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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.

  • Sassy Style Rhinestone Platform Heels

    These fabulous rhinestone platform heels will have you strutting with a sassy style! They feature an open almond-shaped toe with a strap, a chunky platform, a tall block heel, adjustable ankle straps that criss-cross at the back, and all-over mini rhinestone embellishments for that glam factor. Pair these heels with a little black dress.

    Fit & Features

    • Open almond-shaped toe, toe strap
    • Tall platform
    • Tall block heel
    • Adjustable ankle straps, criss-cross design, circular buckle
    • Mini rhinestones
    • Faux suede material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-4111

    Category Name: Women’s Shoes

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Diva-Worthy Rhinestone Platform Heels

    These glam rhinestone platform heels were made for a fashion diva like you! They feature an open almond-shaped toe, a rhinestone-embellished toe strap, a rhinestone-embellished thin ankle strap, a trendy platform, and a tall block heel. Style these fab heels with a bodycon dress for your next night out at the club.

    Fit & Features

    • Open almond-shaped toe
    • Rhinestone-embellished toe strap
    • Rhinestone-embellished thin ankle strap, adjustable, buckle detail
    • Closed back
    • Platform, block heel
    • Faux microsuede material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-4168

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Made To Sparkle Rhinestone Cowboy Boots

    These cowboy boots were made to sparkle and shine and have all eyes on you! They feature a below-the-knee length, side zipper closure, almond toe, and a stacked block heel with all-over rhinestone embellishments. Complete the look in a fringe denim jacket.

    Fit & Features

    • Almond toe
    • Side zipper closure
    • Stacked block heel
    • Below-the-knee shaft length
    • All-over rhinestone embellishments
    • Runs true to size

    Style Number/Barcode: 07403-1624

    Category Name: Women’s Shoes

    Price: $12.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fancy Gal Rhinestone Spiral Block Heels

    You're a total fancy gal when it comes to fashion! These trendy block heels are a total must-have for you. They feature an open almond-shaped toe, dual straps, a thin spiral strap design that wraps around the leg, and a block heel. The straps feature all-over mini rhinestone embellishments for a glamorous sparkle. Pair these heels with a little black dress.

    Fit & Features

    • Open almond-shaped toe
    • Dual straps
    • Thin spiral strap design
    • Block heel
    • Mini rhinestone embellishments
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07401-4316

    Category Name: Women’s Shoes

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In The Name Of Lug Patent Booties

    Embrace your edgy side in these streetwear-worthy patent booties! They feature a round toe, a chunky lug platform sole, a block heel, elastic knit side panels, and a back pull tab for easy on/off styling. Complete the look in a sleek moto jacket.

    Fit & Features

    • Round toe
    • Chunky lug platform sole
    • Elastic side knit panels
    • Block heel
    • Back pull tab for easy on/off styling
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07403-1628

    Category Name: Women’s Shoes

    Price: $9.97 $41.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • You Glow Girl Metallic Block Heels

    Have yourself a major glow-up in these metallic block heels featuring a square toe, platform sole, thin toe, and ankle strap with buckle closure. Style with a cocktail dress for a holiday dinner party!

    Fit & Features

    • Square toe
    • Platform sole
    • Block heel
    • Thin toe and ankle strap with buckle closure
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4089

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Star Studded Rhinestone Strap Heels

    Step out looking like a movie star in these glitzy and glam block heels featuring a square toe, baguette rhinestone straps, and a closed ankle with a buckle strap closure on metallic material. Complete the look in a glam hair tiara for a formal party!

    Fit & Features

    • Square toe
    • Baguette rhinestone straps
    • Block heel
    • Closed ankle
    • Buckle strap closure
    • Metallic faux leather material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4094

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Up In Satin Block Heels

    Step out into the holiday party in these sleek satin block heels designed with a square toe, closed ankle with an adjustable buckle ankle strap. Complete the look with a sparkly clutch.

    Fit & Features

    • Square toe
    • Block heel
    • Closed ankle
    • Adjustable buckle ankle strap
    • Smooth satin material
    • Runs true to size

    Style Number/Barcode: 07401-4091

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wrapped In Rhinestone Stiletto Heels

    Rhinestone embellished straps wrap around your feet on these stiletto heels perfect for a semi-formal or dressy event! They feature a square toe, closed ankle, and back zipper closure, and are made of faux suede and leather material. Complete the look with a glam clutch. 

    Fit & Features

    • Square toe
    • Rhinestone embellished wrap-style straps
    • Closed ankle
    • Back zipper closure
    • Stiletto heel
    • Faux suede and leather material
    • Runs true to size

    Style Number/Barcode: 07401-4036

    Category Name: Women’s Shoes

    Price: $4.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Golden Hour Rhinestone Strap Heels

    Embody golden hour in these chrome stiletto heels for the perfect shine! They feature a square toe, rhinestone embellished straps that wrap around your foot, and a closed ankle with zipper closure. Style with an envelope clutch for a formal occasion!

    Fit & Features

    • Square toe
    • Rhinestone embellished straps
    • Stiletto heel
    • Closed ankle with zipper closure
    • Chrome faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4035

    Category Name: Women’s Shoes

    Price: $12.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Add Some Edge Zip-Up Platform Booties

    Add some stylish edge to your everyday look with these trendy platform booties. They feature an above-the-ankle fit, a round toe, a front zip-up design, and a tall platform. Pair these faux leather booties with a corset top and your fave pair of denim.

    Fit & Features

    • Above-the-ankle fit
    • Round toe
    • Front zip-up design
    • Tall platform
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1627

    Category Name: Women’s Shoes

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • It-Girl Vibes Block Heel Pumps

    Show off your it-girl status in these trendy Y2K-inspired block heel pumps! They feature a closed-pointed toe, side cutouts at the heel, a closed back, a thin adjustable ankle strap, and a sturdy block heel. Style these patent faux leather pumps with a bodycon mini dress.

    Fit & Features

    • Closed-pointed toe
    • Side cutouts at the heel
    • Closed back
    • Thin adjustable ankle strap, buckle detail
    • Block heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4166

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spring Into Rhinestone Block Heels

    Spring into these block heels designed with spiral rhinestone straps that effortlessly wrap around your ankle for a statement look! They feature a sleek square toe, block heel, and satin material. Style with a sphere clutch.

    Fit & Features

    • Square toe
    • Rhinestone embellished toe and spiral ankle strap
    • Block heel
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4026

    Category Name: Women’s Shoes

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Edge Platform Booties

    Show off a chic edge in these on-trend ankle booties! They feature an above-the-ankle design, a round toe, elastic gore details on each side to provide stretch for comfortable wear, and a bold tall platform for an elevated style. Pair these booties with a faux leather shacket.

    Fit & Features

    • Above-the-ankle design
    • Round toe
    • Elastic gore details
    • Tall platform
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1629

    Category Name: Women’s Shoes

    Price: $4.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab And Trendy Rhinestone Low Heel Mules

    These fab and trendy rhinestone mules will amp up your looks! They feature an open square-shaped toe, a wide banded strap with all-over mini rhinestone embellishments, a slide-on design with an open back, and a low block heel. Style with sleek hoop earrings.

    Fit & Features

    • Open square-shaped toe
    • Wide banded strap, mini rhinestones
    • Slide-on design, open back
    • Low block heel
    • Satin woven fabric, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07404-1096

    Category Name: Women’s Shoes

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On A Western Kick Cowboy Boots

    Get on the western trend with these chic faux leather cowboy boots! They feature a below-the-knee height, a pointed toe, a short stacked block heel, an inner zipper closure, and a western-inspired stitched design at the ankle. Style with your fave mini dress!

    Fit & Features

    • Below-the-knee height
    • Pointed toe, short stacked block heel
    • Partial inner zipper closure
    • Western-inspired stitched design at the ankle
    • Faux leather material, smooth woven interior
    • Runs true to size

    Style Number/Barcode: 07402-0873

    Category Name: Women’s Shoes

    Price: $4.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Meet Chic Faux Suede Slouch Booties

    Your closet will be happy to meet these chic faux suede slouchy booties designed with an almond toe, a platform sole, block heel, an outer zipper closure, and fit above the ankle. Style with a boyfriend blazer to complete your look! 

    Fit & Features

    • Almond toe
    • Platform sole
    • Block heel
    • Outer zipper closure
    • Slouchy, above-the-ankle fit
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1587

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfect Glam Rhinestone Bow Stiletto Heels

    Achieve the perfect glam look with these trendy-chic stiletto heels! They feature an open-square-shaped toe, a clear toe strap with a rhinestone bow accent, an open back with a thin clear adjustable ankle strap with mini rhinestone embellishments, and a stiletto heel. Style with a glitzy evening bag.

    Fit & Features

    • Open square-shaped toe
    • Clear toe strap, rhinestone bow
    • Open back, clear adjustable ankle strap, mini rhinestones
    • Stiletto heel
    • Smooth faux nubuck material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-4116

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Something New Satin Platform Heels

    Add something new and treat yourself to these satin block heels perfect for parties and formal soirees! They feature a square toe, wide and curved toe strap, platform sole, a closed ankle, and an adjustable ankle strap with buckle closure. Complete the look with a sparkly clutch purse.

    Fit & Features

    • Square toe
    • Wide and curved toe strap
    • Platform sole
    • Closed ankle
    • Adjustable ankle strap, buckle closure
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4169

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Run This Town Platform Caged Heels

    You'll run this town in elevated fashion! These chunky heels feature a square toe, caged toe straps, a platform sole, a block heel, and an adjustable ankle strap with buckle closure on faux leather material. Layer a fab faux fur jacket to complete your style slay!

    Fit & Features

    • Square toe
    • Caged toe straps
    • Platform sole
    • Block heel
    • Adjustable ankle strap with buckle closure
    • Faux leather material
    • Runs true to size

      Style Number/Barcode: 07401-4160

      Category Name: Women’s Shoes

      Price: $14.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Stomping Ground Combat Booties

      Kick it old school in these faux leather combat booties in a cool, modern style! They feature a round toe, lug platform sole, lace-up front placket, knit panels, and back pull tabs for easy slide-on/off styling. Complete the look in a distressed denim jacket.

      Fit & Features

      • Round toe
      • Lug platform sole
      • Lace-up front placket
      • Knit panels and back pull tabs
      • Slide-on/off styling
      • Faux leather material
      • Runs true to size

      Style Number/Barcode: 07403-1626

      Category Name: Women’s Shoes

      Price: $4.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Trendy Strut Fringe Ankle Booties

      Show off a trendy strut in these fab fringe ankle booties! They feature a pointed toe, a stacked block heel, cute fringe detailing on the side, and are composed of a faux microsuede material. Style with your fave pair of skinny jeans.

      Fit & Features

      • Pointed toe
      • Inner zipper closure
      • Stacked block heel
      • Fringe detailing on the side
      • Faux microsuede material
      • Runs true to size

      Style Number/Barcode: 07403-1631

      Category Name: Women’s Shoes

      Price: $4.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Country Style Cowboy Booties

      Show off your love for country style with these trendy cowboy booties! They feature an above-the-ankle fit, a pointed toe, a low-stacked block heel, a western-inspired embroidered design, and pull tabs on each side for easy on-and-off styling. Pair these faux leather booties with a mini dress layered with a denim jacket.

      Fit & Features

      • Above-the-ankle fit
      • Pointed toe
      • Low-stacked block heel
      • Western-inspired embroidered design
      • Pull tabs on each side
      • Faux leather material
      • Runs true to size

      Style Number/Barcode: 07403-1630

      Category Name: Women’s Shoes

      Price: $4.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Western Chic Block Heel Booties

      These trendy block heel booties will give you a western chic look! They feature an above-the-ankle fit, a pointed toe, a stacked block heel, and a western design made from half faux leather and half faux suede materials. Style with your favorite pairs of denim!

      Fit & Features

      • Above-the-ankle fit
      • Pointed toe
      • Inner zipper closure
      • Stacked block heel
      • Western design
      • Half faux leather, half faux suede
      • Runs true to size

      Style Number/Barcode: 07403-1632

      Category Name: Women’s Shoes

      Price: $4.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale