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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 Strut Leopard Print Bow Stiletto Heels

    Fit & Features

    • Stiletto heel
    • Adjustable ankle strap
    • Closed pointed-toe
    • Leopard print
    • Large bow accent
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07401-5173

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce Moment Leopard Print Kitten Heeled Mules

    Fit & Features

    • Stiletto kitten heel
    • Mesh closed pointed-toe
    • Leopard print
    • Faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-5180

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Moves Faux Leather Stiletto Heels

    A pair of strappy stiletto heels designed to elevate your day-to-night looks!

    Fit & Features

    • 3.5" Stiletto heel
    • Patent faux leather material
    • Open square toe, dual toe strap design
    • Dual adjustable ankle strap design, buckle detail
    • Closed back
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-5066

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Fashion Under-The-Knee Faux Leather Boots

    Strut in these fashionable faux leather boots for insta-worthy looks all season! They boast a sleek pointed toe and block heel, an inner zipper closure to secure the style, and the perfect under-the-knee length shaft for styling with short dresses, skirts, or midis. Complete the look with a chic tote bag.

    Fit & Features

    • 3" Block heel, 7.5" leg opening, 14" shaft height
    • Faux leather material
    • Pointed toe
    • Inner zipper closure
    • Under-the-knee length shaft
    • Runs true to size

    Style Number/Barcode: 07402-1015

    Category Name: Women’s Shoes

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Play Nice Bow Thong Heels

    A little sweet, a little sassy—these kitten heels are low-key flirty perfection. The square toe, delicate thong strap, and bow detail make them your go-to for dressing up any look.

    Fit & Features

    • 2" kitten heel
    • Square toe
    • Sleek thong strap with bow
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000497

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: WHITE, PINK

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • The Best Choice Thong Buckle Mules

    Step into these stylish thong buckle mules to dress up your every day look!

    Fit & Features

    • Thon block heel
    • Square toe
    • Thong strap with buckle accent
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5249

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pattern Play Houndstooth Sling-Back Kitten Heel Pumps

    From office hours to happy hour, these houndstooth kitten heel pumps are perfect for your everyday styling.

    Fit & Features

    • Stiletto kitten heel
    • Woven material exterior, closed pointed-toe
    • Houndstooth pattern
    • Adjustable sling-back strap, buckle detail
    • Faux leather padded insole
    • Runs true to size

    Style Number/Barcode: 07401-5214

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Finest Hour Bow Strappy Mules

    Step into these chic mules adorned with two bows and a sleek strappy design to polish up your dress or favorite jeans!

    Fit & Features

    • Thin block heel
    • Square toe
    • Strappy design, dual bows
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5276

    Category Name: Women’s Shoes

    Price: $25.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Chic Under-The-Knee Moto Platform Boots

    Level up the edgy chic vibe of your everyday look with these under-the-knee moto boots featuring a round toe, an inner zipper closure for effortless styling, a platform sole, and a sturdy block heel. Complete the look with a mini dress and an oversized jacket.

    Fit & Features

    • 3" Block heel, 7.5" leg opening, 11.5" shaft height
    • Faux leather material
    • Under-the-knee length
    • Round toe
    • Inner zipper closure
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07402-1085

    Category Name: Women’s Shoes

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • RSVP Yes Strappy Platform Block Heels

    Stop scrolling—your dream block heels just entered the chat. With strappy details and a luxe fit cushioned insole, these platform heels are made for dancing all night.

    Fit & Features

    • Block heel
    • Open almond-shaped toe
    • Criss-cross toe, ankle, and heel straps, adjustable ankle strap with buckle detail
    • Platform sole
    • Faux nubuck material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000230

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Vibes Faux Sherpa Foldover Booties

    Fit & Features

    • 3” stacked block heel, 6" leg opening, 7.5" shaft height
    • Closed pointy-toe
    • Above ankle length
    • Faux sherpa-lined foldover accent
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1839

    Category Name: Women’s Shoes

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Strut Faux Leather Platform Booties

    Take edgy struts in these faux leather platform booties! Pair with a sleek jacket.

    Fit & Features

    • 3" Block heel, 5" leg opening, 3.5" shaft height
    • Faux leather material
    • Above-the-ankle height
    • Ribbed elastic gore, inner zipper closure
    • Round toe
    • Platform lug sole
    • Runs true to size

    Style Number/Barcode: 07403-1810

    Category Name: Women’s Shoes

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Strut Faux Leather Stiletto Heels

    Fit & Features

    • 2.5" Stiletto heel
    • Closed pointed-toe
    • Buckle design
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5088

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorable Bow Detail Mesh Strap Stiletto Mules

    Fit & Features

    • Stiletto heel
    • Open square toe
    • Wide sheer mesh toe strap, bow detail
    • Open back, on-and-off styling
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5093

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Get That Glow Metallic Block Heels

    Show up and show out in these sleek metallic block heels with a glamorous glow. Designed with an open square toe and asymmetric straps, style with a rhinestone clutch.

