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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.

  • A Fab Look Platform Stiletto Heels

    Get a fab and stylish look when you complete your outfit with these stilettos! They feature an open almond toe, a wide toe strap with a chic cutout design, a thin adjustable ankle strap, a tall platform, and a sleek stiletto heel. Pair these heels with a cute jumpsuit for a summer party.

    Fit & Features

    • Open almond toe
    • Wide toe strap, geometric cutout design
    • Thin adjustable ankle strap, buckle detail
    • Tall platform, stiletto heel
    • Runs true to size

    Style Number/Barcode: 07401-2963

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Double Band Faux Nubuck Block Heels

    Slay your look with double band heels that get your look on point! The heels feature an open back, an adjustable ankle strap, an open almond toe, a double strap design, and a block heel. The heels are composed of a faux nubuck material. Complete look with an LBD and clutch.

    Fit & Features

    • Open back 
    • Adjustable ankle strap
    • Open square toe
    • Double strap design 
    • Block heel
    • Faux nubuck material 

    Style Number/Barcode: 07401-2893

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Enchanted Night Rhinestone Platform Heels

    Create an enchanted moment with heels that are a dream come true! The heels feature an adjustable ankle strap, a closed-back, an open almond toe with a rhinestone embellished strap over the toe, and a block heel. Complete look with a bustier and mini skirt.

    Fit & Features

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

    Style Number/Barcode: 07401-2968

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Must-Have Block Heels

    These stylish block heels are a basic must-have you need in your closet. They feature an open almond toe, a wide toe strap, a thin adjustable ankle strap, an open back, and a sturdy block heel. Pair these chic heels with your fave pair of denim for an elevated casual outfit.

    Fit & Features

    • Open almond toe
    • Wide toe strap
    • Thin adjustable ankle strap, buckle detail
    • Open back
    • Block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-2938

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy-Chic Stiletto Mules

    Amp up your everyday outfit with this pair of trendy-chic mules! They feature an open square toe, a braided strappy design, and a short stiletto heel. Complete your look with a shoulder bag and stylish shades.

    Fit & Features

    • Open square toe
    • Braided strappy design
    • Short stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-2933

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Making Hiss-tory Snake Print Block Heels

    Make hiss-tory with these heels that slay! The heels feature a trendy snake print, lace-up straps, an open almond toe, and a low block heel. The heels are composed of a faux leather material. Complete look with a romper.

    Fit & Features

    • Open-back 
    • Lace-up straps
    • Open almond toe
    • Low block heel
    • Snake print
    • Faux leather material 

    Style Number/Barcode: 07401-2956

    Category Name: Women’s Shoes

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Thinking Of You Snake Print Mules

    Leave them thinking of you with these chic mules! The mules feature an open back, a square toe with a wide clear PVC strap, a textured snake print footbed, and a sleek stiletto heel. Complete look with a romper.

    Fit & Features

    • Open back 
    • Open square toe 
    • Clear PVC strap 
    • Textured snake print footbed
    • Stiletto heel
    • Faux leather material 

    Style Number/Barcode: 07401-2969

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Mood Faux Nubuck Block Heels

    Keep it basic with heels that are such a classic staple. The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a single strap over the toe, and a block heel. The heels are composed of a faux nubuck material. Complete look with a jumpsuit and dainty necklace.

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Strap over the toe
    • Block heel 
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-2940

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitz And Glow Faux Suede Stiletto Heels

    Get ready to glow with these luxe heels that make you feel like a total fashionista! The heels feature a zippered back, a rhinestone embellished ankle strap, an open almond toe with clear PVC strap over the toe, a wide platform, and a sleek stiletto heel. Complete look with an LBD and rhinestone bracelet. 

    Fit & Features

    • Zippered back
    • Rhinestone embellished ankle strap
    • Open almond toe
    • Clear PVC strap over the toe
    • Stiletto heel
    • Faux suede material

    Style Number/Barcode: 07401-2987

    Category Name: Women’s Shoes

    Price: $25.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Locked In Style Chunky Chain Link Sandals

    Lock in a chic look with sandals that impress! The sandals feature a slip-on design, an open square toe, a wide strap with a chunky chain-link accent, and a faux leather body. Complete look with a romper and sunglasses.

    Fit & Features

    • Slip-on design 
    • Open square toe
    • Chunky chain accent 
    • Clear version features PVC strap
    • Faux leather body

    Style Number/Barcode: 07404-0741

    Category Name: Women’s Shoes

    Price: $14.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab And Fierce Stiletto Heels

    You'll look oh-so-fab and fierce in these trendy glam stiletto heels! They feature an open almond toe with a clear toe strap, a rhinestone embellished ankle strap, a back zipper closure, a tall platform, and a thin stiletto heel. The faux microsuede material has an all-over snake print for a chic vibe. Complete your look with a clutch.

    Fit & Features

    • Open almond toe
    • Clear PVC toe strap
    • Rhinestone embellished ankle strap
    • Back zipper closure
    • Tall platform, thin stiletto heel
    • Faux microsuede material, snake print
    • Runs true to size

    Style Number/Barcode: 07401-2988

    Category Name: Women’s Shoes

    Price: $25.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Upgrade Basic Block Heel Mules

    Your outfits will get a chic upgrade in these basic block heel mules! Pair with a shoulder bag.

    Fit & Features

    • 2" Block heel
    • Square toe
    • Wide toe strap
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5313

    Category Name: Women’s Shoes

    Price: $26.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bling It Out Rhinestone Stiletto Heels

    Bling it out with heels that bring the dazzle! The heels feature an adjustable ankle strap, an open almond toe with strap over the toe, rhinestone embellishments, and a stiletto heel. Complete look with a satin dress. 

    Fit & Features

    • Adjustable ankle strap
    • Open almond toe with a strap over the toe 
    • Rhinestone embellishments
    • Stiletto heel

    Style Number/Barcode: 07401-2868

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Heart Of Glam Platform Straw Heels

    Keep it glam with platform heels that will have you ready for brunch with the squad! The heels feature an adjustable ankle strap, an open almond toe with a strap over the toe, a faux suede material, a straw platform, and a block heel. Complete the look with a jumpsuit and a dainty necklace. 

    Fit & Features

    • Adjustable ankle strap
    • Open almond toe, strap over the toe
    • Faux suede body
    • Straw platform
    • Straw block heel

    Style Number/Barcode: 07401-2913

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Luxe Faux Leather Mules

    These mules are what dreams are made of! The luxe must-haves feature an open back, an open square toe, a puff-styled strap over the toe, and a narrow block heel. Mules are composed of a faux leather material. Complete look with a romper and dainty choker. 

    Fit & Features

    • Open back 
    • Open square toe
    • Puff-styled strap over the toe
    • Narrow block heel
    • Faux leather material 

    Style Number/Barcode: 07401-2921

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Looped In Style Faux Leather Sandals

    Get looped in with these cute sandals to stay on trend this season! The sandals feature an open almond toe, a strap over the toe with a toe loop accent, and a flat footbed. The sandals are composed of a faux leather material. Complete look with a romper and a dainty choker. 

    Fit & Features

    • Open almond toe
    • Slip-on design
    • Strap over the toe, toe loop
    • Flat footbed
    • Faux leather material 

    Style Number/Barcode: 07404-0824

    Category Name: Women’s Shoes

    Price: $12.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • It Girl Faux Suede Block Heels

    Stay on trend with heels that complete your casual and formal outfits! The heels feature an adjustable ankle strap with a circular buckle, an open almond toe with a strap over the toe, and a block heel. 

    Fit & Features

    • Adjustable ankle strap 
    • Circular buckle 
    • Open almond toe
    • Strap over the toe 
    • Block heel 
    • Faux suede material

    Style Number/Barcode: 07401-2953

    Category Name: Women’s Shoes

    Price: $18.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Life Faux Suede Rhinestone Block Heels

    Live that glam life with block heels that radiate luxe rhinestones! The heels feature a rhinestone embellished ankle strap, a zippered back, an open almond toe with a rhinestone strap over the toe, and a block heel. Complete look with an LBD. 

    Fit & Features

    • Rhinestone ankle strap
    • Zippered back 
    • Open almond toe
    • Rhinestone strap over the toe
    • Block heel 
    • Faux suede material 

    Style Number/Barcode: 07401-2965

    Category Name: Women’s Shoes

    Price: $11.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sealed With Glam Faux Leather Wedges

    Seal your look with cute wedges that step up your style game! The heels feature an adjustable ankle strap, an open almond toe with a knot accent, and a wood patterned wedge heel. Complete look with a mini dress and butterfly necklace.

    Fit & Features 

    • Open back 
    • Adjustable ankle strap 
    • Open almond toe 
    • Strap over the toe with knot accent
    • Wood patterned wedge heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07406-0262

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Gal Rhinestone Lucite Block Heels

    Bring the sparkle with heels that illuminate your look! The heels feature an open back, an adjustable ankle strap, an open square toe with a clear strap over the toe, rhinestones, and a lucite block heel. The heels feature a faux leather material body with a chrome finish. Complete look with an LBD and clutch! 

    Fit & Features

    • Open-back 
    • Adjustable ankle strap 
    • Open square toe 
    • Clear strap over the toe
    • Rhinestones 
    • Lucite block heel 
    • Faux leather material, chrome finish 

    Style Number/Barcode: 07401-2845

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Quilted Studded Sandals

    Slip on these glam sandals that bring a luxe vibe to your look! The sandals feature a slip-on design, an open square toe, a wide strap embellished with nailhead accents, and composed of faux leather material. Complete look with a crop and mini skirt. 

    Fit & Features

    • Slip-on design 
    • Open square toe 
    • Nailhead accents
    • Faux leather material 

    Style Number/Barcode: 07404-0718

    Category Name: Women’s Shoes

    Price: $11.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked On Basics Block Heels

    Stack on these basic heels that take you from day to night! The heels feature an adjustable ankle strap, a closed back, an open almond toe with a wide strap over the toe, and a stacked block heel. Complete look with a romper and door knocker earrings. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Wide strap over the toe
    • Stacked block heel 
    • Faux leather material 

    Style Number/Barcode: 07401-2903

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Locked In Luxe Rhinestone Block Heels

    Get locked in a luxe look with these heels that bring the sophistication. The heels feature an adjustable ankle strap, a closed back, an open almond toe with a rhinestone embellished strap over the toe, and a block heel. The heels are composed of a faux patent leather material with a chrome finish. Finish look with an LBD. 

    Fit & Features

    • Adjustable ankle strap
    • Closed-back 
    • Open almond toe 
    • Rhinestone embellished strap over the toe
    • Block heel 
    • Faux patent leather
    • Chrome finish 

    Style Number/Barcode: 07401-2894

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Basket Weave Sandals

    Stay on trend with sandals that bring pretty details! The sandals feature an open square toe, a wide basket-weave pattern toe strap, and composed of a faux leather material. Complete look with a crop top and shorts. 

    Fit & Features

    • Open square toe
    • Basket-weave pattern
    • Faux leather material 

    Style Number/Barcode: 07404-0826

    Category Name: Women’s Shoes

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale