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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 Up Faux Leather Platform Booties

    Step up your style in these perf booties to go with your favorite outfits, The booties feature an around the ankle fit, a double strap design with buckle accent, an inner zipper, a wide platform, and a stacked heel. Complete outfit with a faux leather mini skirt and bustier.

    Fit & Features

    • Around the ankle fit
    • Double strap design with buckle accent
    • Inner zipper closure 
    • Wide platform 
    • Stacked heel
    • Faux leather material 


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

    Style Number/Barcode: 07403-0588

    Category Name: Women’s Shoes

    Price: $17.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace Up Basic Block Heels

    Lace-up in these chic block heels to go with your stunning night out outfit. The heels feature lace-up straps, an open almond toe with a double strap accent over the toe, and a trendy block heel. The heels are composed of faux suede material. 

    Fit & Features

    • Lace-up straps
    • Open almond toe with double strap accent over the toe
    • Block heel
    • Faux suede material 

    Style Number/Barcode: 07401-2481

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Pointed Toe Sock Booties

    Add these basic faux suede sock booties to your fall and winter wardrobe for a chic look! They feature an ankle-high design, a trendy pointed toe, and a sturdy block heel. Pair these booties with mom jeans and a chunky knit sweater for a cute 'fit you can wear all day, everyday!

    Fit & Features

    • Ankle-high design
    • Pointed toe
    • Block heel
    • Faux suede material

    Style Number/Barcode: 07403-0574

    Category Name: Women’s Shoes

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie Dye Lug Combat Booties

    These booties are part edgy and part bohemian to make them a true one of a kind! The booties feature a bright multicolored tie-dye pattern, a lace-up front, and a lug sole. The boots are composed of faux leather material. Complete your look with an oversized basic tee and biker shorts. 

    Fit & Features

    • Multi-colored tie-dye pattern
    • Lace-up front with bungee laces
    • Pull tabs at the back
    • Lug sole
    • Inner zipper closure
    • Almond toe
    • Faux leather material 

    Style Number/Barcode: 07403-0403

    Category Name: Women’s Shoes

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild N' Free Faux Leather Lug Booties

    Take a walk on the wild side in these edgy booties! The booties feature an around the ankle fit, an elastic gore detail, an ankle strap with buckle detail, a lug sole, and a block heel. The booties are composed of faux leather material. Complete look with high waist jeans and a crop top.

    Fit & Features

    • Around the ankle fit
    • Inner elastic gore detail
    • Almond toe
    • Ankle strap with buckle detail
    • Lug sole
    • Block heel
    • Faux leather material 


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

    Style Number/Barcode: 07403-0567

    Category Name: Women’s Shoes

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked On Style Block Heel Boots

    Stack on the style in these must-have boots this season! The boots feature a below the knee fit, an almond toe, a block heel, and an inner zipper closure. The boots are composed of faux suede material. Complete look with a chunky knit sweater and high waist jeans. 

    Fit & Features

    • Below the knee fit
    • Almond toe 
    • Inner zipper closure 
    • Block heel 
    • Faux suede material

     

    Please be advised that these boots run one size too small.

    Style Number/Barcode: 07402-0231

    Category Name: Women’s Shoes

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's A Wild One Lug Booties

    Take a walk on the wild side in booties that bring the edge! The booties feature an around the ankle-length, an ankle strap with buckle accent, a block heel, and a lug sole. Booties are composed of faux suede material. Complete look with a teddy jacket and high waist jeans.

    Fit & Features

    • Around the ankle-length
    • Ankle strap with buckle accent
    • Inner zipper closure
    • Almond toe
    • Lug sole
    • Block heel
    • Faux suede material

    Style Number/Barcode: 07403-0326

    Category Name: Women’s Shoes

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Buckle Faux Fur Slippers

    Bring twice the appeal in these cozy-chic slippers! Perfect to go with your matching loungewear sets, these slippers are a must for all fashionistas. The slippers feature an easy-slip on design, a double row strap design with buckle, and composed of faux fur material. 

    Fit & Features

    • Slip-on design
    • Double row strap design with buckle
    • Open-almond toe
    • Faux fur material


    Please be advised that these slippers run one size too small.

    Style Number/Barcode: 07408-0046

    Category Name: Women’s Shoes

    Price: $11.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lace Up Glamour Block Heel

    Lace-up in these glam block heels that are perfect for your next date night! The heels feature lace-up straps, an open almond toe with a single strap over the toe, and a block heel. Complete look with sleek bodycon.

    Fit & Features

    • Lace-up straps
    • Closed-back
    • Block heel
    • Open almond toe 
    • Strap over the toe
    • Faux suede material 

    Style Number/Barcode: 07401-2479

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Slouched Knee-High Boots

    Channel your diva with a pair of knee-high boots! Designed with an almond toe, a sole with a low heel, and a knee-high fit with a slouched detailing at the sides. Boots have a zipper closure and are composed of faux leather. Complete your look with a ribbed midi dress.

    Fit & Features

    • Knee-high length
    • Almond toe
    • Low heel
    • Slouched detailing
    • Faux leather material

    Style Number/Barcode: 07402-0218

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Sassy Faux Fur Banded Slippers

    Keep your stay at home look sassy and cute in these faux fur slippers! They feature a double banded design and a leopard print faux fur material. Pair these adorable slippers with a matching loungewear set for a comfy vibe.

    Fit & Features

    • Open toe
    • Double banded design
    • Open back
    • Flat sole
    • Leopard print faux fur material

    Style Number/Barcode: 07408-0055

    Category Name: Women’s Shoes

    Price: $10.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Fab Banded Fuzzy Slippers

    Keep it bright with these fuzzy slippers that bring a burst of color to your loungewear. They feature a double banded design with a multi-colored faux fur material. Pair these adorable slippers with your fave loungwear set for a cute stay at home look.

    Fit & Features

    • Open toe
    • Double banded design
    • Open back
    • Flat sole
    • Multi-colored faux fur material

    Please be advised that color may vary.

    Style Number/Barcode: 07408-0054

    Category Name: Women’s Shoes

    Price: $10.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Faux Fur Banded Slippers

    Style up these basic faux fur slippers for the cutest loungewear look! They feature a double banded design with a faux fur material. Pair these adorable slippers with your fave matching lounge set for the perf stay at home vibe.

    Fit & Features

    • Open toe
    • Double banded design
    • Flat sole
    • Faux fur material

    Style Number/Barcode: 07408-0056

    Category Name: Women’s Shoes

    Price: $10.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Quilted Faux Leather Buckle Detail Boots

    Style up your winter wardrobe in these chic faux leather boots! They feature a below the knee fit with a quilted faux leather design, side zipper and buckle accents, and a low block heel. Pair these boots with a cute sweater dress for an adorable everyday look.

    Fit & Features

    • Below the knee fit
    • Round toe
    • Side zipper and dual buckle accents
    • Inner zipper closure
    • Low block heel
    • Faux leather material with partial quilted design

     

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

    Style Number/Barcode: 07402-0222

    Category Name: Women’s Shoes

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly Stylish Lucite Block Heels

    Clearly you'll have a stylish 'fit in these trendy block heels! They feature an open almond toe with a clear toe strap and a sturdy clear lucite block heel. Pair these shoes with a little black dress for a fun girl's night out.

    Fit & Features

    • Open almond toe
    • Clear toe strap
    • Clear adjustable around the ankle strap with buckle detail
    • Open back
    • Clear lucite block heel
    • Patent PU material

    Style Number/Barcode: 07401-2412

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Polished Touch Under The Knee Riding Boots

    Perfect for adding a polished touch to your look, these under-the-knee riding boots are designed with a round toe and a curved under-the-knee length shaft for a sleek silhouette.

    Fit & Features

    • 1” in heel height, 7” leg opening, 13” shaft height.
    • Round toe
    • Under the knee, curved shaft height
    • Inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000018

    Category Name: Women’s Shoes

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Suede Ankle Wrap Lucite Block Heels

    Make a chic statement in these faux suede block heels! They feature an ankle wrap around design with a trendy clear lucite block heel. Pair these shoes with mom jeans and a basic bodysuit to go hang with your squad.

    Fit & Features

    • Open almond toe
    • Dual thin toe straps
    • Wrap around ankle design with tie closure
    • Open back
    • Clear lucite block heel
    • Faux suede material with a faux leather insole

    Style Number/Barcode: 07401-2496

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Faux Suede Block Heel Booties

    Get stacked on these cute booties that bring the glam to your favorite layered looks! The booties feature an around the ankle fit, lace-up detail at the back with metal grommets, and a stacked block heel. Booties are composed of faux suede material. Complete look with a chunky sweater.

    Fit & Features

    • Around the ankle fit
    • Lace-up detail at the back with metal grommets
    • Stacked block heel 
    • Almond toe 
    • Inner zipper closure

    Style Number/Barcode: 07403-0344

    Category Name: Women’s Shoes

    Price: $22.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bad and Basic Faux Suede Block Heels

    Rock a chic vibe in block heels that elevate your look! The heels feature an open back, an open almond toe with single strap over the toe, a wide platform, and a chunky block heel. The heels are composed of a faux suede material. Complete look with a high waist skirt.

    Fit & Features

    • Open back 
    • Adjustable ankle strap
    • Open almond 
    • Single strap over the toe
    • Wide platform 
    • Faux suede material 

    Style Number/Barcode: 07401-2497

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Essential Faux Suede Block Heel

    Elevate your style in block heels that bring the chic factor. The heels feature an open back, an open almond toe with a wide strap over the toe, a wide platform, and a block heel. The heels are composed of a faux suede material. Complete look with a ribbed midi dress 

    Fit & Features

    • Open back 
    • Adjustable ankle strap
    • Open almond toe
    • Wide platform 
    • Block heel
    • Faux suede material 

    Style Number/Barcode: 07401-2493

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lace Back Stiletto Boots

    Girl, it's time to make a statement! These boots are composed of faux suede material and hit over the knee, they have a pointed toe, and a zipper at one side. They have a lace-up detail at the back with gold detailing leading up. They are a perfect addition to your wardrobe for the cold weather! Complete look with a sweater dress.

    Fit & Features

    • Over-the-knee fit
    • Pointed toe
    • Lace-up back
    • Faux suede material
    • Zipper closure

    Style Number/Barcode: 07402-0233

    Category Name: Women’s Shoes

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Chic Look Platform Block Heels

    Get a total chic look in this fab platform block heels! They feature an open almond toe with a clear PVC strap, a thin adjustable ankle strap and a sturdy tall block heel. Pair these with distressed denim and a trendy crop top for an elevated vibe to your causal everyday 'fit.

    Fit & Features

    • Open almond toe
    • Clear PVC strap
    • Thin adjustable ankle strap
    • Closed back
    • Small platform
    • Tall block heel

     

    Please be advised that these heels run one size small. 

    Style Number/Barcode: 07401-2840

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly Yours Lucite Heeled Mules

    Clearly these lucite heeled mules couldn't be anymore you! They feature a trendy square toe and double clear PVC straps. Pair these of the moment heels with distressed denim to level up your everyday casual look and make it all the more chic.

    Fit & Features

    • Open square toe
    • Double clear PVC straps
    • Open back
    • Clear lucite heel
    • Faux leather sole

     

    Please be advised that these mules run one size small.

    Style Number/Barcode: 07401-2477

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Step It Up Snake Print Booties

    Step up in these stunning booties that slay every day! The booties feature a faux suede front, faux leather snake embossed back, a pointed toe, and a block heel. Complete look with a chunky sweater and high waist jeans.

    Fit & Features

    • Around the ankle-length
    • Faux suede front
    • Faux leather snake embossed back 
    • Pointed toe
    • Block heel
    • Inner zipper closure 


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

    Style Number/Barcode: 07403-0545

    Category Name: Women’s Shoes

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale