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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.

  • Making Moves Platform Block Heels

    Make some major style moves in these booties. The booties feature an around the ankle fit, a lace-up front, an almond toe with a wide platform, and a block heel. The booties are composed of a faux leather material. Complete look with a bodycon dress.

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe
    • Wide platform 
    • Block heel
    • Faux leather material 

    Style Number/Barcode: 07403-0618

    Category Name: Women’s Shoes

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Statement Snake Pumps

    Make a stylish statement in pumps that stun! The snake print heels feature a closed-pointed toe, a snake print, an adjustable ankle strap, and a block heel. Complete look with a LBD. 

    Fit & Features

    • Snake print
    • Closed pointed toe
    • Adjustable ankle strap
    • Block heel
    • Faux leather material 

    Style Number/Barcode: 07401-2608

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashionista Babe Snake Print Booties

    Elevate your look with booties that slay! These must-have booties feature an around the ankle fit, goring at each side, a snake print, a pointed toe, and a short block heel. Complete your look with a ribbed midi dress. 

    Fit & Features

    • Around the ankle fit
    • Goring at each side
    • Snake print
    • Pointed toe
    • Short block heel

    Style Number/Barcode: 07403-1215

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy Straps Faux Leather Lug Booties

    Strap up in chic booties that bring major attitude to your look. The booties feature an around the ankle fit, a multi-strap design, a front center closure, an inner zipper closure, an almond toe with lug platform, and a block heel. The booties are composed of a faux leather material. Complete look with a graphic tee.

    Fit & Features

    • Around the ankle fit
    • Front zipper closure
    • Inner zipper closure
    • Multi-strap design 
    • Almond toe
    • Lug platform
    • Block heel

    Style Number/Barcode: 07403-1223

    Category Name: Women’s Shoes

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feline Fierce Over the Knee Boots

    Strike a fierce impression in boots that slay! The boots feature an over the knee fit, a leopard print, a pointed toe, and a block heel. Complete look with a trendy romper. 

    Fit & Features

    • Over the knee fit
    • Pointed toe
    • Leopard print
    • Block heel 
    • Faux suede material 

    Style Number/Barcode: 07402-0256

    Category Name: Women’s Shoes

    Price: $22.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Vixen Snake Print Stiletto Heel Boots

    Vamp up your look with head-turning boots that command attention. The boots feature a below the knee fit, a snake print, a pointed toe, and a stiletto heel. The boots are composed of brushed faux leather material. The interior is lined and lightly padded for comfort. Complete the look with a ribbed mini dress. 

    Fit & Features

    • Below the knee fit
    • Snake print
    • Pointed toe
    • Stiletto heel
    • Brushed faux leather exterior
    • Lined, lightly padded

    Style Number/Barcode: 07402-0294

    Category Name: Women’s Shoes

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Greek Key Rhinestone Short Stiletto Heels

    Style up your night out look with these glam short stiletto heels! They feature an open almond toe, a toe strap with rhinestone detailing in a chic greek key design, and an adjustable ankle strap. Pair these heels with a little black dress for a gorgeous 'fit.

    Fit & Features

    • Open almond toe
    • Toe strap
    • Rhinestone detailing in a greek key design
    • Adjustable ankle strap
    • Closed back with zipper closure
    • Short stiletto heel
    • Smooth faux nubuck material

    Style Number/Barcode: 07401-2532

    Category Name: Women’s Shoes

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Must-Have Over The Knee Block Heel Boots

    These chic over the knee boots are a stylish must-have you need to have in your winter wardrobe! They feature a pointed toe with a short block heel, inner zipper closure, and a tie back detail at the top. Pair these boots with a sweater dress for an adorable look for a casual holiday party!

    Fit & Features

    • Over the knee design
    • Pointed toe
    • Short block heel
    • Inner zipper closure
    • Tie back detail
    • Faux microsuede material

    Style Number/Barcode: 07402-0261

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfectly Poised Plaid Kitten Heel Booties

    Keep it poised in plaid booties that is perf for a trendsetter like you! The booties feature an around the ankle fit, a plaid print, a pointed toe, and a stiletto kitten heel. Complete look with a bodysuit and cuffed jeans. 

    Fit & Features

    • Around the ankle fit
    • Plaid print
    • Pointed toe
    • Stiletto kitten heel
    • Back zipper closure 

    Style Number/Barcode: 07403-1222

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut It Out Faux Leather Stiletto Heel Booties

    Strut it out in chic booties that bring those trendsetter vibes to your outfit! The booties feature a mid-calf fit, a lace-up front, an inner zipper closure, and a sleek stiletto heel. Complete look with a bodysuit and mini skirt for the perf date night look. 

    Fit & Features

    • Mid-calf fit
    • Lace-up front
    • Inner zipper closure
    • Peep toe
    • Stiletto heel
    • Faux leather material

    Style Number/Barcode: 07403-1213

    Category Name: Women’s Shoes

    Price: $22.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie Dye Slip On Foam Shoes

    Make your next step a stylish one, in these cute shoes! Slip on these foam shoes that feature a tie-dye print, a reversible ankle strap, a perforated design, and a wide platform. Complete look with a matching crop top and biker short set.

    Fit & Features

    • Slip-on design
    • Round toe
    • Reversible ankle strap
    • Tie-dye hues
    • Perforated design
    • Wide platform 

    Style Number/Barcode: 07407-0188

    Category Name: Women’s Shoes

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Ruched Stiletto Boots

    Step out in these chic boots that elevate all your outfits. The boots feature a below-the-knee fit, a ruched body, a pointed toe, and a sleek stiletto heel. The boots are composed of a faux leather material. Complete look with a ribbed midi dress and a moto jacket for a date night.

    Fit & Features

    • Below the knee fit
    • Ruched body
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel 
    • Faux leather material 


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

    Style Number/Barcode: 07402-0257

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Fab Plaid Lug Booties

    Keep it so fab in plaid booties that too glam to pass up! The booties feature a trendy plaid print, an around the ankle fit, goring at the back of the ankle, an almond toe, and a lug sole. Complete look with a faux leather mini skirt and crop top. 

    Fit & Features

    • Plaid print
    • Mid-calf fit
    • Lace-up front
    • Goring at the back of the ankle
    • Almond toe
    • Lug sole

    Style Number/Barcode: 07403-1221

    Category Name: Women’s Shoes

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Fancy Quilted Faux Leather Sneakers

    Glam up your sneaker game with these chic high tops! The sneakers feature a high top length, an inner zipper closure, a quilted design, and an almond toe. Complete your look with a fab crop top and a pair of biker shorts. 

    Fit & Features

    • High-top length 
    • Inner zipper closure
    • Quilted design
    • Almond toe
    • Faux leather material 

    Style Number/Barcode: 07407-0191

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Red Chic Faux Leather Stiletto Booties

    Sound off the alarm with booties that bring chic appeal! The booties feature a mid-calf fit, a lace-up front, a peep toe, and a sleek stiletto heel. The booties are composed of a faux leather material. Complete look with a bodycon.

    Fit & Features

    • Mid-calf fit
    • Lace-up front
    • Peep toe
    • Inner zipper closure
    • Stiletto heel
    • Faux leather material 

    Style Number/Barcode: 07403-1212

    Category Name: Women’s Shoes

    Price: $22.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Babe Faux Suede Block Heels

    A basic block heel is a style staple that every babe needs! Perfect for dressing up with your formal outfits or chic workwear outfits, a block heel is a must! The heels feature an adjustable ankle strap with a closed-back, an open square toe with a single strap, and a sturdy block heel. 

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Open square toe
    • Single strap over the toe
    • Block heel
    • Faux suede material 

    Style Number/Barcode: 07401-2621

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trend Alert Over The Knee Block Heel Boots

    You'll be a major trendsetter in these bold over the knee block heel boots! They feature a peep toe, closed back, a sheer netted front with a neon orange zipper, neon orange seam detailing, faux suede side paneling, and a faux leather back with a chic cut out. Let these boots be the statement of your 'fit by pairing them with a simple little black dress.

    Fit & Features

    • Over the knee design
    • Almond peep toe
    • Closed back
    • Block heel
    • Sheer netted front with zipper
    • Faux suede side paneling
    • Faux leather back with top cut out

    Style Number/Barcode: 07402-0296

    Category Name: Women’s Shoes

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Deets Lace Up Block Heels

    Lace-up in these chic block heels for your next night out! The heels feature an open back, lace-up straps, a square toe with a single strap over the toe, and a narrow block heel. The heels are composed of faux suede material. Complete look with a faux leather mini dress. 

    Fit & Features

    • Open-back 
    • Lace-up straps
    • Open square toe with a single strap over the toe 
    • Narrow block heel
    • Faux suede material

    Style Number/Barcode: 07401-2529

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Faux Leather Platform Booties

    These booties are a must when creating chic layered outfits! The booties feature an around the ankle fit, an inner zipper closure, an almond toe with a wide platform, and a block heel. The booties are composed of faux leather material. Complete the look with a crop top and mini skirt. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Almond toe 
    • Wide platform 
    • Block heel
    • Faux leather material 

    Style Number/Barcode: 07403-0616

    Category Name: Women’s Shoes

    Price: $17.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Season Under The Knee Boots

    Versatile and chic, these under-the-knee boots will be your favorite this season! The square toe and thin block heel provide a sleek and modern look, while the faux leather material adds a touch of sleekness.

    Fit & Features

    • Thin block heel
    • Square toe
    • Inner zipper closure
    • Under the knee length shaft
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000024

    Category Name: Women’s Shoes

    Price: $50.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Fierce Babe Leopard Print Stiletto Booties

    Showcase a majorly fierce look babe in these bold leopard print booties! They feature a tall platform with a trendy lug sole, inner zipper closure, and sleek stiletto heel. Pair these booties with high rise black skinny jeans and a faux leather jacket for a night out.

    Fit & Features

    • Almond toe
    • Tall platform
    • Lug sole
    • Stiletto heel
    • Inner zipper closure
    • Ankle-high design
    • Faux suede material with all-over leopard print

     

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

    Style Number/Barcode: 07403-0463

    Category Name: Women’s Shoes

    Price: $20.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Stylish Faux Suede Stiletto Booties

    You'll always be stylish in these chic faux suede booties! They feature a tall platform with a trendy lug sole, inner zipper closure, and sleek stiletto heel. Pair these heels with a curve-hugging midi dress for a sexy look for a night out.

    Fit & Features

    • Almond toe
    • Tall platform
    • Lug sole
    • Stiletto heel
    • Inner zipper closure
    • Ankle-high design
    • Faux suede material

    Style Number/Barcode: 07403-0472

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dazzle Queen Rhinestone Block Heels

    Bring the shine with these gorgeous platform heels. The heel feature a rhinestone embellished geometric toe strap, an almond toe, a wide platform, and a block heel. Complete the look with a sequin mini dress for your special occasion.

    Fit & Features

    • Rhinestone embellished toe strap
    • Almond toe
    • Wide platform
    • Block heel
    • Closed-back with adjustable ankle strap
    • Faux patent leather material 

    Style Number/Barcode: 07401-2616

    Category Name: Women’s Shoes

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Add Some Edge Faux Leather Combat Booties

    Add some edge to your everyday look with these cool faux leather combat booties! They feature an above the ankle design with a lace-up front, inner zipper closure, and trendy lug sole. Pair these booties with faux leather leggings to amp up your style!

    Fit & Features

    • Above the ankle design
    • Round toe
    • Lace-up front
    • Inner zipper closure
    • Lug sole
    • PU material

    Style Number/Barcode: 07403-0435

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free