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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.

  • Cozy And Chic Faux Fur Slippers

    These slippers have us in our feels, babe! The slippers feature a slip-on design, an open almond toe, and wide criss-cross straps. The slippers are composed of a faux fur material. Complete look with a matching lounge set.

    Fit & Features

    • Slip-on design
    • Open almond toe
    • Wide criss-cross straps
    • Faux fur material
    • Runs true to size

    Style Number/Barcode: 07408-0078

    Category Name: Women’s Shoes

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lug It Faux Leather Booties

    What's not to love about these faux leather booties? They feature an almond toe, lace-up on the front, block heel, side zipper, and lug sole platform. Style them with a denim jacket and hoops. 

    Fit & Features

    • Almond toe
    • Front lace-up
    • Block heel
    • Side zipper 
    • Faux leather material
    • Lug sole platform
    • Runs true to size

    Style Number/Barcode: 07403-1412

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simple And Stylish Strappy Platform Heels

    These simple and stylish strappy heels are the perf neutral option. They feature an open almond-shaped toe with a wide strap, a thin cross strap design with an adjustable ankle strap, a short platform, and a block heel. Complete your look with a sleek clutch.

    Fit & Features

    • Open almond-shaped toe
    • Wide toe strap
    • Thin cross strap design, adjustable ankle strap, buckle detail
    • Short platform
    • Block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-2255

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stepping Out Patent Leather Heels

    Step out for any day or night soiree in these patent leather heels! They feature an almond toe, adjustable buckle ankle strap, and a block heel. Complete your look with a chic purse.

    Fit & Features

    • Almond toe 
    • Adjustable buckle ankle strap
    • Block heel
    • Patent leather 
    • Runs true to size

    Style Number/Barcode: 07401-3322

    Category Name: Women’s Shoes

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Heights Lace-Up Lug Booties

    Take your style to new heights in these lace-up booties! They feature an almond toe, a lace-up front, side zipper, block heel, and lug sole platform. Complete the look with faux leather pants.

    Fit & Features

    • Almond toe design
    • Lace-up front
    • Block heel
    • Lug sole platform
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1413

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic 50/50 Wide-Fit Boots

    Cute and classic, these over-the-knee boots are exactly what you need! They feature a round toe design, a side zipper, and a low heel. The boots are composed of a half faux suede and half knit composition. Style with a cute trench.

    Fit & Features

    • Round-toe design
    • Side zipper
    • Low heel
    • Over-the-knee fit
    • Half faux suede, half knit composition
    • Boots offer a comfortable wide fit

    Style Number/Barcode: 07402-0371

    Category Name: Women’s Shoes

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Just My Type Knee-High Boots

    Your outfit of the day isn't complete without these knee-high boots! They feature a pointed toe, block heel, zipper closure, and smooth, faux leather exterior. Perfect for styling with a denim jacket.

    Fit & Features

    • Pointed toe
    • Block heel
    • Zipper closure
    • Knee-high length
    • Smooth faux leather exterior
    • Runs true to size

    Style Number/Barcode: 07402-0320

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Does It Faux Fur Slippers

    These faux fur slippers are total lounge goals! They feature double bands and a traction bottom. Perfect for styling with a cardigan.

    Fit & Features

    • Double bands
    • Faux fur 
    • Traction bottom
    • Runs true to size

    Style Number/Barcode: 07408-0083

    Category Name: Women’s Shoes

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lazy Day Faux Sherpa Sandals

    Treat your feet to a day off with these cozy sandals! They feature ultra-soft faux sherpa and a traction bottom. Complete your look with leggings.

    Fit & Features

    • Faux sherpa 
    • Ultra-soft footbed
    • Traction sole
    • Runs true to size

    Style Number/Barcode: 07408-0086

    Category Name: Women’s Shoes

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glamorous Glow Rhinestone Mules

    Bring a glamorous glow to your look with these fab embellished mules. They feature an open square-shaped toe, a wide toe strap with mini rhinestone embellishment, and a square-shaped stiletto heel. Pair these mules with sleek hoop earrings.

    Fit & Features

    • Open square-shaped toe
    • Wide toe strap, rhinestone embellishment
    • Square-shaped stiletto heel
    • Faux leather sole
    • Runs true to size

    Style Number/Barcode: 07401-3830

    Category Name: Women’s Shoes

    Price: $13.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Cozy Slippers

    Treat your feet in cozy style with faux fur slippers! They feature double bands and a traction bottom with an ultra-soft sole. Style with a cozy loungewear set.

    Fit & Features

    • Double bands 
    • Faux fur 
    • Traction bottom
    • Runs true to size

    Style Number/Barcode: 07408-0085

    Category Name: Women’s Shoes

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Out Tonight Rhinestone Block Heels
    It's time to head out tonight with this pair of platform block heels! They feature rhinestone embellishments, crisscross ankle straps, and a block heel. Wear them with a chic velvet dress for your next cocktail hour.

    Fit & Features
    • Block heel
    • Platform
    • Rhinestone embellishments
    • Crisscross ankle straps
    • Fits true to size

    Style Number/Barcode: 07401-3016

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Dreams Faux Sherpa Sandals

    These faux sherpa sandals are what your feet have been dreaming about. They feature an ultra-soft footbed and traction sole. Perfect for styling with some cute pajamas.

    Fit & Features

    • Faux sherpa 
    • Ultra-soft footbed
    • Traction sole
    • Runs true to size

    Style Number/Barcode: 07408-0087

    Category Name: Women’s Shoes

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Trendy Moment Lug Sole Booties

    Have a totally trendy moment in these chic booties that will level up your look! They feature an above the ankle fit with a round toe, elastic gore details, a lug sole, and a chunky block heel. The patent faux leather material has an all-over textured design. Style these booties with a cropped sweater and jeans.

    Fit & Features

    • Above the ankle fit
    • Round toe
    • Elastic gore details
    • Lug sole
    • Block heel
    • Patent faux leather material, textured design
    • Runs true to size

    Style Number/Barcode: 07403-1348

    Category Name: Women’s Shoes

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Drama Platform Booties

    You'll bring all the drama in these chic platform booties. They feature an above the ankle fit, an almond-shaped toe, a trendy lace-up design, a tall platform, and a block heel. Complete the look with sleek hoop earrings.

    Fit & Features

    • Above the ankle fit
    • Almond-shaped toe
    • Lace-up front design
    • Platform
    • Block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1333

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Trendy Vibe Lug Sole Booties

    Bring on the trendy vibes with these edgy-chic booties! They feature an above the ankle fit with a round toe, elastic gore details, a lug sole, and a chunky block heel. The patent faux leather material has an all-over textured design. Style these booties with your fave pair of denim.

    Fit & Features

    • Above the ankle fit
    • Round toe
    • Elastic gore details
    • Lug sole
    • Block heel
    • Patent faux leather material, textured design
    • Runs true to size

    Style Number/Barcode: 07403-1346

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Set For Fall Over-The-Knee Boots

    Your fall wardrobe isn't complete without these over-the-knee boots! They feature an almond toe, side zipper, low heel, and an over-the-knee fit. The boots are composed of a half faux suede and half knit composition. Style with a chunky sweater.

    Fit & Features

    • Almond toe
    • Side zipper
    • Low heel
    • Over-the-knee fit
    • Half faux suede, half knit composition
    • Runs true to size

    Style Number/Barcode: 07402-0366

    Category Name: Women’s Shoes

    Price: $10.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twinkle Toes Glitter Square Toe Heels

    Dazzle with every step in the glitter square toe heels featuring a rhinestone toe strap, block heel, and ankle buckle strap. Style these heels with a clutch and satin dress. 

    Fit & Features

    • Square toe design
    • Rhinestone toe strap
    • Low block heel
    • Ankle buckle strap
    • Glitter mesh exterior
    • Runs true to size

    Style Number/Barcode: 07401-3249

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fancy Looks Rhinestone Bow Metallic Block Heels

    You'll receive all the compliments in these dazzling metallic block heels! Designed with a clear PVC strap bow with a chic tulle trim and glam rhinestones for the perfect shimmer.

    Fit & Features

    • 3" Block heel
    • Square toe
    • Clear PVC bow strap, tulle trim, rhinestone embellished
    • Closed ankle, adjustable ankle strap, buckle closure
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000214

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All That Glitters Block Heels

    Shimmer and shine in the rhinestone block heels for all of your soirees! They feature an almond toe and adjustable ankle strap. Perfect for styling with a formal dress and clutch. 

    Fit & Features 

    • Almond toe design
    • Rhinestone embellishments 
    • Block heel
    • Adjustable ankle strap
    • Faux leather sole
    • Runs true to size

    Style Number/Barcode: 07401-3827

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Life Stiletto Heels

    Live that chic life in these fab faux leather heels. They feature an open square-shaped toe, a clear toe strap, a clear adjustable ankle strap, and a sleek stiletto heel. Pair these stilettos with a cute clutch.

    Fit & Features

    • Open square-shaped toe
    • Clear PVC toe strap
    • Thin adjustable PVC ankle strap, buckle detail
    • Thin PVC heel strap
    • Stiletto heel
    • Faux leather sole
    • Runs true to size

    Style Number/Barcode: 07401-3849

    Category Name: Women’s Shoes

    Price: $13.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly Fab Stiletto Heels

    Clearly these faux leather heels are a fab style choice. They feature an open square-shaped toe, a clear toe strap, a clear adjustable ankle strap, and a sleek stiletto heel. Pair these stilettos with a sleek clutch.

    Fit & Features

    • Open square-shaped toe
    • Clear PVC toe strap
    • Thin adjustable PVC ankle strap, buckle detail
    • Thin PVC heel strap
    • Stiletto heel
    • Faux leather sole
    • Runs true to size

    Style Number/Barcode: 07401-3848

    Category Name: Women’s Shoes

    Price: $13.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Girl Lace-Up Stiletto Heels

    Level up your look with this chic pair of stilettos! They feature an open pointed toe with a thin toe strap, a strappy lace-up design, and a sleek stiletto heel. Style these stilettos with a faux leather mini skirt.

    Fit & Features

    • Open pointed toe
    • Thin toe strap
    • Strappy lace-up design, tie closure
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3842

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendsetting Diva Clear Mules

    Clearly you'll be a trendsetting diva with these chic mules! They feature an open square-shaped toe, a wide clear strap, and a clear pyramid heel for an elevated vibe. Style these mules with your fave clutch.

    Fit & Features

    • Open square-shaped toe
    • Clear PVC strap
    • Clear pyramid heel
    • Runs true to size

    Style Number/Barcode: 07401-3832

    Category Name: Women’s Shoes

    Price: $15.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale