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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.

  • Hello Fabulous Fuzzy Platform Slippers

    Say hello to fabulous! These cartwheel-worthy fuzzy platform slippers are sure to give you that Y2K feel. They feature a square toe, a wide foot strap, and a chunky platform sole and heel on soft fuzzy material. Complete the look in a cute smooth dress for a casual hang!

    Fit & Features

    • Square toe
    • Wide foot strap
    • Chunky platform sole and heel
    • Soft fuzzy material
    • Runs true to size

    Style Number/Barcode: 07408-0111

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Places To Be Seen Faux Leather Thigh-High Boots

    You've got places to be seen in these faux leather thigh-high boots! They feature a square toe, a chunky sole and short block heel, a hoop metal strap accent, and an over-the-knee shaft height with pull tabs for easy on-and-off styling. Complete the look in a sleek crop jacket for a dinner and movie downtown!

    Fit & Features

    • Square toe
    • Chunky sole, short block heel
    • Hoop metal strap accent
    • Thigh-high, over-the-knee shaft height
    • Pull tabs, easy-on-and-off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0961

    Category Name: Women’s Shoes

    Price: $9.97 $66.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walk The Red Carpet Rhinestone Block Heels

    These block heels are red carpet ready! Featuring a metallic almond toe, rhinestone-embellished straps and heel, and rhinestone adjustable ankle and heel straps with buckle closure. Complete the look in gorgeous earrings for a special occasion!

    Fit & Features

    • Metallic almond toe
    • Rhinestone-embellished straps
    • Rhinestone block heel
    • Rhinestone adjustable ankle and heel straps, buckle closure
    • Metallic faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4537

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Point Me To Chic Rhinestone Stiletto Booties

    These faux leather booties will point you to chic! They feature a pointed toe with a rhinestone-embellished oval charm, an inner zipper closure, and a stiletto heel. Complete the look in a sweater midi dress for date night!

    Fit & Features

    • Pointed-toe
    • Oval rhinestone-embellished charm
    • Inner zipper closure
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1713

    Category Name: Women’s Shoes

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In Love Lace-Up Knee High Boots

    Fall in love with these faux suede boots with endless styling possibilities! They feature an almond toe, inner zipper closure, a short block heel, and a knee-high shaft with a trendy lace-up back. Complete the look in a chic trench coat for a dinner and show downtown!

    Fit & Features

    • Almond toe
    • Inner zipper closure
    • Short block heel
    • Knee-high shaft, lace-up back, tie closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0964

    Category Name: Women’s Shoes

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Girl's Night Sequin Fold-Over Stiletto Boots

    Make it a girl's night to remember in these totally fab sequin stiletto boots! They feature a mid-calf height with a trendy fold-over design, all-over glitzy sequin embroidery, a contrasting pointed toe, and a contrasting sleek stiletto heel. Style these statement boots with a metallic clutch!

    Fit & Features

    • Mid-calf height
    • Fold-over design
    • All-over sequin embroidery
    • Contrasting pointed toe
    • Contrasting stiletto toe
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0925

    Category Name: Women’s Shoes

    Price: $9.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Treat Yourself Lace-Up Stiletto Heels

    Treat yourself to a daring look with these stiletto heels! Show off your edgy style with the square-shaped toe with a thin strap, tall stiletto heel, and daring lace-up design on faux leather material. Complete the look with a trendy purse for a birthday or brunch!

    Fit & Features

    • Square toe
    • Thin toe strap
    • Stiletto heel
    • Lace-up design, tie closure
    • Faux leather material
    • Faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4578

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Look To Remember Block Heel Booties

    These ankle booties will make your outfit very memorable! They feature a faux leather front with a pointed-toe, inner zipper closure, and a faux suede back with a block heel that has a shiny gold metal trim. Complete the look in a chic trench coat for a dinner and show downtown!

    Fit & Features

    • Faux leather front
    • Pointed-toe
    • Inner zipper closure
    • Faux suede back
    • Block heel, gold metal trim
    • Ankle length shaft
    • Runs true to size

    Style Number/Barcode: 07403-1728

    Category Name: Women’s Shoes

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dramatic Blooms Rosette Rhinestone Thigh-High Boots

    Dare to bloom in the most dramatically chic way in these satin thigh-high stiletto boots! Perfect for strutting into parties, these boots feature a pointed toe, inner zipper closure, glitzy rhinestone, and rosette flower appliques, and a scrunched thigh-high shaft. Style with a bold mini dress.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Rhinestone and rosette flower appliques
    • Scrunched thigh-high shaft
    • Stiletto heel
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07402-0907

    Category Name: Women’s Shoes

    Price: $9.97 $80.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Giddy Up Gorgeous Patent Western Boots

    Giddy up gorgeous! These patent leather western boots are ready for your next rodeo! They feature a pointed toe, an inner zipper closure, a stacked block heel, western-style stitching, and a below-the-knee shaft. Complete the look in a cowboy hat for a country bar or concert!

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Stacked block heel
    • Western-style stitching
    • Below-the-knee shaft
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07402-0924

    Category Name: Women’s Shoes

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Show Up Platform Block Heel Booties

    Show up in these faux leather booties to have all eyes on you! They feature a square-shaped toe, a bold platform sole, a tall chunky block heel, an inner zipper closure, and fit above the ankle. Complete the look in a trendy jacket for a cool autumn or winter day!

    Fit & Features

    • Square toe
    • Inner zipper closure
    • Platform sole
    • Tall chunky block heel
    • Above-the-ankle fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1706

    Category Name: Women’s Shoes

    Price: $11.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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

  • 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