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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 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 Flex

Scroll less and slay more with Windsor’s must-have 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.

  • At Ease Simple Clear Sandals

    Keep the chill vibes going when you step out in these easy going sandals! Style with flowy pants, for that resort ready finish!

    • Slide on fit
    • Clear pink band over the toe
    • Open almond toe
    • Faux suede

    Style Number/Barcode: 07404-0653

    Category Name: Women’s Shoes

    Price: $10.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Block Party Lace Up Sandals

    These sandals are perfect for all your summer day parties! Style them with a denim mini skirt and an off the shoulder crop top.

    • Block Heel
    • Lace Up Ankle Tie
    • Faux Suede

    Style Number/Barcode: 07404-0595

    Category Name: Women’s Shoes

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Always On The Go Clear Cork Mules

    Even when you are always on the go, and busy, busy, busy you gotta have a good heel game! Easily style these heeled mules with work wear or dress down with cut off denim!

    • Open almond toe
    • Single band over the toe
    • Double band mid-foot
    • Cork designed sole
    • Skinny clear lucite heel

    Please be advised that this style runs 1/2 size small

    Style Number/Barcode: 07401-2300

    Category Name: Women’s Shoes

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rhinestone Cowboy Faux Suede Booties

    Get the night kickin' like a rhinestone cowboy with these gems! Style with a pair of high waist denim shorts and simple white tee and let them be the star of the show!

    • Pointed toe
    • Western design
    • Gold hardware with gemstone detailing
    • Slip on fit
    • Low heel 
    • Faux suede

    Please be advised that this style runs half a size small 

    Style Number/Barcode: 07403-0289

    Category Name: Women’s Shoes

    Price: $27.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Having A Moment Square Toe Black Shiny Heels

    Have yourself a trendy moment when you step out in these cuties! Square toe changes your look up a bit and pairs well with mini dresses and straight leg bottoms!

    • Open square toe
    • Wrap around ankle strap
    • Adjustable pin buckle closure
    • Faux leather | Shiny patent
    • Low heel

    Style Number/Barcode: 07401-2297

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Having A Moment Square Toe Shiny Heels

    Have yourself a trendy moment when you step out in these cuties! Square toe changes your look up a bit and pairs well with mini dresses and straight leg bottoms!

    • Open square toe
    • Wrap around ankle strap
    • Adjustable pin buckle closure
    • Faux leather | Shiny patent
    • Low heel

    Style Number/Barcode: 07401-2298

    Category Name: Women’s Shoes

    Price: $20.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summertime Fine Mauve Faux Nubuck Heels

    Baby you are summertime fine! Style these baby blues with a flowing summer dress, or even high waist paperbag bottoms!

    • Open almond toe
    • Single band over the toe
    • High block heel
    • Ankle strap
    • Adjustable pin buckle closure
    • Faux nubuck

    Style Number/Barcode: 07401-2302

    Category Name: Women’s Shoes

    Price: $20.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summertime Fine Baby Blue Faux Leather Heels

    Baby you are summertime fine! Style these baby blues with a flowing summer dress, or even high waist paperbag bottoms!

    • Open almond toe
    • Single band over the toe
    • High block heel
    • Ankle strap
    • Adjustable pin buckle closure

    Style Number/Barcode: 07401-2301

    Category Name: Women’s Shoes

    Price: $20.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dipped In Chrome Block Heels

    Take your average heels and trade them out for these shiny chrome babies! Style with a special Passion gown or even club wear!

    • Open almond toe
    • Single band over the toe
    • Thin ankle strap
    • Adjustable pin buckle closure
    • Block heel

    Style Number/Barcode: 07401-2303

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always On Time Clear Low Mules

    This babe is always on time, and always looking good! The key to an easy look is to have a go-to pair of mules! Style with cut off denim, or trousers!

    • Open square toe
    • Double clear band design
    • Low clear lucite heel
    • Faux leather

    Style Number/Barcode: 07401-2294

    Category Name: Women’s Shoes

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrap It Up Lace Up Heels

    Wrap up the look with a strappy pair of heels! Perfectly style with high waist paperbag shorts and let your legs to all the talking!

    • Open almond toe
    • Single band over the toe
    • Wrap around ankle straps
    • Block heel
    • Smooth faux suede

    Style Number/Barcode: 07401-2304

    Category Name: Women’s Shoes

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All Dressed Up Wrap Lace-Up Nude Heels

    Get all dolled up down to your toes! This pair is the perfect fit for brunch, showers, and spring weddings! Style with a floral dress!

    • Open almond toe
    • Criss cross straps over the toe
    • Wrap around lace up ankle strap
    • Block heel
    • Faux suede

    Style Number/Barcode: 07401-2296

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Dressed Up Wrap Lace-Up Pink Heels

    Get all dolled up down to your toes! This pair is the perfect fit for brunch, showers, and spring weddings! Style with a floral dress!

    • Open almond toe
    • Criss cross straps over the toe
    • Wrap around lace up ankle strap
    • Block heel
    • Faux suede

    Style Number/Barcode: 07401-2295

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Slay Every Step Strappy Platform Heels

    Slay every step in these chic platform heels designed with criss-cross straps and a tall block heel.

    Fit & Features

    • Block heel
    • Faux nubuck material
    • Open almond toe, toe strap
    • Criss-cross straps, adjustable with buckle closure
    • Closed back, platform sole
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5253

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Time To Chill Faux Suede Sandals

    Time to chill and lay back, because summer is right around the corner! First stop, finding the best sandals! Style these cuties with flowy pants, or even a flowy mini dress!

    • Open round toe
    • Thick band over the toe
    • Closed heel
    • Flat sole
    • Composed of faux suede

    Style Number/Barcode: 07404-0575

    Category Name: Women’s Shoes

    Price: $16.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On A Western Kick Croc Cowboy Booties

    A western kick but make it edgy too, ya feel? These booties look so good styled with a midi skirt, or a satin mini dress!

    • Pointed toe
    • Stacked Triangular heel
    • Cowboy western design
    • Shiny finish 
    • Crocodile print | No zipper
    • Faux leather

    Style Number/Barcode: 07403-0287

    Category Name: Women’s Shoes

    Price: $46.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Give Them Butterflies Rhinestone Stiletto Heels

    Show off that pedicure with a little flash! These adorable rhinestone butterfly heels are here to amp up your look. Style with a pair of skinny dress pants, or with your special occasion gown!

    • Open almond toe
    • Strappy band detailing
    • Three rhinestone butterfly applique embellishments
    • Double adjustable pin buckle closures
    • Faux leather chrome finish
    • Skinny stiletto heel

    Style Number/Barcode: 07401-2196

    Category Name: Women’s Shoes

    Price: $28.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut Like You Mean It Block Heels

    Yes babe, strut like you mean it in these chic block heels! You'll slay every step for sure.

    • Open almond toe
    • Toe strap
    • Adjustable around the ankle strap
    • Open back
    • Block heel

    Style Number/Barcode: 07401-2148

    Category Name: Women’s Shoes

    Price: $20.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rock It Hun Platform Lug Boots

    Hun you are ready to rock a pair of platform boots! Style with nylons and a high waist skirt and you are edge and fierce and taking on the day!

    • Almond toe
    • Elastic stretch ankle
    • Inner zipper closure
    • Platform lug sole
    • Tall heel 
    • Faux leather

    Style Number/Barcode: 07403-0241

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Essential Suede Platform Heels

    Strap on these basic heels to take your style to the next level! These essential heels feature a closed-back, an adjustable buckle ankle strap and an open almond toe with a single toe strap, and a block heel. Complement your special occasion outfit in these statement-worthy shoes!

    Fit & Features

    • Closed-back 
    • Adjustable ankle buckle strap
    • Open almond toe
    • Single toe strap
    • Block heel
    • Composed of a faux suede material 
    • Runs true to size

    Style Number/Barcode: 07401-1367

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitz And Glam Rose Gold Rhinestone Block Heels

    Ring in your celebratory moments in rhinestone! 

    • Open almond toe
    • Three band design
    • Zipper closure located back heel
    • Metallic finish
    • Rhinestone detailing
    • High block heel

    Style Number/Barcode: 07401-0275

    Category Name: Women’s Shoes

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Taking Time To Chill Platform Sandals

    Take a moment to chill, look cute, and enjoy some time doin' you! These platform sandals are perfect for those moments! Style with comfy high waist denim, and an over-sized tee!

    • Open round toe
    • Single band over the toe
    • Ankle strap
    • Adjustable pin buckle closure
    • Faux suede
    • Lug sole | Platform

    Style Number/Barcode: 07404-0155

    Category Name: Women’s Shoes

    Price: $12.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Going Places Peep Toe O-Ring Mules

    Make moves and go places with the right pair of heels! Style with cut off dress pants and a button up, or dress down with cut off denim and an over-sized tee!

    • Square peep toe
    • O-ring buckle detail
    • Slide on fit
    • Block heel
    • Textured snake embossing

    Style Number/Barcode: 07403-0230

    Category Name: Women’s Shoes

    Price: $22.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Give It To 'Em Criss-Cross Block Heels

    Serve them looks in a pair of strappy suede heels boo! Whether you style with cut off denim, or your special evening dress, you are bound to make a stunning first impression!

    • Open almond toe
    • Double strap over the toe
    • Criss-cross ankle strap
    • Block heel
    • Adjustable pin buckle closure
    • Faux suede

    Style Number/Barcode: 07401-2242

    Category Name: Women’s Shoes

    Price: $20.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale