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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.

  • Step In Chic Faux Leather Rhinestone Stud Ballet Flats

    Step into these chic faux leather rhinestone stud ballet flats perfect for styling with your favorite skirts or dresses.

    Fit & Features

    • Faux leather material
    • Almond toe
    • Rhinestone stud accents
    • Mini bow accent
    • Raised textured sole
    • Runs true to size

    Style Number/Barcode: 07405-0197

    Category Name: Women’s Shoes

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Into Glam Rhinestone Glitter Block Heels

    Step into these glam glitter block heels showcasing a rhinestone embellished asymmetrical strap and a luxe fit cushioned insole for comfort. Pair with earrings.

    Fit & Features

    • 3" Block heel
    • Almond toe
    • Rhinestone embellished asymmetrical strap
    • Luxe fit cushioned insole
    • Closed ankle, back zipper closure
    • Runs true to size

    Style Number/Barcode: 07401-5192

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Points Of Interest Triangle Print Strap Flat Sandals

    Step out in style in these faux leather flat sandals. These sandals feature a round toe and a woven strap with a quirky triangle print, perfect for adding a touch of fun to your outfit while the faux leather flat sole ensures all-day comfort. Complete the look with a trendy handbag.

    Fit & Features

    • Round toe
    • Faux leather flat sole
    • Woven strap with triangle print
    • Runs true to size

    Style Number/Barcode: 07404-1221

    Category Name: Women’s Shoes

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Status Lace-Up Faux Leather Block Heels

    Elevate your trendy status with these sleek lace-up faux leather block heels. They feature an open square-shaped toe, a thin knotted strappy design leading to chic lace-up straps with a tie closure, an open back, and a short block heel for comfortable wear. Style with a clutch bag.

    Fit & Features

    • 2.5" Block heel
    • Faux leather upper
    • Open square toe
    • Thin knotted strappy design, lace-up straps
    • Open back
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-4978

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country Vibes Faux Suede Foldover Cowboy Boots

    Strut in style in these foldover cowboy boots that will have you giving off cute country vibes! Designed with smooth faux suede with western embroidery, they feature a trendy foldover design, pointed toe, and a stacked block heel for comfortable wear. Pair with a graphic tee and denim shorts for a country bar!

    Fit & Features

    • 3" Stacked block heel
    • 6" Leg opening and a 3.5" shaft height
    • Faux suede material
    • Western embroidery
    • Foldover design
    • Pointed toe
    • Runs true to size

    Style Number/Barcode: 07403-1788

    Category Name: Women’s Shoes

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Time Favorite Strappy Metallic Flat Sandals

    Discover your new favorite pair of metallic sandals! They feature a chic square toe and a strappy design that will elevate any outfit. And with their flat sole and metallic faux leather material, they provide a chic and comfortable style. Complete the look with a tote purse.

    Fit & Features

    • Square toe
    • Flat sole
    • Strappy design
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1084

    Category Name: Women’s Shoes

    Price: $8.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiant Rhinestone Strappy Block Heels

    Add a touch of radiance to any outfit with these strappy block heels!  Featuring a trendy open square toe, rhinestone-embellished straps for sparkle, and an adjustable ankle strap with buckle closure for a secure fit. Complete the look with the matching bag.

    Shop Matching Bag: Radiant Rhinestone Trim Denim Mini Bag

     Fit & Features

    • 3" Block heel
    • Open square toe
    • Rhinestone embellished straps, thong toe strap
    • Rhinestone embellished adjustable ankle strap, buckle closure
    • Denim color is denim material
    • Nude and Black colors are nubuck material
    • Luxe fit cushion insole
    • Runs true to size

    Style Number/Barcode: 07401-4660

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall For Me Patent Faux Leather Wedges

    Fall for these patent faux leather wedges perfect for any occasion! Designed with a sleek almond toe, a wedge heel for comfort and elevated style, and a closed ankle with an adjustable ankle strap allows for a perfect fit. Complete the look with a trending handbag.

    Fit & Features

    • 4" Wedge heel
    • Patent faux leather material
    • Adjustable ankle strap with buckle closure
    • Almond toe
    • Runs true to size

    Style Number/Barcode: 07406-0350

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashionable Good Time Espadrille Flat Sandals

    Make sure to pack these espadrille flat sandals to ensure you have a fashionable good time on your next getaway! Featuring a closed round toe and adjustable ankle strap, these sandals offer a comfortable fit. The flat sole and cushioned faux leather insole make these shoes perfect for all-day wear. Complete the look with a trendy crossbody bag.

    Fit & Features

    • Closed round toe
    • Adjustable ankle strap, buckle closure
    • Flat sole
    • Faux leather cushioned insole
    • Espadrille material
    • Runs true to size

    Style Number/Barcode: 07405-0076

    Category Name: Women’s Shoes

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beachy-Chic Shell Thong Strap Sandals

    These beachy-chic shell thong strap sandals are a style staple for your summer vacay! Made with faux leather, they feature an almond toe, a trendy thong strap design with sleek oval-shaped shell accents, thin adjustable ankle and heel straps with a buckle closure, and a flat sole for comfortable wear. Pair with a crochet top and denim shorts! 

    Fit & Features

    • Faux leather upper
    • Almond toe
    • Thong strap design
    • Oval shell accents
    • Adjustable ankle and heel straps with buckle closure
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1208

    Category Name: Women’s Shoes

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Upbeat Glam Rhinestone Denim Cowboy Boots

    Add some glam to your country-inspired look in these rhinestone denim cowboy boots - a sparkling stunner for festivals, concerts, or bachelorettes! These chic boots feature a pointed-toe design and inner zipper closure for a comfortable fit. The stacked block heel adds height, while the rhinestone embellished under-the-knee shaft adds a touch of glitz to the denim material. Complete the look with the matching cowboy hat!

    Shop Matching Hat: Upbeat Glam Rhinestone Denim Cowboy Hat

    Fit & Features

    • 3" Stacked block heel
    • 7.5" Leg opening and a 12.5" shaft height
    • Denim material with rhinestone embellishments
    • Pointed-toe
    • Inner zipper closure
    • Under-the-knee shaft
    • Runs true to size

    Style Number/Barcode: 07402-0976

    Category Name: Women’s Shoes

    Price: $9.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Versatile Dream Strappy Faux Leather Block Heels

    A versatile pair of faux leather heels that can be styled with multiple outfits! They feature a sleek square toe, block heel, and a strappy design for a stylish touch. Complete the look with a trendy tote bag.

    Fit & Features

    • 3.5" Block heel
    • Square toe
    • Strappy design
    • Faux leather material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4904

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Into Summer Linen Wooden Platform Heels

    Step into summer looking fabulous in these platform heels! These block heels feature a square toe with a wide strap, an adjustable ankle strap with buckle closure, and a lightweight wooden platform sole for a trendy finish. Complete the look with a cute handbag.

    Fit & Features

    • 3.5" Block Heel
    • Square toe
    • Adjustable ankle strap, buckle closure
    • Lightweight wooden platform sole
    • Luxe fit cushioned insole
    • Linen material
    • Runs true to size

    Style Number/Barcode: 07401-4886

    Category Name: Women’s Shoes

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dress To Impress Rhinestone Spiral Heels

    Dress to impress in these statement faux leather heels on every dressy and formal occasion! They feature an almond toe, rhinestone embellished straps that shape the spiral ankle design, and a block heel. Complete the look in a chic bolero to layer over your formal dress!

    Fit & Features

    • Almond toe
    • Block heel
    • Rhinestone embellished straps
    • Spiral ankle design
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4284

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • New Favorite Thong Strap Low-Block Heels

    These simple yet stylish low-block heels will become your new fave go-to! Made with sleek faux leather material, they feature an open square-shaped toe with a thin thong strap design, thin adjustable ankle and heel straps for a customized fit, and a low block heel for comfort and a chic look. Pair with a mini handbag for your weekend plans!

    Fit & Features

    • 3" Low block heel
    • Faux leather upper
    • Square toe
    • Thong strap design
    • Adjustable ankle and heel straps, buckle closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4664

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Trek Strappy Lace-Up Flat Sandals

    Your trek to the farmer's market is looking cute in these statement flat sandals! They feature a square toe, a caged strappy design with knotted accents, and a trendy lace-up ankle that lets you customize the style on faux leather material. Complete the look with a trendy handbag.

    Fit & Features

    • Flat sole
    • Square toe
    • Strappy caged design with knotted accents
    • Lace-up ankle
    • Lightly cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1155

    Category Name: Women’s Shoes

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classy And Cute Faux Pearl Block Heels

    Step into these classy and cute faux pearl block heels to dress up your look at shower celebrations, birthdays, or brunch!

    Fit & Features

    • Block heel
    • Square toe
    • Faux pearl embellished strap
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5282

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: 7.5

  • All Things Chic Strappy Charm Flat Sandals

    These chic flat sandals make styling for spring to summer effortless! they feature a sleek almond toe, a metal charm trim detail, a strappy design, and an adjustable ankle strap with buckle closure. Complete the look with a chic tote bag. 

    Fit & Features

    • Faux leather material
    • Almond toe
    • Strappy design, metal charm trim detail
    • Adjustable ankle strap, buckle closure
    • Flat sole
    • Luxe fit cushion insole
    • Runs true to size

    Style Number/Barcode: 07404-1154

    Category Name: Women’s Shoes

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine In The Night Ombre Rhinestone Wedges

    Step out in style and sparkle all night long in these ombre rhinestone wedges! The square toe and dual puffy straps adorned with ombre rhinestones offer a unique and trendy look. The wedge heel and faux leather footbed provide comfort while the satin material trim adds a touch of luxury! Complete the look with a rhinestone handbag.

    Fit & Features

    • 4" Wedge heel
    • Ombre rhinestone embellishments
    • Square toe
    • Puffy wide straps
    • Satin material trim
    • Faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07406-0360

    Category Name: Women’s Shoes

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Statements Under-The-Knee Moto Boots

    Fit & Features

    • 2" Low block heel, 8" leg opening, 11" shaft height
    • Faux leather material
    • Under-the-knee fit
    • Closed round toe
    • Buckle strap design with O-ring
    • Complete inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1084

    Category Name: Women’s Shoes

    Price: $46.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Beachy Dreams Denim Lace-Up Espadrille Wedges

    Take your beach style to new heights with these denim lace-up espadrille wedges. The closed almond toe offers a stylish touch while the checkered ankle strap and lace-up ties give you a playful look. Style these wedges with a trendy tote bag for a day under the sun!

    Fit & Features

    • 3.5" Wedge espadrille heel
    • Closed almond toe
    • Checkered ankle strap, lace-up ties
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07406-0339

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorably Posh Polka Dot Mesh Slingback Pumps

    These adorably posh polka dot mesh slingback pumps are chic perfection! They feature a stiletto heel, a pointed-toe designed with a sheer mesh material with a chic polka dot pattern, the cutest mini bow accent, and a thin slingback strap for effortless on-and-off styling. Pair these pumps with a fit-and-flare dress and pearl earrings!

    Fit & Features

    • 3.5" Stiletto heel
    • Pointed toe
    • Sheer mesh material, polka dot pattern
    • Mini bow
    • Slingback strap
    • Runs true to size

    Style Number/Barcode: 07401-4876

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gleaming Rhinestone Sheer Mesh Ballet Flats

    Step out and sparkle at parties in these glitzy rhinestone mesh ballet flats! The sheer mesh material is accented with mini rhinestone embellishments for a pretty glam shine. The flats feature a closed square-shaped toe, a thin adjustable faux leather strap across the foot with a buckle closure, and a padded faux leather insole. Style with rhinestone hair clips!

    Fit & Features

    • Sheer mesh material with mini rhinestones
    • Closed square toe
    • Thin adjustable faux leather strap with buckle closure
    • Flat sole
    • Padded faux leather insole
    • Runs true to size

    Style Number/Barcode: 07405-0080

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Glowing Rhinestone Strap Sandals

    Always glow in these rhinestone strap sandals to dress up your everyday look or date night dress!

    Fit & Features

    • Square toe
    • Asymmetrical rhinestone straps
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1257

    Category Name: Women’s Shoes

    Price: $18.90

    Availability: In Stock

    Available Color: SILVER

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