    Fit & Features

    • Faux leather material, metallic sheen
    • 3.5" Block heel
    • Open square toe, dual toe strap design
    • Asymmetric strappy design
    • Adjustable ankle and heel straps, buckle detail
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5257

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feelin' Fab Faux Suede Over-The-Knee Boots

    Walk tall in these faux suede over-the-knee boots. With a sleek pointed toe, block heel, and fitted design, these boots are your go-to for fierce style. Zip up and strut!

    Fit & Features

    • Block heel
    • Faux suede material
    • Over-the-knee height
    • Pointed toe
    • Partial back zipper closure
    • Fitted design
    • Runs true to size

    Style Number/Barcode: 07402-1108

    Category Name: Women’s Shoes

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab Faux Suede Fold-Over Mid-Calf Boots

    Fit & Features

    • 3” Block heel, 7" leg opening, 9" shaft height
    • Faux suede material
    • Mid-calf height
    • Fold-over design
    • Pointed toe
    • Runs true to size

    Style Number/Barcode: 07402-1059

    Category Name: Women’s Shoes

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shimmer Play Rhinestone Lace-Up Stiletto Heels

    For nights that demand sparkle. These metallic square toe stilettos feature dual rhinestone straps, lace-up rhinestone ties with ball charms, and a cushioned insole so you can shine comfortably all night.

    Fit & Features

    • 4" Stiletto heel
    • Square toe
    • Dual rhinestone-embellished straps
    • Cushioned insole
    • Rhinestone lace-up ankle straps, ball charms
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-000571

    Category Name: Women’s Shoes

    Price: $34.90

    Availability: In Stock

    Available Color: SILVER

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 10

  • Chic Sheer Mesh Sling-Back Stiletto Pumps

    These chic slingback stiletto pumps give every outfit a modern flair with a sheer mesh design. Style with cute socks.

    Fit & Features

    • Stiletto heel
    • Sheer mesh material
    • Closed pointed toe
    • Thin adjustable sling-back strap, buckle detail
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5054

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • It-Girl Strut Knit Stiletto Booties

    Strut like the It girl you are in these knit stiletto booties with a sleek design perfect for everyday styling. Pair with a trench coat.

    Fit & Features

    • Asymmetric stiletto heel
    • Knit material
    • Above-the-ankle height
    • Pointed toe
    • Fitted design
    • Runs true to size

    Style Number/Barcode: 07403-1849

    Category Name: Women’s Shoes

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Fave Faux Nubuck Block Heels

    The perfect day-to-night shoe, these classic nubuck block heels elevate every outfit in a sleek design secured with a buckle closure.

    Fit & Features

    • Block heel
    • Faux nubuck material
    • Open almond toe, toe strap
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5057

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Western Vibe Studded Cowboy Boots

    Add an edgy western vibe to your fave 'fits with these sleek studded cowboy boots. Designed with a pointed toe and a mid-shaft height, they feature an inner zipper closure for easy on-and-off styling.

    Fit & Features

    • Stacked block heel
    • Faux leather material
    • Western-style embroidery, studded accents
    • Pointed toe
    • Mid-shaft height, pull tabs
    • Inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1097

    Category Name: Women’s Shoes

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Adorable Finesse Knit Bow Stiletto Heels

    Elevate your adorable finesse in these stiletto heels for a sweet look! The square toe and knit strap with bow inset provide a unique and stylish look, a stiletto heel and cushioned insole offer comfort. Complete the look with a trendy tote bag.

    Fit & Features

    • 4" Stiletto Heel
    • Square toe
    • Knit strap with bow inset
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4917

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Western Standoff Faux Leather Cowboy Boots

    Giddy up and get struttin' in these faux leather cowboy boots for your fashion standoff at high noon! They feature an on-trend pointed-toe, a stacked block heel, inner zipper closure, and an under-the-knee shaft length with western-inspired stitching. Complete the look in a cowboy hat for a concert or bar!

    Fit & Features

    • 3" Block stacked heel
    • Pointed toe
    • Inner zipper closure
    • Under the knee length shaft
    • Western-inspired stitching
    • Faux leather material
    • Runs a half size small, recommend to size up

    Style Number/Barcode: 07402-1014

    Category Name: Women’s Shoes

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale