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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.

  • Shine On Rhinestone Chrome Heels

    Shine on with heels that bring the sparkle! The heels feature a closed-back, an adjustable ankle strap, an open square toe with a rhinestone strap over the toe, and a stiletto heel. The heels are composed of a faux patent leather material with a chrome finish. Complete look with a sequin dress and clutch. 

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Open square toe, rhinestone strap
    • Stiletto heel 
    • Faux patent leather, chrome finish 
    • Runs true to size

    Style Number/Barcode: 07401-3483

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Over The Knee Faux Suede Boots

    Lace-up in these must-have boots that complete your layered outfits! The boots feature an over-the-knee fit, a tie-back accent with elastic goring, an inner zipper closure, an almond toe, and a block heel. The boots are composed of a faux suede material. Complete your look with a long sleeve mini dress and plaid coat.

    Fit & Features

    • Over the knee fit
    • Tie-back accent with elastic goring
    • Inner zipper closure
    • Almond toe
    • Block heel
    • Faux suede material

    Style Number/Barcode: 07402-0337

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Life Marabou Lace-Up Heels
    Live your best glam life in this pair of faux patent leather heels! They feature a fluffy marabou accent, lace-up details, and a square open toe. Wear them with leather leggings and a bustier for a killer look.

    Fit & Features
    • Square open toe
    • Lace-up details
    • Marabou accent
    • Stiletto heel
    • Fits true to size

    Style Number/Barcode: 07401-3149

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Vibes Platform Heels

    Step up your looks with these trendy platform heels! They feature an open square-shaped toe, a criss-cross toe strap design, a thin adjustable ankle strap, a platform, and a thick block heel. Style these shoes with a chic shoulder bag.

    Fit & Features

    • Open square-shaped toe
    • Criss-cross toe strap design
    • Thin adjustable ankle strap, buckle detail
    • Open back
    • Platform, block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3340

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clear Trendsetter Lace Up Block Heels

    Clearly stay on-trend with heels that add that stylish touch to your outfit! The heels feature a closed-back, lace-up ties, an open square toe, a clear PVC strap over the toe, and a block heel. The heels are composed of a faux nubuck material. Complete look with an LBD and dainty rings. 

    Fit & Features

    • Closed-back 
    • Lace-up ties
    • Open square toe
    • Clear PVC strap over the toe
    • Block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3265

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • That Luxe Shine Chrome Block Heels

    Channel that luxe shine with heels that dazzle with each step! The heels feature a closed-back, lace-up straps, an open square toe with a clear strap over the toe, and a block heel. The heels are composed of a faux patent leather material with a chrome finish. Complete look with a glitter skater dress and sleek hoops. 

    Fit & Features

    • Closed-back 
    • Lace-up straps
    • Open square toe
    • Clear strap over the toe
    • Block heel 
    • Faux patent leather, chrome finish 
    • Runs true to size

    Style Number/Barcode: 07401-3267

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simple And Elevated Faux Leather Booties

    These simple sleek faux leather booties will elevate your looks! They feature a pointed toe, an inner zipper closure, an ankle-high design, and a low stacked block heel. Style these booties with a cute shoulder bag.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Ankle-high design
    • Low stacked block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1410

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step It Up Faux Suede Booties

    Step up your look with booties that are perf to style with your fav layered outfits! The booties feature an around the ankle fit, elastic goring, a pointed toe, and a block heel. The booties are composed of a faux suede material. Complete look with an off the shoulder sweater and skinny jeans. 

    Fit & Features

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

    Style Number/Barcode: 07403-1377

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walking On The Fringe Faux Suede Booties

    Take a walk on the fringe with these fab booties! The booties feature an around the ankle fit, an inner zipper closure, a fringe trim, a pointed toe, and a block heel. The booties are composed of a faux suede material. Complete look with a graphic tee and skinny jeans. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Fringe trim
    • Pointed toe
    • Block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07403-1380

    Category Name: Women’s Shoes

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Sleek Patent Faux Leather Heels

    Trendy and sleek, these patent faux leather heels are a fall must-have. They feature an open square-shaped toe with straps in a criss-cross design, a thin adjustable ankle strap, a platform, and a thick block heel. Style these shoes with a cute shoulder bag.

    Fit & Features

    • Open square-shaped toe
    • Toe straps, criss-cross design
    • Thin adjustable ankle strap, buckle detail
    • Open back
    • Platform, block heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3339

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Chic Faux Suede Lace Up Heels

    Lace-up in these everyday heels that dress up your casual outfits! The heels feature an open back, lace-up straps, a double-row strap design, an open square toe, and a block heel. The heels are composed of a faux suede material. Complete look with a midi skirt and blouse for a chic workwear outfit. 

    Fit & Features

    • Open back 
    • Lace-up straps
    • Double-row strap design 
    • Open square toe
    • Block heel
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07401-3602

    Category Name: Women’s Shoes

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Combat Boots With Pouch

    Set a trend with edgy combat boots! The booties feature an around the ankle fit, a lace-up front, an inner zipper closure, an almond toe, a lug sole, and a zippered pouch. The booties are composed of a faux leather material. Complete look with a graphic tee and skinny jeans.

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Inner zipper closure
    • Almond toe 
    • Lug sole
    • Zippered pouch
    • Faux leather material, runs true to size

    Style Number/Barcode: 07403-1296

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Watchlist Faux Leather PVC Heels

    Step onto the watchlist with stylish heels that take your look to the next level! The heels feature a closed-back, lace-up ties, an open square toe with a clear PVC strap, and a block heel. The heels are composed of a faux leather material. Complete look with an off-the-shoulder mini dress and dainty rings.

    Fit & Features

    • Closed-back 
    • Lace-up ties
    • Open square toe
    • Clear strap over toe
    • Block heel
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3266

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Futuristic Glamour Chrome Booties

    Channel that futuristic glam with booties that elevate your outfit. The booties feature an around the ankle fit, lace-up front, a pointy toe, chrome finish, a block heel. The booties are composed of a faux patent leather material. Complete look with a mini skirt and graphic tee. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Pointy toe
    • Block heel
    • Faux patent leather material
    • Chrome finish 
    • Runs true to size

    Style Number/Barcode: 07403-1378

    Category Name: Women’s Shoes

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Butterflies and Brunch Kitten Heels

    These heels said “rom-com crush” and meant it. The dainty straps and dreamy shape make them perfect for twirling through plans, petals, and pretty much anything pastel.

    Fit & Features

    • Stiletto kitten heel
    • Square toe
    • Strappy design with a buckle accent
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000494

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: CAMEL, WINE, BLACK

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

  • Bring It Back Faux Suede Booties

    Bring it back to basics with fab booties that complete your layered outfits! The booties feature an around the ankle fit, an inner zipper closure, a pointed toe, and a low block heel. The booties are composed of a faux suede material. Complete look with a knit sweater and skinny jeans.

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Pointed toe
    • Low block heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1409

    Category Name: Women’s Shoes

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Making Stylish Moves Lucite Mules

    Clearly stay on-trend with mules that are perf to take you from day to night! The mules feature an open back, an open square toe with a PVC strap over the toe, an additional PVC strap, and a lucite block heel. The heels are composed of a faux leather and PVC material. Complete look with a blazer and skirt combo for a cute workwear outfit!

    Fit & Features

    • Open back
    • Open square toe
    • PVC strap over the toe, additional PVC strap
    • Lucite block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3329

    Category Name: Women’s Shoes

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Suede Lug Sole Block Heels

    Lug it out with heels that make a chic statement! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a strap over the toe, a lug platform, and a block heel. The heels are composed of a faux suede material. Complete look with a romper. 

    Fit & Features

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

    Style Number/Barcode: 07401-2782

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hot Like Fire Pointed Toe Stiletto Booties

    You'll be hotter than fire in this pair of faux suede booties! They feature a lace-up front, stiletto heel, and side zipper closure. Wear them with a sweater dress for a Fall-ready look.

    Fit & Features

    • Stiletto heel
    • Lace-up front
    • Side zipper closure
    • Fits true to size

    Style Number/Barcode: 07403-1260

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Walk It Out Faux Suede Lace Up Boots

    Walk it out in style with boots that dress up your layered outfits! The boots feature an over-the-knee fit, a lace-up back, an inner zipper closure, an almond toe, and a low-stacked heel. The boots are composed of a faux suede material. Complete look with an oversized sweater and faux leather mini skirt. 

    Fit & Features

    • Over the knee fit
    • Lace-up back 
    • Inner zipper closure
    • Almond toe
    • Low stacked heel
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0343

    Category Name: Women’s Shoes

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Chic Lace-Up Heels

    Lace up in chic heels that add that polished touch to your outfit! The heels feature an open back, lace-up straps, criss-cross straps, an open square toe, and a block heel. The heels are composed of a faux patent leather material. Complete look with a blouse and midi skirt. 

    Fit & Features

    • Open back 
    • Lace-up straps 
    • Criss-cross strap
    • Open square toe
    • Block heel 
    • Faux patent leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3271

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Polished Lace-Up Heels

    Lace up in chic heels that add that polished touch to your outfit! The heels feature an open back, lace-up straps, criss-cross straps, an open square toe, and a block heel. The heels are composed of a faux leather material. Complete look with a blouse and midi skirt.

    Fit & Features

    • Open back
    • Lace-up straps
    • Criss-cross strap
    • Open square toe
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3268

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Glamour Lace Stiletto Booties

    Step out in stunning booties that glam up your outfit! The booties feature an around the ankle fit, a lace-up front, a floral lace body, a peep toe, and a sleek stiletto heel. Complete look with an LBD tennis bracelet. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Floral lace body
    • Peep toe
    • Stiletto heel

    Style Number/Barcode: 07403-1381

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Let It Shine Rhinestone Block Heels

    Shine it out with block heels that bring the bling! The heels feature a closed-back, a wide adjustable ankle strap with velcro closure, an open almond toe with a strap over the toe, a low block heel, and mini rhinestone embellishments. Complete look with an LBD. 

    Fit & Features

    • Closed-back 
    • Wide adjustable ankle strap, velcro closure
    • Open almond toe, strap over the toe
    • Low block heel
    • Rhinestones
    • Runs true to size

    Style Number/Barcode: 07401-3343

    Category Name: Women’s Shoes

    Price: $18.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale