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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.

  • Trendy And Elevated Clear Strap Mules

    Step up your style with these trendy mules that will elevate your outfit. They feature an open almond-shaped toe, clear straps in a criss-cross design, and a thin tall block heel. Pair these mules with a chic shoulder bag.

    Fit & Features

    • Open almond-shaped toe
    • Clear PVC toe straps, criss-cross design
    • Thin block heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-3822

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashion Forward Faux Suede Stiletto Boots

    Step up in fashion-forward boots that make a stylish impression! The boots feature a mid-calf fit, an inner zipper closure, a pointed toe, and a sleek stiletto heel. The booties are composed of a faux suede material. Complete look with a ribbed sweater and skinny jeans. 

    Fit & Features

    • Mid-calf fit
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel 
    • Faux suede material 
    • Runs true to size 

    Style Number/Barcode: 07403-1479

    Category Name: Women’s Shoes

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Vibe Alert Faux Suede Booties

    Bring those chic vibes with booties that dress up your casual outfits! The booties feature an around the ankle fit, an inner zipper closure, elastic goring accent, a pointed toe, and a block heel. The booties are composed of a faux suede material. Complete look with plaid coat and skinny jeans. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Elastic goring accent
    • Pointed toe
    • Block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07403-1459

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Forever Glam Chainlink Mules

    Keep it forever glam with mules that keep your look on point! The mules feature an open back, an adjustable clear strap with chainlink accent, an open square toe with a clear strap, and a lucite stiletto heel. Complete look with a faux leather mini skirt and bustier. 

    Fit & Features

    • Open back 
    • Adjustable clear strap, chainlink accent
    • Open square toe, clear strap over toe 
    • Lucite stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3820

    Category Name: Women’s Shoes

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Falling For Glam Lucite Block Heels

    Fall for glam heels that make each step a stylish one! The heels feature an open back, adjustable clear ankle strap, an open almond toe with a clear strap over the toe, a low lucite block heel. Complete look with a matching crop top and mini skirt set for a cute brunch look. 

    Fit & Features

    • Open back
    • Adjustable clear ankle strap
    • Open almond toe, clear strap over toe
    • Low lucite block heel
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3823

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strut It Out Lug Sole Combat Boots

    Strut it out in boots that bring major attitude to your look! The boots feature an around the ankle fit, knit goring, an almond toe, a lug sole. and a block heel. The boots are composed of a faux leather material. Complete look with a crop top and camo joggers. 

    Fit & Features

    • Around the ankle fit with knit goring
    • Almond toe
    • Lug sole
    • Block heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07403-1462

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Over The Knee Faux Suede Stiletto Boots

    Create a stunning moment with boots that are totally fab this season! The boots feature an over-the-knee fit, an inner zipper closure, a peep toe, and a stiletto heel. The boots are composed of a faux suede material. Complete look with a ribbed mini dress and plaid coat. 

    Fit & Features

    • Over the knee fit
    • Inner zipper closure
    • Peep toe
    • Stiletto heel
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0770

    Category Name: Women’s Shoes

    Price: $16.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Velvet Over-The-Knee Boots

    You'll look so chic and luxe in these smooth velvet over-the-knee boots! They feature an on-trend pointed toe, a partial inner zipper closure, a tall block heel, and a form-hugging fit. Style these boots with a little black dress and a sleek clutch.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Over-the-knee design
    • Form-hugging fit
    • Velvet fabric
    • Runs true to size

    Style Number/Barcode: 07402-0729

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simply Stylish Faux Suede Booties

    These simple yet stylish faux suede booties are a fall and winter essential! They feature a pointed toe, an ankle-high design, an inner zipper closure, and a short block heel for comfortable wear. Pair these booties with a sweater dress and a cute Panama hat.

    Fit & Features

    • Pointed toe
    • Ankle-high design
    • Inner zipper closure
    • Short block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1406

    Category Name: Women’s Shoes

    Price: $10.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out Trendy Stiletto Sock Booties

    Step out in style in these trendy stiletto sock booties. They feature a dramatic pointed toe, faux suede material at the front, an above-the-ankle ribbed knit sock design, and a sleek faux suede stiletto heel. Pair these booties with a mini skirt and cropped sweater.

    Fit & Features

    • Pointed toe
    • Faux suede material at the front
    • Above-the-ankle ribbed knit sock design
    • Faux suede stiletto heel
    • Runs true to size

    Style Number/Barcode: 07403-1448

    Category Name: Women’s Shoes

    Price: $8.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Booked and Buckled Mule Heels

    She’s got plans—and these heels are coming with. Sleek, structured, and just bold enough to say “I walk in like I own the place.”

    Fit & Features

    • 3" Stiletto heel
    • Square toe
    • Dual straps, one buckled strap accent
    • Faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-000093

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: BLACK, WHITE

    Available Size: 7.5, 10, 6, 7, 9

  • Sleek And Stunning Faux Leather Boots

    Keep your look sleek and stunning with boots that dare to show off your bold style! The boots feature a thigh-high fit, an inner zipper closure, an open back, a peep toe with a square-shaped platform, and a sleek stiletto heel. The boots are composed of a faux leather material. Complete look with a knit sweater and skinny jeans.

    Fit & Features

    • Thigh-high fit
    • Inner zipper closure
    • Open back
    • Peep toe, square-shaped platform
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0767

    Category Name: Women’s Shoes

    Price: $18.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Strappy Chic Faux Leather Block Heels

    These strappy chic faux leather heels will level up your everyday looks. They feature a trendy open square-shaped toe, a knot front detail, a strappy lace-up design, and a short block heel. Style these heels with a casual mini dress and a faux leather jacket.

    Fit & Features

    • Open square-shaped toe
    • Knot front detail
    • Strappy lace-up design, tie closure
    • Short block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3551

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All That Glamour Faux Leather Heels

    Bring glamour to your look with heels that elevate your outfit. The heels feature an open back, lace-up ties, an open square toe, a multi-strap caged design with a knot accent, and a stiletto heel. The heels are composed of a faux leather material. Complete look with a blouse and midi skirt. 

    Fit & Features

    • Open back 
    • Lace-up ties
    • Open square toe
    • Multi-strap caged design, knot accent
    • Stiletto heel
    • Faux leather material 
    • Runs true to size 

    Style Number/Barcode: 07401-3819

    Category Name: Women’s Shoes

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly On Trend Chainlink Clear Mules

    Stay on trend with mules that keep it stylish and chic! The mules feature an open back, an open square toe, a wide clear strap, a chunky chain link, and a lucite block heel. The heels are composed of a faux leather material. Complete look with a ribbed mini dress and a crossbody. 

    Fit & Features

    • Open back 
    • Open square toe 
    • Clear strap over the toe
    • Chunky chain link 
    • Lucite block heels
    • Runs true to size

    Style Number/Barcode: 07401-3809

    Category Name: Women’s Shoes

    Price: $15.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mesmerizing Chic Chainlink Mules

    Stay on trend with mules that keep it stylish and chic! The mules feature an open back, an open square toe, a wide clear strap, a chunky chain link, and a lucite block heel. The heels are composed of a faux leather material. Complete look with a ribbed mini dress and a crossbody.

    Fit & Features

    • Open back
    • Open square toe
    • Clear strap over the toe
    • Chunky chain link
    • Lucite block heels
    • Runs true to size

    Style Number/Barcode: 07401-3810

    Category Name: Women’s Shoes

    Price: $15.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Luxe Life Peep Toe Platform Heels

    Live that luxe life with heels that elevate your outfits! The heels feature an open back, an adjustable ankle strap, a peep toe, a wide platform, and a block heel. The heels are composed of a felt-like material and a faux leather insole lining. Complete look with a formal satin dress.

    Fit & Features

    • Open back 
    • Adjustable ankle strap
    • Peep toe
    • Wide platform
    • Block heel 
    • Felt-like material
    • Runs true to size

    Style Number/Barcode: 07401-3682

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love That Look Lace-Up Booties

    You'll absolutely love the look of these trendy faux leather booties! They feature an almond-shaped toe, a lace-up front design, an inner zipper closure, a block heel, and a lug sole for an edgy vibe. Style these booties with your fave pair of denim and a graphic tee.

    Fit & Features

    • Above the ankle design
    • Almond-shaped toe
    • Lace-up front
    • Inner zipper closure
    • Block heel, lug sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1325

    Category Name: Women’s Shoes

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In The Zone Lace Up Stiletto Heels

    Lace up in heels that get you into that stylish zone, babe! The heels feature an open back, lace-up straps, an open square toe with toe loop, and a sleek stiletto heel. The heels are composed of a faux patent leather material. Complete look with a faux leather mini skirt and crop top.

    Fit & Features

    • Open back
    • Lace-up straps
    • Open square toe, toe loop
    • Stiletto heel
    • Faux patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-3399

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Moment Faux Suede Stiletto Booties

    These trendy faux suede stiletto booties are a stylish moment for sure! They feature a pointed toe, an inner zipper closure, a fitted design that hits mid-calf, and a sleek stiletto heel. Pair these booties with a basic dress and a chic shoulder bag.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Fitted design
    • Tall stiletto heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1478

    Category Name: Women’s Shoes

    Price: $19.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Feels Faux Suede Stiletto Booties

    Channel a luxe look with booties that give your look that elevated touch! The booties feature a mid-calf fit, an inner zipper closure, a pointed toe, and a stiletto heel. The booties are composed of a faux suede material. Complete look with a plaid jacket and skinny jeans.

    Fit & Features

    • Mid-calf fit
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1476

    Category Name: Women’s Shoes

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Mood Lucite Block Heels

    Step into a trendy mood with heels that keep your look on point! The heels feature an open back, an adjustable ankle strap, an open almond toe with a clear strap over the toe, and a lucite block heel. Complete look with a ribbed midi dress and a moto jacket. 

    Fit & Features

    • Open back 
    • Adjustable ankle strap 
    • Open almond toe, strap over the toe
    • Lucite block heel 
    • Faux suede material, faux leather insole lining
    • Runs true to size 

    Style Number/Barcode: 07401-3326

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Chic Faux Leather Block Heels

    Bring the basic chic vibe to your look with heels that complete your look! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a strap over the toe, and a block heel. The heels are composed of a faux leather material. Complete look with a white dress and rhinestone bracelet. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap 
    • Open almond toe, strap over the toe
    • Block heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3328

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Match Clear Heel Mules

    These chic clear heel mules will be the perfect match for your look! They feature an almond-shaped peep toe, a wide clear strap, and a clear lucite block heel. Complete your outfit with a trendy clutch.

    Fit & Features

    • Almond-shaped peep toe
    • Wide PVC strap
    • Lucite block heel
    • Runs true to size

    Style Number/Barcode: 07401-3815

    Category Name: Women’s Shoes

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale