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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.

  • Perfect Flirt Lace-Up Heeled Thong Sandals

    The perfect faux leather sandals for a flirty look with all your sundresses! These exclusive thong sandals showcase a sleek square toe with a thong-style strap, a thin block heel, and thin lace-up straps that let you customize the style. Complete the look with a trendy handbag for any occasion!

    Fit & Features

    • 3.5" Thin block heel
    • Faux leather material
    • Square toe, thong strap
    • Lace-up straps
    • Runs true to size

    Style Number/Barcode: 07401-4810

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Get Struttin' Under-The-Knee Faux Suede Cowboy Boots

    Get struttin' in these faux suede cowboy boots made to be shown off at festivals, concerts, or country bars! These faux suede boots feature a pointed toe and stacked block heel for a sleek look. The inner zipper closure makes them easy to slip on, while the under-the-knee length and western-stitching design add a touch of western flair. Complete the look in a cowboy hat.

    Fit & Features

    • 2.5" Stacked Block Heel
    • Pointed toe
    • Inner zipper closure
    • Under-the-knee length
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-1002

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

  • Summer Staple Linen Strap Espadrille Wedges

    A chic summer staple, these linen strap espadrille wedges will elevate your summer 'fits! They feature an open almond-shaped toe with a wide linen toe strap, linen criss-cross adjustable ankle straps, an espadrille heel strap, and a tall espadrille wedge heel to give you that stylish height with a comfortable fit. Pair with a flowy skater dress!

    Fit & Features

    • 5" Espadrille wedge heel
    • Open almond toe
    • Wide linen toe strap
    • Linen criss-cross adjustable ankle straps
    • Espadrille heel strap
    • Runs true to size

    Style Number/Barcode: 07406-0348

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Chic Puffy Strap Faux Leather Mules

    Your looks are always chic and on point, so these sleek faux leather mules are a staple for your outfits. They feature a sturdy block heel, an open square-shaped toe, and a puffy strappy design with a knotted center detail. The open back offers effortless on-and-off styling. Pair these mules with a cute handbag.

    Fit & Features

    • 4" Block heel
    • Faux leather upper
    • Open square toe
    • Puffy strappy design, knotted detail
    • Open back
    • On-and-off styling
    • Runs true to size

    Style Number/Barcode: 07401-4816

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flower Child Crochet Platform Sneakers

    Sporty style with stylish flair! These platform sneakers are perfect for festivals, concerts, or casual plans. The round toe and cushioned insole provide ultimate comfort, while the floral crochet upper and platform sole add a unique touch. Lace up and step out in style! Complete the look in a trendy denim romper.

    Fit & Features

    • Round toe
    • Floral crochet upper
    • Platform sole
    • Lace-up placket
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07406-0359

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pop Of Cute Straw Faux Leather Flat Sandals

    Add a pop of cute to your outfit in these faux leather flat sandals for everyday styling! These sandals are the perfect combination of comfort and style, featuring a sleek square toe and a trendy straw band with notch cutouts on faux leather material. Complete the look with a chic pair of sunglasses.

    Fit & Features

    • Square toe
    • Straw band with notch cutouts
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1231

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gossip Mill Strappy Satin Stiletto Heels

    You'll be all over the gossip mill when you're seen in these satin stiletto heels around town! Made with a smooth satin material, these heels feature a sleek pointy-toe and thin strappy design that'll catch all the attention. Complete the look with a trendy purse.

    Fit & Features

    • 5" Stiletto Heel
    • Pointy-toe
    • Thin strappy design
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4792

    Category Name: Women’s Shoes

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Being Pretty Strappy Faux Leather Block Heels

    Step out looking pretty in these faux leather block heels for day or night spring occasions! Designed with a strappy square toe and comfortable thin block heel, these heels will elevate any outfit. The closed ankle and adjustable ankle strap with buckle closure provide a secure fit, while the quilted footbed adds extra cushioning for all-day wear. Complete the look with a sleek crossbody purse.

    Fit & Features

    • 4" Thin block heel
    • Faux leather upper
    • Adjustable ankle strap, buckle closure
    • Quilted luxe fit cushioned sole
    • Runs true to size

    Style Number/Barcode: 07401-4651

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amp It Up Croc Faux Leather Stiletto Mules

    Amp up your 'fits with these croc faux leather stiletto mules! Designed with a faux leather material with a chic croc-embossed pattern, they feature a sleek stiletto heel, an open pointed toe, and an asymmetric strappy design across the foot. The open back offers effortless on-and-off styling. Pair these mules with statement earrings for a rooftop bar!

