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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.

  • Sweet Cuties Lace Slingback Stiletto Pumps

    Step into style with these lace stiletto pumps perfect for wedding guests, brides, or any dressy occasion! They feature a closed pointed-toe, an elasticized slingback strap adorned with a side bow accent, a luxe fit cushioned insole for ultimate comfort, and a stiletto heel. Complete the look with a clutch.

    Fit & Features

    • 4" Stiletto Heel
    • Closed pointed-toe
    • Elasticized slingback strap, side bow accent
    • Luxe fit cushion insole
    • Lace material
    • Runs true to size

    Style Number/Barcode: 07401-5036

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: 7, 7.5, 8

  • Simple Glam Style Rhinestone Strap Block Heels

    You'll adore the simple glam style of these rhinestone strap block heels. They feature an open almond toe, a toe strap with sparkling mini rhinestone embellishments, a thin adjustable ankle strap, a closed back, and a low block heel for comfortable wear. Pair with a rhinestone clutch for a seamless look.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap, mini rhinestones
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Low block heel
    • Faux suede material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4484

    Category Name: Women’s Shoes

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beauty Unraveled Faux Pearl Rhinestone Block Heels

    Unravel these beautiful block heels for a statement-making look! They feature a sleek almond toe, faux pearl and rhinestone embellished strappy design, a luxe fit quilted insole for ultimate comfort, and a block heel. Complete the look with a clutch for a dressy event.

    Fit & Features

    • 3.5" Block heel
    • Almond toe
    • Faux pearl and rhinestone embellished strappy design
    • Luxe fit quilted cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4969

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweeter Than Ever Metallic Bow Block Heels

    Tie your look together with these metallic heels featuring a statement bow and trendy block heel that elevates the style!

    Fit & Features

    • Block heel
    • Square toe
    • Bow strap
    • Adjustable ankle strap with buckle closure
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-000237

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: GOLD

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

  • Denim Diva Platform Wedges

    You'll be a total denim diva in these trendy wedges! They feature an open almond toe, a frayed detail toe strap, a frayed ankle strap with an adjustable buckle, and a platform wedge heel. Pair these wedges with a casual dress for a brunch ready look.

    Fit & Features

    • Open almond toe
    • Frayed toe strap
    • Frayed ankle strap, adjustable buckle
    • Closed back
    • Platform wedge heel
    • Denim fabric
    • Runs true to size

    Style Number/Barcode: 07406-0249

    Category Name: Women’s Shoes

    Price: $13.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Stride Faux Leather Stiletto Western Boots

    Sleek and trendy will be your vibe in these mid-calf faux leather boots with a western stitched design. They feature a pointed toe, a complete inner zipper closure for effortless styling, and a stiletto heel.

    Fit & Features

    • 3" Stiletto heel, 7" leg opening, 8" shaft height
    • Faux leather material
    • Mid-calf height, pull tabs
    • Western stitched design
    • Pointed toe
    • Complete inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1053

    Category Name: Women’s Shoes

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Agenda Rhinestone Strappy Block Heels

    Add to cart if you're planning on being the moment. These rhinestone strappy heels bring the dazzle for date nights and formal soirees!

    Fit & Features

    • Block heel
    • Square toe
    • Clear PVC strap with rhinestone-embellished knotted strap design
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000235

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: NUDE

    Available Size: 5, 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Lead On Snake Print Platform Stilettos

    Lead the way with stylish heels that keep you on-trend! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a strap over the toe, platform, stiletto heel, and a snake print. Complete the look with an LBD and statement earrings. 

    Fit & Features

    • Adjustable ankle strap 
    • Open almond toe 
    • Strap over the toe 
    • Platform 
    • Stilleto heel 
    • Snake print

    Style Number/Barcode: 07401-2867

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Sleek Faux Croc Embossed Lace-Up Block Heels

    Fit & Features

    • Block heel
    • Square toe
    • Lace-up ties
    • Criss-cross straps over the toe
    • Croc-embossed pattern
    • Faux leather material 
    • Runs true to size 

    Style Number/Barcode: 07401-5106

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

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

    Adorably chic, these stiletto mules feature an open square-shaped toe, a sheer mesh toe strap detailed with a bow accent, and an open back for effortless on-and-off styling. The short stiletto heel and luxe fit cushioned insole provide stylish comfort.

    Fit & Features

    • 3" Stiletto heel
    • Faux nubuck material
    • Open square toe
    • Sheer mesh toe strap, bow accent
    • Open-back, on-and-off styling
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5198

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dazzle Me Rhinestone Square Toe Sandals

    Bring a dazzling aura in these square toe sandals embellished with sparkling rhinestones, perfect for day or night.

    Fit & Features

    • Square toe
    • Rhinestone-embellished strap
    • Fat sole with rhinestone-embellished trim
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-000034

    Category Name: Women’s Shoes

    Price: $20.90

    Availability: In Stock

    Available Color: SILVER

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

  • Clear Obsession PVC Flat Sandals

    You'll be obsessed with these flat sandals perfect for styling on rotation! They feature an almond toe, a clear PVC strap, and a flat sole with edge trim on faux leather material. Complete the look with a trendy crossbody purse.

    Fit & Features

    • Almond toe
    • Clear PVC strap
    • Flat sole with edge trim
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1233

    Category Name: Women’s Shoes

    Price: $12.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Untamed Glam Leopard Print Block Heels

    You can't be tamed in these leopard print block heels featuring a platform sole and a luxe fit breathable cushioned insole. Pair with a handbag.

    Fit & Features

    • Block heel
    • Faux nubuck material
    • Open almond toe, single strap over the toe
    • Adjustable ankle strap with metal buckle
    • Leopard print
    • Platform sole
    • Luxe fit breathable cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5058

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Coastal Weekend Lace-Up Espadrille Wedges

    Unlock coastal vibes in these cute lace-up espadrille wedges for a picnic or strolling the boardwalk.

    Fit & Features

    • Almond toe
    • Lace-up ankle straps
    • Wedge heel
    • Espadrille material
    • Runs true to size

    Style Number/Barcode: 07406-000004

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: 8.5, 9, 10

  • So Iconic Faux Leather Mary Jane Block Heels

    A chic twist on a classic, these Mary Jane faux leather block heels with mixed patent leather and mesh material with dual buckle strap accents. Style these shoes with a purse.

    Fit & Features

    • 1.5" Low block heel
    • Mixed faux patent leather and mesh material
    • Pointed-toe
    • Dual strap accent with buckle
    • Runs true to size

    Style Number/Barcode: 07401-5157

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Kinds Of Sweet Woven Stiletto Mules

    Enchant with your sweetness in these stiletto mules with a charming woven-style strap perfect for any occasion!

    Fit & Features

    • 3" Stiletto heel
    • Square toe
    • Woven strap
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5333

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: WHITE

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

  • Studded Chic Fold-Over Under-The-Knee Boots

    Rock these studded under-the-knee boots in a chic folded design that gives a trendy look to your everyday style. Pair with a crossbody bag.

    Fit & Features

    • Block heel
    • Mixed faux suede and faux leather material
    • Under-the-knee fold-over design
    • Studded trim
    • Closed pointed-toe
    • Runs true to size

    Style Number/Barcode: 07402-1088

    Category Name: Women’s Shoes

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutesy Babe Gingham Bow Strap Mules

    Make any casual look all the more cutesy with these gingham-printed bow strap mules. Perf for a weekend brunch!

    Fit & Features

    • Block heel
    • Gingham printed woven material
    • Open square toe
    • Bow-accented toe strap
    • Open back, on-and-off styling
    • Luxe fit cushioned insole, faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5238

    Category Name: Women’s Shoes

    Price: $26.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfect Steps Faux Leather Block Heels

    Your strut will look perfect in these faux leather block heels! They feature an almond toe with thin toe straps for added style, an adjustable ankle strap with buckle closure for a secure fit, and a low block heel for an elevated look. Complete the look with handbags for a chic outfit!

    Fit & Features

    • 3" Low block heels
    • Thin toe straps, almond toe
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Luxe fit cushion insole
    • Runs true to size

    Style Number/Barcode: 07401-4703

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Up Faux Sherpa Lined Buckle Strap Clogs

    Cozy up this season in these trendy clogs featuring a closed round toe, a buckle strap, ultra-soft faux sherpa lining, an open back for effortless on-and-off styling, and a flat sole. Pair with a casual sweater and jeans.

    Fit & Features

    • Faux suede material with soft faux sherpa lining
    • Closed round toe
    • Buckle strap
    • Open back, on-and-off styling
    • Flat sole
    • Runs one size too small

    Style Number/Barcode: 07405-0199

    Category Name: Women’s Shoes

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tag Along Strappy Buckle Sandals

    Whatever your summer plans are, these strappy buckle sandals are perfect for tagging along on any adventure! 

    Fit & Features

    • Round toe
    • Dual buckle straps
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-000007

    Category Name: Women’s Shoes

    Price: $14.90

    Availability: In Stock

    Available Color: WHITE, BLACK

    Available Size: 5, 6, 7, 8, 9, 10

  • Too Chic To Quit Sling-Back Pumps

    She’s giving vintage chic with a modern twist. These patent faux leather sling-back pumps are all about that buckle detail, block heel, and padded insole comfort you’ll want from day to night.

    Fit & Features

    • Block heel
    • Patent faux leather material
    • Closed pointed toe
    • Thin adjustable strap across the foot, buckle detail
    • Thin adjustable sling-back strap, buckle detail
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-000198

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: WINE

    Available Size: 6, 6.5, 7, 7.5, 9, 10

  • Cozy Luxe Faux Sherpa Lined Platform Shoes

    Slide your feet in these cozy luxe faux sherpa lined platform shoes! Pair with a lounge romper for a relaxing night in.

    Fit & Features

    • Faux sherpa interior lining
    • Round toe
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07405-0100

    Category Name: Women’s Shoes

    Price: $26.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ultra Modern Chic Strappy Nubuck Block Heels

    Ultra-modern and chic, these nubuck heels are essential for creating day or night looks! They boast a sleek almond toe, a thin strappy design, a block heel with a flared bottom, and a closed ankle with an adjustable buckle strap. Complete the look in a cute A-line dress for any occasion!

    Fit & Features

    • 4" Block Heel with flared bottom
    • Almond toe
    • Thin strappy design
    • Closed ankle
    • Adjustable strap with buckle closure
    • Luxe fit cushioned insole
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-4975

    Category Name: Women’s Shoes

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free