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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.

  • High Sparkle Rhinestone Spiral Block Heels

    These statement block heels are the perfect combination of elegance and allure! Featuring a square toe, rhinestone-embellished chevron pattern toe strap, and a spiral ankle strap with more rhinestone embellishments, this block heel will make you sparkle! Complete the look in fringe earrings for a gala dinner or school dance!

    Fit & Features

    • Square toe
    • Rhinestone-embellished chevron pattern toe strap
    • Spiral rhinestone-embellished ankle strap
    • Block heel, slightly cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4611

    Category Name: Women’s Shoes

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Breaking Routine Patent Leather Lug Loafers

    Break the style routine and opt for these patent leather loafers you've been eyeing on your fave celebs! The loafers feature a closed design with a round toe, a faux top strap, a chunky lug sole with a short heel, and are slip-on and off styling. Complete the look with the loafers styling with a trendy sweater and jeans!

    Fit & Features

    • Closed design
    • Round toe
    • Faux top strap
    • Chunky lug sole, short heel
    • Slip on and off styling
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07405-0062

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Best Behavior Patent Strappy Block Heels

    You'll be on your best fashion behavior in these patent leather block heels! The heels feature an open almond toe, dual asymmetrical toe straps, and crisscross ankle straps with buckle closure, a block heel, and a closed ankle on patent leather material. Style the heels with a chic clutch for a dressy occasion!

    Fit & Features

    • Open almond toe
    • Asymmetrical toe straps
    • Crisscross ankle straps with buckle closure
    • Block heel
    • Closed ankle
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4573

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty And Fun Nubuck Platform Stiletto Heels

    Step out in these nubuck stiletto heels for a flirty and fun style! The heels feature an open almond toe, a wide toe strap, a platform sole, a stiletto heel, and a closed ankle with an adjustable strap with buckle closure. Complete the look with a chic crossbody bag for day or night plans!

    Fit & Features

    • Open almond toe
    • Platform sole
    • Stiletto heel
    • Closed ankle, adjustable strap, buckle closure
    • Slightly cushioned insole
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-4363

    Category Name: Women’s Shoes

    Price: $19.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Showcase Allure Faux Leather Platform Heeled Booties

    Showcase allure as you take the night in stride with these fabulous faux leather platform heeled booties. They feature an above-the-ankle height, a round toe, an inner zipper closure, a bold platform sole, and a tall block heel. The booties are composed of a patent faux leather material. Style with a sleek mini dress for your next night out.

    Fit & Features

    • Above-the-ankle height
    • Round toe
    • Inner zipper closure
    • Platform sole
    • Tall block heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1674

    Category Name: Women’s Shoes

    Price: $4.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Bold Babe Denim Over-The-Knee Stiletto Boots

    These iconic denim over-the-knee stiletto boots are perf for a bold babe like yourself. They feature an over-the-knee height, a pointed toe, an inner zipper closure for easy on-and-off wear, a sleek stiletto heel, and detailed buttoned pockets on the denim material. Style these boots with hoop earrings.

    Fit & Features

    • Over-the-knee height
    • Pointed toe
    • Inner zipper closure
    • Stiletto heel
    • Buttoned pockets
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07402-0906

    Category Name: Women’s Shoes

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slay Every Step Jeweled Snake Stiletto Heels

    Slay every step in these sleek jeweled snake stiletto heels! They feature an open almond-shaped toe with a clear strap, an asymmetric clear strap across the foot with an intricate snake design, varying-sized rhinestone embellishments, an adjustable ankle strap, and a stiletto heel. The faux leather material has a fab snake print trim and a chrome sheen. Create an iconic look with these heels, a bodycon dress, and gold jewelry!

    Fit & Features

    • Open almond toe, clear PVC strap
    • Asymmetric clear PVC strap across the foot, snake design
    • Rhinestone embellishments
    • Adjustable ankle strap, buckle detail
    • Open back, stiletto heel
    • Faux leather material, snake print trim, chrome sheen, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4450

    Category Name: Women’s Shoes

    Price: $39.90

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • My Favorite Flower Rhinestone Stiletto Booties

    These faux leather booties will be your favorite pair to style with every outfit! They feature a sleek pointed-toe, a rhinestone flower decoration, an inner zipper closure, and a stiletto heel. Complete the look with a sleek blazer for an evening out or concert!

    Fit & Features

    • Pointed toe
    • Rhinestone flower decoration
    • Inner zipper closure
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1690

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • RSVP Yes Satin Platform Rhinestone Trim Heels

    With these satin platform heels, you'll want to RSVP yes to every invite! They feature a square toe, wide foot strap, a chunky platform sole an ultra-tall block heel, and a rhinestone-embellished ankle strap with buckle closure. Complete the look with a glam clutch for a formal soiree!

    Fit & Features

    • Square toe
    • Wide foot strap
    • Chunky platform sole, ultra-tall block heel
    • Rhinestone-embellished ankle strap
    • Buckle closure
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4518

    Category Name: Women’s Shoes

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vibe Check Platform Block Heel Pumps

    These platform pumps give you the perfect vibe check! They feature a closed almond toe, sides, and ankle, a chunky block heel, and a retro checkered pattern. Complete the look with a trendy mini handbag for a concert!

    Fit & Features

    • Closed almond toe, sides, and ankle
    • Chunky block heel
    • Platform sole
    • Checkered pattern
    • Runs true to size

    Style Number/Barcode: 07401-4519

    Category Name: Women’s Shoes

    Price: $8.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet But Sassy Satin Rhinestone Bow Flats

    Treat yourself to the perfect touch of sassy style with these satin flats! They feature a closed pointed toe with a statement rhinestone bow and a rhinestone-embellished trim, an open design, a cushioned faux leather insole, and a rhinestone-embellished ankle strap with buckle closure. Complete the look with a fab ring set for a dressy dinner party or banquet!

    Fit & Features

    • Closed pointed toe, rhinestone trim
    • Statement rhinestone bow
    • Open design
    • Cushioned faux leather insole
    • Rhinestone-embellished ankle strap, buckle closure
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07405-0042

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spoil Yourself Faux Suede Rhinestone Booties

    Spoil yourself and get these faux suede booties for an edgy glam look! They feature a pointed toe, a rhinestone-embellished wrap design, an inner zipper closure, and a block heel. Style with a faux leather jacket for dinner and drinks downtown!

    Fit & Features

    • Pointed toe
    • Rhinestone-embellished wrap design
    • Inner zipper closure
    • Block heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1695

    Category Name: Women’s Shoes

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Miss Independent Over-The-Knee Boots

    Are you ready to become Miss Independent? These over-the-knee boots feature an almond toe and thin block heel, an inner zipper closure, and over-the-knee shaft length, you'll not only look stunningly fashionable, but powerfully confident. Complete the look in a chic sweater mini dress for the perfect autumn outfit!

    Fit & Features

    • Almond toe
    • Inner zipper closure
    • Thin block heel
    • Over-the-knee shaft length
    • Runs true to size

    Style Number/Barcode: 07402-0967

    Category Name: Women’s Shoes

    Price: $12.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Posh Steps Faux Pearl Low Block Heels

    Take posh steps in these faux pearl heels perfect for formal events! The heels feature a square toe, wide toe strap, low block heel, a closed ankle, and an adjustable ankle strap with buckle closure. Complete the look with earrings. 

    Fit & Features

    • Square toe
    • Wide toe strap
    • Low block heel
    • Closed ankle, adjustable ankle strap
    • Buckle closure
    • Faux pearl embellishments
    • Runs true to size

    Style Number/Barcode: 07401-4508

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Heat Up The Night Over-The-Knee Stiletto Boots

    These over-the-knee stiletto boots will heat up the night and create a fiery going-out look! They feature an over-the-knee height with a fitted silhouette, a pointed toe, a sleek stiletto heel, an inner zipper closure for easy on-and-off wear, and a top tie-back design. Pair these fabulous over-the-knee boots with a little black dress and gold jewelry!

    Fit & Features

    • Over-the-knee height
    • Pointed toe
    • Stiletto heel
    • Inner zipper closure
    • Top tie-back design
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0965

    Category Name: Women’s Shoes

    Price: $4.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Standards Patent Thigh-High Stiletto Boots

    These patent leather stiletto boots meet your high fashion standards! Whether you're dressing up for a party or out with the girls, these boots are perfect. They feature a sleek pointed toe, inner zipper closure, and a sexy thigh-high shaft height. Complete the look with a sultry mini-dress.

    Fit & Features

    • Pointed-toe
    • Inner zipper closure
    • Thigh-high shaft height
    • Patent leather material, soft lining
    • Stiletto heel
    • Runs true to size

    Style Number/Barcode: 07402-0895

    Category Name: Women’s Shoes

    Price: $12.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simply Stunning Strappy Kitten Heels

    Complement your stunning date night or event looks in these kitten heels in a strappy design that turns heads.

    Fit & Features

    • Kitten stiletto heel
    • Square toe
    • Sleek strappy design
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000293

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: WINE

    Available Size: 5.5, 7.5

  • No Stopping Her Shine Glitter Block Heels

    No one can stop your shine in these glitter block heels! They feature a square toe, glitter toe strap, slight cushion footbed, block heel, adjustable ankle strap, and buckle closure. Complete the look in fringe earrings for a semi-formal event!

    Fit & Features

    • Square toe
    • Glitter toe strap
    • Slightly cushioned footbed
    • Block heel
    • Adjustable ankle strap, buckle closure
    • Glitter material
    • Runs true to size

    Style Number/Barcode: 07401-4605

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Staple Faux Leather Block Heel Booties

    These smooth faux leather block heel booties are a stylish staple for the new season! They feature an ankle-high height, a pointed toe, an inner zipper closure for easy on-and-off wear, and a stacked low block heel. The booties are composed of a faux leather material. Style with a crop top and your favorite pair of denim for the cutest everyday 'fit!

    Fit & Features

    • Ankle-high height
    • Pointed toe
    • Inner zipper closure
    • Stacked low block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1698

    Category Name: Women’s Shoes

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Make Em' Wink Marabou Platform Block Heels

    Make everyone wink at you in these cute satin platform heels perfect for styling with your night-out look! They feature a square toe, a marabou foot strap, a block heel, and an adjustable ankle strap with buckle closure. Complete your outfit in a sassy bodysuit and mini skirt!

    Fit & Features

    • Square toe
    • Marabou foot strap
    • Platform sole
    • Block heel
    • Adjustable ankle strap, buckle closure
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4499

    Category Name: Women’s Shoes

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Time For Glamour Rhinestone Spiral Heels

    It's time for glamour with these rhinestone spiral heels that will sparkle with every step! They feature an open square-shaped toe, thin toe and foot straps, a thin spiral strap design that wraps around the leg, mini rhinestone embellishments, and a short block heel. The heels feature a sleek satin trim and a faux leather subtle cushioned insole. Style with a metallic clutch!

    Fit & Features

    • Open square toe
    • Toe strap, foot strap
    • Spiral strap design
    • Rhinestone embellishments
    • Short block heel
    • Satin trim, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4593

    Category Name: Women’s Shoes

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elegance Served Satin Pleated Bow Block Heels

    Embody elegance with these satin block heels for dressy or black-tie affairs! Featuring a square toe, pleated bow strap, and adjustable ankle strap with buckle closure, this satin shoe will draw attention and admiration with every step. Complete the look with an embellished clutch.

    Fit & Features

    • Square toe
    • Pleated bow strap
    • Adjustable ankle strap, buckle closure
    • Block heel
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4617

    Category Name: Women’s Shoes

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Slay The Scene Snake Strap Block Heels

    Slay the scene with every step you take in these snake strap block heels! They feature an open square-shaped toe, a thong strap, an asymmetric foot strap in a fabulous snake design, a spiral strap that wraps around the leg, mini rhinestone embellishments, and a short block heel. The heels are composed of a faux microsuede material with a faux leather subtle cushioned insole. Style with rhinestone fringe earrings.

    Fit & Features

    • Open square toe
    • Thong strap, asymmetric foot strap, snake design
    • Spiral strap design
    • Rhinestone embellishments
    • Short block heel
    • Faux microsuede material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4567

    Category Name: Women’s Shoes

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Looking Sleek Platform Block Heel Booties

    These platform block heel booties will amp up your style and have you looking sleek this season! They feature an above-the-ankle height, a square toe, an inner zipper closure for easy on-and-off wear, a trendy platform sole, and a sturdy block heel. The booties are composed of a smooth faux leather material. Style with a cropped sweater and mini skirt for the cutest fall look!

    Fit & Features

    • Above-the-ankle height
    • Square toe
    • Inner zipper closure
    • Platform sole
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1689

    Category Name: Women’s Shoes

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free