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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.

  • All Vacation Long Platform Espadrilles

    Make sure you have your staple pair of wedges while you are on vacay baybay! Perfectly styled with flowy dresses, or lightweight pants!

    • Open almond toe
    • Band over the toe
    • Ankle strap 
    • Adjustable pin buckle closure
    • Faux nubuck with woven straw detailing

    Style Number/Barcode: 07406-0112

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Darling Sunshine Eyelet Platform Block Heels

    Head out for the day or sunset in these sweet platform block heels with a unique eyelet strap, perfect for spring to summer styling!

    Fit & Features

    • Block heel
    • Square toe
    • Eyelet crisscross strap
    • Platform sole
    • Adjustable ankle strap, buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-5275

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Step Above The Rest Simple Block Heels

    Get one step ahead of the game in a pair of simple heels! Easily styled with dress pants, or with a pair of cut off denim. These will soon become your new go-to's real fast!

    • Open almond toe
    • Single band over the toe
    • Intricate cut out detailing
    • Ankle strap with stretch
    • Zipper closure back of heel
    • Faux nubuck

    Style Number/Barcode: 07401-0635

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let's Get Crazy Zebra Print Combat Boots

    Get a lil' cray with these adorable statement boots! Perfect for that all black 'fit! Style with leggings and black crew neck sweater and make it pop!

    • Round toe
    • Inner zipper closure
    • Lace up font
    • Low lug heel
    • Zebra print pattern

    Style Number/Barcode: 07403-0265

    Category Name: Women’s Shoes

    Price: $20.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Straight Talk Jelly Double Strap Sandals

    Straight talk we are ready to chill out in these slides! Made out of a soft jelly material, and designed with a relaxing vibe, pair them with your swim or high waist shorts!

    • Open round toe
    • Double buckle straps
    • Slide on design
    • Soft silicone jelly

    Style Number/Barcode: 07404-0533

    Category Name: Women’s Shoes

    Price: $11.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dancin' In The Dark Clear Rhinestone Wedges

    Dance under those disco lights with a pair of sparkling stunning wedges! Style perfectly with your go-to mini dress, or pair them with an even more special gown!

    • Open almond toe
    • Single rhinestone strap over the toe
    • Wrap around rhinestone ankle strap
    • Square pin buckle closure
    • Clear lucite wedge

    Style Number/Barcode: 07406-0054

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Don't Cross Me Strappy Block Heels

    Throw a little strappy detail in the mix when you style this chic pair with your cargo pants, or high waist denim!

    • Open almond toe
    • Strappy detailing
    • Zipper located back of heel
    • Faux nubuck
    • Block heel

    Style Number/Barcode: 07401-0637

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simply Sweet Clear Pointed Flats

    Keep a sweet girl vibe when you slip into these adorable clear flats! Pair with cut off dress pants or a summer dress!

    • Pointed toe
    • Flat sole
    • Transparent design
    • Available in clear & gold glitter 

    Style Number/Barcode: 07405-0020

    Category Name: Women’s Shoes

    Price: $11.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Living Lustrous Satin Block Heels

    Have a sleek lustrous night when you step out in satin! These heels are perfectly paired with faux leather!

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

    Style Number/Barcode: 07401-0657

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Peep This Chrome Iridescent Rhinestone Sandals

    Peep that pedi girl! The shine is real with these slides, show off those toes in the realist way. Style perfectly with cut off denim and a cropped top, or with your swimsuit on the beach!

    • Open almond toe
    • Double row rhinestone trim
    • Thick clear band over the toe 
    • Rhinestone embellishments 
    • Chrome lining
    • Iridescent finish

    Style Number/Barcode: 07404-0140

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Peep The Pedi Square Toe Croc Sandals

    Peep the pedi and then watch me stride away in my cute af square toe sandals~

    • Slide on fit 
    • Square toe
    • Flat sole
    • Faux leather
    • Embossed with crocodile print

    Style Number/Barcode: 07404-0563

    Category Name: Women’s Shoes

    Price: $11.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All That Shine Rhinestone Flats

    Girl, you'll be captivating them from head to toe! Show them what you're workin' with in these fab flats! 

    • Pointed Toe 
    • Flat Design
    • Clear Inset Along The Sides
    • Rhinestone Encrusted Toe & Back Ankle 

    Style Number/Barcode: 07405-0030

    Category Name: Women’s Shoes

    Price: $18.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slay Your Day Kitten Mules

    Slay the day, and make an impression with the perfect kitten mules! Style easily with with cut off pants, and a button up for a cute work wear look, or dress down and pair with denim!

    • Open almond toe
    • Curved band over the toe
    • Short kitten heel
    • Faux leather

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

    Style Number/Barcode: 07401-2247

    Category Name: Women’s Shoes

    Price: $20.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylishly Stacked Block Heels

    Make each step a stylish one in these stacked block heels! Pair with a floral skater dress for a flirty fun vibe!

    Fit & Features

    • Open toe
    • Adjustable around the ankle strap
    • Closed back
    • Stacked block heel

    Style Number/Barcode: 07401-2237

    Category Name: Women’s Shoes

    Price: $26.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fresh Till The End Rhinestone Beaded Stiletto Heels

    Keep it fresh to death babe, it'll come easy to ya when you are sporting these unique heels!

    • Open almond toe
    • Skinny over the toe band
    • Adjustable pin buckle closure
    • Ankle strap
    • Beaded rhinestone stiletto heel
    • Faux leather lining | Chrome finish

    Style Number/Barcode: 07401-0698

    Category Name: Women’s Shoes

    Price: $12.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Be About It Double Band Clear Wedges

    Be about it and walk with confidence in the cutest wedges of course! Style with your fav mini dress or high waist jeans!

    • Open almond toe
    • Double band design
    • Clear lucite wedge
    • Slide on fit

    Style Number/Barcode: 07406-0052

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Total Command Combat Booties

    Grab everyone's attention when you slip into these booties! Stand tall and flaunt that boss babe energy! 

    • Over The Ankle Fit
    • Almond Toe
    • Front Lace-Up I Side Zipper Closure
    • Lug Sole I Block Heel 
    • Elastic Goring On Sides I Pull Tab 
    • Faux Leather 

    Style Number/Barcode: 07403-0273

    Category Name: Women’s Shoes

    Price: $11.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Butterfly Babe Jelly Sandals

    These jellies are giving us major butterflies bby! These pretty sandals are perfect to pair with a pair of cut-off shorts and cute crop! 

    • T-Strap 
    • Large Irredscent Butterfly Accent
    • Adjustable Sling Back Strap 
    • Jelly Insole

    Style Number/Barcode: 07404-0590

    Category Name: Women’s Shoes

    Price: $18.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All Things Femme Faux Suede Booties

    Keep it femme and romantic with a touch of edge when you style these point toe booties with your cut off denim!

    • Ankle fit
    • Pointed toe
    • Block heel
    • Inner zipper closure
    • Silver hardware
    • Faux suede

    Style Number/Barcode: 07403-0236

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Find Me On The Beach Studded Sandals

    Find me on the beach walking in the sand with my new studded sandals! Pair with high waist denim and a graphic tee, or simple bathing suit!

    • Open square toe
    • Thong design
    • Dainty stud detailing
    • Adjustable pin buckle closure
    • Faux leather

    Style Number/Barcode: 07404-0562

    Category Name: Women’s Shoes

    Price: $11.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Goddess Mood Metallic Braided Sandals

    Embrace your inner goddess with a pair of stunning braided sandals! 

    • Thong design
    • Wrap around braided ankle
    • Metallic finish
    • Flat sole 
    • Zipper closure back of heel

    Style Number/Barcode: 07404-0535

    Category Name: Women’s Shoes

    Price: $11.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Sheen Rhinestone Strappy Platform Heels

    Step out and radiate a glam sheen at parties in these metallic platform heels with a rhinestone strappy design.

    Fit & Features

    • Block heel
    • Platform sole
    • Faux leather material
    • Open almond-shaped toe, multi-row rhinestone strappy design
    • Rhinestone criss-cross strappy design, adjustable buckle
    • Closed back, cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000071

    Category Name: Women’s Shoes

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Studded Stunna Bow Jelly Sandals
    Girllllll, Your pedi is not the only thing they're lookin' at! Slip into these cute af jelly sandals!

    • Pyramid Stud Accents Along The Strap & Bow Tie
    • Open Almond Toe 
    • Flat Sole
    • Composed Of Jelly Material 

    Style Number/Barcode: 07404-0534

    Category Name: Women’s Shoes

    Price: $12.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chromatic Magic Glitter Block Mules

    Everywhere you go you'll be leaving some sparkle and shine in these glistening mules! 

    • Open, Almond Toe 
    • Single, Wide Strap Upper
    • Shiny Chromatic Design 
    • Open Back
    • Tall Glitter Block Heels 

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

    Style Number/Barcode: 07401-0681

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale