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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.

  • Kick Up The Dust Knee High Suede Western Boots

    Kick up the dust as you lime dance in these faux suede western boots! The pointy toe and stacked block heel exude classic style, an inner zipper closure secures the fit, while the western-inspired stitching adds a touch of country to the faux suede material. Complete the look in a cowboy hat for a concert or festival.

    Fit & Features

    • 2.5" Stacked Block Heel
    • Pointy toe
    • Knee-high shaft length
    • Inner zipper closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-1003

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slip Into Glam Rhinestone Strap Faux Leather Sandals

    Slip into glamour with these sleek rhinestone strap sandals for your next party! Designed with smooth faux leather material, they feature an open square-shaped toe, a wide banded strap embellished with all-over sparkling rhinestones, and a flat sole for comfortable wear. The open back offers effortless on-and-off styling. Pair with a fab rhinestone choker necklace.

    Fit & Features

    • Faux leather upper
    • Open square toe
    • Wide banded strap with rhinestones
    • Open back, flat sole
    • Luxe fit cushioned insole
    • On-and-off styling
    • Runs true to size

    Style Number/Barcode: 07404-1156

    Category Name: Women’s Shoes

    Price: $12.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country Star Glam Rhinestone Western Denim Booties

    Add a touch of glitz in these rhinestone denim booties and get ready for the spotlight! Featuring a pointed-toe design and inner zipper closure, these booties are made with rhinestone-embellished denim material for a fun and stylish touch and have a comfortable block heel. Complete the look for a festival, concert, or country bar with a fun cowboy hat.

    Fit & Features

    • 4" Block Heel
    • Pointed toe
    • Inner zipper closure
    • Rhinestone embellished
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07403-1761

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spread Your Wings Butterfly Spiral Stiletto Heels

    Step out in style and spread your wings with confidence in these butterfly stiletto heels! These spiral stilettos feature an almond toe and rhinestone embellished straps with whimsical butterfly decorations, rhinestone trim, and mesh wings. The metallic-coated faux leather material gives off a bold and daring vibe to your dressy look! Complete with a strapless mini dress.

    Fit & Features

    • 4.5" Stiletto Heel
    • Metallic coated, faux leather material
    • Almond toe
    • Rhinestone embellished straps, spiral ankle
    • Butterfly decorations, rhinestone trim, mesh wings
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4751

    Category Name: Women’s Shoes

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Meant To Last Square Toe Block Heel Mules

    These faux leather block heel mules are meant to last on rotation from season to season! Designed with a sleek square toe and a wide banded strap, these sandals have a cute block heel with a gold trim detail for some luxe. Complete the look with the matching bag for any occasion!

    Shop Matching Shoulder Bag: Made For You Faux Leather Shoulder Bag
    Shop Matching Crossbody Bag: Pretty Perfect Floral Strap Crossbody Bag

    Fit & Features

    • 3" Block heel with gold trim
    • Square toe
    •  Cushioned insole
    • Faux leather material
    • Runs true to size

      Style Number/Barcode: 07401-4710

      Category Name: Women’s Shoes

      Price: $12.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Western Flair Rhinestone Flame Faux Leather Boots

      Bring that western flair with a glam edge to your festival looks with these trendy studded boots! Made with sleek faux leather material, these boots are accented with mini rhinestone studded embellishments in a flame pattern on the shaft and angled studded designs at the pointed toe and heel. The inner zipper closure on the mid-calf boots offers effortless on-and-off styling, while the stacked block heel gives you that comfortable height. Style with the matching western buckle belt for a concert!

      Shop Matching Belt: Ultimate Glitz Rhinestone Western Buckle Belt

      Fit & Features

      • 3.5" Stacked block heel
      • 6" leg opening and a 4" shaft height
      • Mid-calf design with pull tabs
      • Faux leather upper
      • Rhinestone studded embellishments, flame design, angled designs
      • Pointed toe, inner zipper closure
      • Runs true to size

      Style Number/Barcode: 07403-1738

      Category Name: Women’s Shoes

      Price: $12.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Party Starter Strappy Metallic Faux Leather Mules

      Get the party started with these strappy metallic mules that bring the trendy allure! Designed with a fab metallic faux leather material, they feature an open square-shaped toe, a multi-colored asymmetric strappy design across the foot, and a block heel. The open back offers effortless on-and-off styling. Pair with statement earrings for an iconic look.

      Fit & Features

      • 2.5" Block heel
      • Faux leather upper, metallic sheen
      • Open square toe
      • Multi-colored asymmetric strappy design
      • Open back
      • On-and-off styling
      • Runs true to size

      Style Number/Barcode: 07401-4864

      Category Name: Women’s Shoes

      Price: $4.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Gorgeous Height Faux Leather Block Heels

      Add gorgeous height to your favorite looks in these faux leather block heels! These on-trend heels feature an open almond toe, wide toe strap, closed ankle with zipper closure, and thin ankle strap to provide a secure fit, allowing you to dance the night away in comfort. Complete the look in a dress and chic jacket for day or night plans!

      Fit & Features

      • Open almond toe
      • Wide toe strap
      • Closed ankle, back zipper closure
      • Thin ankle strap
      • Block heel
      • Faux leather material, cushioned insole
      • Runs true to size

      Style Number/Barcode: 07401-4709

      Category Name: Women’s Shoes

      Price: $9.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Ahead Of The Crowd Strappy Metallic Stiletto Heels

      Keep a stylish step ahead of the crowd in these metallic stiletto heels! Perfect for semi-formal events and cocktail parties, these fashion heels make a bold statement everywhere you go. Featuring a sleek almond toe and a strappy design, a short stiletto heel, and an adjustable ankle strap with buckle closure to secure the style. Complete the look in a satin midi dress and clutch!

      Fit & Features

      • 3.5" Short stiletto heel
      • Almond toe
      • Strappy design
      • Adjustable ankle strap, buckle closure
      • Cushioned footbed
      • Faux leather metallic material
      • Runs true to size

      Style Number/Barcode: 07401-4859

      Category Name: Women’s Shoes

      Price: $12.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • So Glitzy Rhinestone Strappy Faux Leather Sandals

      Step out in glitzy style with these rhinestone strappy sandals! Made with faux leather material, they feature an open square toe, a wide twisted strappy design across the foot with rows of mini rhinestones, and a mini rhinestone outline on the flat sole for more sparkle. The open back offers effortless on-and-off styling. Pair these sandals with a fab handbag.

      Fit & Features

      • Faux leather upper
      • Square toe
      • Twisted strappy design with rhinestones
      • Rhinestone trim
      • Open back, flat sole, faux leather padded insole
      • On-and-off styling
      • Runs true to size

      Style Number/Barcode: 07404-1181

      Category Name: Women’s Shoes

      Price: $9.97 $18.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Elegantly Minimal Faux Leather Short Block Heels

      An elegantly minimal design elevates these faux leather heels perfect for dressy to formal occasions, and brides! Featuring an almond toe and comfortable short block heel, these heels are the perfect combination of style and practicality. The closed ankle with adjustable buckle strap provides a secure fit, while the foiled faux leather material adds a luxe touch. Complete the look with a gorgeous clutch.

      Fit & Features

      • 2.5" Short Block Heel
      • Almond toe
      • Closed ankle, adjustable buckle strap
      • Foiled faux leather material
      • Runs true to size

      Style Number/Barcode: 07401-4821

      Category Name: Women’s Shoes

      Price: $12.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Step Into Sparkle Rhinestone Block Heels

      Not your average night-out heels. With a chic almond toe and rhinestone shine, these block heels are made for strutting, mingling, and owning every room you walk into.

      Fit & Features

      • 3" Block heel
      • Almond toe
      • Adjustable ankle strap with buckle closure
      • All-over rhinestone embellishments
      • Cushioned insole
      • Runs true to size

      Style Number/Barcode: 07401-000298

      Category Name: Women’s Shoes

      Price: $45.90

      Availability: In Stock

      Available Color: SILVER

      Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9

    • Dressed To Dazzle Glitter Mesh Platform Block Heels

      Get dressed to dazzle in these glitter block heels for dressy to formal soirees! The round toe and platform sole offer comfort and elevated style, while the block heel adds height without sacrificing comfort. The adjustable buckle ankle strap provides a secure fit, making these glitter mesh heels perfect for adding sparkle to any outfit! Complete the look with dramatic earrings.

      Fit & Features

      • 4" Block Heel
      • Round toe
      • Platform sole
      • Crisscross adjustable ankle buckle strap
      • Glitter mesh material
      • Runs true to size

      Style Number/Barcode: 07401-4818

      Category Name: Women’s Shoes

      Price: $12.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Sunset Vibes Braided Strap Platform Sandals

      These trendy braided strap platform sandals are perfect for sunset happy hours this season! They feature a cork block heel and platform sole, an open square-shaped toe, and multi-colored braided straps in a criss-cross design. The open back offers effortless on-and-off styling. Pair these sandals with gold hoops!

      Fit & Features

      • 4.5" Cork block heel, platform sole
      • Faux leather upper
      • Open square toe
      • Criss-cross multi-colored braided straps
      • Open back
      • On-and-off styling
      • Runs true to size

      Style Number/Barcode: 07401-4843

      Category Name: Women’s Shoes

      Price: $16.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Next Level Gladiator Flat Platform Sandals

      Take your style to the next level in these gladiator flat platform sandals perfect for spring to summer wear! Featuring an almond toe and a strappy caged design, these sandals are both chic and comfortable. The adjustable ankle strap with buckle closure ensures a perfect fit while the flat platform sole adds a touch of height to faux leather material. Complete the look in a trendy denim jacket.

      Fit & Features

      • Almond toe
      • Strappy caged design
      • Flat platform sole
      • Faux leather material
      • Runs true to size

      Style Number/Barcode: 07404-1171

      Category Name: Women’s Shoes

      Price: $24.90

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Day To Night Basic Micro Suede Block Heels

      Elevate your day-to-night wear in these basic micro suede block heels to step up every outfit. Made from a soft micro faux suede material, they feel so luxe with an almond toe, block heel, and a closed ankle with an adjustable ankle strap and buckle closure. Complete the look with a chic clutch. 

      Fit & Features

      • 4" Block Heel
      • Almond toe
      • Closed ankle
      • Adjustable ankle strap, buckle closure
      • Micro faux suede material
      • Runs true to size

      Style Number/Barcode: 07401-4855

      Category Name: Women’s Shoes

      Price: $12.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Feel Fierce Lace-Up Thin Block Heels

      Feel fierce in these statement heels with every strut you take! Designed with a square toe and dual braided straps, adding a touch of sophistication. The thin triangular block heel provides elevated boldness, while the lace-up ankle straps add a trendy and customizable touch. Made with fabric material and a faux leather cushioned footbed for ultimate comfort. Complete the look in a cocktail dress for a rehearsal dinner or celebration!

      Fit & Features

      • 5" Thin triangular block heel
      • Square toe
      • Dual braided straps
      • Lace-up ankle strap
      • Faux leather cushioned footbed
      • Fabric material
      • Runs true to size

      Style Number/Barcode: 07401-4795

      Category Name: Women’s Shoes

      Price: $4.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Glowing Up Rhinestone Flat Jelly Sandals

      Glow up in these exclusive jelly sandals for a sparkling spring and summer! These chic sandals feature a trendy square toe and rhinestone embellished asymmetrical straps for a touch of glamour. The adjustable ankle strap with buckle closure and flat sole provides a secure and comfortable fit, while the clear jelly material with a rhinestone embellished edge trim provides a remarkable shine! Complete the look with a tote bag for a beach day or vacation!

      Fit & Features

      • Flat sole, rhinestone embellished edge trim
      • Square toe
      • Rhinestone embellished asymmetrical straps
      • Adjustable ankle strap, buckle closure
      • Clear jelly material
      • Runs true to size

      Style Number/Barcode: 07404-1202

      Category Name: Women’s Shoes

      Price: $4.97 $12.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • On Repeat Strappy Faux Leather Stiletto Heels

      These chic strappy faux leather stiletto heels will be styled on repeat all season! Designed with a smooth faux leather material, they feature a sleek stiletto heel, a trendy square-shaped toe, an asymmetric strappy design, and an adjustable ankle strap with a buckle closure. Pair with a mini handbag.

      Fit & Features

      • 3.5" Stiletto heel
      • Faux leather upper
      • Open square toe
      • Asymmetric strappy design
      • Adjustable ankle strap with buckle closure
      • Runs true to size

      Style Number/Barcode: 07401-4840

      Category Name: Women’s Shoes

      Price: $9.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Eye-Catching Pop Strappy Thong Stiletto Sandals

      Perfect for adding eye-catching style, these stiletto sandals give every outfit the pop it needs! With a square toe, thong toe strap, and short stiletto heel, these faux leather sandals are as stylish as they are comfortable. The strappy adjustable ankle with buckle closure adds an elevated allure and a secure fit. Complete the look with a trendy shoulder bag for any occasion!

      Fit & Features

      • 3.5" Stiletto heel
      • Faux leather material
      • Thong toe strap
      • Strappy adjustable ankle, buckle closure
      • Runs true to size

      Style Number/Barcode: 07401-4838

      Category Name: Women’s Shoes

      Price: $12.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Flawless Steps Rhinestone Lace-Up Sandals

      Unleash your inner sparkle in these flawless faux leather sandals for day or night! Designed with square toe and rhinestone embellished knotted straps, these sandals add a touch of glamour to any outfit. The sleek metallic faux leather material and lace-up straps provide both style and comfort with their flat sole. Complete the look with rhinestone earrings for extra luxe!

      Fit & Features

      • Metallic faux leather material
      • Square toe
      • Rhinestone embellished knotted straps
      • Lace-up
      • Flat sole
      • Runs true to size

      Style Number/Barcode: 07404-1167

      Category Name: Women’s Shoes

      Price: $4.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Simply Fab Patent Faux Leather Kitten Heels

      Simply fab, these patent faux leather kitten heels will amp up the style factor of your fave 'fits! They feature a chic stiletto heel for comfortable wear, an open square-shaped toe, a multi-row toe strap and asymmetric strap across the foot, and an adjustable ankle and heel strap with a buckle closure for a secure fit. Pair these heels with a mini handbag.

      Fit & Features

      • 3.5" Stiletto heel
      • Patent faux leather upper
      • Open square toe
      • Multi-row toe strap, multi-row asymmetric foot strap
      • Adjustable ankle and heel strap with buckle closure
      • Runs true to size

      Style Number/Barcode: 07401-4807

      Category Name: Women’s Shoes

      Price: $9.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Glam Mode Rhinestone Metallic Platform Heels

      You'll be in glam mode with these gorg metallic platform heels that will level up your look! They feature an open square-shaped toe, an asymmetric strappy design with mini rhinestone embellishments, a closed back with a zipper, a platform sole, and a tall block heel. Style with a party dress.

      Fit & Features

      • 4.5" block heel
      • Faux leather material with metallic sheen
      • Open square-shaped toe
      • Asymmetric strappy design
      • Mini rhinestones
      • Closed back, zipper
      • Platform sole
      • Style runs large

      Style Number/Barcode: 07401-4136

      Category Name: Women’s Shoes

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Pump It Up Strappy Lace-Up Stiletto Heels

      Pump up the drama in these sexy stiletto heels for a day or night occasion! Made from a sleek faux leather material, these shoes boast a pointy toe, strappy design, a stiletto heel, and lace-up straps that let you customize the style. Complete the look in a chic midi dress and jewelry!

      Fit & Features

      • 5" Stiletto heel
      • Faux leather material
      • Pointy toe
      • Strappy design
      • Lace-up
      • Runs true to size

      Style Number/Barcode: 07401-4805

      Category Name: Women’s Shoes

      Price: $4.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale