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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.

  • Classic Chic Square Toe Block Heels

    Classic chic will be your vibe in these block heels! Featuring a trendy square toe and an adjustable around the ankle strap, they're perf for your work from home look. Pair with a flowy blouse and cute paper bag pants.

    Fit & Features

    • Open square toe | Toe strap
    • Adjustable around the ankle strap
    • Closed back
    • Sturdy block heel
    • Nubuck material

    Style Number/Barcode: 07401-2189

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feelin' Fierce Leopard Print Stiletto Booties

    Yes babe, these leopard print stiletto booties will make you as fierce as can be! Slay each step in these booties that feature a trendy pointed toe and all over wild leopard print. Pair with a classic little black dress and a gold necklace for the perf date night in vibe.

    Fit & Features

    • Pointed toe
    • Elastic detail on each side
    • Back zipper closure
    • Stilleto heel
    • Leopard print

    Style Number/Barcode: 07403-0315

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly Yours Lucite Wedges

    Clearly these on-trend lucite wedges were made for you! They feature a patent faux leather strappy design and a clear lucite wedge heel. Pair with your fave flirty mini dress and sleek hoops for an off the moment date night look!

    Fit & Features

    • Open toe | Small toe strap
    • Adjustable around the ankle strap
    • Open heel
    • Clear lucite wedge heel
    • Patent PU material

    Style Number/Barcode: 07406-0074

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • It Girl Super Platform Block Heels

    These super platform block heels will totally showcase your it girl status! They feature a tall platform with a sturdy block heel. Get ready to strut in these gorg heels paired with an adorable skater dress and rhinestone earrings!

    Fit & Features

    • Open toe | Toe strap
    • Adjustable around the ankle thin strap
    • Closed back
    • Tall platform
    • Sturdy block heel
    • Nubuck material

    Style Number/Barcode: 07401-2193

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Take Two Faux Nubuck Block Heel

    Create twice the appeal in block heels that bring a chic touch to your favorite outfits! Dress up these heels with a flowy sundress and sunnies for a stylish outing with the squad. The heels feature an open back, an adjustable ankle strap with mini rectangular buckle, narrow asymmetrical straps over the toe and a low block heel. 

    Fit & Features

    • Open back
    • Adjustable ankle strap with mini rectangular buckle
    • Asymmetrical straps over the toe
    • Open almond toe
    • Low block heel
    • Faux Nubuck material 

    Style Number/Barcode: 07401-2379

    Category Name: Women’s Shoes

    Price: $19.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Faux Leather Platform Block Heels

    Everyone needs this classic pair of block heels in their closet ASAP! Perf for any occasion where you want to feel a little more dressed up, they feature a chic platform and sturdy block heel. Wear these with your fave pair of jeans and a crop top to elevate your look!

    Fit & Features

    • Open almond toe
    • Adjustable buckle ankle strap
    • Closed-back
    • Small platform
    • Sturdy block heel
    • PU material

    Style Number/Barcode: 07401-0979

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Croc Embossed Block Heels

    Elevate any look with these chic faux leather block heels! Perf for a fab date night look, they feature a strappy design and a faux leather croc embossed material. Wear with some distressed mom jeans and a cute cropped blouse!

    Fit & Features

    • Open square toe
    • Dual thin toe straps
    • Adjustable around the ankle strap
    • Open back
    • Block heel
    • Faux leather croc embossed material

    Style Number/Barcode: 07401-2325

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Babe Faux Leather Block Heels

    Get ready to strut in these faux leather block heels like the major babe you are! They feature an adjustable buckle closure and a sleek block heel. Perf for a nice dinner with bae, pair these with a flirty mini dress and some chic gold hoops!

    Fit & Features

    • Open almond toe | Toe strap
    • Adjustable around the ankle buckle strap
    • Closed back
    • Block heel
    • PU material

    Style Number/Barcode: 07401-2280

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sunny Day Stunner Peep-Toe Cut-Out Heels

    These peep-toe cut-out heels are a sunny day must have! With their stacked block heel and trendy cut-outs, they're essential to wear to brunch with your girls. They'll be perfectly styled with a jumpsuit or a sweet simple dress.

    Fit & Features

    • Peep-toe
    • Cut out detailing
    • Adjustable pin-buckle closure
    • Ankle strap
    • Stacked block heel
    • Faux leather

    Style Number/Barcode: 07403-0302

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Of The Moment Faux Leather Espadrille Sandals

    Get a trendy, of the moment look in these faux leather espadrille sandals! They feature a wide faux leather band and a sporty ridged espadrille sole. Wear with a flirty floral dress and gold jewelry for your next backyard bbq!

    Fit & Features

    • Open round toe | Wide toe strap
    • Adjustable around the ankle strap
    • Open back
    • Espadrille sole | Sporty ridged detail

    Style Number/Barcode: 07404-0546

    Category Name: Women’s Shoes

    Price: $13.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Call It Chic Clear Mules

    Girl u lookin' chic af when you style these low clear mules with cut off denim and a band tee!

    • Open almond toe
    • Double clear pvc bands
    • Low block heel
    • Shiny patent faux leather
    • Slide on design

    Style Number/Barcode: 07401-2208

    Category Name: Women’s Shoes

    Price: $15.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Strap Stunner Cork Wedges

    Keep it sassy in cute wedges to channel those summer vibes girl! The wedges feature an open back, an adjustable ankle strap with mini square buckle, an open almond toe with clear PVC strap over the toe, and a cork wedge heel. Complete look with a floral sundress. 

    Fit & Features

    • Open back 
    • Adjustable ankle strap with mini square buckle
    • Open almond toe with clear PVC strap over the toe
    • Cork wedge heel

    Style Number/Barcode: 07406-0231

    Category Name: Women’s Shoes

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Playful Poise Pearl Block Heel Mules

    Step out in these block heel mules for poised and polished allure! The heels are embellished with faux pearls on an H-shaped band that elevates your look.

    Fit & Features

    • Block heel
    • Square toe
    • H-shaped band with faux pearl embellishments
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000254

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: 9, 10

    Product Badge:
    • Sale
  • Level Up Faux Suede Heels

    Elevate your fits with chic block heels that bring a wowing detail! The heels feature a closed-back, adjustable ankle strap, and an open almond toe with a single strap over the toe. Complete your look with a ruffled mini dress and rhinestone hair clips. 

    Fit & Features

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

    Style Number/Barcode: 07401-2376

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Clearly Chic Cork Wedges

    It's clear that these cork wedges were made to keep you, on-trend girl! The wedges feature an open back, an adjustable ankle strap with mini square buckle, an open almond toe with clear PVC strap over the toe, and a cork wedge heel. Complete look with a floral sundress. 

    Fit & Features

    • Open back 
    • Adjustable ankle strap with mini square buckle
    • Open almond toe with clear PVC strap over the toe
    • Cork wedge heel

    Style Number/Barcode: 07406-0230

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Poised Perfection Pointed Toe Block Heels

    Keep it poised in pointed toe heels that bring a chic touch to your fab outfits. The heels feature an adjustable ankle strap with a mini square buckle, a closed-back, and a pointed toe. Complete look with a sleek midi skirt and statement sleeve top. 

    Fit & Features

    • Adjustable ankle strap with mini square buckle
    • Closed-back
    • Pointed toe
    • Block heel 

    Style Number/Barcode: 07401-2354

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Two Band Snake Print Mules

    Keep it sassy in snake print mules to keep you, on-trend girl! The mules feature an open back, double-row strap design, and narrow block heel. Complete look with a sleek black dress. 

    Fit & Features

    • Open back 
    • Double-row straps 
    • Open almond toe
    • Snake print 
    • Narrow block heel
    • Composed of a faux leather material 

    Style Number/Barcode: 07401-2178

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Up Faux Suede Block Heels

    Step up in these block heels that are simply chic! Step out for brunch with the squad or keep stylish at that next bridal shower. The heels feature a closed-back, a narrow adjustable ankle strap, an open toe with a strap over the toe and a block heel. Complete look with a ruffled mini dress. 

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Open almond toe with a strap over the toe
    • Block heel
    • Faux suede material

    Style Number/Barcode: 07401-2372

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab And Fierce Block Heels

    Keep it fierce in a fab print heel to go with your slay-worthy outfits. The heels feature a wide adjustable ankle strap with a large square buckle, an open almond toe with a single strap over the toe, and an animal-inspired print. Complete your look with a sleek bodycon dress. 

    Fit & Features 

    • Wide adjustable ankle strap with large square buckle
    • Open almond toe 
    • Single strap over the toe
    • Narrow block heel
    • Animal-print 

    Style Number/Barcode: 07401-2332

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Fab Faux Nubuck Heel

    Keep it fab in heels that are the detail your outfits need! The heels feature a closed-back, adjustable ankle strap, and an open almond toe with a single strap over the toe. Complete your look with a ruffled mini dress and rhinestone hair clips. 

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Open almond toe
    • Single strap over the toe
    • Block heel

    Style Number/Barcode: 07401-2375

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Need For Style Faux Nubuck Heels

    Satisfy your need for style in heels that elevate your outfits. The heels feature a closed-back, adjustable ankle strap, and an open almond toe with a single strap over the toe. Complete your look with a ruffled mini dress and rhinestone hair clips. 

    Fit & Features

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

    Style Number/Barcode: 07401-2373

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Do It Better Clear Cork Mules

    Do it better when you step out in a pair of sandy cork mules! Styled perfectly with your fav denim they are a new go-to!

    Fit & Features

    • Open almond toe
    • Double pvc bands
    • Low block heel 
    • Cork style sole

    Style Number/Barcode: 07401-2209

    Category Name: Women’s Shoes

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Less Is More Strappy Low Heels

    Sometimes less is more and that's the case with these low strappy heels! Perfectly styled with your fav summer dress, or a pair of cut off jeans!

    • Open almond toe
    • Single band with criss-cross detailing
    • Wrap around ankle straps that tie at the top
    • Faux suede
    • Low block heel

    Style Number/Barcode: 07401-2239

    Category Name: Women’s Shoes

    Price: $18.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daydreaming Platform Espadrille Wedges

    Daydreaming of a day on the beach wearing these stunning wedges and a flowing maxi dress!

    • Square toe
    • Single clear band over the toe
    • Wrap around ankle strap
    • Platform design
    • Wedge espadrille heel
    • Available in : Black croc print | Metallic gold | Faux leather snake print

     

    Please be advised that this style runs 1/2 size large.

    Style Number/Barcode: 07406-0099

    Category Name: Women’s Shoes

    Price: $22.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale