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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.

  • Made To Strut Faux Leather Under-The-Knee Boots

    These sleek patent faux leather boots were made to strut, designed with a bold under-the-knee height and a chic buckle strap accent. They feature a square-shaped toe, a complete inner zipper closure for effortless styling, and a sturdy wide block heel.

    Fit & Features

    • Wide block heel
    • Patent textured faux leather material
    • Under-the-knee height
    • Square toe, platform sole
    • Thin strap with buckle detail
    • Complete inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1047

    Category Name: Women’s Shoes

    Price: $9.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Moves Under-The-Knee Moto Boots

    Edge up your 'fits with these sleek under-the-knee moto boots featuring a buckle strap accent and inner zipper closure.

    Fit & Features

    • Block heel
    • Round toe
    • Under-the-knee height
    • Faux leather material
    • Circular buckle strap accent, top pull strap
    • Inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-000011

    Category Name: Women’s Shoes

    Price: $50.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: 10

  • Fabulous Night Rhinestone Spiral Platform Heels

    Head out for one fabulous night in these metallic platform heels sure to steal the spotlight! They feature a sleek almond toe with thin rhinestone embellished straps, a block heel that elevates the style, and rhinestone-embellished spiral ankle straps. Complete the look with a glam clutch.

    Fit & Features

    • 4.5" Block Heel
    • Almond toe
    • Rhinestone embellished straps
    • Platform sole
    • Rhinestone embellished spiral ankle straps
    • Metallic material
    • Runa true to size

    Style Number/Barcode: 07401-4963

    Category Name: Women’s Shoes

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classy Luxe Rhinestone Strappy Stiletto Mules

    Step out in these classy luxe stiletto mules with glitzy rhinestone embellished straps perfect for bringing glam to every party or event. Pair with a clutch.

    Fit & Features

    • 3.5" Stiletto heel
    • Square toe
    • Rhinestone-embellished straps
    • Luxe fit cushioned insole
    • Glitter material
    • Runs true to size

    Style Number/Barcode: 07401-5202

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: GOLD

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

  • Trendy Scrunched Faux Leather Boots

    These trendy mid-calf boots are made with a distressed faux leather and accented with a chic scrunched design. They feature a pointed toe and a sturdy block heel, perfect for pairing with a midi dress and a moto jacket.

    Fit & Features

    • Block heel
    • Distressed faux leather material
    • Mid-calf height
    • Scrunched design
    • Pointed toe
    • Runs true to size

    Style Number/Barcode: 07403-1811

    Category Name: Women’s Shoes

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Mode Rhinestone Strappy Glitter Block Heels

    Cue the compliments—these heels do not go unnoticed. With glitter and rhinestone strappy vibes, they're your go-to for weddings, girls’ nights, and glam moments that need extra sparkle.

    Fit & Features

    • Block heel
    • Glitter mesh material
    • Open square-shaped toe
    • Clear PVC strap with rhinestone-embellished knotted strap design
    • Adjustable ankle strap with rhinestones and buckle closure
    • Faux leather padded insole
    • Runs true to size

    Style Number/Barcode: 07401-000236

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: GOLD

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

  • Timeless Treasure Criss-Cross Platform Block Heels

    These faux leather heels are a timeless treasure! Featuring a stylish square toe and criss-cross straps, these heels provide a luxe fit with a cushioned insole. The adjustable ankle strap with buckle closure and platform sole adds stylish height and a secure fit. Complete the look with a chic crossbody purse.

    Fit & Features

    • 4" Block heel
    • Square toe with criss-cross straps
    • Platform sole
    • Adjustable ankle strap, buckle closure
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4936

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Girl Era Pearl Knee-High Boots

    Enter your chic girl era in these knee-high boots featuring all-over faux pearl embellishments for a stunning vibe. Featuring a pointed toe, inner zipper closure, and block heel, you'll love styling these boots for concerts or your next GNO.

    Fit & Features

    • 4" Block heel, 7" leg opening, 11.5" shaft height
    • Faux leather material
    • All-over faux pearl embellishments
    • Knee-high design, pull tabs
    • Pointed toe
    • Partial inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-000022

    Category Name: Women’s Shoes

    Price: $45.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: 7, 8, 8.5, 9, 10

  • So The Drama Distressed Faux Leather Under-The-Knee Boots

    Bring the drama in these faux leather under-the-knee boots designed in a trendy scrunched design. Pair with leggings.

    Fit & Features 

    • Faux leather fabrication, metallic finish 
    • Under-the-knee fit
    • Closed pointed-toe
    • Scrunched body
    • Runs true to size

    Style Number/Barcode: 07402-1090

    Category Name: Women’s Shoes

    Price: $19.97 $55.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Under The Sun Straw Buckle Slide Sandals

    A pair of straw buckle strap sandals you'll reach for every sun shining day!

    Fit & Features

    • Round toe
    • Dual straw buckle straps
    • Comfortable footbed
    • Traction bottom
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1290

    Category Name: Women’s Shoes

    Price: $24.90

    Availability: In Stock

    Available Color: BEIGE

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

  • Major Stunner Criss-Cross Platform Block Heels

    Create a major stunning moment with platform heels that bring the drama! The open almond-toe heels feature criss-cross straps over the toe, a platform sole, a sturdy block heel, and an adjustable ankle strap. Complete the look with a fitted midi skirt! 

    Fit & Features

    • 3.5" Block heel
    • Faux microsuede material
    • Open almond toe
    • Criss-cross straps over the toe
    • Platform sole
    • Adjustable ankle strap with buckle
    • Runs true to size

    Style Number/Barcode: 07401-5209

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night Shimmer Rhinestone Platform Block Heels

    Add some sparkle in these platform block heels with dazzling rhinestone-embellished straps. Perfect for brides, graduates, or any special event!

    Fit & Features

    • Block heel
    • Almond toe
    • Rhinestone-embellished straps
    • Platform sole
    • Closed ankle, adjustable strap with buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5280

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: WHITE

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

  • Social Sweetheart Butterfly Rhinestone Spiral Heels

    Get ready to spread your wings and soar to every event on your radar in these faux leather block heels to make a statement! They feature a sleek round toe with rhinestone embellished toe straps with delicate butterflies, a short block heel, a luxe fit cushion insole for ultimate comfort, and rhinestone embellished spiral ankle straps with butterflies. Complete the look with a glitzy clutch.

    Fit & Features

    • 2.5" Block heel
    • Faux leather material
    • Round toe
    • Rhinestone embellished toe straps with butterflies
    • Rhinestone embellished spiral ankle strap with butterflies
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4938

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walk In The Park Eyelet Lace-Up Espadrille Wedges

    From brunch to a day at the park, these wedges will keep you comfortable and stylish all day long. Featuring a delicate eyelet design and a lace-up ankle strap, these espadrille wedges are perfect for adding a touch of cuteness to any outfit.

    Fit & Features

    • 4" Wedge heel
    • Closed almond toe with eyelet inset
    • Lace-up ankle strap
    • Espadrille material
    • Runs true to size

    Style Number/Barcode: 07406-000012

    Category Name: Women’s Shoes

    Price: $34.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: 6.5, 8, 10

  • Shimmering Sparkle Rhinestone Chrome Stiletto Heels

    Fit & Features

    • 3.5" Stiletto heel
    • Faux leather material, chrome finish
    • Open square toe
    • Double-row rhinestone embellished strap
    • Adjustable ankle strap
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5129

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Trend Faux Suede Slip-On Clogs

    Casual and currently trending, these faux suede slip-on clogs are perfect for low-key days. Pair with a cropped jacket.

    Fit & Features

    • Faux suede material
    • Closed round toe
    • Buckle strap detail
    • Slip-on design
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07405-0219

    Category Name: Women’s Shoes

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Trendy Buckle Strap Slingback Kitten Heels

    Sleek and so on-trend, these slingback kitten heels will level up your 'fits with the closed pointed toe and bold buckle strap design.

    Fit & Features

    • 2" Stiletto kitten heel
    • Closed pointed toe
    • Buckle strap design
    • Slingback strap
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000192

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: RED, SILVER

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

  • Flawless Shimmer Strappy Glitter Stiletto Heels

    Stun everyone with your flawless shimmer in these glitter stiletto heels! Featuring a pointed-toe with dual rhinestone buckle straps, and an adjustable ankle strap with rhinestone buckle closure, these heels are both fashionable and comfortable thanks to the luxe fit cushion insole. Complete the look with a stylish handbag.

    Fit & Features

    • 3.5" Stiletto Heel
    • Pointed-toe, dual rhinestone buckle straps
    • Adjustable ankle strap, rhinestone buckle closure
    • Luxe fit cushioned insole
    • Embossed glitter material
    • Runs true to size

    Style Number/Barcode: 07401-4949

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Ready Strappy Kitten Heels

    From brunch to nights out, these chic kitten heels are perfect for any occasion! The square toe and strappy design add a touch of sophistication, while the short stiletto heel provides comfort and chicness.

    Fit & Features

    • Short stiletto heel
    • Square toe
    • Strappy design
    • Wrap-around adjustable ankle strap, buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-000184

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: BLACK

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

  • Sparkle And Shine Rhinestone Metallic Flat Sandals

    Sparkle and shine without sacrificing comfort with these metallic flat sandals perfect for any dressy or formal event! These sandals will add a touch of glam to any outfit, featuring an almond toe, rhinestone and beaded embellished strappy design, and a mirrored heel trim. The closed ankle design with back zipper closure ensures a secure fit, while the flat sole and cushioned insole provide comfort. Complete the look with a glam clutch purse.

    Fit & Features

    • Almond toe
    • Rhinestone and beaded embellished strappy design
    • Closed ankle, back zipper closure
    • Mirrored heel trim
    • Flat sole, cushion insole
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1169

    Category Name: Women’s Shoes

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pop The Cork Platform Heels

    The perfect platform block heels for daytime celebrations! These shoes are designed to elevate your look with sleek faux leather straps and cork material for a unique style.

    Fit & Features

    • Block heel
    • Almond toe
    • Faux leather toe and adjustable ankle strap, buckle closure
    • Platform sole
    • Cork material
    • Runs true to size

    Style Number/Barcode: 07401-5283

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK

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

  • Glam Plans Strappy Metallic Block Heels

    Got some glam plans? You won't be fully dressed without these metallic block heels! They feature a sleek almond toe, a thin strappy design, a block heel with a flared bottom, and a closed ankle with a buckle strap closure. Complete the look with the matching shoulder bag!

    Shop Matching Bag: Major Trendsetter Metallic Faux Leather Shoulder Bag

    Fit & Features

    • 4" Block heel with flare bottom
    • Almond toe
    • Thin strappy design
    • Closed ankle with buckle strap closure
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4973

    Category Name: Women’s Shoes

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pure Magic Rhinestone Metallic Block Heels

    Step into the glitzy rhinestone metallic block heels for a purely magical look for your dressy evening out!

    Fit & Features

    • 3" Block heel
    • Square toe, rhinestone embellished strap
    • Closed ankle, criss cross straps, buckle closure
    • Luxe fit cushioned insole
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5263

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: GOLD

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