    Fit & Features

    • 5" Stiletto heel
    • Faux leather material with croc-embossed pattern
    • Open pointed toe
    • Asymmetric strappy design
    • Open back
    • On-and-off styling
    • Runs true to size

    Style Number/Barcode: 07401-4793

    Category Name: Women’s Shoes

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Good Criss Cross Faux Leather Flat Sandals

    Slip on these flat sandals you'll be feeling good and looking stylish! The round-toe design and micro suede footbed offer all-day comfort, while the crisscross faux leather straps add a touch of chic to any look. Complete the look with a crossbody bag.

    Fit & Features

    • Round toe
    • Crisscross faux leather straps
    • Flat sole
    • Micro suede footbed
    • Runs true to size

    Style Number/Barcode: 07404-1178

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Contemporary Cutie Clear Cork High Heel Sandals

    Contemporary and cute, these high heel sandals are a fresh find for all of your upcoming spring-to-summer occasions! Features a comfortable almond toe and a clear PVC band, adding a touch of modern style. The block heel provides stability and a subtle boost, a lightly cushioned insole ensures all-day comfort, while the cork material offers a chic finish. Complete the look with a trendy crossbody bag.

    Fit & Features

    • 4" Block heel
    • Almond toe
    • Clear PVC band
    • Lightly cushioned insole
    • Cork material
    • Runs true to size

    Style Number/Barcode: 07401-4831

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Whimsical Flair Floral Block Heels

    Calling all brides and brides-to-be! Add whimsical flair in these stunning faux leather heels featuring an almond toe, a floral-decorated toe strap, a block heel, and a closed ankle with an adjustable strap with buckle closure. Complete the look with elegant hair and jewelry accessories!

    Fit & Features

    • Almond-shaped toe
    • Floral-decorated toe strap
    • Block heel
    • Closed ankle
    • Adjustable ankle strap with buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4722

    Category Name: Women’s Shoes

    Price: $15.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cute Trendsetter Thong Strap Faux Leather Sandals

    These cute and trendy faux leather sandals are perf for leveling up your warm-weather looks! Made from a sleek faux leather material, these sandals feature a square-shaped toe with a wide thong strap. The slip-on-and-off design on the flat sole allows for effortless styling. Pair these sandals with an adorable tote bag.

    Fit & Features

    • Flat sole
    • Faux leather upper
    • Square toe
    • Wide thong strap design
    • Slip-on-and-off styling
    • Runs true to size

    Style Number/Barcode: 07404-1174

    Category Name: Women’s Shoes

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Made To Slay Lace-Up Croc Faux Leather Heels

    These fabulous lace-up heels were made to slay with your fave 'fits! Designed with a faux leather material with a chic croc-embossed pattern, they feature a sleek stiletto heel, an open pointed toe with a thin strap, and thin lace-up straps for an alluring vibe. Style these stilettos with chunky hoop earrings for happy hour!

    Fit & Features

    • 4.5" Stiletto heel
    • Faux leather material with croc-embossed pattern
    • Open pointed toe
    • Toe strap
    • Lace-up straps with tie closure
    • Runs true to size

    Style Number/Barcode: 07401-4804

    Category Name: Women’s Shoes

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So You Rhinestone Heart Strappy Stiletto Heels

    These adorable rhinestone heart strappy stiletto heels are so you! Designed with a sleek faux leather material, they feature an open pointed toe, a thin strappy design across the foot with a heart-shaped outline with mini rhinestone accents, thin adjustable ankle and heel straps, and a tall stiletto heel. Style these fabulous heels with a glitter clutch!

    Fit & Features

    • Open pointed toe
    • Thin strappy design, heart-shaped outline, mini rhinestones
    • Thin adjustable ankle and heel straps, buckle detail
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4546

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sun-Soaked Adventure Woven Metallic Flat Sandals

    Let these faux leather flat sandals lead you on a sun-soaked adventure! The square toe and studded trim add edgy detail while the woven strap brings a touch of boho-chic. Plus, the metallic adjustable ankle strap ensures a comfortable fit. Perfect for beach days, city strolls, and vacations! Complete the look with a trendy tote bag and sunnies.

    Fit & Features

    • Flat faux leather sole
    • Square toe
    • Woven pattern strap
    • Studded trim
    • Metallic adjustable ankle strap, buckle closure
    • Runs true to size

    Style Number/Barcode: 07404-1193

    Category Name: Women’s Shoes

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Minimalistic Elegance Square Ring Flat Sandals

    Indulge this season in these minimalistic faux leather flat sandals for an elegant and chic look! They feature a sleek square toe, a thong toe strap with a chunky square ring decor, and a cushioned footbed for all-day comfort. Complete the look with a trendy handbag.

    Fit & Features

    • Flat sole
    • Thong toe strap, chunky square ring
    • Cushioned footbed
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1206

    Category Name: Women’s Shoes

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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