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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.

  • Step It Up Block Heeled Sandals

    We've found it - the it girl sandal of the season to step up your shoe game. Add to cart now, and thank us later 

    • Open almond toe
    • Thick toe strap
    • Adjustable around the ankle strap
    • Open back
    • Short block heel
    • Faux leather straps and insole lining

    Style Number/Barcode: 07404-0536

    Category Name: Women’s Shoes

    Price: $14.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stride With Sass Block Heeled Booties

    Stride with so much sass and style in these croc print block heeled booties!

    • Pointed toe
    • Block heel
    • Around the ankle fit
    • Inner zipper closure
    • Croc embossed print
    • PU material

    Style Number/Barcode: 07403-0231

    Category Name: Women’s Shoes

    Price: $12.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ur On My Mind Clear Banded Mules

    Every lil' thing you do, ur on my mind! Especially when you walk out in these trendsetting mules bb!

    • Open almond toe
    • Double clear bands
    • Short block heel
    • Faux nubuck material
    • Slide on design 

    Style Number/Barcode: 07401-0586

    Category Name: Women’s Shoes

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step By Step Wrap Sandals

    Peep that pedi babe! Even though sandals are more casual, this unique design brings a little life to your everyday look! Pair with high waist shorts and a graphic tee to complete your look!

    • Open almond toe
    • Single band over the toe
    • Strappy wrap around lace up detail
    • Flat sole

    Style Number/Barcode: 07404-0107

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Y2k Vibez Chrome Heels

    Take it back to the early 2000'z with these trendsetting chrome heels, that are giving us total noughties vibez!

    • Square toe
    • Single band 
    • Ankle strap + pin buckle closure
    • Thin rectangular heel
    • Faux leather lining
    • Chrome finish

    Style Number/Barcode: 07401-0552

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charmed Intent Bow Sandals

    No one can ignore the cute vibes of these bow sandals perfect for parties or graduations!

    Fit & Features

    • Square toe
    • Wide strap with statement bow
    • Flat sole
    • Padded insole
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1271

    Category Name: Women’s Shoes

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Top Notch Faux Fur Platform Heels

    Embrace your extraness and make everywhere you go your runway in these cute AF heels!

    • Open almond toe
    • Faux fur detail at toe strap
    • Tall block heel I Platform design 
    • Adjustable buckle closure

    Style Number/Barcode: 07401-0712

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Caught In The Spotlight Rhinestone Heels

    Get caught in the spotlight while you dance the night away in a pair of flashy, sexy heels!

    Fit & Features

    • Open almond toe
    • Single band over the toe
    • Strappy ankle pin buckle closure
    • Rhinestone embellished block heel
    • Faux leather 
    • Chrome finish 
    • Runs true to size

    Style Number/Barcode: 07401-0541

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Above Basic Over The Knee Boots

    Bby you are way above basic and so are your boots! Pair these over the knee boots with an over-sized tee, your fav sweater dress, or a simple pair of leggings!

    • Over the knee fit
    • Pointed toe
    • Stacked low wooden heel
    • Faux suede
    • No zipper
    • Lace detail atop

    Style Number/Barcode: 07402-0146

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Staying In Textured Slides

    Girl you are stayin in, you are chillin' in your slides, and u still look bomb!

    • Round toe
    • Low platform
    • Single band over the toe
    • Knit band with padded triangular detailing

    Style Number/Barcode: 07404-0096

    Category Name: Women’s Shoes

    Price: $11.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Duck Rain Boots

    Get through a gloomy day with the cutest duck rain boots designed to keep those toes warm, dry, and cute af ! Pair with your go-to tights and over sized sweater for the ultimate chilly day attire!

    • Round toe 
    • Ankle fit
    • Sturdy water proof lower
    • Faux leather upper
    • Lace up detail 
    • Ribbed sole
    • Plaid inner lining

    Style Number/Barcode: 07403-0253

    Category Name: Women’s Shoes

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Casual Leopard Slip On Sneakers

    Keep it casual, but also like keep it cute too, you know? That is why we are lovin' these slip ons because they do just that!

    • Round toe
    • Leopard print pattern
    • Low platform sole
    • Slip on fit
    • Faux nubuck

    Style Number/Barcode: 07407-0022

    Category Name: Women’s Shoes

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Barbie Tingz Rhinestone Fur Slides

    Keep it cute n comfy when you slide into ur new rhinestone barbie tingz slides okurrrr?!

    • Open almond toe
    • Faux fur band 
    • Rhinestone embellishments
    • "Barbie Tingz" script 
    • Chrome finish 
    • Flat sole

    Style Number/Barcode: 07408-0029

    Category Name: Women’s Shoes

    Price: $18.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • For A Living Lace Up Heels
    Give 'em life with these sexy stiletto boots. These smooth boots feature a lace-up front, peep toe, and exposed side zipper closure. They're made of a neoprene-like fabric with a rubber sole.

    Style Number/Barcode: 07403-0081

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Plaid Thigh High Stiletto Boots

    Livin' up your little black dress with a pair of stunning plaid boots! Not only will they look so cute with ur dress but we can also see u wearing these with an over-sized hoodie!

    • Thigh high fit
    • Pointed toe
    • Neutral plaid design
    • Inner zipper closure
    • Soft woven material

    Style Number/Barcode: 07402-0152

    Category Name: Women’s Shoes

    Price: $22.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leopard Print Thigh High Velvet Boots

    Command the room in a pair of velvet boots that are just as edgy as u bby!

    • Thigh high fit
    • Pointed toe
    • Block heel
    • Ribbon lace back detail
    • Golden eyelets
    • Inner zipper closure
    • Composed of velvet

    Style Number/Barcode: 07402-0155

    Category Name: Women’s Shoes

    Price: $20.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Saddled Up Western Embroidered Cowboy Boots

    Saddle up for the best time in these western cowboy boots with unique embroidery and an under-the-knee length perfect for styling with denim skirts or shorts!

    Fit & Features

    • Stacked block heel
    • Pointed toe
    • Western-style embroidery
    • Under-the-knee shaft length
    • Pull tabs for easy on-and-off styling
    • Runs true to size

    Style Number/Barcode: 07403-1851

    Category Name: Women’s Shoes

    Price: $19.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flaunt It Faux Suede Knee-High Boots

    Flaunt that confidence with every step you take in this pair of knee high faux suede boots that in our opinion are an every season type of wear!

    • Almond toe
    • Block heel
    • Inner zipper closure
    • Knee-high fit
    • Faux suede

    Style Number/Barcode: 07402-0157

    Category Name: Women’s Shoes

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Too Cute 4 U Wide Fit Block Heels

    Bby you are just too cute! Pair these red hot heels with your go to skinny jeans or even with your best dress! Created to be wide-foot friendly and offer a low heel, they are all the comfort and all the cute in one!

    • Open almond toe
    • Single band
    • Velcro ankle closure
    • Low heel
    • Wide-foot friendly
    • Faux suede

    Style Number/Barcode: 07401-0554

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Doin' Damage Peep Toe Thigh High Stiletto Boots

    Do some damage in these thigh high stiletto heels babe! They are fierce af, just like you!

    • Thigh high fit
    • Pointed peep toe
    • Lace up front
    • Inner zipper closure
    • Stiletto heel
    • Snake print pair: Faux leather
    • Black pair: Faux suede

    Style Number/Barcode: 07402-0136

    Category Name: Women’s Shoes

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Doin' Damage Thigh High Snake Stiletto Boots

    Do some damage in these thigh high stiletto heels babe! They are fierce af, just like you!

    • Thigh high fit
    • Pointed peep toe
    • Lace up front
    • Inner zipper closure
    • Stiletto heel
    • Snake print pattern
    • Faux leather

    Style Number/Barcode: 07402-0137

    Category Name: Women’s Shoes

    Price: $15.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Much More Over The Knee Flat Boots

    These boots offer much more than comfort! They offer a cute way to amp up your go-to legging and sweater outfits!

    • Over the knee fit
    • Almond toe
    • Faux suede
    • Lace up back detail
    • Inner zipper closure
    • Low heel

    Style Number/Barcode: 07402-0156

    Category Name: Women’s Shoes

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • That Girl Knee-High Stiletto Boots

    You are that girl, always coming through with the hottest boots, and the trendiest 'fits! That's why these knee high boots are perf for u!

    • Pointed toe
    • Knee-high fit
    • Inner zipper closure
    • Stiletto heel
    • Faux suede

    Style Number/Barcode: 07402-0159

    Category Name: Women’s Shoes

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Workin' It Point Toe Croc Mules

    Work it in a pair of low heeled pumps babe! We know you got places to be and that's why these are perfect 4 u!

    • Pointed toe
    • Clear closed toe
    • Low heel
    • Faux leather
    • Slip on fit
    • Croc embossed 

    Please be advised that these mules run 1/2 a size small. Please be sure to size up.

    Style Number/Barcode: 07401-2130

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free