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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.

  • Trendsetting Queen Heeled Mules

    Yes babe, reign in your status as a trendsetting queen in these adorable mules! They feature an open almond toe, a toe strap with a quilted design, an open back, and a low block heel. Complete your look with a chic crop top and a denim mini skirt.

    Fit & Features

    • Open almond toe
    • Toe strap with a quilted design
    • Open back
    • Low block heel
    • PU material
    • Runs true to size

    Style Number/Barcode: 07401-2724

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Staple Faux Nubuck Peep Toe Booties

    Make these booties a classic staple in your wardrobe! The booties feature an open-back, an around the ankle fit, an inner zipper closure, a peep toe, and a block heel. The booties are composed of a faux nubuck material. Complete look with a ribbed knit mini dress. 

    Fit & Features

    • Around the ankle fit
    • Open back 
    • Inner zipper closure
    • Peep toe
    • Block heel 
    • Faux nubuck material 

    Style Number/Barcode: 07403-1209

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wrapped In Glam Faux Suede Block Heels

    Wrap yourself with luxe heels that elevate your style The heels feature a wrap-around strap design, an open almond toe with a single strap over the toe, and a block heel. The heels are composed of a faux suede material. Complete look with a floral mini dress and handbag.

    Fit & Features

    • Wrap-around strap design 
    • Open almond toe 
    • Single strap over the toe
    • Block heel 
    • Faux suede material 

    Style Number/Barcode: 07401-2688

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stud On Em' Studded Pumps

    Strut it out in stylish pumps that elevate your outfits to the next level of glam! The heels feature a closed-back, an adjustable cross-strap design with embellished studs, a pointy toe with embellished studs, and a sleek stiletto heel. The pumps are composed of a faux patent leather material. Complete look with a pencil skirt and blouse. 

    Fit & Features

    • Closed-back
    • Adjustable cross-strap design 
    • Studs
    • Pointy toe
    • Stiletto heel
    • Faux patent leather material

    Style Number/Barcode: 07401-2709

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Clearly On-Trend Denim Lucite Heels

    Step up your style with these trendy lucite heels! They feature an open almond toe, a clear toe strap, an adjustable clear ankle strap, an open back, a denim sole, and a lucite heel with denim detail. Pair these chic shoes with a graphic tee and black skinny jeans.

    Fit & Features

    • Open almond toe with a toe strap
    • Adjustable ankle strap
    • Open back
    • Denim sole
    • Lucite heel with denim detail
    • Clear PVC straps
    • Runs true to size

    Style Number/Barcode: 07401-2698

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Elevated Style Faux Leather Stiletto Mules

    Have a chic elevated style when you pair your trendy 'fits with these adorable faux leather mules! They feature an open square toe, a wide toe strap with a woven design, an open back, and a short stiletto heel. Complete your look with a corset top and mom jeans.

    Fit & Features

    • Open square toe
    • Wide toe strap
    • Woven design
    • Open back
    • Short stiletto heel
    • PU material
    • Runs true to size

    Style Number/Barcode: 07401-2720

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Quilted Faux Leather Stiletto Mules

    Level up your outfits with these stylish faux leather mules! They feature an open square toe, a wide toe strap with a trendy quilted design, an open back, and a short stiletto heel. Complete your look with a crop top and a denim mini skirt.

    Fit & Features

    • Open square toe
    • Wide toe strap
    • Quilted design
    • Open back
    • Short stiletto heel
    • PU material
    • Runs true to size

    Style Number/Barcode: 07401-2721

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glitter Goals Embellished Jelly Sandals

    Elevate your glam status in these adorable glitter jelly sandals! They feature a T-strap design with a silver chrome strap, iridescent gemstone embellishment, an adjustable ankle strap, and a flat sole. Pair these trendy sandals with a skater dress and earrings for a pretty party look.

    Fit & Features

    • T-strap design
    • Silver chrome straps
    • Iridescent gemstone embellishment
    • Adjustable ankle strap
    • Flat sole
    • Glitter PVC material

    Style Number/Barcode: 07404-0682

    Category Name: Women’s Shoes

    Price: $7.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Dose Of Glam Clear Mules

    Bring double the glam with mules that slay! The mules feature an open back, a double row of clear straps, a square toe, and a clear lucite block heel. Complete the look with a ruffled mini dress. 

    Fit & Features

    • Open back 
    • Double row of clear straps
    • Square toe 
    • Clear lucite block heel
    • Faux leather material

    Style Number/Barcode: 07401-2703

    Category Name: Women’s Shoes

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Lug Sole Block Heels

    These heels are part edgy, part glam! They feature an adjustable ankle strap, an open almond toe with a single strap over the toe, a lug sole, and a block heel. The heels are composed of faux leather material. Complete look with a faux leather mini skirt and crop top. 

    Fit & Features

    • Adjustable ankle strap 
    • Open almond toe
    • Single strap over the toe
    • Lug sole
    • block heel 
    • Faux leather material 

    Style Number/Barcode: 07401-2704

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Suede Lace Up Block Heels

    Lace up in these chic block heels that bring the charm to your look. The heels feature lace-up straps, an open almond toe, criss-cross straps at the toe, and a block heel. The heels are composed of a faux suede material. Complete look with a floral mini dress.

    Fit & Features

    • Lace-up straps
    • Open almond toe
    • Criss-cross straps at the toe
    • Block heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-2702

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked On Basics Platform Sandals

    Stack on the style with these cute platform sandals! Perfect for those warmer days spent at a weekend getaway or for a casual BBQ. The sandals feature an open almond toe, a single strap over the toe, an adjustable ankle strap, and a platform sole with a foam-like insole. Complete look with a ruffled mini dress. 

    Fit & Features

    • Open almond-toe
    • Single strap over the toe
    • Adjustable ankle strap
    • Platform sole
    • Foam-like insole
    • Faux leather material 

    Style Number/Barcode: 07404-0579

    Category Name: Women’s Shoes

    Price: $12.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Blooming Beauty Floral Lace Up Booties

    Let your beauty bloom with booties that bring the romance. The booties feature an around the ankle fit, a lace-up front, a floral print, a pointed toe, and a stiletto heel. Complete look with skinny jeans and bustier. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Floral print
    • Pointed toe 
    • Stiletto heel

    Style Number/Barcode: 07403-1237

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Trendsetter Block Heels

    You're always on top of the latest trends, and these chic block heels are no exception! They feature an open almond toe, a toe strap, a thin ankle strap, a closed-back with a zipper, and a sturdy block heel. Style these heels with light-wash mom jeans and a floral blouse for the perf outfit.

    Fit & Features

    • Open almond toe
    • Toe strap
    • Ankle strap
    • Closed-back with a zipper
    • Block heel
    • PU material
    • Runs true to size

    Style Number/Barcode: 07401-2673

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Clear And Chic PVC Mules

    Keep it clear and chic with mules that match all your cute outfits. The mules feature an open back, a clear PVC strap, a square toe with a clear strap over the toe, and a lucite block heel. Complete look with a ribbed bodycon. 

    Fit & Features

    • Open back 
    • Clear PVC strap
    • Square toe
    • Clear strap over the toe
    • Lucite block heel

    Style Number/Barcode: 07401-2686

    Category Name: Women’s Shoes

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Criss Cross Block Heels

    Create a glam moment with heels that complete all your favorite outfits. The heels feature an adjustable ankle strap, sleek criss-cross straps over the toe, a trendy square toe, and a block heel. The heels are composed of a faux leather material. Complete look with a floral maxi dress. 

    Fit & Features

    • Adjustable ankle strap
    • Criss-cross straps
    • Square toe 
    • Block heel
    • Faux leather material 

    Style Number/Barcode: 07401-2734

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Butterfly Gemstone T-Strap Sandals

    Elevate your spring style with these trendy T-strap sandals! They feature a round toe, a T-strap design with a gorgeous gemstone butterfly accent, an open back, and a flat sole. Pair these jelly sandals with a casual dress and a denim jacket.

    Fit & Features

    • Round toe
    • T-strap design
    • Gemstone butterfly accent
    • Open back
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-0675

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetting Babe Block Heel Booties

    Level up your look like the trendsetting babe you are in these adorable booties! They feature an almond toe, a stacked block heel, an inner zipper closure, and an above the ankle design. The booties are composed of a faux pony hair-like material with an all-over cow print for that must-have western vibe. Pair these booties with a denim skirt.

    Fit & Features

    • Almond toe
    • Stacked block heel
    • Inner zipper closure
    • Above the ankle design
    • Faux pony hair-like material
    • Cow print
    • Runs true to size

    Style Number/Barcode: 07403-1234

    Category Name: Women’s Shoes

    Price: $23.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Western Vibes Block Heel Booties

    Add these block heel booties to your outfit to get those trendy western vibes you've seen all over social media. They feature an ankle-high design with dual cutouts, a pointed toe, a stacked block heel, and an all-over cow print. Pair these booties with light-wash mom jeans and a basic tee.

    Fit & Features

    • Ankle-high design
    • Dual cutouts
    • Pointed toe
    • Stacked block heel
    • Cow print
    • Runs true to size

    Style Number/Barcode: 07403-1238

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Just Like Magic Metallic Stiletto Heels

    For nights when subtle just won’t cut it. These metallic stiletto heels bring instant glam magic to your look.

    Fit & Features

    • 3.5" Stiletto heel
    • Round toe
    • Curved wide strap
    • Luxe fit cushioned insole
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-000313

    Category Name: Women’s Shoes

    Price: $39.90

    Availability: In Stock

    Available Color: GOLD

    Available Size: 5.5, 6.5, 7, 7.5, 8, 8.5

  • Casually Chic Denim Block Heels

    Keep it chic in block heels that bring those casual vibes to your look. The heels feature an open back, a lace-up back, four denim straps, an open almond toe, and a block heel. Complete look with a white mini dress. 

    Fit & Features

    • Lace-up back 
    • Four denim straps
    • Open almond toe
    • Block heel 
    • Denim material 

    Style Number/Barcode: 07401-2694

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut It Out Faux Leather Booties

    Strut it out in chic booties that give you that extra pep of confidence! The booties feature an around the ankle fit, an inner zipper closure, a pointed toe, and composed of a faux leather material. Complete look with a faux suede mini skirt and crop top. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Pointed toe
    • Faux leather material 

    Style Number/Barcode: 07403-1236

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Mood Faux Leather Block Heels

    Slay in basic block heels for that effortlessly put-together look. The heels feature a zippered back, a wrap-around ankle strap, an almond toe with a strap over the toe, and a low block heel. The heels are composed of a faux leather material. Complete look with a white mini dress for a spring-ready outfit. 

    Fit & Features

    • Zippered back 
    • Wrap around ankle strap
    • Open almond toe
    • Single strap over the toe
    • Block heel
    • Faux leather material 

    Style Number/Barcode: 07401-2674

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Denim Diva Espadrille Wedges

    Showcase your love for denim with wedges that channel those casual vibes just right! The wedges feature an open almond toe, a denim strap over the toe, a closed back with an adjustable strap, and an espadrille wedge. Complete look with a floral mini dress for a spring-ready outfit. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap 
    • Open almond toe 
    • Denim strap over the toe
    • Espadrille wedge 

    Style Number/Barcode: 07406-0243

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free