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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.

  • Style Crossing Nubuck Platform Heels

    Everyone will make way for you in these stylish nubuck platform heels featuring an almond toe, block heel, criss-cross toe straps, and a wrap-around ankle strap with buckle closure. Complete the look in a flirty skater dress for a party.

    Fit & Features

    • Almond toe
    • Platform sole
    • Block heel
    • Criss-cross toe straps
    • Wrap-around ankle strap, buckle closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3925

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Let It Slide Nubuck Strap Sandals

    Let these sandals slide into your everyday rotation! They feature an almond toe, dual nubuck straps, and a flat sole. Complete the look in a flowy blouse and skinny jeans for a coffee date.

    Fit & Features

    • Almond toe
    • Nubuck dual straps
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1006

    Category Name: Women’s Shoes

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Coast Is Clear PVC Block Mules

    There's no guarantee everyone won't be asking where you got these chic mules! They feature an almond toe, thin lucite block heel, dual PVC straps, and a faux leather footbed. Complete the look in a blouse and faux leather trousers for a sleek dinner fit.

    Fit & Features

    • Almond toe
    • Thin lucite block heel
    • Dual PVC straps
    • Faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07401-3734

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lattice Work Nubuck Block Heel Booties

    These nubuck booties will give you such a high-fashion look! They feature an open almond toe, closed block heel, back zipper closure, and a lattice design. Complete the look in a sleek midi dress for cocktail hour.

    Fit & Features

    • Open almond toe
    • Closed block heel
    • Back zipper closure
    • Lattice design
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1450

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Daze Straw Platform Wedges

    Get caught up in a summer daze with these wedges that call for summer! The wedges feature an open almond toe, a triple-strap design, an adjustable buckle, a wide platform, and a wedge heel. The wedges are composed of a braided straw material. Complete look with a matching top and skirt. 

    Fit & Features

    • Open almond toe 
    • Triple-strap design 
    • Adjustable buckle 
    • Wide platform 
    • Wedge heel
    • Braided straw material 
    • Runs true to size 

    Style Number/Barcode: 07406-0296

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Getaway Vibes Caged Block Heel

    Perf for your next getaway or every day, these heels are a must! The heels feature a closed-back, an adjustable ankle strap, a caged strap design, a peep-toe, a contrasting wood platform, and a block heel. Complete look with a tropical matching set and sunglasses. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Faux leather caged strap design
    • Peep toe
    • Wood platform and block heel
    • Runs true to size 

    Style Number/Barcode: 07401-3785

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfect Day Espadrille Wedges

    Today is a perfect day to stun in wedges that you can wear at brunch or on vacation! The wedges feature an open almond toe, a strap over the toe, lace-up straps, and an espadrille wedge heel. Complete look with matching top and skirt. 

    Fit & Features

    • Open almond toe
    • Strap over toe
    • Lace-up ties
    • Espadrille wedge heel
    • Runs true to sized

    Style Number/Barcode: 07406-0297

    Category Name: Women’s Shoes

    Price: $12.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparkle All Day Rhinestone Sandals

    Sparkle all day in these rhinestone strap sandals featuring an almond toe, buckle closure, and a faux leather footbed. Complete the look in a cute sundress for a wine tasting.

    Fit & Features

    • Almond toe
    • Rhinestone straps
    • Ankle buckle closure
    • Faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07404-0996

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Struck Rhinestone Stiletto Heels

    Everyone will be glam-struck by these stiletto heels! They feature an almond toe, stiletto heel, rhinestone straps, and zipper closure on nubuck material. Complete your look with a luxe satin dress.

    Fit & Features

    • Almond toe
    • Stiletto heel
    • Rhinestone straps
    • Zipper closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3645

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rhinestone Drip Chrome Stiletto Heels

    Keep it glam in these rhinestone stiletto heels for the perfect party look! Featuring an almond toe, ankle strap with zipper closure, and a chrome finish. Complete the look in a luxe velvet dress and hoops.

    Fit & Features

    • Almond toe, stiletto heel
    • Rhinestone straps 
    • Zipper closure
    • Metallic finish
    • Runs true to size

    Style Number/Barcode: 07401-3646

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tied Together Strappy Kitten Heels

    Tie your look with these strappy kitten heels, perfect for styling day or night!

    Fit & Features

    • Kitten heel
    • Square toe
    • Strappy design
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000205

    Category Name: Women’s Shoes

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: 6, 6.5, 7

    Product Badge:
    • Sale
  • Spring Picnic Lace-Up Espadrille Wedges

    The perfect espadrille wedges for having the cutest picnic fit! They feature an almond toe, platform sole, and faux leather lace-up straps. Complete the look in a flirty skater dress.

    Fit & Features

    • Almond toe
    • Platform espadrille sole
    • Wedge style
    • Faux leather lace-up straps
    • Runs true to size

    Style Number/Barcode: 07406-0298

    Category Name: Women’s Shoes

    Price: $12.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spring Things Lace-Up Espadrille Wedges

    Embrace all things spring! Sunnier days are ahead and these chic wedges are every girl's staple for creating fresh looks. They feature an almond toe, espadrille platform sole, and faux leather lace-up straps. Complete the look in a flowy sundress.

    Fit & Features

    • Almond toe
    • Espadrille platform sole
    • Wedge style
    • Faux leather lace-up straps
    • Runs true to size

    Style Number/Barcode: 07406-0299

    Category Name: Women’s Shoes

    Price: $12.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Attitude PU Lace-Up Stiletto Heels

    These stiletto heels bring a major attitude to your fierce fit! They feature a square toe, stiletto heel, and faux leather lace-up straps. Complete the look in a saucy cocktail dress for wine & dining.

    Fit & Features

    • Square toe
    • Stiletto heel
    • Faux leather lace-up straps
    • Runs true to size

    Style Number/Barcode: 07401-3716

    Category Name: Women’s Shoes

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gone On Vacay Espadrille Cork Wedges

    Take a vacay from your heels and slip on these trendy espadrille wedges! They feature an almond toe, platform cork sole, criss-cross toe strap, and a buckle ankle strap. Complete the look in a flowy maxi dress and Panama hat.

    Fit & Features

    • Almond toe
    • Platform cork sole
    • Criss-cross toe strap, buckle ankle strap
    • Espadrille trim
    • Faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07406-0301

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Throw It Back Rhine Wedge Sandals

    Throw it back to the early 2000s in these stunning sandals! They feature a rounded almond toe, wedge sole, and rhinestone thong straps on a comfort foam footbed. Complete the look in a crop top and flared pants.

    Fit & Features

    • Rounded almond toe
    • Wedge sole
    • Rhinestone thong straps
    • Comfort foam footbed
    • Runs true to size

    Style Number/Barcode: 07406-0314

    Category Name: Women’s Shoes

    Price: $8.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Comfy PU Strap Sandals

    Stylish and comfy, these sandals are the best of both worlds! They feature a round toe, foam comfort sole, and PVC straps with adjustable buckle closure. Complete the look in a crop tee and denim shorts for running errands.

    Fit & Features

    • Round toe
    • Foam comfort fit
    • PVC straps
    • Adjustable buckle closure
    • Runs true to size

    Style Number/Barcode: 07404-1039

    Category Name: Women’s Shoes

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clear View PVC Espadrille Wedges

    You might want to get a clear view of these chic wedges! They feature a square toe, espadrille sole, dual PVC clear straps, and a faux leather footbed. Complete the look in a trendy skater dress for brunch with the girls.

    Fit & Features

    • Square toe
    • Espadrille sole
    • Dual PVC clear straps
    • Faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07406-0312

    Category Name: Women’s Shoes

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Open Season Caged Comfort Sandals

    It's open-toe season and these sandals are here for it! They feature a round toe, comfort foam sole, and a caged strap design with adjustable buckle closure. Complete the look in a casual sundress for a picnic lunch.

    Fit & Features

    • Round toe
    • Comfort foam sole
    • Caged strap design
    • Adjustable buckle closure
    • Runs true to size

    Style Number/Barcode: 07404-1024

    Category Name: Women’s Shoes

    Price: $12.97 $23.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Peep Your Business Stacked Heel Booties

    Watch everyone glance your way in these cute suede booties featuring an open almond toe, zipper closure, stacked block heel, on microsuede material. Perfect for styling with a bodycon dress.

    Fit & Features

    • Open almond toe
    • Zipper closure
    • Stacked block heel
    • Microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1421

    Category Name: Women’s Shoes

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Basic Faux Leather Block Heels

    Bring your look back to basics with heels that are perf to go with your casual and dressy looks alike! The heels feature a zippered back, an open almond toe with a strap over the toe, a wrap-around ankle strap, and a block heel. The heels are composed of a faux leather material. Complete look with a floral dress and rhinestone handbag. 

    Fit & Features

    • Zippered back
    • Open almond toe, strap over the toe
    • Wrap-around strap
    • Block heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3937

    Category Name: Women’s Shoes

    Price: $26.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cross My Mind Comfort Slide Sandals

    If these sandals have crossed your mind, it's definitely a sign that you want them! They feature an almond toe, criss-cross straps, and a comfortable footbed. Complete the look in a casual jumpsuit for a beach brunch.

    Fit & Features

    • Almond toe
    • Criss-cross straps
    • Comfortable footbed
    • Slide-on/off styling 
    • PU material
    • Runs true to size

    Style Number/Barcode: 07404-1027

    Category Name: Women’s Shoes

    Price: $12.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Party Strappy Block Heels

    Show up to the party sparkling in these glam block heels featuring an almond toe, block heel, back zipper closure, and a strappy design with all-over rhinestone insets. Complete the look with a matching clutch.

    Fit & Features

    • Almond toe
    • Block heel
    • Back zipper closure
    • Strappy design
    • Rhinestone insets
    • Runs true to size

    Style Number/Barcode: 07401-3738

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Level Up Block Heels

    Elevate your outfit in block heels that add that finishing touch to your outfits! The heels feature an open back, adjustable cross straps at the ankle, an open square toe with a strap over the toe, and a block heel. The heels are composed of a faux nubuck material. Complete look with a midi dress and dainty chain necklace. 

    Fit & Features

    • Open back 
    • Adjustable cross straps at ankle
    • Open square toe, strap over the toe
    • Block heel
    • Faux nubuck material 
    • Runs true to size 

    Style Number/Barcode: 07401-3916

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free