel
    • Rhinestone embellishment

    Style Number/Barcode: 07401-2559

    Category Name: Women’s Shoes

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Suede Knee-High Block Heel Boots

    Elevate your everyday casual style with these chic faux suede boots! They feature a knee-high design with a trendy pointed toe, inner zipper closure, block heel, and a slouched look. Pair these boots with a basic bodysuit and a plaid mini skirt.

    Fit & Features

    • Knee-high design
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Slouched design
    • Faux suede material

    Style Number/Barcode: 07402-0243

    Category Name: Women’s Shoes

    Price: $19.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Vibes Sherpa Lined Wedge Heel Boots

    Channel those cozy vibes in these boots that are perf to go with your cold-weather outfits. The boots feature a sherpa-lined cuff, a below the knee fit, an inner zipper closure, an almond toe, and a wedge heel. The boots are composed of faux suede material. Complete your look with a plaid mini skirt and cozy cardigan.

    Fit & Features

    • Below the knee fit
    • Sherpa lined cuff
    • Inner zipper closure 
    • Almond toe
    • Wedge heel
    • Faux suede material 

    Style Number/Barcode: 07402-0272

    Category Name: Women’s Shoes

    Price: $24.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Babe Faux Suede Block Heel Booties

    Rock a basic bootie to slay your layered outfits! The booties feature an around the ankle fit, an almond toe, a block heel, and composed of a faux suede material. Complete your look with a cardigan and a plaid skirt. 

    Fit & Features

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

    Style Number/Barcode: 07403-0396

    Category Name: Women’s Shoes

    Price: $17.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzling Diva Rhinestone Platform Block Heels

    Yes babe, showcase a dazzling look like the fashion diva you are in these glam heels! They feature an open almond toe, a clear PVC toe strap, a chrome adjustable ankle strap, a tall platform, and a block heel. The heels are embellished with rhinestones to add major sparkle. Pair these heels with a gorgeous rhinestone dress to really bring the bling to your party.

    Fit & Features

    • Open almond toe
    • Clear PVC toe strap
    • Chrome adjustable ankle strap
    • Open back
    • Platform
    • Block heel
    • Rhinestone embellishment

    Style Number/Barcode: 07401-2550

    Category Name: Women’s Shoes

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trend Stunner Snake Print Pumps

    Stay on trend with snake print pumps that elevate your outfit. The pumps feature a closed-back, an adjustable ankle strap, a pointed toe, and a block heel. The heels are composed of faux leather material. Complete your look with a ribbed mini dress and a moto jacket. 

    Fit & Features

    • Snake print
    • Adjustable ankle strap
    • Pointed toe
    • Block heel
    • Faux leather material 

    Style Number/Barcode: 07401-2607

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

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

    Bring some edge to your look with these booties that slay! The booties feature an around the ankle fit, goring at the sides, an almond toe, a stacked block heel, and a lug platform. The booties are composed of a faux leather material.  Complete your look with a graphic tee shirt and a mini skirt. 

    Fit & Features

    • Around the ankle fit
    • Almond toe
    • Stacked block heel
    • Lug platform
    • Faux leather material 

    Style Number/Barcode: 07403-0522

    Category Name: Women’s Shoes

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Glam Platform Block Heels

    Bring the glam with rhinestone heels that showcase your luxe style! The heels feature an open back, an open almond toe with clear PVC strap, and a rhinestone embellished platform and block heel. The heels are composed of a faux suede material. Complete your look with a glitter mini dress for a GNO! 

    Fit & Features

    • Open back 
    • Adjustable ankle strap
    • Open almond toe with clear PVC strap
    • Rhinestones
    • Platform 
    • Block heel
    • Faux suede material 

    Style Number/Barcode: 07401-2551

    Category Name: Women’s Shoes

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lace Up Peep Toe Stiletto Heel Booties

    Lace-up in these booties that keep your look on point! The booties feature an around the ankle fit, a lace-up front, a peep toe, a sleek stiletto heel, and composed of a Lyrca-like material. Complete look with a ribbed mini dress and a moto jacket.

    Fit & Features

    • Around the ankle fit 
    • Lace-up front
    • Peep toe
    • Stiletto heel
    • Lyrca-like material 

    Style Number/Barcode: 07403-0679

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Fur Embroidered Butterfly Slippers

    Keep it fluttery in these cozy slippers! The slippers feature an easy slip-on design, a solid hue, and a wide band with an embroidered butterfly design. Complete look with a matching lounge set.

    Fit & Features

    • Slip-on design
    • Solid hue
    • Open almond toe
    • Wide strap over the toe
    • Embroidered butterfly design
    • Faux fur material

    Style Number/Barcode: 07408-0071

    Category Name: Women’s Shoes

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie Dye Faux Fur Butterfly Slides

    Keep it fluttery in these cozy slides! The slides feature an easy slip-on design, a tie-dye print, and a wide band with butterfly embellishments. Complete look with a matching lounge set.

    Fit & Features

    • Slip-on design
    • Tie-dye print
    • Open almond toe
    • Wide strap over the toe
    • Butterfly embellishments on strap
    • Faux fur material 

    Style Number/Barcode: 07408-0072

    Category Name: Women’s Shoes

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam It Up Faux Leather Quilted Combat Booties

    Glam it up in these booties that bring major style! The booties feature an around the ankle fit, a lace-up front, a quilted body, and a lug sole. The booties are composed of a faux leather material. Complete your look with a ribbed mini dress and a moto jacket.

    Fit & Features

    • Around the ankle fit
    • Almond toe
    • Lace-up front
    • Inner zipper closure
    • Quilted body
    • Lug sole
    • Faux leather material 

     

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

    Style Number/Barcode: 07403-0524

    Category Name: Women’s Shoes

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy and Chic Nylon Puffer Booties

    Keep it cozy and chic in trendy booties that are perf for your cold-weather outfits. The booties feature an around the ankle fit, a lace-up front, a padded nylon body, an almond toe, and a lug sole. Complete look with a sweater and beanie.

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe
    • Padded nylon body
    • Lug sole
    • Low block heel

    Style Number/Barcode: 07403-0512

    Category Name: Women’s Shoes

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake-Embossed Faux Leather Block Heel Booties

    Style up your casual 'fit with these chic block heel booties! They feature an above the ankle design with a trendy V cut, a pointed toe, sturdy block heel, and inner zipper closure. The booties are composed of a smooth PU material with a snake-embossed print on the back and the heel. Pair these booties with a graphic tee and mom jeans.

    Fit & Features

    • Above the ankle design with a V cut
    • Pointed toe
    • Block heel
    • Inner zipper closure
    • PU material
    • Black Booties: large snake-embossed print
    • White Booties: small snake-embossed print

    Style Number/Barcode: 07403-0519

    Category Name: Women’s Shoes

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow Baby Glow Glitter Low Block Heels

    Glow on, babe in heels that bring the glamour! The glitter heels feature a closed-back, an adjustable ankle strap, an open almond toe with a single strap over the toe, and a low block heel. Complete look with a bodysuit and mini skirt.

    Fit & Features

    • Glitter mesh material
    • Closed-back
    • Adjustable ankle strap
    • Open almond toe 
    • Single strap over the toe
    • Low block heel

    Style Number/Barcode: 07401-2619

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free