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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.

  • Edgy Glam Lace-Up Booties

    These faux leather booties will bring an edgy glam look to your outfits! They feature a round toe, a trendy lace-up design, an inner zipper closure, a lug sole, and a tall block heel. Style these booties with a graphic tee and skinny jeans.

    Fit & Features

    • Round toe
    • Lace-up front
    • Inner zipper closure
    • Lug sole
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1343

    Category Name: Women’s Shoes

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetter Knee-High Lug Boots

    Set the trend rocking these knee-high boots! They feature an almond toe, lug platform sole, side zipper closure, and a combination of faux suede and smooth nylon detailing. Complete the look with a sweater and jeans. 

    Fit & Features

    • Almond toe design
    • Block heel 
    • Lug sole platform 
    • Side zipper closure
    • Knee-high length
    • Faux suede and nylon materials
    • Runs true to size

    Style Number/Barcode: 07402-0733

    Category Name: Women’s Shoes

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Get To The Point Lace-Up Pointed Toe Booties
    Show off your chic style in this pair of pointed-toe booties! They feature a lace-up vampy design, a stiletto heel, and a side zipper closure. Complete the look with a sultry matching set.

    Fit & Features
    • Pointed toe
    • Stiletto heel
    • Side zipper closure
    • Lace-up front
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1261

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Long Story Short Faux Suede Boots

    To simply put it, these faux suede boots belong in your lineup! They feature an almond toe design, side zipper closure, above-the-knee length, and block heel. Style with skinny jeans. 

    Fit & Features 

    • Almond toe design
    • Side zipper closure 
    • Block heel
    • Above-the-knee length
    • Faux suede exterior
    • Runs true to size

    Style Number/Barcode: 07402-0326

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Total Stud Lucite Block Mules
    Get on the stud trend with these lucite block mules! They feature an almond toe, PVC straps with stud detailing, and a clear, block heel. Complete your edgy look with a moto jacket. 

    Fit & Features 
    • Almond toe design
    • PVC straps with stud insets
    • Lucite block heel
    • Faux leather exterior
    • Runs true to size

    Style Number/Barcode: 07401-3808

    Category Name: Women’s Shoes

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Shine Over The Knee Boots

    Bring the shine to your glitzy look for a night out with the squad! The boots feature an over-the-knee fit, an inner zipper closure, a pointy toe, and a block heel. The boots are composed of a lurex-like glitter material. Complete look with a bodysuit and faux leather material. 

    Fit & Features

    • Over the knee fit
    • Inner zipper closure
    • Pointy toe
    • Block heel 
    • Lurex-glitter material
    • Runs true to size

    Style Number/Barcode: 07402-0730

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Autumn Breeze Peep Toe Booties

    It's starting to feel like Fall with these faux nubuck peep-toe booties! They feature an almond toe, zipper closure, stiletto heel, and ankle-length fit. Compliment your look with a cozy sweater and leggings. 

    Fit & Features 

    • Almond peep-toe design
    • Zipper closure
    • Faux nubuck exterior
    • Stiletto heel
    • Ankle length
    • Runs true to size

    Style Number/Barcode: 07403-1471

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Make It Chic Stiletto Heels

    Make a chic impression with heels that elevate your look! The heels feature sleek lace-up straps, an open back, an open pointed toe, a sleek strap over the toe, and a sexy stiletto heel. The heels are composed of a faux leather material. Complete look with a bodysuit and a faux leather mini skirt.

    Fit & Features

    • Lace-up straps
    • Open back 
    • Open pointed toe, strap over the toe
    • Stiletto heel
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3840

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Always Chic PVC Faux Suede Heels

    Keep your outfit looking stylish in the PVC faux suede heels. They feature an almond toe design, clear toe and ankle buckle strap, block heel, and a faux suede exterior. Complete your look with a cute skater dress. 

    Fit & Features 

    • Almond toe design
    • PVC toe strap 
    • Adjustable buckle ankle strap
    • Faux suede exterior
    • Block heel
    • Runs true to size

    Style Number/Barcode: 07401-3824

    Category Name: Women’s Shoes

    Price: $4.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lug Life Combat Boots

    Stomp your feet to the beat of these lug boots! They feature an almond toe design, block heel, front lace-up with self-tie, and a side zipper closure. Complete your edgy look with a bodysuit and denim.

    Fit & Features

    • Almond toe design
    • Front lace-up with self-tie
    • Side zipper closure
    • Block heel
    • Lug sole 
    • Above the ankle length
    • Runs true to size

    Style Number/Barcode: 07403-1458

    Category Name: Women’s Shoes

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Crystal Clear Lucite Heels

    It's clear as day that these lucite heels belong in your lineup. It features a square toe design, PVC toe and ankle strap, and block heels. Style with a glittery dress and gold hoops. 

    Fit & Features

    • Square toe design
    • PVC toe strap
    • Adjustable buckle ankle strap
    • Lucite block heel
    • Faux leather 
    • Runs true to size

    Style Number/Barcode: 07401-3837

    Category Name: Women’s Shoes

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut Worthy Faux Leather Booties

    The world is your catwalk in the faux leather booties. They feature a pointed toe, zipper closure, block heel, and faux leather exterior. Compliment your look in a high-low dress. 

    Fit & Features

    • Pointed toe
    • Block heel
    • Zipper closure
    • Above the ankle length
    • Faux leather
    • Runs true to size

    Style Number/Barcode: 07403-1364

    Category Name: Women’s Shoes

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Elegance Satin Stiletto Heels

    Wrap yourself in elegant heels that take your look to the next level! The heels feature a closed-back, lace-up straps, an open almond toe with a strap over the toe, and a stiletto heel. The heels are composed of a satin-like material and a faux leather insole lining. Complete look with a sequin mini dress and rhinestone clutch. 

    Fit & Features

    • Closed-back 
    • Lace-up straps
    • Open almond toe, strap over the toe
    • Stiletto heel 
    • Satin-like material
    • Runs true to size

    Style Number/Barcode: 07401-3684

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Total Vibe Lug Sole Booties

    You in these trendy booties will be a total vibe! The booties feature a round toe, a ribbed sock bootie design at the ankle, a zip-front, and a chunky tall lug sole. Style these booties with faux leather leggings.

    Fit & Features

    • Round toe
    • Ribbed sock bootie design at the ankle
    • Zip-front
    • Lug sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1426

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rise Above Platform Block Heels

    These platform heels bring retro glam and sky-high confidence with a knot-front detail that’s a pure power move. Perfect for nights out or leveling up your outfit for brunch.

    Fit & Features

    • 5" Block heel
    • Chunky platform sole
    • Open round toe
    • Smooth faux leather straps, knot-front detail
    • Adjustable ankle strap with buckle closure
    • Faux leather padded insole
    • Runs true to size

    Style Number/Barcode: 07401-000259

    Category Name: Women’s Shoes

    Price: $34.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: 6, 6.5, 7.5, 8, 8.5, 9, 10

  • Catching Glances PVC Block Mules

    Make heads turn in these PVC block mules. They feature a square toe, asymmetrical PVC straps, and sturdy block heels. Complete your look with a cute skirt. 

    Fit & Features 

    • Square toe design
    • PVC asymmetrical straps
    • Block heel 
    • Runs true to size

    Style Number/Barcode: 07401-3828

    Category Name: Women’s Shoes

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Girl Gone Edgy Lug Sole Block Heels

    Chic block heels with an edgy sole! They feature an almond toe design, PVC toe and buckle ankle strap, and a lug platform sole. The heels feature a metallic textured exterior. Style them with an LBD. 

    Fit & Features

    • Almond toe design
    • PVC toe strap
    • Adjustable ankle strap
    • Lug platform sole
    • Block heel
    • Metallic textured exterior
    • Runs true to size

    Style Number/Barcode: 07401-3806

    Category Name: Women’s Shoes

    Price: $16.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lots To Lug Platform Heels

    One look at these lug heels and you'll be hooked! They feature an almond toe, PVC toe strap, and buckle ankle strap with a lug platform sole. Complete your look with a little red dress. 

    Fit & Features 

    • Almond toe design
    • PVC toe strap
    • Adjustable buckle ankle strap
    • Lug platform sole
    • Runs true to size

    Style Number/Barcode: 07401-3803

    Category Name: Women’s Shoes

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Point Faux Leather Booties

    Keep your look on point with booties that elevate your casual outfits. The booties feature an around the ankle fit, elastic goring at the ankle, pointy toe, and a block heel. The booties are composed of a faux leather material. Complete look with a ribbed sweater and skinny jeans.

    Fit & Features

    • Around the ankle fit
    • Elastic goring at the ankle 
    • Pointy toe
    • Block heel 
    • Faux leather material 
    • Runs true to size 

    Style Number/Barcode: 07403-1449

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Chic Over-The-Knee Lace Up Boots

    Keep your look oh so chic in this pair of over-the-knee boots! They feature a lace-up back detail, an almond toe, and a block heel. Pair with leather shorts and a crop top for an edgy babe look. 

    Fit & Features

    • Over-the-knee length
    • Lace-up back detail
    • Almond toe
    • Block heel
    • Fits true to size

    Style Number/Barcode: 07402-0306

    Category Name: Women’s Shoes

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Totally Chic Peep-Toe Booties

    Totally chic, these peep-toe booties will dress up your everyday looks. They feature an above the ankle design, an inner zipper closure, and a sturdy block heel. Style these booties with your fave pair of skinny jeans.

    Fit & Features

    • Peep-toe
    • Above the ankle design
    • Inner zipper closure
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1318

    Category Name: Women’s Shoes

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Baddie Lug Sole Booties

    Showcase an edgy-chic style with these patent faux leather booties. They feature a round toe, a strap with a buckle detail, and a tall lug sole. Pair these booties with a casual mini dress and a trendy shoulder bag.

    Fit & Features

    • Round toe
    • Strap, buckle detail
    • Lug sole
    • Patent faux leather material
    • Runs small to size


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

    Style Number/Barcode: 07403-1355

    Category Name: Women’s Shoes

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam It Up Marabou Block Heels

    Glam it up in heels that are made for divas like you, babe! The heels feature an adjustable ankle strap, an open almond toe, a strap over the toe with marabou trim, and a block heel. Complete look with a crop top and matching skirt set. 

    Fit & Features

    • Adjustable ankle strap
    • Open almond toe 
    • Strap over the toe, faux marabou trim 
    • Block heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-3223

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Key To Your Heart Chain Lock Charm Stiletto Heels

    Everyone will know the key to your heart is these stiletto heels! They feature a square toe with a PVC strap and a chainlink ankle strap with a lock charm. Style with a mini dress and hoop earrings.

    Fit & Features

    • Square toe shape
    • PVC strap
    • Chainlink ankle strap with lock charm
    • Lobster lock closure
    • Stiletto heel
    • Runs true to size

    Style Number/Barcode: 07401-3153

    Category Name: Women’s Shoes

    Price: $18.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale