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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.

  • Raising The Bar Faux Suede Stiletto Boots

    Raise the bar with boots that keep your look on point! The boots feature an over-the-knee fit, a lace-back accent, an inner zipper closure, a pointed toe, and a stiletto heel. The boots are composed of a faux suede material. Complete look with a ribbed mini dress and dainty necklaces.

    Fit & Features

    • Over the knee fit
    • Lace-back accent
    • Inner zipper closure
    • Pointed toe 
    • Stiletto heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0769

    Category Name: Women’s Shoes

    Price: $12.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Faux Suede Over-The-Knee Boots

    These classic faux suede boots will be a chic staple this season! They feature an over-the-knee design, a round toe, a flat sole, a partial inner zipper closure, and a tie-back detail. Style these boots with your fave sweater dress.

    Fit & Features

    • Over-the-knee design
    • Round toe
    • Flat sole
    • Inner zipper closure
    • Tie-back detail
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0365

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ready To Stun Faux Leather Block Heels

    Get ready to stun with heels that make your look stand out! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a clear strap over the toe, and a block heel. The heels are composed of a faux patent leather material. Complete look with a crop top and mini skirt set. 

    Fit & Features

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

    Style Number/Barcode: 07401-3168

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Moment To Shine Block Heels

    It will be your moment to stylishly shine with these trendy chrome heels. They feature an open almond-shaped toe, a clear toe strap, a thin adjustable ankle strap, and a block heel. Pair these glam heels with a little black dress and a sleek clutch.

    Fit & Features

    • Open almond-shaped toe
    • Clear PVC toe strap
    • Adjustable ankle strap, buckle detail
    • Closed back
    • Block heel
    • Chrome finish
    • Runs true to size

    Style Number/Barcode: 07401-3169

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Get That Glow Clear Heel Mules

    Get that glow with these trendy clear heel mules! They feature an almond-shaped peep toe, a wide clear strap with a stunning iridescent hue, a metallic sole, and a clear block heel. Complete your look with a sparkly clutch.

    Fit & Features

    • Almond-shaped peep toe
    • Wide PVC strap, iridescent hue
    • Metallic sole
    • Lucite block heel
    • Runs true to size

    Style Number/Barcode: 07401-3816

    Category Name: Women’s Shoes

    Price: $11.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Cozy Sherpa Detailed Boots

    Get a chic and cozy style this season with these faux suede boots that will totally elevate your look! They feature a below-the-knee design, a subtly pointed toe, a partial inner zipper closure, a faux sherpa trim, and a block heel and lug sole. Style these boots with a sweater dress.

    Fit & Features

    • Below-the-knee design
    • Pointed toe
    • Inner zipper closure
    • Faux sherpa trim
    • Block heel, lug sole
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0742

    Category Name: Women’s Shoes

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Everyday Chic Cutout Sandals

    Bringing effortless energy wherever you go. These chic slide sandals are your no-brainer pick for sun-soaked strolls, coffee runs, and last-minute plans.

    Fit & Features

    • Square toe
    • H-shaped band
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-000038

    Category Name: Women’s Shoes

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

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

    Product Badge:
    • Sale
  • Luxe Lace-Up Over-The-Knee Boots

    Get a luxe look this season with these chic faux suede over-the-knee boots. They feature a closed pointed toe, an on-trend lace-up front design, an inner zipper closure, and a block heel. Style these boots with a plaid skirt and a cropped sweater.

    Fit & Features

    • Over-the-knee fit
    • Closed pointed toe
    • Lace-up front
    • Partial inner zipper closure
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0764

    Category Name: Women’s Shoes

    Price: $17.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Mood Peep Toe Booties

    Showcase a chic style with these on-trend booties. They feature an almond-shaped peep toe, an inner zipper closure, an above the ankle design, and a sturdy block heel. Pair these booties with a cute shoulder bag.

    Fit & Features

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

    Style Number/Barcode: 07403-1482

    Category Name: Women’s Shoes

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walk It Out Faux Suede Booties

    Walk it out in style with booties that take your look to the next level! The booties feature a mid-calf fit, a pointed toe, and a block heel. The booties are composed of a faux suede material. Complete look with a plaid top and high waist jeans.

    Fit & Features

    • Mid-calf fit
    • Pointed toe
    • Block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07403-1455

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild West Faux Leather Booties

    Channel a western-inspired look with booties that will have you ready for the wild west, boo! The booties feature an ankle fit, a slip-on design, a western-inspired stitched design, a pointed toe, and a low block heel. The booties are composed of a faux leather material. Complete look with a plaid top and high waist jeans. 

    Fit & Features

    • Ankle fit
    • Slip-on design 
    • Western-inspired stiched design 
    • Pointed toe
    • Low block heel
    • Faux leather material 
    • Runs true to size 

    Style Number/Barcode: 07403-1457

    Category Name: Women’s Shoes

    Price: $12.97 $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: 07401-3398

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Baddie Chic Faux Leather Lug Platform Booties

    Lace up in booties that show off your baddie style! The boots feature a mid-calf fit, dual zipper closure, lace-up front, lug sole, platform, and a block heel. The boots are composed of a faux leather material. Complete look with cargo joggers and a graphic tee. 

    Fit & Features

    • Mid-calf fit
    • Dual zipper closures
    • Lace-up front
    • Lug sole
    • Platform 
    • Block heel 
    • Runs true to size

    Style Number/Barcode: 07403-1305

    Category Name: Women’s Shoes

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • That Stunner Style Lace Booties

    Lace up in booties that a major style moment! The booties feature a mid-calf fit, a lace-up front, a pointed toe, inner zipper closure, and a block heel. The booties are composed of a nylon-like material. Complete look with a sweater and skinny jeans.

    Fit & Features

    • Mid-calf fit
    • Lace-up front
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Nylon-like material
    • Runs true to size

    Style Number/Barcode: 07403-1480

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All About That Lace Booties

    Lace up in booties that a major style moment! The booties feature a mid-calf fit, a lace-up front, a pointed toe, inner zipper closure, and a block heel. The booties are composed of a nylon-like material. Complete look with a sweater and skinny jeans. 

    Fit & Features 

    • Mid-calf fit
    • Lace-up front
    • Pointed toe
    • Inner zipper closure
    • Block heel 
    • Nylon-like material 
    • Runs true to size

    Style Number/Barcode: 07403-1481

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Moves Lace-Up Sock Booties

    Make trendy moves this season in these stylish lace-up sock booties. They feature a round toe, a lace-up front, a sock detail design, and a lug sole. Pair these faux leather booties with a mini skirt and a cropped sweater for a casual-chic vibe.

    Fit & Features

    • Round toe
    • Lace-up front
    • Sock detail design
    • Lug sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1431

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Purrfect Look Leopard Print Booties

    Get a purrfect look that you can wear from day to night with these trendy booties. They feature a pointed toe, an inner zipper closure, a thin block heel, and a fab leopard print design. Style these booties with sleek hoop earrings.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Thin block heel
    • Leopard print
    • Runs true to size

    Style Number/Barcode: 07403-1454

    Category Name: Women’s Shoes

    Price: $4.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Work It Out Crisscross Strap Block Heels
    It's time to work it out in this pair of block heels! They feature a crisscross ankle strap, a block heel, and an open toe. Wear them with a jumpsuit and clutch for a show-stopping look.

    Fit & Features
    • Block heel
    • Crisscross straps
    • Open toe
    • Fits true to size

    Style Number/Barcode: 07401-3078

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Staple Block Heel Booties

    These block heel booties will be a chic staple in your closet this season. They feature a pointed toe, trendy V-shaped cutouts on each side, a back zipper closure, and a block heel. Style these booties with a Panama hat and a cute crossbody purse.

    Fit & Features

    • Pointed toe
    • Side V-shaped cutouts
    • Back zipper closure
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1408

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

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

    Bring the dazzle in these luxe heels that elevate your look. The heels feature a wide ankle strap embellished with mini rhinestones, a zippered back, a square toe with a strap over the toe, and a block heel. The heels are composed of a faux nubuck material. Complete the look with a floral mini dress. 

    Fit & Features

    • Wide ankle strap
    • Rhinestones
    • Zippered back 
    • Square toe 
    • Strap over the toe
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-2569

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take Charge Faux Leather Booties

    Take charge in booties that bring the edge to your look! The booties feature an around the ankle fit, an inner zipper closure, an almond toe, a lace-up front, and a lug sole. The booties are composed of a faux leather material. Complete look with a graphic tee and faux leather leggings. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Almond toe
    • Lace-up front
    • Lug sole
    • Faux leather material 

    Style Number/Barcode: 07403-1445

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Devoted To Glam Platform Block Heels

    Show off your devotion to glamour with heels that show off your chic style! The heels feature a zippered back, criss-cross straps, an open almond toe with criss-cross straps over the toe, a low platform, and a block heel. The heels are composed of a faux nubuck material. Complete look with a blouse and midi skirt. 

    Fit & Features

    • Zippered back 
    • Crisscross straps 
    • Open almond toe
    • Low platform 
    • Block heel
    • Faux nubuck material 
    • Runs true to size

    Style Number/Barcode: 07401-3400

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Oh So Classic Block Heels
    You'll be so classic in this pair of block heels! They're complete with an open toe, a buckled ankle strap, and a faux leather material. Wear them with a blazer and denim for a chic everyday look.

    Fit & Features
    • Ankle strap
    • Open toe
    • Faux leather
    • Fits true to size 

    Style Number/Barcode: 07401-3183

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek And Elevated Stiletto Booties

    These sleek stiletto booties will elevate your looks this season! They feature a pointed toe, an inner zipper closure, an ankle-high design, and a thin stiletto heel. Style these booties with a trendy shoulder bag.

    Fit & Features

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

    Style Number/Barcode: 07403-1404

    Category Name: Women’s Shoes

    Price: $12.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free