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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.

  • Glitzy Metallic Cutout Flats

    Looking for dressy shoes but don't want to wear heels? These glitzy flats are for you! They feature an almond-shaped peep toe, an all-over cutout design, a textured metallic finish, and a flat sole. Style with a skater dress and sparkly earrings.

    Fit & Features

    • Almond-shaped peep toe
    • Cutout design
    • Textured metallic finish
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07405-0035

    Category Name: Women’s Shoes

    Price: $5.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simple Chic Vibes Jelly Sandals

    Elevate your everyday looks with these simple and chic jelly sandals. They feature an open rounded toe, a thong strap design with faux pearl accents, an adjustable ankle strap, and a flat sole. Style with a cute blouse and dress pants.

    Fit & Features

    • Open rounded toe
    • Thong strap design
    • Faux pearl accents
    • Adjustable ankle strap, buckle detail
    • Flat sole
    • PVC material
    • Runs true to size

    Style Number/Barcode: 07404-1074

    Category Name: Women’s Shoes

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth And Sleek Block Heels

    Step out in style in these chic low block heels! Create the perfect stylish graduation outfit or gorgeous prom look in these comfortable heels. This open-toe design features a stylish ankle strap detail with a zipper-closed back on a trendy block heel. The lower heel silhouette creates a supportive and comfy fit, perfect to wear with a semi-formal gown or dressy pant outfit.

     Fit & Features

    • Zippered closed back 
    • Ankle strap strap
    • Open almond toe 
    • Single strap over the toe
    • Low block heel 
    • Faux leather and nubuck material 
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-1581

    Category Name: Women’s Shoes

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK

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

    Product Badge:
    • Halloween Badge
  • Effortless Nubuck Espadrille Sandals

    Effortless and easy to style, these platform sandals are essential for creating all sorts of fab summer looks! They feature a round toe, platform sole with espadrille trim, and nubuck wide strap, and an ankle strap with buckle closure. Complete the look in a breezy floral maxi dress for wine tasting.

    Fit & Features

    • Round toe
    • Platform sole with espadrille trim
    • Nubuck wide strap and ankle buckle strap
    • Traction bottom design
    • Runs true to size

    Style Number/Barcode: 07404-1055

    Category Name: Women’s Shoes

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Lady Nubuck Cross Sandals

    The perfect casual sandals for summertime fun! They feature a round toe, low block heel, criss-cross toe straps, and a buckle ankle strap on nubuck material. Complete the look in a sweater midi dress and denim jacket.

    Fit & Features

    • Round toe
    • Low block heel
    • Criss-cross toe strap
    • Buckle ankle strap
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07404-1054

    Category Name: Women’s Shoes

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strappy Summer Block Heel Sandals

    Step out in this block-heel sandal on a summer night! It features a square toe, low block heel, and a caged front design with lace-up closure on faux leather material. Complete the look in a twirl-worthy skater dress and clutch. 

    Fit & Features

    • Square toe
    • Low block heel
    • Caged front design
    • Lace-up closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1049

    Category Name: Women’s Shoes

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eyes On Style Braid Strap Sandals

    All eyes on these stylish sandals featuring an on-trend square toe, dual braid straps, and a low-block heel on faux leather material. Complete the look in a flirty sundress for a lunch date.

    Fit & Features

    • Square toe
    • Dual braid straps
    • Low-block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1048

    Category Name: Women’s Shoes

    Price: $12.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stack Up Dual Strap Platform Mules

    How can high can you stack your style up? These platform mules are major game-changer they feature an almond toe, stacked platform sole, and dual straps on faux leather material. Complete the look in a breezy jumpsuit for a weekend getaway.

    Fit & Features

    • Almond toe
    • Stacked platform sole
    • Dual straps
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3908

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Miss Fab Faux Suede Block Heels

    A fab fashionista like you will adore these faux suede block heels for creating all sorts of insta-worthy posts! They feature an almond toe, block heel, a wide toe strap, and an ankle buckle closure. Complete the look in a boyfriend blazer and pants for a boss babe vibe. 

    Fit & Features

    • Almond toe
    • Block heel
    • Wide toe strap
    • Ankle buckle closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-3961

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashionista Walkin' Lace-Up Platform Heels

    Strut your fashionista self in these platform heels featuring an almond toe, block heel, PVC toe strap, lace-up ankle straps, a platform sole, on faux suede material. Complete the look in a sexy red dress.

    Fit & Features

    • Almond toe
    • Block heel
    • PVC toe strap
    • Lace-up ankle straps
    • Platform sole 
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-3725

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bar Raised PVC Strap Mules

    Raise the bar for who's the most stylish of them all! Strut down the catwalk in these square toe mules featuring dual PVC straps, a platform sole, and a faux leather material. Complete the look in a matching set for dinner.

    Fit & Features

    • Square toe
    • Dual PVC straps
    • Block heel
    • Platform sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3906

    Category Name: Women’s Shoes

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Strappy Style Block Heel Mules

    Create an eye-catching entrance in these faux leather mules featuring an on-trend square toe, block heel, and a strappy design. Complete the look in a sundress for a lunch date.

    Fit & Features

    • Square toe
    • Block heel
    • Strappy design
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3905

    Category Name: Women’s Shoes

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • New In Town Patent Block Heels

    These block heels are new in town and ready to make an entrance! They feature an almond toe, block heel, PVC clear toe strap, and a buckle ankle strap on glossy patent leather material.

    Fit & Features

    • Almond toe
    • Block heel
    • PVC toe strap
    • Ankle buckle closure
    • Glossy patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-3900

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Up A Notch Lace-Up Stiletto Heels

    Add eye-catching detail to your look in these lace-up stiletto heels featuring an open, almond toe, braided toe strap, and closed ankle, composed of faux leather material. Perfect for styling with short satin dress and earrings for a dressy event.

    Fit & Features

    • Open almond toe
    • Braided toe strap
    • Closed ankle
    • Stiletto heel
    • Lace-up straps
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3772

    Category Name: Women’s Shoes

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitter Party Mesh Block Heels

    These glittery rhinestone mesh heels are ready to party! Illuminate the night in these glam shoes featuring a square toe, thin block heel, and an ankle strap with buckle closure. Complete the look with a satin clutch.

    Fit & Features

    • Square toe
    • Thin block heel
    • Ankle strap with buckle closure
    • Closed ankle
    • Glitter rhinestone mesh material
    • Runs true to size

    Style Number/Barcode: 07401-3960

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out In Style Block Heels

    Step out in style in these chic and elevated block heels. They feature an open square-shaped toe with a strap, a lace-up strappy design up the leg, and a sleek block heel. Complete the look with a trendy shoulder bag.

    Fit & Features

    • Open square-shaped toe, toe strap
    • Lace-up strappy design up the leg, tie closure
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07401-3775

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dancer Spirit Lace-Up Block Heels

    Elegant and chic, switch your ballet shoes for these lace-up heels featuring a square toe, and block heel. Complete the look in a chiffon skater dress.

    Fit & Features

    • Square toe
    • Block heel
    • Lace-up tie closure
    • Runs true to size

    Style Number/Barcode: 07401-3773

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Peep Show Platform Stiletto Heels

    Showcase your pedicure in these fab stiletto heels featuring an almond peep toe, platform sole, and a closed ankle with adjustable buckle closure. Complete the look in a blouse and wide-leg pants for a business lunch.

    Fit & Features

    • Almond peep toe
    • Platform sole
    • Stiletto heel
    • Closed ankle
    • Adjustable buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-3896

    Category Name: Women’s Shoes

    Price: $4.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bold Ambition Nubuck Strap Wedges

    Reach ambitious fashion heights in these nubuck wedges perfect for bringing those sophisticated vibes! They feature an almond toe, asymmetrical straps, wedge platform sole, and buckle closure. Complete the look in a polished midi dress.

    Fit & Features

    • Almond toe
    • Asymmetrical straps
    • Wedge platform sole
    • Buckle closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07406-0303

    Category Name: Women’s Shoes

    Price: $8.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Perfect Nubuck Strap Sandals

    These flat sandals are so perfect for everyday style! They feature an almond toe, nubuck multi-strap design, faux leather footbed, and slide-on/off styling. Complete the look in a casual bodycon dress for a coffee date.

    Fit & Features

    • Almond toe
    • Nubuck multi-strap design
    • Faux leather footbed
    • Slide-on/off styling
    • Runs true to size

    Style Number/Barcode: 07404-1009

    Category Name: Women’s Shoes

    Price: $11.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pleat Treat Square Toe Wedges

    These square toe wedges are such a treat! They feature a twisted pleat strap, wedge sole, and PU material. Complete the look in a flirty sundress for a daytime event. 

    Fit & Features

    • Square toe
    • Wedge sole
    • Pleat twisted strap
    • PU material
    • Runs true to size

    Style Number/Barcode: 07406-0316

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wrapped Up PU Lace-Up Wedges

    Wrap up in these stylish wedges featuring an almond toe, PU lace-up straps, and a platform sole. Complete the look in a cute skater dress for a day out with friends.

    Fit & Features

    • Almond toe
    • PU lace-up straps
    • Platform sole
    • Wedge style
    • Runs true to size

    Style Number/Barcode: 07406-0309

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Picnic Chic Floral Strappy Mules

    These floral strappy block heels are the perfect blend of sweet and stylish for brunch dates, weddings, or any sunny day plans.

    Fit & Features

    • Block heel
    • Square toe
    • Dual straps
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000312

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: In Stock

    Available Color: SILVER

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

  • Perfect Summer Style Straw Wedges

    Show off perfect summer style in these adorable straw wedges! They feature an open almond-shaped toe, wide toe straps in a criss-cross design, an open back, and a wedge heel. Pair these wedges with your fave sundress and hoop earrings!

    Fit & Features

    • Open almond-shaped toe
    • Wide toe straps, criss-cross design
    • Open back
    • Straw wedge heel, straw straps
    • Faux leather sole
    • Runs true to size

    Style Number/Barcode: 07406-0294

    Category Name: Women’s Shoes

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale