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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.

  • Back In The West Studded Cowboy Boots

    Get into the western vibe in these studded cowboy boots perfect for the festival and concert season! 

    Fit & Features

    • 3” in heel height, 7.5” leg opening,11.5” shaft height.
    • Pointed toe
    • Inner zipper closure
    • Studded accents, western-inspired stitched pattern
    • Mid-shaft length
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1099

    Category Name: Women’s Shoes

    Price: $46.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • One And Only Nubuck Block Heels

    The one and only nubuck block heel you can style for day or night! They feature a square toe, wide toe strap, a closed back, criss-cross ankle strap with adjustable buckle closure. Complete the look with a chic crossbody purse.

    Fit & Features

    • Square toe
    • Wide toe strap
    • Block heel
    • Closed back
    • Criss-cross ankle strap, adjustable buckle closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3988

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzling In Rhinestone Block Heels

    Razzle and dazzle at every formal event in these block heels! They feature an on-trend square toe, three rhinestone straps, and a closed ankle and back zipper closure. Complete the look in a statement bracelet and earrings.

    Fit & Features

    • Square toe, block heel
    • Three rhinestone straps
    • Closed ankle
    • Back zipper closure
    • Black: nubuck material
    • Silver: chrome material
    • Runs true to size

    Style Number/Barcode: 07401-4004

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Your Moment Platform Rhinestone Stiletto Heels

    It's your moment to shine! Bring the glitz in these rhinestone stiletto heels featuring an almond toe, platform sole, a closed ankle, and an adjustable buckle ankle strap. Complete the look with a cute satin purse.

    Fit & Features

    • Almond toe
    • Stiletto heel
    • Rhinestone exterior
    • Platform sole
    • Adjustable buckle ankle strap
    • Closed ankle 
    • Runs true to size

    Style Number/Barcode: 07401-3583

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Rhinestone Strappy Leopard Print Block Heels

    Walk on the wild side with sassy rhinestone strappy leopard print block heels. Featuring a 4" block heel, criss-cross straps, and luxe cushioned insoles. Perfect for your fierce adventures!

    Fit & Features

    • 4" Block heel
    • Leopard-printed satin material
    • Open almond-shaped toe
    • Thin criss-cross strappy design across the foot, adjustable ankle and heel straps, buckle detail
    • Clear rhinestone embellishments
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5193

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dazzling Grace Faux Pearl Platform Heels

    Nail the glam look with these faux pearl platform heels. Featuring a chic faux nubuck design, pearl buckle, and cushioned insole, these heels are your new go-to for effortless style.

    Fit & Features

    • 3.5" Block heel
    • Faux nubuck material
    • Open almond toe with single wide strap design
    • Adjustable ankle strap with faux pearl buckle
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5136

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dazzling Glam Rhinestone Bow Satin Stiletto Heels

    Fit & Features

    • Stiletto heel
    • Satin-like material
    • Open almond toe
    • Wide strap over toe
    • Large bow accent with rhinestone trim
    • Cushioned luxe fit
    • Runs true to size

    Style Number/Barcode: 07401-5142

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Height Strappy Block Heels

    Add gorgeous height to your look in these strappy block heels for a major vibe this season! 

    Fit & Features

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

    Style Number/Barcode: 07401-5234

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Glam Rhinestone Chrome Clear Block Heels

    Bring major glam vibes to birthday parties or bachelorette festivities in these rhinestone chrome clear block heels! Designed with sleek faux leather with a reflective chrome sheen, they feature an open almond-shaped toe, a wide clear strap across the foot with sparkling rhinestone embellishments, thin adjustable ankle and heel straps, and a tall thin clear block heel. Style with a glitter clutch!

    Fit & Features

    • 4" Block heel
    • Chrome sheen
    • Faux leather upper, padded insole
    • Open almond toe, clear PVC strap, mini rhinestones
    • Adjustable ankle and heel straps with buckle closure
    • Clear lucite block heel
    • Runs true to size

    Style Number/Barcode: 07401-4711

    Category Name: Women’s Shoes

    Price: $18.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gorgeous Flash Strappy Rhinestone Block Heels

    Add these rhinestone block heels for a gorgeous flash to dressy looks! They feature a sleek square toe, strappy rhinestone embellished straps, and a low block heel on faux leather material. Complete the look in a chic jumpsuit or romper for a soiree!

    Fit & Features

    • 2" Block heel
    • Square toe
    • Strappy rhinestone embellished straps
    • Faux leather material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4794

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rodeo Drive Western Faux Leather Cowboy Boots

    Kick up your style in these western cowboy boots at bachelorettes, festivals, or concerts! They feature a sleek square toe, stacked block heel, and western-inspired stitch designs, these under-the-knee boots are the perfect addition to your country kicks. Complete the look with a cowboy hat.

    Fit & Features

    • 3" Stacked block heel
    • 7" leg opening and a 8" shaft height
    • Square toe
    • Under-the-knee length shaft
    • Faux leather material, western stitch designs
    • Runs true to size

    Style Number/Barcode: 07402-1013

    Category Name: Women’s Shoes

    Price: $12.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cowgirl Charm Rhinestone Western Denim Booties

    These western denim booties exude effortless cowgirl charm! Featuring a pointed toe with a square metal trim, these booties are perfect for a hoedown at the country bar. The rhinestone embellished trim adds a touch of sparkle, while the inner zipper closure and stacked block heel ensure both style and comfort. Pair with a fun fringe denim jacket.

    Fit & Features

    • 2" Stacked block heel, metal trim
    • Pointed toe, metal square trim
    • Rhinestone embellished trim
    • Inner zipper closure
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07403-1762

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Everyday Sling Back Patent Leather Flats

    The everyday patent leather flats your closet needs to create sweet and simple looks! The closed square toe and dual buckle straps add a trendy touch, while the cutout design keeps it modern. The sling-back ankle strap with buckle closure ensures a secure fit, and the low block heel and cushioned insole provide all-day comfort. Complete the look in a casual dress and blazer!

    Fit & Features

    • 1" Low Block Heel
    • Closed square toe
    • Dual buckle straps
    • Slingback ankle strap, buckle closure
    • Cushioned insole
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07405-0073

    Category Name: Women’s Shoes

    Price: $24.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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

    Product Badge:
    • Ships Free
  • 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