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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.

  • Casual And Chill Strappy Sandals

    Keep your everyday summer look casual and chill with these cute sandals. They feature an open round toe, a triple strap design with an adjustable ankle strap, and a comfortable flat rubber sole. Style these sandals with a basic tee and denim shorts.

    Fit & Features

    • Open round toe
    • Triple strap design
    • Adjustable ankle strap, buckle detail
    • Flat rubber sole
    • Runs true to size

    Style Number/Barcode: 07404-0844

    Category Name: Women’s Shoes

    Price: $7.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Retro-Chic Platform Heels

    Get those on-trend retro-chic vibes with these fab platform heels! They feature an open almond-shaped toe, a wide toe strap, a thin adjustable ankle strap, a platform, and a tall block heel. Style these shoes with a cute jumpsuit.

    Fit & Features

    • Open almond-shaped toe
    • Wide toe strap
    • Thin adjustable ankle strap, buckle detail
    • Platform, block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3306

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Vibes Faux Leather Strap Sandals

    Channel those basic vibes to nail down a lowkey look! The sandals feature an open back, a wide adjustable ankle strap, an open almond toe with a wide strap over the toe, and composed of a faux leather material. Complete look with a romper and dainty rings. 

    Fit & Features

    • Open back 
    • Adjustable ankle strap
    • Open almond toe, strap over the toe
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07404-0863

    Category Name: Women’s Shoes

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow Getter Rhinestone Platform Heels

    Create a glowing impression with glitzy heels that illuminate your look! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a rhinestone strap over the toe, a rhinestone platform, and a rhinestone block heel. Complete look with an LBD. 

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Open almond toe, strap over the toe
    • Rhinestone platform
    • Rhinestone block heel
    • Faux patent leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3364

    Category Name: Women’s Shoes

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild And Fab Snake Cork Wedges

    Keep it wild and fab with wedges that make a one-of-a-kind statement! The wedges feature an open back, snake print straps, adjustable ankle strap, asymmetrical strap, an open almond toe with a strap over the toe, and a cork wedge with an espadrille trim. Complete look with a crop top and distressed jeans.

    Fit & Features

    • Open back 
    • Snake print
    • Adjustable ankle strap
    • Asymmetrical strap
    • Open almond toe, strap over the toe
    • Cork wedge, espadrille trim 
    • Runs true to size

    Style Number/Barcode: 07406-0286

    Category Name: Women’s Shoes

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Faux Suede Platform Heels

    Take your look to the next level with chic platforms that make a bold statement! The heels feature an open back, an adjustable ankle strap with a large buckle, an open almond toe, criss-cross straps over the toe, a wide platform, and a block heel. The heels are composed of faux suede material. Complete look with a crop top and skirt set.

    Fit & Features

    • Open back 
    • Adjustable ankle strap, large buckle
    • Open almond toe
    • Criss-cross straps over the toe
    • Wide platform
    • Block heel
    • Faux suede material, runs true to size

    Style Number/Barcode: 07401-3351

    Category Name: Women’s Shoes

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Extra Strappy Stiletto Heels

    Keep it so extra with heels that bring the drama! The heels feature an open back, an adjustable ankle strap, an open almond toe, a double row of slim straps over the toe, and a sleek stiletto heel. The heels are composed of a faux nubuck material. Complete look with an LBD for that bachelorette weekend!

    Fit & Features

    • Open back 
    • Adjustable ankle strap
    • Open almond toe
    • Double row of slim straps over the toe
    • Stiletto heel
    • Faux nubuck material 
    • Runs true to size

    Style Number/Barcode: 07401-3369

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Style Triple Strap Sandals

    Showcase your effortless style with sandals that are perf for your casual outfits! The sandals feature an open back, a wide adjustable ankle strap, a triple-row strap design, and an open almond toe. Complete look with a romper and dainty rings. 

    Fit & Features

    • Adjustable ankle strap 
    • Triple-row strap design 
    • Open almond toe
    • Rubber sole
    • Runs true to size

    Style Number/Barcode: 07404-0843

    Category Name: Women’s Shoes

    Price: $7.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Floral Glam Square Toe Sandals

    Bring the romance with glam sandals that will make a charming impression! The sandals feature a slip-on design, an open almond toe, and a floral petal embellished strap over the toe. Complete look with a floral mini dress and a chunky chain link necklace. 

    Fit & Features

    • Open back 
    • Slip-on design
    • Open almond toe 
    • Floral petal embellished strap over the toe 

    Style Number/Barcode: 07404-0892

    Category Name: Women’s Shoes

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casually Glam Espadrille Platform Sandals

    Keep it casually glam with stylish sandals that are perf for keeping it lowkey! The sandals feature an open back, wide criss-cross ankle straps, an open almond toe with strap over the toe, and an espadrille platform. Complete look with a high-low floral dress and gold huggies.

    Fit & Features

    • Open back
    • Wide criss-cross ankle straps
    • Open almond toe, strap over the toe
    • Espadrille platform
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07404-0922

    Category Name: Women’s Shoes

    Price: $7.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Stylish Strappy Wedges

    Hey babe, keep your summer look stylish and on-trend with these strappy wedges. They feature an open round toe, a thin asymmetrical strappy design with an adjustable heel strap, and a cork wedge with an espadrille trim detail. Pair these wedges with your fave sundress.

    Fit & Features

    • Open round toe
    • Thin asymmetrical strappy design
    • Adjustable heel strap, buckle detail
    • Cork wedge, espadrille trim
    • Runs true to size

    Style Number/Barcode: 07406-0281

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Resort Ready Eyelet Linen Platform Block Heels

    Elevate your spring-to-summer looks in these eyelet linen platform block heels, perfect for a resort vacation or weekend event.

    Fit & Features

    • Block heel
    • Square toe, criss cross toe strap
    • Platform sole
    • Luxe fit cushioned insole
    • Adjustable ankle strap, buckle closure
    • Eyelet linen material
    • Runs true to size

    Style Number/Barcode: 07401-5274

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glamour Chic Faux Leather Quilted Slides

    Keep it glam with luxe slides that dress up your casual outfits! The slides feature an easy slip-on design, an open square toe, and a quilted wide strap over the toe. The slides are composed of a faux leather material. Complete look with a matching top and skirt. 

    Fit & Features

    • Slip-on design 
    • Open square toe
    • Quilted wide strap over the toe
    • Faux leather
    • Runs true to size

    Style Number/Barcode: 07404-0772

    Category Name: Women’s Shoes

    Price: $7.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Diva Rhinestone Platform Heels

    You'll be a total glam diva as you strut in style in these gorgeous heels! They feature a closed-back, an adjustable ankle strap, an open almond toe with a rhinestone strap over the toe, a rhinestone platform, and a rhinestone block heel. Pair these chrome heels with your fave little black dress.

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Open almond toe, strap over the toe
    • Rhinestone platform
    • Rhinestone block heel
    • Chrome finish
    • Runs true to size

    Style Number/Barcode: 07401-3367

    Category Name: Women’s Shoes

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Studded Style Wide Band Sandals

    Add some studs to your style with these chic sandals! The sandals feature an open back, an open almond toe, a wide strap over the toe, and studded nailhead trim. Complete look with a bodysuit and high waist jeans.

    Fit & Features

    • Open back
    • Open almond toe
    • Wide strap over the toe
    • Studded nailhead trim
    • White and Tan composed of faux leather
    • Cheetah composed of faux microsuede

    Style Number/Barcode: 07404-0731

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic And Chic Low Block Heels

    These low block heels have a basic design yet are oh-so-chic! They feature an open almond toe, a toe strap, a thin adjustable ankle strap with a buckle detail, and a short block heel. Style these shoes with a bodysuit and paper bag pants for an elevated everyday look.

    Fit & Features

    • Open almond toe
    • Toe strap
    • Thin adjustable ankle strap, buckle detail
    • Low block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07401-2899

    Category Name: Women’s Shoes

    Price: $14.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Criss-Cross Thin Block Heels

    Bring it back to basics with chic strappy heels that add the finishing touch to any look! The heels feature an open back, an adjustable cross-strap, an open square toe with a strap over the toe, and a narrow block heel. The heels are composed of a faux leather material. Complete look with a bodycon and clutch. 

    Fit & Features

    • Open back 
    • Adjustable cross-strap
    • Open square toe, strap over the toe
    • Narrow block heel
    • Faux leather material 

    Style Number/Barcode: 07401-2936

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Chic Espadrille Platform Sandals

    Keep it casually chic with stylish sandals that are perf for keeping it lowkey! The sandals feature an open back, wide criss-cross ankle straps, an open almond toe with strap over the toe, and an espadrille platform. Complete look with a high-low floral dress and gold huggies. 

    Fit & Features

    • Open back
    • Wide criss-cross ankle straps
    • Open almond toe, strap over the toe
    • Espadrille platform
    • Faux leather
    • Runs true to size

    Style Number/Barcode: 07404-0923

    Category Name: Women’s Shoes

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fierce And Fab Leopard Print Sandals

    Keep your summertime look fierce and fab with these trendy sandals. They feature an open round toe, a toe strap and adjustable ankle strap with a leopard print design, and a flat sole. Style these sandals with a casual dress.

    Fit & Features

    • Open round toe
    • Toe strap, adjustable ankle strap, circular buckle detail
    • Leopard print
    • Runs true to size

    Style Number/Barcode: 07404-0941

    Category Name: Women’s Shoes

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Studded Strappy Sandals

    These cute strappy sandals have a chic studded design that is so on-trend! They feature an open round toe, a toe strap, an adjustable ankle strap, a flat sole, and a stylish studded trim. Wear these sandals with your fave casual dresses.

    Fit & Features

    • Open round toe
    • Toe strap
    • Adjustable ankle strap, buckle detail
    • Flat sole
    • Studded trim
    • Runs true to size

    Style Number/Barcode: 07404-0845

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Style Faux Suede Sandals

    Wrap yourself in stylish sandals this season for that next weekend getaway! The sandals feature wrap-around straps, an open almond toe with toe loop strap, and a flat footbed. The sandals are composed of a faux suede material. Complete look with a romper and hoops. 

    Fit & Features

    • Wrap around straps
    • Open almond toe 
    • Toe loop strap
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07404-0942

    Category Name: Women’s Shoes

    Price: $7.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Moment Clear Heel Mules

    Hey babe, have a chic and stylish moment in these clear heel mules! They feature an open almond-shaped toe, a thin strappy design, and a lucite block heel. Pair these mules with a cute blouse and mom jeans to elevate the look.

    Fit & Features

    • Open almond-shaped toe
    • Thin strappy design
    • Lucite block heel
    • Runs true to size

    Style Number/Barcode: 07401-2749

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual And Trendy Strappy Sandals

    These casual and trendy sandals are perf for the summer season. They feature an open square-shaped toe, a multi-colored strappy design with leopard print and croc-embossed details, and a flat sole. Style these sandals with a basic tee and denim shorts.

    Fit & Features

    • Open square-shaped toe
    • Multi-colored strappy design
    • Leopard print and croc-embossed details
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-0940

    Category Name: Women’s Shoes

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Stylish Strappy Sandals

    Simple and stylish, these faux leather sandals are the perfect pair for summer. They feature an open round toe, a thin strappy design, and a flat sole. Wear these sandals with denim shorts.

    Fit & Features

    • Open round toe
    • Thin strappy design
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-0939

    Category Name: Women’s Shoes

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale