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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.

  • Well Grounded Double Buckle Sandals

    Equal parts earthy and vibrant, these summer sandals make a statement, and the statement is chill, down to earth, boho babe.

    • Round toe
    • Double buckle design
    • Slide on 
    • Cork + lug sole
    • Silver hardware

    Style Number/Barcode: 07404-0572

    Category Name: Women’s Shoes

    Price: $14.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Totally Grounded Two-Strap Sandal

    Equal parts versatile and vibrant, these summer sandals make a statement, and the statement is chill, down to earth, boho babe.

    • Round toe
    • Double buckle design
    • Slide-on styling
    • Cork lug sole
    • Silver buckle accents
    • Runs true to size

    Style Number/Barcode: 07404-0123

    Category Name: Women’s Shoes

    Price: $11.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Glitter Baby Low Mesh Heels

    To all our glitter babes! This ones for you! Style these subtly sparkly low heels wih cut off jeans and a leather jacket for the perf night out look, or style with your go to lil black dress!

    • Open almond toe
    • Single band over the toe
    • Skinny ankle strap
    • Zipper closure back of heel
    • Mesh material with glitter reflects
    • Faux leather lining
    • Low heel

    Style Number/Barcode: 07401-0613

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • West Coastin' Low Block Mules

    Keep it light and breezy with that west coast style! These sweet simple mules pair so well with cut off denim!

    • Square oval open toe
    • Double bands
    • Low block heel
    • Black & Tan are faux nubuck
    • White pair is faux leather

    Style Number/Barcode: 07401-2147

    Category Name: Women’s Shoes

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spice Things Up Block Heels

    Spice things up when you trade out your everyday flats for a pair or block heels! Pair with your go to dress pants, or a ruffled jumpsuit!

    • Open almond toe
    • Single band over the toe
    • Skinny ankle strap
    • Adjustable pin buckle closure
    • Block heel
    • Available in faux suede leopard print
    • Available in smooth tan faux nubuck 

    Style Number/Barcode: 07401-2142

    Category Name: Women’s Shoes

    Price: $20.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stay Sleek Square Toe Kitten Mules

    Keep it sleek and simple with a pair of kitten heeled mules! We are loving the way they amp up a simple denim look, team them with a blazer for an easy work 'fit!

    • Open square toe
    • Single band over the toe
    • Elastic band mid foot
    • Low kitten heel
    • Matte faux leather

    Style Number/Barcode: 07401-2144

    Category Name: Women’s Shoes

    Price: $20.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stay Sleek Square Toe Clear Kitten Mules

    Keep it sleek and simple with a pair of kitten heeled mules! We are loving the way they amp up a simple denim look, team them with a blazer for an easy work 'fit!

    • Open square toe
    • Clear band over the toe
    • Elastic band mid foot
    • Low kitten heel
    • Shiny faux leather

    Style Number/Barcode: 07401-2143

    Category Name: Women’s Shoes

    Price: $20.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Sleek Block Heel Booties

    Take these perfectly polished babes from work to weekend without a hitch! Booties feature a, faux leather outer, a gently pointed toe, a low shaft with back zip, and a stabilizing, medium-height block heel. Complete look with a shacket and skinny jeans.

    Fit & Features

    • Around the ankle fit
    • Back zipper closure
    • Pointed toe
    • Block heel
    • Faux leather material
    • Runs small to size


    Please be advised that these boots run a 1/2 size too small.

    Style Number/Barcode: 07403-0228

    Category Name: Women’s Shoes

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • That's Hot Metallic Block Heels

    O-M-G , these cute heels give us those Y2k vibes and have us saying "That's hot" all over again! Style with a fitted tube dress for total cuteness~

    • Open almond toe
    • Single band over the toe
    • Skinny ankle strap
    • Adjustable pin buckle closure
    • Block heel 
    • Metallic chrome finish
    • Faux leather lining

    Style Number/Barcode: 07401-2140

    Category Name: Women’s Shoes

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simple Summer Lace Up Sandals

    Keep your summer a simple yet sweet one when you step out in a pair of lace up sandals!

    • Open almond toe
    • Single strap over the toe
    • Wrap around lace up ankle straps
    • Faux suede 
    • Flat sole

    Style Number/Barcode: 07404-0577

    Category Name: Women’s Shoes

    Price: $16.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Sleek Crock Block Heel Booties
    Take these perfectly polished babes from work to weekend without a hitch! Booties feature a, faux leather outer with croc embossing, a gently pointed toe, a low shaft with back zip, and a stabilizing, medium-height block heel.

    Style Number/Barcode: 07403-0229

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Places To Be Square Toe Wedges

    Places to be, people to see, pedis to show off! Change out your old wedges for something a little different! Square toe is here to stay!

    • Open square toe
    • Single band over the toe
    • Adjustable pin buckle closure
    • Silver hardware
    • Wedge heel
    • Faux suede

    Style Number/Barcode: 07406-0079

    Category Name: Women’s Shoes

    Price: $22.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Key Diva Rhinestone Stiletto Heels

    For the high key diva, a pair that shines like no otha! Style with a glitter mini dress, or a gown fit for a special occasion!

    • Open almond toe
    • Single rhinestone strap over the toe
    • Short platform 
    • Adjustable ankle strap with pin buckle closure
    • Stiletto heel
    • Full rhinestone over chrome
    • Faux leather padded lining

    Style Number/Barcode: 07401-0694

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Staple Strappy Square Toe Mules

    These chic strappy square toe mules will be a new sleek staple in your closet! Perf for pairing with your favorite shoulder bag.

    Fit & Features

    • Block heel
    • Faux leather material
    • Open square-shaped toe
    • Strappy design with knot detail
    • Open back, on-and-off styling
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000099

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 8.5

  • Excuse Me Miss Clear Chrome Flats

    Excuse me miss, where you goin' with all that style? We can't help but stare all the way down to ur chrome clear flats!

    • Pointed toe
    • Clear D'orsay design
    • Clear sling back straps
    • Chrome ankle strap
    • Adjustable pin buckle closure
    • Flat sole

    Style Number/Barcode: 07405-0025

    Category Name: Women’s Shoes

    Price: $11.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Walk In The Park Lug Heeled Booties

    Walk through the winter leaves in the cutest pair of lug heeled booties this winter! Pair these booties with your fav skinny jeans, or tights, a mini skirt, and over-sized sweater!

    • Ankle fit
    • Elastic sides with stretch
    • Block heel
    • Almond toe
    • Inner zipper closure 
    • Faux nubuck
    • Lug style sole

    Style Number/Barcode: 07403-0262

    Category Name: Women’s Shoes

    Price: $30.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Steppin' Out Stiletto Rhinestone Heels

    Dance, don't hold the wall! You need to show off these babies on the dance-floor!

    • Open almond toe
    • Skinny stiletto heel
    • Rhinestone embellished
    • Single band over the toe
    • Sling back + Ankle strap
    • Adjustable pin buckle closure

    Style Number/Barcode: 07401-0951

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elegant Looks Rhinestone Buckle Flats

    Revive your elegant look with a pair of subtly chic flats! Style with a high waist pair of denim, and an over-sized blazer for a new york chic finish!

    • Pointed closed toe
    • Flat sole
    • Rhinestone buckle embellishment
    • Faux suede

    Style Number/Barcode: 07405-0018

    Category Name: Women’s Shoes

    Price: $10.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scoot N' Boogey Fringe Cowboy Boots

    Yee-haw it's time to boot scoot n' boogey in these festival ready fringe boots babayy!

    • Knee high fit
    • Pointed toe
    • Croc print pattern
    • Cowboy design
    • Padded lining
    • Inner zipper closure
    • Faux leather

    Please be advised this style runs 1/2 big.

    Style Number/Barcode: 07403-0270

    Category Name: Women’s Shoes

    Price: $30.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Own The Room Chrome Block Heels

    Own the room when you walk in sporting some hot fire heels baybayy! The chrome finish catches the light in such a way u can't look away!

    • Open almond toe
    • Thick band over the toe
    • Ankle strap
    • Zipper closure back of heel
    • Block heel
    • Chrome metallic finish

    Style Number/Barcode: 07401-0602

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • It's Party Time Rhinestone Platform Heels

    Girl get that fancy footwork going in a pair of flashy rhinestone platform heels! Pair with matching rhinestone earrings and style with your night out attire!

    • Open almond toe
    • Rhinestone band over the toe
    • Criss cross rhinestone detailing
    • Zipper closure center back
    • Glitter mesh
    • Block heel | Short platform

    Style Number/Barcode: 07401-0619

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfectly Pastel Chunky Block Heels

    Hop on the trend of perfect pastels this spring, with a pair of perfect pastel purple heels! Pair with a Ruffled mini dress for playful and flirty look!

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

    Style Number/Barcode: 07401-0686

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Show Me Love Rhinestone Faux Leather Heels

    Show a little self love when you treat yourself to a little pair of faux leather heels that have some sparkle! The low heel makes them easy to pair with your evening looks, and guess what, you can stay on the dance-floor all night!

    • Open almond toe
    • Single rhinestone band over the toe
    • Ankle strap | Adjustable pin buckle closure
    • Rhinestone embellished heel
    • Low block heel
    • Composed of faux leather

    Style Number/Barcode: 07401-0614

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Go Getta' Criss-Cross Chrome Stiletto Heels

    Girl ur a go getta! These heels tell your story with every step you take!

    • Open almond toe
    • Criss cross design
    • Stretch ankle strap
    • Zipper closure back of heel
    • Skinny stiletto 
    • Chrome finish
    Please be advised that this style runs a half size to big.

    Style Number/Barcode: 07401-0593

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free