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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 summer 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 Summer Flex

Scroll less and slay more with Windsor’s must-have summer 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.

  • The Right Knit Block Heel Booties

    These booties are the knit piece that you need for your layered outfit! The booties feature an around the ankle fit, an almond toe, a knit material body, and a short block heel. Complete look with a bodysuit and jeans. 

    Fit & Features

    • Around the ankle fit
    • Almond toe
    • Knit material body
    • Short block heel

    Style Number/Barcode: 07403-0538

    Category Name: Women’s Shoes

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute And Cozy Faux Suede Booties

    Look oh-so-cute and cozy in these adorable faux suede booties! They feature a trendy pointed toe, a faux sherpa detail, strap detailing with a buckle accent, and a stacked block heel. Pair these booties with skinny jeans and a chunky knit sweater for the perf winter-time look.

    Fit & Features

    • Above the ankle fit
    • Pointed toe
    • Stacked block heel
    • Inner zipper closure
    • Faux sherpa detail
    • Strap detailing with a buckle accent
    • Faux suede material

    Style Number/Barcode: 07403-1206

    Category Name: Women’s Shoes

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Suede Lace-Up Block Heel Booties

    Get an effortless, everyday stylish look in these block heel booties! They feature an ankle-high design with a pointed toe, a lace-up front, and a sturdy block heel. Pair these booties with denim for a casually chic vibe.

    Fit & Features

    • Ankle-high design
    • Pointed toe
    • Lace-up front
    • Block heel
    • Faux microsuede material

    Style Number/Barcode: 07403-0610

    Category Name: Women’s Shoes

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Cozy Faux Fur Slides

    Keep it so cozy in slides that bring the comfort! These must-have slides feature an open almond toe with a wide strap and composed of a faux material. Complete look with a matching lounge set. 

    Fit & Features

    • Easy slip-on design 
    • Open almond toe
    • Wide strap over the toe
    • Faux fur material 

    Style Number/Barcode: 07408-0049

    Category Name: Women’s Shoes

    Price: $11.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Cozy Leopard Print Slides

    Keep it so cozy in slides that bring the comfort! These must-have slides feature a leopard print, an open almond toe with a wide strap, and composed of a faux material. Complete look with a matching lounge set.

    Fit & Features

    • Leopard print
    • Easy slip-on design
    • Open almond toe
    • Wide strap over the toe
    • Faux fur material

    Style Number/Barcode: 07408-0050

    Category Name: Women’s Shoes

    Price: $11.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Fab Faux Suede Block Heel Booties

    Fall back on fab basics that complete your textured layered outfits. The booties feature an around the ankle fit, an almond toe, and a block heel. Complete the look with a cardigan and joggers for those low-key vibes. 

    Fit & Features

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


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

    Style Number/Barcode: 07403-0533

    Category Name: Women’s Shoes

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Babe Faux Suede Boots

    Bring it back to basics in boots that are pef for everyday! The boots feature a below the knee fit, a back tie accent, an almond toe, and composed of a faux suede material. Complete look with a ribbed mini dress and a moto jacket. 

    Fit & Features

    • Below the knee fit
    • Back tie accent
    • Inner zipper closure 
    • Almond toe
    • Faux suede material 

    Style Number/Barcode: 07402-0297

    Category Name: Women’s Shoes

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lace-Up Glam Faux Leather Booties

    Lace-up in these cute booties that are perf to dress up your looks in. The booties feature a lace-up front, an almond toe, and an inner zipper closure. The booties are composed of a faux leather material. Complete look with a bodysuit and mini skirt. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe
    • Low block heel
    • Inner zipper closure
    • Faux leather material 

    Style Number/Barcode: 07403-1225

    Category Name: Women’s Shoes

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Glitter Mesh Block Heels

    Add a gorgeous and glam touch to your look with these glitter mesh heels! They feature a square toe, a thin block heel, and an adjustable ankle strap. Pair these heels with a luxe velvet dress for a chic holiday look.

    Fit & Features

    • Open square toe
    • Toe strap
    • Thin block heel
    • Adjustable ankle strap
    • Closed back
    • Glitter mesh material

    Style Number/Barcode: 07401-2450

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Bold Move Stiletto Heels

    You'll make a bold, stylish move in these sleek stiletto heels! They feature a trendy pointed toe, a strappy design with stud detailing, and a sleek stiletto heel. Pair these pumps with a little black dress and layer on a faux leather jacket for an edgy-chic look.

    Fit & Features

    • Pointed toe
    • Strappy design with stud detailing
    • Closed back
    • Stiletto heel
    • Patent faux leather material

    Style Number/Barcode: 07401-2527

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Must-Have Square Toe Block Heels

    These faux microsuede heels are a major must-have you need in your closet! They feature a trendy square toe, a sleek thin block heel, and a thin adjustable ankle strap. Pair these heels with a form-hugging pencil skirt and a boyfriend blazer to elevate your workwear look.

    Fit & Features

    • Open square toe
    • Toe strap
    • Closed back
    • Adjustable ankle strap
    • Thin block heel
    • Faux microsuede material

    Style Number/Barcode: 07401-2449

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Vibes Chrome Short Stiletto Heels

    Get major glam vibes in these gorgeous chrome short stiletto heels! They feature an open almond toe, a toe strap with rhinestone detailing in a chic greek key design, and an adjustable ankle strap. Pair these heels with a glitter dress for the perf NYE 'fit!

    Fit & Features

    • Open almond toe
    • Toe strap
    • Rhinestone detailing in a greek key design
    • Adjustable ankle strap
    • Closed back with zipper closure
    • Short stiletto heel
    • Chrome faux patent leather

    Style Number/Barcode: 07401-2534

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trend Alert Over the Knee Faux Suede Boots

    Set it off in trendy boots that are perfect to style your layered outfits with. The boots feature an over the knee fit, an almond toe, a block heel. a back tie accent, and composed of a faux suede material. Complete look with a ribbed mini dress.

    Fit & Features

    • Over the knee fit
    • Almond toe
    • Back tie accent
    • Back zipper closure
    • Faux suede material 

    Style Number/Barcode: 07402-0265

    Category Name: Women’s Shoes

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Girl Peep Toe Stiletto Booties

    Yes girl, showcase your edgy side in these trendy stiletto booties! They feature a pointed peep toe, a lace-up front, a sleek stiletto heel, and a faux leather material. Pair these booties with your fave pair of skinny jeans to elongate your legs for a flattering silhouette.

    Fit & Features

    • Above the ankle design
    • Pointed peep toe
    • Lace-up front
    • Inner zipper closure
    • Stiletto heel
    • PU material

    Style Number/Barcode: 07403-1211

    Category Name: Women’s Shoes

    Price: $22.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Get Spotted Faux Fur Slippers

    Get spotted in these cute slippers that are all too cozy to lounge in. The slippers feature an open almond toe, a cow print, a wide strap over the toe, and composed of a faux fur material. Complete look with a matching lounge set. 

    Fit & Features

    • Slip-on design
    • Cow print
    • Open almond toe
    • Wide strap over the toe
    • Faux fur material 

    Style Number/Barcode: 07408-0052

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Making Moves Platform Block Heels

    Make some major style moves in these booties. The booties feature an around the ankle fit, a lace-up front, an almond toe with a wide platform, and a block heel. The booties are composed of a faux leather material. Complete look with a bodycon dress.

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe
    • Wide platform 
    • Block heel
    • Faux leather material 

    Style Number/Barcode: 07403-0618

    Category Name: Women’s Shoes

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Statement Snake Pumps

    Make a stylish statement in pumps that stun! The snake print heels feature a closed-pointed toe, a snake print, an adjustable ankle strap, and a block heel. Complete look with a LBD. 

    Fit & Features

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

    Style Number/Barcode: 07401-2608

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashionista Babe Snake Print Booties

    Elevate your look with booties that slay! These must-have booties feature an around the ankle fit, goring at each side, a snake print, a pointed toe, and a short block heel. Complete your look with a ribbed midi dress. 

    Fit & Features

    • Around the ankle fit
    • Goring at each side
    • Snake print
    • Pointed toe
    • Short block heel

    Style Number/Barcode: 07403-1215

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy Straps Faux Leather Lug Booties

    Strap up in chic booties that bring major attitude to your look. The booties feature an around the ankle fit, a multi-strap design, a front center closure, an inner zipper closure, an almond toe with lug platform, and a block heel. The booties are composed of a faux leather material. Complete look with a graphic tee.

    Fit & Features

    • Around the ankle fit
    • Front zipper closure
    • Inner zipper closure
    • Multi-strap design 
    • Almond toe
    • Lug platform
    • Block heel

    Style Number/Barcode: 07403-1223

    Category Name: Women’s Shoes

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feline Fierce Over the Knee Boots

    Strike a fierce impression in boots that slay! The boots feature an over the knee fit, a leopard print, a pointed toe, and a block heel. Complete look with a trendy romper. 

    Fit & Features

    • Over the knee fit
    • Pointed toe
    • Leopard print
    • Block heel 
    • Faux suede material 

    Style Number/Barcode: 07402-0256

    Category Name: Women’s Shoes

    Price: $22.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Country Threads Western Microsuede Cowboy Boots

    Flaunt your country threads in these western microsuede cowboy boots with trendy western-inspired stitch detailing and a stacked block heel. Complete the look with a cowboy hat.

    Fit & Features

    • 2.5" stacked block heel, 7.5" leg opening, 9.5" shaft height
    • Pointed toe
    • Western-inspired stitch detailing
    • Below the knee fit
    • Smooth microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-1128

    Category Name: Women’s Shoes

    Price: $45.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: 5.5

  • Stylish Vixen Snake Print Stiletto Heel Boots

    Vamp up your look with head-turning boots that command attention. The boots feature a below the knee fit, a snake print, a pointed toe, and a stiletto heel. The boots are composed of brushed faux leather material. The interior is lined and lightly padded for comfort. Complete the look with a ribbed mini dress. 

    Fit & Features

    • Below the knee fit
    • Snake print
    • Pointed toe
    • Stiletto heel
    • Brushed faux leather exterior
    • Lined, lightly padded

    Style Number/Barcode: 07402-0294

    Category Name: Women’s Shoes

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Greek Key Rhinestone Short Stiletto Heels

    Style up your night out look with these glam short stiletto heels! They feature an open almond toe, a toe strap with rhinestone detailing in a chic greek key design, and an adjustable ankle strap. Pair these heels with a little black dress for a gorgeous 'fit.

    Fit & Features

    • Open almond toe
    • Toe strap
    • Rhinestone detailing in a greek key design
    • Adjustable ankle strap
    • Closed back with zipper closure
    • Short stiletto heel
    • Smooth faux nubuck material

    Style Number/Barcode: 07401-2532

    Category Name: Women’s Shoes

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Must-Have Over The Knee Block Heel Boots

    These chic over the knee boots are a stylish must-have you need to have in your winter wardrobe! They feature a pointed toe with a short block heel, inner zipper closure, and a tie back detail at the top. Pair these boots with a sweater dress for an adorable look for a casual holiday party!

    Fit & Features

    • Over the knee design
    • Pointed toe
    • Short block heel
    • Inner zipper closure
    • Tie back detail
    • Faux microsuede material

    Style Number/Barcode: 07402-0261

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale