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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.

  • Casual Vibes High Top Sneakers

    These sneakers bring the casual vibes to your everyday looks! The sneakers feature a high-top design, a lace-up front, an almond toe, and a textured platform sole. The sneakers are composed of a canvas material. Complete your look with biker shorts and a ribbed tank top. 

    Fit & Features

    • High top length
    • Almond toe
    • Lace-up front
    • Textured platform sole
    • Canvas material 

    Style Number/Barcode: 07407-0197

    Category Name: Women’s Shoes

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylishly Edgy Lug Sole Booties

    Get a stylishly edgy vibe when you complete your look with these booties! They feature a round toe, a lug sole, a lace-up front, and an above the ankle design with a gore detail and back pull tabs. Pair these faux suede booties with a casual dress and a faux leather jacket.

    Fit & Features

    • Round toe
    • Lug sole
    • Lace-up front
    • Above the ankle design
    • Gore detail
    • Back pull tabs
    • Faux suede materail

    Style Number/Barcode: 07403-1231

    Category Name: Women’s Shoes

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab Fleece Closed-Toe Slippers

    Keep it cozy in fleece slippers that will have you feeling pampered! The slippers feature a slip-on design, a closed almond toe, a fleece exterior, and a smooth footbed. Complete your look with a crop top and jogger set. 

    Fit & Features

    • Slip-on design 
    • Closed almond toe
    • Fleece exterior

    Style Number/Barcode: 07408-0067

    Category Name: Women’s Shoes

    Price: $8.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Criss Cross Chic Faux Suede Block Heels

    Get crossed up in chic heels that bring the glam to your outfits! The heels feature a criss-cross strap caged design, an open almond toe, a zippered back, and a block heel. Complete look with a sleek jumpsuit and bangles. 

    Fit & Features

    • Caged crisis cross strap design 
    • Open almond toe
    • Zippered back 
    • Block heel 
    • Faux suede material 

    Style Number/Barcode: 07401-2538

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fierce Cheetah Print Peep Toe Booties

    Keep it fierce in cheetah print booties! The booties feature a mid-calf fit, a trendy cheetah print, a lace-up front with metal grommets, a peep toe, and a sleek stiletto heel. The booties are composed of a faux suede material. Complete look with a ribbed mini dress and moto jacket for a date night! 

    Fit & Features

    • Mid-calf fit
    • Cheetah print
    • Lace-up front with metal grommets
    • Peep top
    • Stiletto heel
    • Faux suede material 

    Style Number/Barcode: 07403-0621

    Category Name: Women’s Shoes

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In the Details 50/50 Lace Back Boots

    It's all in the deets, gir! Slay in these chic boots that elevate your style to the next level! The boots feature a below the knee fit, an almond toe, a 50/50 nylon and faux suede composition, a bungee cord lace-back detail at the back, and a low block heel. Complete look with a cardigan and skinny jeans.

    Fit & Features

    • Below the knee fit
    • 50/50 Nylon and Faux suede
    • Almond toe
    • Lace-back detail
    • Inner zipper closure
    • Low block heel

    Style Number/Barcode: 07402-0285

    Category Name: Women’s Shoes

    Price: $22.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 50/50 Over The Knee Lug Boots

    Slay in chic boots that command attention! The boots feature an over the knee fit, a 50/50 nylon and faux suede composition, an almond toe, lug sole, and a low block heel. Complete look with a cardigan and skinny jeans. 

    Fit & Features

    • Over the knee fit
    • 50/50 Nylon and Faux suede
    • Almond toe
    • Lug sole
    • Inner zipper closure
    • Low block heel

    Style Number/Barcode: 07402-0275

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Vibes Faux Leather Combat Booties

    Bring the edge in these booties that don't play it safe! The booties feature a mid-calf fit, a lace-up front, an inner zipper closure, a lug platform, and a lug block heel. Complete look with a fab crop top and biker shorts for those lowkey vibes. 

    Fit & Features

    • Mid-calf fit
    • Lace-up front
    • Inner zipper closure
    • Lug platform 
    • Lug block heel
    • Faux leather material 


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

    Style Number/Barcode: 07403-1200

    Category Name: Women’s Shoes

    Price: $17.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Faux Suede Peep Toe Stiletto Booties

    Style up these faux suede stiletto booties for a majorly chic vibe. They feature an almond-shaped peep toe, a lace-up front, a back zipper closure, and a stiletto heel. Pair these booties with faux leather joggers and a beaded bustier for a night out.

    Fit & Features

    • Almond-shaped peep toe
    • Lace-up front
    • Back zipper closure
    • Stiletto heel
    • Faux suede material

    Style Number/Barcode: 07403-0619

    Category Name: Women’s Shoes

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Add Some Edge Lug Sole Booties

    Add some edge to your stylish look with these cool faux suede booties! They feature a round toe, a lug sole, tall block heel, cotton fabric detailing at the ankle, and pull tabs. Style these booties with skinny jeans to elongate your look.

    Fit & Features

    • Round toe
    • Lug sole
    • Block heel
    • Cotton fabric detailing at the ankle
    • Pull tabs
    • Faux suede material

    Style Number/Barcode: 07403-1228

    Category Name: Women’s Shoes

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Basic Faux Leather Combat Booties

    Elevate your basic bootie with chic details that make it stand out! The bootie features a mid-calf fit, a lace-up front, an almond toe, and a lug sole. The bootie is composed of a faux leather material. Complete the look with skinny jeans and a cardigan. 

    Fit & Features

    • Mid-calf fit 
    • Lace-up front
    • Inner zipper closure
    • Almond toe 
    • Lug sole
    • Faux leather material

    Style Number/Barcode: 07403-0518

    Category Name: Women’s Shoes

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Kinds Of Sweet Woven Stiletto Mules

    Enchant with your sweetness in these stiletto mules with a charming woven-style strap perfect for any occasion!

    Fit & Features

    • 3" Stiletto heel
    • Square toe
    • Woven strap
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5333

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Suede Over The Knee Lug Sole Boots

    Keep it stylish and trendy in these faux suede over the knee boots. They feature a round toe with a lug sole, block heel, inner zipper closure, and over the knee design with a back elastic detail. Pair these boots with a casual dress and hoop earrings.

    Fit & Features

    • Over the knee design
    • Round toe
    • Lug sole
    • Block heel
    • Inner zipper closure
    • Back elastic detail
    • Faux mircosuede material

    Style Number/Barcode: 07402-0286

    Category Name: Women’s Shoes

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy and Chic Sherpa Booties

    Channel a cozy look with these chic booties! The booties feature a mid-calf fit, an all-over sherpa-lined exterior, and an almond toe. Complete your look with a sweater and jeans to nail those casual vibes. 

    Fit & Features

    • Mid-calf fit
    • Sherpa lined exterior 
    • Almond toe


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

    Style Number/Barcode: 07403-0556

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cuddle Weather Faux Suede Booties

    Cuddle up in these cozy booties that are perfect to go with your layered outfits this season. The booties feature a mid-calf fit, a faux fur trim, an almond toe, and a buckle strap accent. The booties are composed of a faux suede material. Complete your look with a cardigan and skinny jeans. 

    Fit & Features

    • Mid-calf fit
    • Faux fur trim 
    • Almond toe 
    • Buckle strap accent
    • Faux suede material 

    Style Number/Barcode: 07403-0561

    Category Name: Women’s Shoes

    Price: $18.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Trendsetter Peep Toe Stiletto Booties

    Yes girl, showcase your status as a glam trendsetter in these stiletto booties! They feature an almond-shaped peep toe, a sexy lace-up front, a back zipper closure, and a sleek stiletto heel. The booties are composed of a faux suede material with an all-over leopard print with shimmer details. Pair these booties with a little black dress for a girl's night.

    Fit & Features

    • Almond-shaped peep toe
    • Lace-up front
    • Back zipper closure
    • Stiletto heel
    • Faux suede material
    • Leopard print
    • Shimmer details

    Style Number/Barcode: 07403-0627

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cheetah Print Faux Suede Booties

    Cuddle up in these cozy booties that are perfect to go with your layered outfits this season. The booties feature a cheetah print, a mid-calf fit, a faux fur trim, an almond toe, and a buckle strap accent. The booties are composed of a faux suede material. Complete your look with a cardigan and skinny jeans.

    Fit & Features

    • Cheetah print
    • Mid-calf fit
    • Faux fur trim
    • Almond toe
    • Buckle strap accent
    • Faux suede material

    Style Number/Barcode: 07403-0560

    Category Name: Women’s Shoes

    Price: $18.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stepping Up Faux Leather Lug Booties

    Step up in these chic booties that keep your looks on point! The boots feature an around the ankle fit, a lace-up front, a round toe, a low block heel, and a lug sole. Complete look with a fab mini skirt and bodysuit. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Round toe
    • Low block heel
    • Lug sole
    • Faux leather material 

    Style Number/Barcode: 07403-0633

    Category Name: Women’s Shoes

    Price: $24.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Classic Faux Suede Thin Block Heels

    Stun in classic block heels that make a stylish statement! The heels feature an adjustable ankle strap, an open square toe with a strap over the toe, and a narrow block heel. The heels are composed of a faux suede material. Complete look with a sexy bodycon for a date night look. 

    Fit & Features

    • Adjustable ankle strap
    • Closed-back
    • Open square toe
    • Strap over the toe
    • Thin block heel
    • Faux suede material 

    Style Number/Barcode: 07401-2454

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lace Up Faux Suede Lug Booties

    Lace-up in these chic booties that slay your looks! The booties feature a lace-up front, an almond toe, an inner zipper closure, and a low block heel. The booties are composed of faux suede material. Complete look with a ribbed mini dress

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe
    • Inner zipper closure 
    • Low block heel 
    • Faux suede material 

    Style Number/Barcode: 07403-0632

    Category Name: Women’s Shoes

    Price: $24.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Point Faux Nubuck Block Heel Booties

    Keep your look on point with basic booties that go with pretty much everything! The booties feature an around the ankle fit, an inner zipper, a pointed toe, and a block heel. The booties are composed of a faux nubuck material. Complete your look with plaid pants and a basic bodysuit. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Pointy toe
    • Block heel
    • Faux nubuck material

    Style Number/Barcode: 07403-1201

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Slay In Basic Faux Leather Block Heel Booties

    Slay in basic booties that are too chic to miss! The booties feature an around the ankle fit, a trendy square toe, a thin block heel, and composed of a faux leather material. Complete look with a matching set. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Square toe
    • Thin block heel
    • Faux leather material 

     

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

    Style Number/Barcode: 07403-0761

    Category Name: Women’s Shoes

    Price: $20.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Thigh High Faux Leather Boots

    Level up your looks with glam boots that bring the drama! The boots feature a thigh high fit, a square toe, inner zipper closure, and a sleek stiletto heel. The boots are composed of a faux leather material. Complete look with a ribbed mini dress and crossbody for a date night look. 

    Fit & Features

    • Thigh high fit
    • Inner zipper closure
    • Square toe
    • Stiletto heel
    • Faux leather material 

    Style Number/Barcode: 07402-0290

    Category Name: Women’s Shoes

    Price: $12.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Patent Leather Thigh High Boots

    Let these boots create a head-turning moment! They feature a thigh-high fit, a pointed toe, an inner zipper closure, and a stiletto heel. The boots are composed of faux patent leather material. Complete look with a ribbed mini dress and crossbody for a date night look.

    Fit & & Features

    • Thigh-high fit
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Faux patent leather

    Style Number/Barcode: 07402-0291

    Category Name: Women’s Shoes

    Price: $12.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free