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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.

  • She's So Sassy Rhinestone Platform Stiletto Mules

    Bring the sassy style to your night out 'fits with these of-the-moment platform stiletto mules! They feature an open almond-shaped toe, a wide clear strap across the foot, all-over mini rhinestone embellishments, an open back, a bold chunky platform sole, and an ultra-tall stiletto heel. Complete the look with a glitter mesh clutch.

    Fit & Features

    • Open almond-shaped toe
    • Wide clear PVC strap
    • Mini rhinestones
    • Open back
    • Chunky platform sole, ultra-tall stiletto heel
    • Faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4318

    Category Name: Women’s Shoes

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Essential Platform Lug Boots

    An absolute edgy essential, these faux leather boots elevate your outfit with a platform lug sole and under-the-knee length shaft, perfect for styling with jeans or a skort!

    Fit & Features

    • Round toe
    • Platform lug sole
    • Inner zipper closure
    • Under-the-knee length shaft
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000016

    Category Name: Women’s Shoes

    Price: $38.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 7.5

  • On Point PVC Rhinestone Stiletto Pumps

    Keep your look on point in these must-have glam stiletto pumps! They feature a closed PVC clear pointed-toe and sides with rhinestone embellishments and a metallic closed ankle. Complete the look with statement earrings for a formal occasion. 

    Fit & Features

    • Closed PVC clear pointed-toe and sides
    • All over rhinestone embellishments
    • Metallic closed ankle
    • Stiletto heel
    • Runs true to size

    Style Number/Barcode: 07401-4339

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Real Style Faux Leather Platform Heels

    These faux leather heels have got real style! They feature a square toe, wide toe strap, a thin block heel, a platform, an ankle strap with buckle closure, and a slightly cushioned insole. Complete the look with a trendy crossbody bag for a daytime soiree!

    Fit & Features

    • Square toe, wide toe strap
    • Thin block heel, platform
    • Ankle strap with buckle closure
    • Slightly cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4406

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strapped In Edge Buckle Detail Stiletto Heels

    Edgy and cool-girl status, these faux leather stiletto heels are sure to dress up your favorite bottoms! They feature a sleek square toe, a wide and curved toe strap with buckle detail, and a closed ankle with buckle detail and lace-up straps. Complete the look in a sultry mini skirt for dinner and drinks!

    Fit & Features

    • Square toe
    • Curved and wide toe strap, buckle detail
    • Closed ankle, buckle detail
    • Stiletto heel
    • Lace-up straps
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4404

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Away This Weekend Buckle Platform Wedges

    These platform wedges are ready for your weekend away! They feature a square toe, a faux leather strap with studs and a buckle detail, a wooden-like sole, and a wrap-style ankle strap with a buckle closure and stud accents. Complete the look in a wide-leg jumpsuit for a dinner with a view!

    Fit & Features

    • Square toe
    • Faux leather strap, studs, buckle detail
    • Wooden-like platform sole
    • Wrap-style ankle strap, buckle closure
    • Runs true to size

    Style Number/Barcode: 07406-0335

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On The Scene Rhinestone Block Heels

    Step out in glamour strutting in these rhinestone block heels for your next special occasion! They feature a sleek almond toe, PVC clear toe, and ankle strap with a buckle closure on patent leather material. Complete the look with a statement bracelet.

    Fit & Features

    • Almond toe
    • PVC clear toe and ankle strap, buckle closure
    • Rhinestone embellished block heel
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4022

    Category Name: Women’s Shoes

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here To Slay Platform Stiletto Heels

    Step out ready to slay in these fabulous platform stiletto heels! They feature an open square-shaped toe with a strap, a thin adjustable ankle strap, a closed back, a bold platform sole, and a sleek tall stiletto heel. Style with a glitter clutch.

    Fit & Features

    • Open square-shaped toe, toe strap
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Platform sole
    • Tall stiletto heel
    • Faux leather material
    • Subtle cushioned insole

     

    Please be advised that these heels run a 1/2 size bigger.

    Style Number/Barcode: 07401-4308

    Category Name: Women’s Shoes

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gladiator Girlie Thigh-High Stiletto Heels

    Own your fierceness and unleash your inner gladiator girlie in these stylish stiletto heels perfect for adding spice to your night! They feature a sleek square toe, a closed ankle with a back zipper closure, and a thigh-high length cutout shaft with sleek bungee cord laces. Complete the look in a saucy strapless little black dress for a club night!

    Fit & Features

    • Square toe
    • Closed ankle, back zipper closure
    • Stiletto heel
    • Thigh-high length cutout shaft
    • Sleek bungee cord laces
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4303

    Category Name: Women’s Shoes

    Price: $11.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Find Lace-Up Cork Block Heels

    Embrace the warmer months with these cork block heels that are the cutest find! They feature an open almond-shaped toe, a thin strappy design across the foot, a heel strap, a thin lace-up strappy design that wraps around the leg, and a cork block heel. Style with a mini handbag.

    Fit & Features

    • Open almond-shaped toe
    • Thin strappy design across the foot
    • Heel strap
    • Thin strappy lace-up wrap-around design, tie closure
    • Cork block heel
    • Faux leather insole and straps
    • Runs true to size

    Style Number/Barcode: 07401-4315

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Higher Glam Rhinestone Spiral Stiletto Heels

    Elevate your glamour in these stiletto heels perfect for making an entrance! They feature an almond toe, a strappy design with mini rhinestone embellishments, and a spiral under-the-knee strap with mini rhinestones on faux leather metallic material. Complete the look with a ring set.

    Fit & Features

    • Almond toe
    • Strappy design, mini rhinestones
    • Stiletto heels
    • Spiral under-the-knee strap, mini rhinestones
    • Faux leather metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4320

    Category Name: Women’s Shoes

    Price: $12.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Glam Rhinestone And Pearl Sandals

    These effortless glam embellished sandals are a perfect pick for the summer season! They feature a square-shaped toe, dual clear straps with pearl embellishments, a two-row rhinestone outline along the flat sole, and an open back for easy on-and-off styling. Pair these sandals with a mini handbag.

    Fit & Features

    • Square-shaped toe
    • Dual clear PVC straps
    • Pearl embellishments
    • Two-row rhinestone outline, flat sole
    • Open back
    • Runs true to size

    Style Number/Barcode: 07404-1108

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Summertime Muse Lace-Up Block Heels

    You'll be a stylish summertime muse in these trendy block heels. They feature an open square-shaped toe, thin straps across the foot, a thin strappy lace-up design that wraps around the leg, and a tall, sturdy block heel. Complete the look with sleek hoop earrings.

    Fit & Features

    • Open square-shaped toe
    • Thin straps across the foot
    • Thin, strappy, lace-up wrap-around design, tie closure
    • Tall, sturdy block heel
    • Faux leather material
    • Subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4334

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All The Right Curves Rhinestone Heels

    These glitzy rhinestone heels have all the right curves in all the right places! Dress up your night in these must-have heels featuring a square toe with a wide strap, a platform sole, an hourglass thin-shaped block heel, and an ankle strap with buckle closure. Complete the look with a glam choker necklace for a special occasion!

    Fit & Features

    • Square toe, wide strap
    • Platform sole
    • Hourglass thin-shaped block heel
    • Ankle strap with buckle closure
    • All-over rhinestone embellishments
    • Runs true to size

    Style Number/Barcode: 07401-4321

    Category Name: Women’s Shoes

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready For It Faux Leather Lace-Up Wedges

    You'll be ready for a fabulous night out in these bold lace-up wedges! They feature an open almond-shaped toe with a strap, thin criss-cross straps across the foot, a heel strap, thin lace-up straps that wrap around the leg, and a tall, sturdy wedge heel. Style with a chic crossbody bag.

    Fit & Features

    • Open almond-shaped toe, strap
    • Thin criss-cross straps across the foot
    • Heel strap, thin lace-up straps
    • Wrap-around design, tie closure
    • Tall wedge heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07406-0334

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Girl Platform Block Heels

    These bold platform block heels are a must-have for your stylish party 'fits! They feature an open square-shaped toe, a wide toe strap, a thin adjustable ankle and heel strap, a platform sole, and a tall block heel. Complete the look with a glitter mesh clutch.

    Fit & Features

    • Open square-shaped toe
    • Wide toe strap
    • Thin adjustable ankle and heel strap, buckle detail
    • Platform sole
    • Tall block heel
    • Faux nubuck material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-4156

    Category Name: Women’s Shoes

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Moment Metallic Platform Heels

    Have a major moment in these bold metallic platform heels! They feature an open square-shaped toe, thin criss-cross straps across the foot, thin lace-up straps that wrap around the leg, a platform sole, and a block heel. Style with a glitzy glitter clutch.

    Fit & Features

    • Open square-shaped toe
    • Criss-cross straps across the foot
    • Strappy lace-up wrap-around design, tie closure
    • Platform sole
    • Block heel
    • Chrome sheen
    • Runs true to size

    Style Number/Barcode: 07401-4152

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Dream Faux Pearl Block Heels

    Sweet and dreamy, adorn your outfit with these block heels featuring an almond toe, faux pearl clear toe strap, a closed back, ankle strap, and adjustable buckle closure on faux leather material. Complete the look with a chic clutch purse.

    Fit & Features

    • Almond toe
    • Faux pearl clear toe strap
    • Closed back
    • Block heel
    • Ankle strap, adjustable buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4119

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Beginnings Rhinestone Rosette Mules

    Take a sweet stroll in these faux leather mules perfect for spring brides, graduates, and the birthday girl! They feature a sleek square toe, a thong-style strap with a glam rosette with mini rhinestone embellishments, and a stiletto heel. Complete the look with a glitter box clutch.

    Fit & Features

    • Square toe
    • Thong-style strap
    • Rosette, mini rhinestone embellishments
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4312

    Category Name: Women’s Shoes

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Light Up The Room Rhinestone Stiletto Heels

    Light up the room in these striking stiletto heels featuring an on-trend square toe, a trio of rhinestone straps with an ankle strap, and buckle closure on metallic material. Complete the look with a glitzy envelope clutch.

    Fit & Features

    • Square toe
    • Trio of rhinestone straps
    • Ankle strap with buckle closure
    • Stiletto heel
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4269

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wrapped In Glamour Rhinestone Satin Pumps

    Get wrapped in gorgeous glamour with these chic and stunning rhinestone satin pumps! They feature a closed pointed toe with a square-shaped front, a closed back, a sleek stiletto heel, and a rhinestone-embellished spiral accent that starts at the heel and wraps around the leg. Style with a party dress.

    Fit & Features

    • Closed pointed toe, square-shaped front
    • Closed back
    • Stiletto heel
    • Rhinestone spiral design, starts at the heel, wraps around the leg
    • Satin material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-4324

    Category Name: Women’s Shoes

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Strut Strappy Block Heel Mules

    Show off a chic strut in these block heel mules featuring an open almond toe and a dual strappy banded design. The open back offers effortless on-and-off styling.

    Fit & Features

    • Asymmetric block heel
    • Open almond-shaped toe
    • Dual strappy banded design
    • Patent faux leather material
    • Open back, on-and-off styling
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000096

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: RED

    Available Size: 6, 7, 7.5, 8, 8.5, 9, 10

  • Precious In Faux Pearl Flat Sandals

    Look and feel precious in these chic flat sandals perfect for slipping on while getting ready for a formal wedding or styling for a dressy date! They feature a square toe, and a wide strap with faux pearl insets, and are composed of an ultra-soft faux suede material. Complete the look with a hair clip to create a cute updo!

    Fit & Features

    • Square toe
    • Wide strap with faux pearl insets
    • Flat sole
    • Ultra-soft faux suede material
    • Runs true to size

    Style Number/Barcode: 07404-1136

    Category Name: Women’s Shoes

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hit Of The Party Lace-Up Heels

    You'll be the hit of the party in these eye-catching faux leather heels for the perfect eye-catching look! They feature a square toe, thin-toe strappy design, block heel, lace-up ankle straps, and a block heel. Style with a lightweight duster trench to complete your outfit.

    Fit & Features

    • Square toe
    • Thin toe strappy design
    • Lace-up ankle straps
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4198

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free