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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.

  • Fashionable Caged Lace-Up Metallic Heels

    Walk in fashionable style in these caged strappy heels. A square-toe block heel combines with a metallic material to offer a modern twist that will take any look to the next level and features a strappy caged design with lace-up straps that wrap around the ankle. Complete the look in a fab one-shoulder mini dress for a party or dressy event!

    Fit & Features

    • Square toe
    • Caged strappy design
    • Lace-up
    • Block heels
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4614

    Category Name: Women’s Shoes

    Price: $10.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Charm Satin Rosette Stiletto Pumps

    Add a sleek charm to your dressy look with these satin rosette stiletto pumps. They feature a closed pointed toe with a trendy rosette applique accent, an open back with thin adjustable ankle and heel straps, and a tall stiletto heel. The pumps are composed of a satin woven material with a faux leather subtle cushioned insole. Style with a rhinestone mesh clutch for your next cocktail party.

    Fit & Features

    • Closed pointed toe
    • Rosette flower applique
    • Open back
    • Adjustable ankle and heel straps, buckle detail
    • Stiletto heel
    • Satin material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4553

    Category Name: Women’s Shoes

    Price: $4.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Points Knit Block Heel Booties

    You'll be raking major style points in these ankle booties featuring a pointed toe, and a block heel, and are crafted from a knit material. Complete the look with a mini handbag and coat for work or play!

    Fit & Features

    • Pointed toe
    • Block heel
    • Ankle-length shaft
    • Knit material
    • Runs true to size

    Style Number/Barcode: 07403-1653

    Category Name: Women’s Shoes

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Knit Girl Thigh-High Block Heel Boots

    This thigh-high boot is for every kn" it" girl! It features a sleek pointed toe, block heel, and a thigh-high shaft height on knit material. Complete the look with a chic sweater dress for a dinner party or date night!

    Fit & Features

    • Pointed toe
    • Block heel
    • Thigh-high shaft height
    • Knit material
    • Pull-on-and-off styling
    • Runs true to size

    Style Number/Barcode: 07402-0892

    Category Name: Women’s Shoes

    Price: $4.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Party's Here Mesh Rhinestone Stiletto Booties

    These mesh rhinestone booties bring the party! They feature a closed pointed toe, a short patent leather stiletto heel, and an inner zipper closure, and are crafted from a sheer mesh rhinestone-embellished material to bring the glam everywhere you go. Complete the look with a sparkly clutch.

    Fit & Features

    • Closed pointed toe
    • Short patent leather stiletto heel
    • Inner zipper closure
    • Sheer mesh rhinestone-embellished material
    • Runs true to size

    Style Number/Barcode: 07403-1662

    Category Name: Women’s Shoes

    Price: $12.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cold Babe Faux Sherpa Block Heel Booties

    Strut like a babe in these cozy faux leather booties! They feature a square-shaped toe, an inner zipper closure, a platform sole, a tall block heel, and a soft faux sherpa trim to help keep you warm on chilly days. Complete the look with a cozy jacket.

    Fit & Features

    • Square toe
    • Inner zipper closure
    • Platform sole
    • Tall block heel
    • Faux sherpa trim
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1681

    Category Name: Women’s Shoes

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylishly Studded Faux Leather Stiletto Booties

    Stylishly studded, these faux leather stiletto booties are sleek perfection. They feature a dramatic pointed toe, a fold-over design at the ankle with round studded details, an inner zipper closure, and a thin stiletto heel. Pair with silver hoops and a chain necklace.

    Fit & Features

    • Pointed toe
    • Fold-over design at the ankle
    • Round studded details
    • Inner zipper closure
    • Thin stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1648

    Category Name: Women’s Shoes

    Price: $4.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country Star Below-The-Knee Cowboy Boots

    Step out looking fab like a country star in these on-trend cowboy boots! They feature a below-the-knee height with pull tabs on each side, a pointed toe, a stacked block heel, a western-style contrasting stitched design, and are composed of a faux leather material with a textured trim. Complete your look with hoop earrings!

    Fit & Features

    • Below-the-knee height
    • Pull tabs
    • Pointed toe
    • Stacked block heel
    • Western-style contrasting stitched design
    • Faux leather material, textured trim
    • Runs true to size

    Style Number/Barcode: 07402-0960

    Category Name: Women’s Shoes

    Price: $12.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Allure Rhinestone Faux Leather Over-The-Knee Boots

    These fab rhinestone faux leather boots will bring that glam allure to your night-out looks! 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 all-over rhinestone studded embellishments for that chic sparkle on the faux leather material. Style these boots with a mini dress and rhinestone statement earrings.

    Fit & Features

    • Over-the-knee height
    • Pointed toe
    • Inner zipper closure
    • Stiletto heel
    • Rhinestone studded embellishments
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0901

    Category Name: Women’s Shoes

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Diamonds In My Eyes Rhinestone Over-The-Knee Boots

    Polish up real nice in these rhinestone over-the-knee boots! They feature an over-the-knee height with a tie-back detail, an almond-shaped toe, an inner zipper closure, a block heel, and all-over rhinestone embellishments for the perfect sparkle on the faux suede material. Complete the look in a party dress for a dressy celebration!

    Fit & Features

    • Over-the-knee height, tie-back detail
    • Almond toe
    • Inner zipper closure
    • Block heel
    • All-over rhinestone embellishments
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0944

    Category Name: Women’s Shoes

    Price: $9.97 $65.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country Nights Denim Western Booties

    Go out tonight in these western booties for a country bar or bachelorette! The booties feature a pointed toe, western-inspired stitching, a stacked block heel, and a back zipper closure on an ankle-length shaft. Complete the look in a cowboy hat.

    Fit & Features

    • Pointed toe
    • Western-inspired stitching
    • Stacked block heel
    • Back zipper closure
    • Ankle-length shaft
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07403-1711

    Category Name: Women’s Shoes

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Make The Cut Rhinestone Lace-Up Nubuck Heels

    Ready to shine? Let these rhinestone nubuck block heels inspire your glow-up! Featuring a square toe and glam rhinestone-embellished lace-up straps, these heels will keep all eyes on you. Clear PVC side tabs and a block heel add to the stylish look, while the nubuck material gives the shoes a sleek finish. Complete the look in a party dress for a birthday or bachelorette!

    Fit & Features

    • Square toe
    • Rhinestone-embellished lace-up straps
    • Clear PVC side tabs
    • Block heel
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-4595

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Rhinestone Lace-Up Metallic Heels

    Ready to shine? Let these metallic block heels inspire your glow-up! Featuring a square toe and glam rhinestone-embellished lace-up straps, these heels will keep all eyes on you. Clear PVC side tabs and a block heel add to the stylish look, while the metallic material gives the shoes a fun and fashionable finish. Complete the look in a party dress for a birthday or bachelorette!

    Fit & Features

    • Square toe
    • Rhinestone-embellished lace-up straps
    • Clear PVC side tabs
    • Block heel
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4594

    Category Name: Women’s Shoes

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fabulous Strut Marabou Strappy Block Heels

    Step into an effortless, fabulous style in these block heels! These faux leather beauties stun like no other, featuring a chic square toe, luxurious marabou toe strap, and strappy design with a block heel and adjustable ankle strap with buckle closure. Complete the look with a trendy shoulder purse for a dressy occasion!

    Fit & Features

    • Square toe
    • Marabou toe strap
    • Strappy design
    • Block heel
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4732

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glamorous Nights Patent Rhinestone Heel Booties

    Glamorous nights are to be had in these patent leather booties! They feature a sleek pointed-toe, a stiletto heel with a unique rhinestone ball decor, an inner zipper closure, and an ankle-length shaft. Complete the look with a sparkly clutch for a birthday dinner and drinks!

    Fit & Features

    • Pointed-toe
    • Stiletto heel
    • Rhinestone ball decor
    • Inner zipper closure
    • Ankle-length shaft
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07403-1727

    Category Name: Women’s Shoes

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Life Is Glamorous Rhinestone Closed Toe Pumps

    Life is glamorous in these micro faux suede pumps! Put your best foot forward in these heels featuring a closed pointed toe, a rhinestone-embellished knot strap, and a block heel. Complete the look with a chic crossbody purse for a dressy soiree!

    Fit & Features

    • Closed pointed toe
    • Rhinestone-embellished knot strap
    • Block heel
    • Micro faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-4555

    Category Name: Women’s Shoes

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Girlie Pearl And Rhinestone Heels

    These pearl and rhinestone block heels are for the girlies who love that sparkle! They feature an open almond toe with a strap, an adjustable ankle strap with a square-shaped buckle, a closed back, a short block heel, and mini rhinestone and faux pearl embellishments for a cool-glam vibe. Style these heels with a sleek clutch for your next night out.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap, adjustable ankle strap, square-shaped buckle detail
    • Closed back
    • Short block heel
    • Mini rhinestone and faux pearl embellishments
    • Smooth satin material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4652

    Category Name: Women’s Shoes

    Price: $4.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch My Drift Over-The-Knee Lug Boots

    Let everyone catch your edgy drift in these over-the-knee lug boots! They feature a round toe, inner zipper closure, a sturdy lug sole and heel, and a top tie-back design on micro faux suede material. Complete the look in a cool moto jacket for an evening in the city!

    Fit & Features

    • Round toe
    • Inner zipper closure
    • Sturdy lug sole and heel
    • Over-the-knee shaft height
    • Top tie-back design
    • Micro faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0936

    Category Name: Women’s Shoes

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep Up With Me Puffer Under-The-Knee Boots

    With these puffers under-the-knee boots, they won't be able to keep up with your fashion-forward style! The boots feature a round toe, a sturdy lug sole and heel, an inner zipper closure, a cozy faux fur lining to keep your feet warm, and an adjustable drawstring to customize the style. Complete the look with a cute and cozy jacket for the cold season!

    Fit & Features

    • Round toe
    • Sturdy lug sole and heel
    • Inner zipper closure
    • Under-the-knee shaft 
    • Adjustable drawstring
    • Pufffer material, faux fur lining
    • Runs true to size

    Style Number/Barcode: 07402-0923

    Category Name: Women’s Shoes

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Not A Drill Denim Foldover Boots

    These trend-forward denim boots are the new style you're looking for! They feature a pointed toe, a thin block heel, a foldover design with frayed trim, and a calf-length shaft. Complete the look with a mini handbag for day or night plans!

    Fit & Features

    • Pointed toe
    • Thin block heel
    • Foldover design, frayed trim
    • Calf-length shaft
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07402-0975

    Category Name: Women’s Shoes

    Price: $4.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On My Command Faux Leather Knit Combat Booties

    Take on the season in these combat booties with confidence and style! Featuring stylish faux leather details, a front lace-up placket, stretchy knit material, and a sturdy lug rubber sole, these booties combine fashion and function for any adventure. Complete the look in a trendy denim jacket for casual plans!

    Fit & Features

    • Round toe
    • Front lace-up placket
    • Sturdy lug rubber traction sole
    • Faux leather details, stretchy knit material
    • Pull tab for easy on-and-off styling
    • Runs true to size

    Style Number/Barcode: 07403-1708

    Category Name: Women’s Shoes

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy On Down Faux Sherpa Block Heel Booties

    Be bold and cozy in these faux sherpa booties! Crafted from faux suede and sherpa, these comfy yet chic booties feature a pointed toe and block heel for an eye-catching look. Plus, the foldover styling makes it easy to pull on and off! Complete the look in a trendy jacket for a pumpkin patch or coffee with friends!

    Fit & Features

    • Faux suede pointed-toe, block heel
    • Faux sherpa foldover design
    • Pull on-and-off styling
    • Runs true to size

    Style Number/Barcode: 07402-0954

    Category Name: Women’s Shoes

    Price: $27.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beauty Bloom Rhinestone Flower Block Heels

    Bloom with beauty in these flower metallic block heels at special events! They feature a square toe, rhinestone-embellished toe straps with a flower decor and gemstone center, a block heel, adjustable rhinestone-embellished ankle strap with buckle closure. Complete the look with a glam necklace and earrings!

    Fit & Features

    • Square toe
    • Rhinestone-embellished toe straps
    • Flower decor with gemstone center
    • Block heel
    • Adjustable rhinestone-embellished ankle strap, buckle closure
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4587

    Category Name: Women’s Shoes

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All My Shine Metallic Strappy Platform Heels

    Bring your look to a shining new level with these metallic heels. With a square toe, strappy design, and block heel, these stylish heels offer chic sophistication with a platform sole to ensure comfort. The metallic material adds a luxe touch for a look that really shines. Complete the look with a sparkly clutch for a dressy occasion!

    Fit & Features

    • Square toe
    • Strappy design
    • Platform sole
    • Block heel
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4729

    Category Name: Women’s Shoes

    Price: $4.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale