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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 summer 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 Summer Flex

Scroll less and slay more with Windsor’s must-have summer 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.

  • Sparkle Time Rhinestone Western Ankle Booties

    It's always sparkle time with these totally fab rhinestone western ankle booties! They feature an above-the-ankle height with rhinestone-adorned pull tabs, a pointed toe with a rhinestone-embellished toe cap design, a stacked block heel, and western-style seams on the sleek faux leather material. Pair these boots with a sleek clutch to complete your 'fit for a concert.

    Fit & Features

    • Above-the-ankle height
    • Rhinestone pull tabs
    • Pointed toe, rhinestone toe cap design
    • Stacked block heel
    • Western-style seams
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1733

    Category Name: Women’s Shoes

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Staple Block Heel Over-The-Knee Boots

    These chic block heel over-the-knee boots are a staple you'll love to style up this season! They feature an over-the-knee height, a complete inner zipper closure for easy on-and-off wear, an almond-shaped toe, and a block heel. The boots have a trendy design of microsuede at the front with smooth spandex at the back. Pair these boots with a sweater dress and a fringe scarf. 

    Fit & Features

    • Over-the-knee height
    • Complete inner zipper closure
    • Almond-shaped toe
    • Block heel
    • Half microsuede material
    • Half lycra material
    • Runs true to size

    Style Number/Barcode: 07402-0983

    Category Name: Women’s Shoes

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

  • All That Bling Rhinestone Stiletto Booties

    These fabulous rhinestone stiletto booties will bring that bling and gleam all night long. They feature an above-the-ankle height, an inner zipper closure for easy on-and-off wear, a trendy pointed toe, a sleek stiletto heel, and all-over baguette-shaped rhinestone embellishments for an ultra-glam sheen. Style these boots with a bodycon dress and a metallic clutch for your next GNO!

    Fit & Features

    • Above-the-ankle height
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Baguette rhinestone embellishments
    • Runs true to size

    Style Number/Barcode: 07403-1670

    Category Name: Women’s Shoes

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stomp It Up Thigh-High Lug Boots

    Stomp it up in these faux leather lug boots to elevate your everyday style! They feature a round toe, inner zipper closure, a sturdy lug sole, and a thigh-high shaft with an elastic insert and tie for easier on-and-off styling. Complete the look in a basic smooth knit dress and jacket!

    Fit & Features

    • Round toe
    • Inner zipper closure
    • Sturdy lug sole
    • Thigh-high shaft, elastic insert and tie
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0984

    Category Name: Women’s Shoes

    Price: $4.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out And Sparkle Rhinestone Strappy Block Heels

    Step out and sparkle in these fabulous rhinestone strappy block heels! They feature an open square-shaped toe, a knotted strappy design with sparkling rhinestone embellishments, thin adjustable ankle and heel straps with rhinestones, a block heel, and are composed of a faux leather material. Style with a metallic clutch for girl's night!

    Fit & Features

    • Open square toe
    • Knotted strappy design, rhinestone embellishments
    • Thin ankle and heel straps, buckle detail, rhinestone embellishments
    • Block heel
    • Faux leather material
    • Faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4616

    Category Name: Women’s Shoes

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ombre Effect Rhinestone Lucite Block Heel Mules

    Unleash your chic sense of style in these block heel mules! Featuring a square toe, shimmering rhinestone ombre embellished strap, and clear PVC strap, these mules make a sparkling statement. Plus, the lucite block heel and faux leather footbed offer comfort and stability, while the metallic trim adds the perfect shimmer. Complete the look with a statement ring set for a dressy event or celebration!

    Fit & Features

    • Square toe
    • Rhinestone ombre embellished strap
    • Clear PVC strap
    • Lucite block heel
    • Faux leather footbed, metallic trim
    • Runs true to size

    Style Number/Barcode: 07401-4596

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out And Shine Rhinestone Strappy Block Heels

    Step out and shine in these glamorous rhinestone strappy block heels! They feature an open square-shaped toe, a knotted strappy design with sparkling rhinestone embellishments, thin adjustable ankle and heel straps with rhinestones, a block heel, and are composed of a nubuck material. Style with a metallic clutch for girl's night!

    Fit & Features

    • Open square toe
    • Knotted strappy design, rhinestone embellishments
    • Thin ankle and heel straps, buckle detail, rhinestone embellishments
    • Block heel
    • Nubuck material
    • Faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4615

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Statement Making Satin Bow Block Heel Pumps

    Transform your look in these sassy, statement-making satin pumps. They feature a closed pointed-toe with a statement bow and rhinestone embellishment, a block heel, a closed ankle with an adjustable strap and buckle closure, and a padded footbed for comfort. Complete the look with a rhinestone hair accessory for a posh vibe!

    Fit & Features

    • Closed pointed-toe
    • Statment bow, rhinestone embellishment
    • Block heel, closed ankle
    • Adjustable ankle strap, buckle closure
    • Padded footbed
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4586

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle With Flair Rhinestone Faux Pearl Heels

    Let your feet shine on in these faux leather block heels with fabulosity! They feature an almond toe, strappy design with mini rhinestone trim and faux pearl embellishments that will have you sparkling with flair, and a short block heel and adjustable ankle strap with buckle closure. Complete the look with a glam clutch purse for a dressy date or party!

    Fit & Features

    • Almond toe
    • Strappy design, mini rhinestone trim, faux pearl embellishments
    • Short block heel
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4560

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Unparalleled Glam Rhinestone Platform Heels

    Enjoy unparalleled glamour with these rhinestone block heels. Crafted with a luxe square toe, wide foot strap, a closed ankle, and adjustable ankle strap with buckle closure - these shoes command attention with their stunning all-over rhinestone embellishments. Complete the look with a chic clutch for a formal soiree!

    Fit & Features

    • Square toe
    • Wide foot strap
    • Platform sole
    • Block heel
    • Closed ankle, adjustable ankle strap, buckle closure
    • All-over rhinestone embellishments
    • Runs true to size

    Style Number/Barcode: 07401-4541

    Category Name: Women’s Shoes

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Statement Platform Under-The-Knee Boots

    These of-the-moment platform boots will make a trendy statement this season! They feature an under-the-knee height with a simple pull-on design, a classic round toe, a chunky platform lug sole, and a short block heel. The boots are composed of a smooth matte jelly-like rubber material. Complete your cold-weather look with a plaid shacket!

    Fit & Features

    • Under-the-knee height
    • Pull-on design
    • Round toe
    • Platform lug sole
    • Short block heel
    • Matte rubber material
    • Runs true to size

    Style Number/Barcode: 07402-0986

    Category Name: Women’s Shoes

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Allure Under-The-Knee Combat Boots

    These sleek faux leather combat boots will give your fall 'fits that edgy allure! They feature an under-the-knee height, a round toe, a complete lace-up front design, an inner zipper closure for comfortable wear, a platform lug sole, and a block heel. Style with a mini skirt and a cropped sweater.

    Fit & Features

    • Under-the-knee height
    • Round toe
    • Complete lace-up design, tie closure
    • Inner zipper closure
    • Platform lug sole, block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0914

    Category Name: Women’s Shoes

    Price: $26.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • That Western Heat Cowboy Thigh-High Boots

    Bring the heat to the wild wild west in these cowboy thigh-high boots! The western boots feature a square toe, chunky platform sole, curved block heel, an inner zipper closure, and an over-the-knee shaft height with Western-style embroidery. Complete the look with a trendy cowboy hat for a bachelorette or country concert!

    Fit & Features

    • Square toe
    • Chunky platform sole and curved block heel
    • Inner zipper closure
    • Thigh-high, over-the-knee shaft height
    • Western style embroidery
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0962

    Category Name: Women’s Shoes

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Happy Face Faux Sherpa Slippers

    These cozy slippers will put a smile on your face! The slippers feature a round closed toe, smiling happy face on faux sherpa material, an ultra-soft lining, an open back for easy slip-on and off styling, and a comfort sole with a rubber traction bottom. Complete the look with a cute pajama set for a night in or a slumber party!

    Fit & Features

    • Round closed toe
    • Smiling happy face
    • Faux sherpa exterior
    • Ultra-soft lining
    • Open back, slip-on-and-off styling
    • Comfort sole, rubber traction bottom
    • Runs true to size

    Style Number/Barcode: 07408-0113

    Category Name: Women’s Shoes

    Price: $12.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On Repeat Flat Over-The-Knee Boots

    These must-have flat over-the-knee boots will be styled on repeat all season long. They feature a fitted over-the-knee design, an inner zipper closure that runs down the length of the boot, an almond-shaped toe, and a flat sole with a short block heel. The boots have a trendy design of sleek faux leather at the front with smooth spandex at the back. Pair with a sweater dress for such a chic winter look.

    Fit & Features

    • Fitted over-the-knee design
    • Complete inner zipper closure
    • Almond toe
    • Flat sole, short block heel
    • Half faux leather material
    • Half lycra material
    • Runs true to size

    Style Number/Barcode: 07402-0980

    Category Name: Women’s Shoes

    Price: $11.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In Command Platform Faux Leather Over-The-Knee Boots

    You'll be in command of the style scene in these sleek platform over-the-knee boots! They feature a fitted over-the-knee design, an inner zipper closure for easy on-and-off styling, a round toe, a trendy platform lug sole, and a block heel. The faux leather material will give off an edgy chic sheen. Pair these boots with a cargo mini dress!

    Fit & Features

    • Fitted over-the-knee design
    • Inner zipper closure
    • Round toe
    • Platform lug sole, block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0940

    Category Name: Women’s Shoes

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Strut Faux Leather Fitted Knee-High Boots

    Show off a sleek strut in these trendy faux leather knee-high boots. They feature a chic fitted knee-high design with an inner zipper closure for easy on-and-off styling, a curved square-shaped toe, and a block heel. Pair these boots with an oversized blazer.

    Fit & Features

    • Fitted knee-high design
    • Curved square toe
    • Block heel
    • Inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0929

    Category Name: Women’s Shoes

    Price: $20.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strut Your Stuff Lace-Up Over-The-Knee Boots

    Strut your stuff in these faux suede boots perfect for elevating every outfit! They feature an almond toe, a block heel, an inner zipper closure, and an eye-catching lace-up back along the over-the-knee shaft. Complete the look in a trendy denim crop jacket.

    Fit & Features

    • Almond toe
    • Block heel
    • Inner zipper closure
    • Lace-up back
    • Over-the-knee shaft
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0982

    Category Name: Women’s Shoes

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Moves Criss-Cross Strap Block Heels

    Make only stylish moves in these sleek strappy block heels! They feature an open square-shaped toe, thin asymmetric toe straps in a criss-cross design, thin adjustable ankle and heel straps with a buckle, and a thin block heel. Pair with an oversized blazer and a mini handbag to wear from the office to happy hour.

    Fit & Features

    • Open square toe
    • Asymmetric criss-cross toe straps
    • Adjustable ankle and heel straps, buckle detail
    • Open back
    • Thin block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4673

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashion Diva Rhinestone Fold-Over Denim Boots

    These fab rhinestone fold-over denim boots were made for a fashion diva like yourself! They feature a mid-calf height, a trendy fold-over design embellished with all-over sparkling rhinestones, a pointed toe, and a comfortable wedge heel. Style with a bodycon dress for a country bar!

    Fit & Features

    • Mid-calf height
    • Fold-over design
    • Rhinestone embellishments
    • Pointed toe
    • Wedge heel
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07402-0989

    Category Name: Women’s Shoes

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Winter Mode Lace-Up Platform Combat Boots

    Enter winter mode with these casual and trendy platform combat boots! They feature an above-the-ankle height, a round toe, a front lace-up design, a platform and block heel with a lug sole, and are composed of smooth faux microsuede material. Style with a plaid fringe scarf.

    Fit & Features

    • Above-the-ankle height, back pull tab
    • Round toe
    • Front lace-up design, tie closure
    • Platform and block heel, lug sole
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1736

    Category Name: Women’s Shoes

    Price: $20.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Present Bow Platform Block Heels

    These adorable bow platform block heels are the perfect present to treat yourself to! They feature an open almond-shaped toe, a wide toe strap with a sheer organza bow design with dainty faux pearl accents, thin adjustable ankle and heel straps, a bold platform sole, and an ultra-tall block heel. Style these statement heels with a sleek envelope clutch.

    Fit & Features

    • Open almond toe
    • Wide toe strap
    • Organza bow design, faux pearl detailing
    • Thin adjustable ankle and heel straps, buckle detail
    • Platform sole, ultra-tall block heel
    • Nubuck material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4598

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Two-Tone Faux Leather Over-The-Knee Boots

    These trendy two-tone faux leather boots are a chic staple for the new season. They feature a fitted over-the-knee height with a pointed toe, an inner zipper closure for easy on-and-off styling, a block heel, and a sleek two-tone design with half faux leather and half smooth spandex materials. Pair these boots with a sweater dress for a cool winter vibe.

    Fit & Features

    • Over-the-knee height
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Two-tone design
    • Half faux leather material, half smooth spandex material
    • Runs true to size

    Style Number/Barcode: 07402-0920

    Category Name: Women’s Shoes

    Price: $12.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Model Strut Rhinestone Fishnet Stiletto Booties

    These fishnet stiletto booties will inspire you to strut like a model! They feature a closed pointed toe, a stiletto heel, and closed ankle on faux leather material, and a sheer fishnet rhinestone-embellished overlay with an adorable bow on an elastic band. Complete the look with a chic mini purse for an evening in the city!

    Fit & Features

    • Faux leather closed pointed-toe
    • Faux leather stiletto heel, closed ankle
    • Sheer fishnet rhinestone-embellished overlay
    • Elastic band with bow
    • Above-the-ankle shaft
    • Runs true to size

    Style Number/Barcode: 07403-1714

    Category Name: Women’s Shoes

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance