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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.

  • Chic And Strappy Square Toe Block Heels

    Elevate your outfits with these chic and strappy block heels! They feature an open square toe, a criss-cross strappy design, an adjustable ankle strap, and a thick block heel. Style these shoes with a cute crossbody purse.

    Fit & Features

    • Open square toe
    • Criss-cross strappy design
    • Adjustable ankle strap
    • Open back
    • Short block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07401-2960

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Sparkle Rhinestone Sandals

    Bring the sparkle to your summer look with these stunning sandals! They feature a slide-on design, an open round toe, a double strap design with rhinestone embellishment, and a flat sole. Style these sandals with your fave lightweight dress and cute sunnies.

    Fit & Features

    • Slide-on design
    • Open round toe
    • Double strap design
    • Rhinestone embellishment
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-0902

    Category Name: Women’s Shoes

    Price: $12.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie-Dye Frenzy Lace-Up Sneakers

    Keep it fab with tie-dye sneakers that are totally on-trend, babe! The sneakers feature a  lace-up front, a tie-dye print, an almond toe, and a textured rubber sole. Complete the look with a crop top and biker shorts. 

    Fit & Features

    • Lace-up front
    • Tie-dye print, canvas body
    • Almond toe
    • Textured rubber sole

    Style Number/Barcode: 07407-0199

    Category Name: Women’s Shoes

    Price: $7.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Strappy Platform Stiletto Heels

    Elevate your night-out looks with these stylish and strappy stiletto heels! They feature an open square toe, thin toe straps, thin adjustable ankle straps, a platform, and a tall stiletto heel. Pair these trendy heels with a sleek clutch.

    Fit & Features

    • Open square toe
    • Thin toe straps
    • Thin adjustable ankle straps, buckle details
    • Closed back
    • Platform, stiletto heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-2858

    Category Name: Women’s Shoes

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Stunner Platform Block Heels

    Yes babe, you'll be such a stylish stunner in these trendy platform block heels! They feature an open square toe with a thin strap, a thin adjustable ankle strap with a chic buckle detail, a platform, and a tall block heel. Style these must-have heels with a cute clutch.

    Fit & Features

    • Open square toe with a thin strap
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Platform
    • Block heel
    • Faux nubuck material
    • Runs true to size

     

    Style Number/Barcode: 07401-2862

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Totally Chic Croc Embossed Wedges

    Keep it totally chic with wedges that elevate your outfit. The wedges feature an open back, a clear PVC strap, an open almond toe with a strap over the toe, and a faux croc-embossed wedge heel. Complete look with a ruffled midi dress and a shoulder bag. 

    Fit & Features

    • Open back  
    • Clear PVC strap
    • Open square toe with a strap over the toe
    • Faux croc-embossed wedge heel

    Style Number/Barcode: 07406-0253

    Category Name: Women’s Shoes

    Price: $18.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Glam Faux Leather Wedges

    Elevate your style game with wedges that are totally fab and chic! The wedges feature an open back, a clear PVC strap, an open almond toe with a strap over the toe, and a faux leather wedge heel. Complete look with a ruffled midi dress and a shoulder bag.

    Fit & Features

    • Open back
    • Clear PVC strap
    • Open square toe with a strap over the toe
    • Faux leather wedge heel

    Style Number/Barcode: 07406-0255

    Category Name: Women’s Shoes

    Price: $18.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Band It Up Block Heels

    Bring the style with block heels that slay! The heels feature an around the ankle fit, a zippered back, a triple-row band design, and a block heel. The heels are composed of a faux leather material. Complete look with a white dress and dainty jewelry. 

    Fit & Features

    • Around the ankle fit
    • Zippered back 
    • Triple-row band design 
    • Block heel 
    • Faux leather material 

    Style Number/Barcode: 07401-2824

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always Party-Ready Rhinestone Stiletto Heels

    You'll always be party-ready with these glam stiletto heels in your closet! They feature an open square toe, a thin toe strap, a thin adjustable ankle strap, and a stiletto heel. The chrome heels have gorgeous rhinestone embellishment on the straps and heels. Pair these stilettos with a sleek clutch.

    Fit & Features

    • Open square toe
    • Thin toe strap
    • Thin adjustable ankle strap
    • Stiletto heel
    • Chrome hue
    • Rhinestone embellishment
    • Runs true to size

    Style Number/Barcode: 07401-2849

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Cow Print Sneakers

    Stay on trend with sneakers that keep your look on-point! The sneakers feature a stylish cow print, lace-up front, almond toe, and composed of a woven canvas material. Complete look with a crop top and cutoff shorts. 

    Fit & Features

    • Ankle fit
    • Cow print
    • Almond toe
    • Lace-up front
    • Rubber sole
    • Woven canvas material 

    Style Number/Barcode: 07407-0201

    Category Name: Women’s Shoes

    Price: $12.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Trendsetter Slide-On Sandals

    These slide-on sandals will showcase a casual trendsetting look! They feature an open round toe, a thick faux leather strap with a snake print design, and a flat sole. Style these sandals with a basic crop top and denim shorts.

    Fit & Features

    • Open round toe
    • Thick faux leather strap, snake print
    • Flat rubber sole
    • Runs true to size

    Style Number/Barcode: 07404-0689

    Category Name: Women’s Shoes

    Price: $10.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Sleek Basic Band Sandals

    Keep it so sleek with basic sandals that perf for beach days and brunch! The sandals feature a slip-on design and open almond toe with a wide strap over the toe and a faux leather insole. Complete look with a bikini top and cutoff shorts.

    Fit & Features

    • Slip-on design 
    • Open almond toe 
    • Wide strap over the toe
    • Faux leather insole 

    Style Number/Barcode: 07404-0687

    Category Name: Women’s Shoes

    Price: $12.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Two Strap Buckle Sandals

    Step out in style in these trendy sandals that are perf for casual brunch dates! They feature a round open toe, a dual strap design with double buckle detailing, and a slide-on fit. Pair these sandals with your favorite casual dress and a classic denim jacket.

    Fit & Features

    • Round open toe
    • Dual strap design
    • Double buckle detailing
    • Slide-on fit
    • Cork sole

    Style Number/Barcode: 07404-0685

    Category Name: Women’s Shoes

    Price: $12.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Vibes Lug Sole Sandals

    Bring on the trendy vibes this season with these of the moment gladiator sandals. They feature an open round toe, a thick strappy design, an adjustable ankle strap with a buckle detail, and a cool lug sole. Style these faux leather sandals with a graphic tee and boyfriend jeans.

    Fit & Features

    • Open round toe
    • Thick strappy design
    • Adjustable ankle strap, buckle detail
    • Lug sole
    • PU material
    • Runs true to size

    Style Number/Barcode: 07404-0735

    Category Name: Women’s Shoes

    Price: $7.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow Getter Rhinestone Stiletto Heels

    Chase that glow with heels that sparkle up your night! The heels feature lace-up straps, an open square toe with a single strap over the toe, and a rhinestone embellished stiletto heel. Complete look with an LBD. 

    Fit & Features

    • Lace-up straps
    • Open square toe with a single strap over the toe
    • Rhinestone embellished stiletto heel 
    • Faux suede material

     

    Style Number/Barcode: 07401-2786

    Category Name: Women’s Shoes

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Chic Clear Sandals

    Get a stylish and chic vibe when you add these clear sandals to your look! They feature a round open toe, a clear PVC wide strap, and a slide-on design. Pair these sandals with a floral mini dress for a casual day-time date.

    Fit & Features

    • Round open toe
    • Clear PVC wide strap
    • Slide-on design
    • Patent PU flat sole

    Style Number/Barcode: 07404-0686

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Chic Criss-Cross Faux Suede Sandals

    Keep it so chic with sandals that elevate your look. The sandals feature a slip-on design, an open almond toe, criss-cross straps, and composed of a faux suede material. Complete look with a matching crop top and shorts set. 

    Fit & Features

    • Slip-on design 
    • Open almond toe 
    • Criss-cross straps
    • Faux suede material 

    Style Number/Barcode: 07404-0722

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leopard Pyramid Stud Jelly Thong Sandals

    Keep it fierce and chic with jelly sandals that let your inner diva show! The sandals feature a jelly body, a leopard print, pyramid-shaped studs, a bow accent, and an open almond toe with a thong strap. Complete look with cutoff shorts and a crop top. 

    Fit & Features

    • Jelly body
    • Leopard print
    • Pyramid-shaped studs
    • Bow accent
    • Open almond toe
    • Thong strap 

    Style Number/Barcode: 07404-0726

    Category Name: Women’s Shoes

    Price: $12.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic And Studded Jelly Thong Sandals

    These studded jelly sandals will give your poolside look a chic vibe! They feature an open round toe, a thong strap design with studded embellishments, a cute bow detail, and a flat sole. Pair these sandals with your fave bikini and trendy shades.

    Fit & Features

    • Open round toe
    • Thong strap design
    • Studded embellishments
    • Bow detail
    • Flat sole
    • Jelly material
    • Runs true to size

    Style Number/Barcode: 07404-0717

    Category Name: Women’s Shoes

    Price: $7.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 90s Icon Platform Block Heel Mules

    Strut like a '90s icon in these statement mules designed with a platform sole and block heel to elevate your favorite looks!

    Fit & Features

    • Block heel
    • Square toe
    • Wide foot strap
    • Platform sole
    • Jelly material
    • Runs true to size

    Style Number/Barcode: 07401-000274

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Life Lace-Up Espadrille Wedges

    Lace up in glam heels to live that glam life babe! The heels feature a lace-up design, closed-back, adjustable ankle strap, open almond toe with a clear strap over the toe, and an espadrille wedge heel. Complete the look with a tropical crop top and mini skirt set. 

    Fit & Features

    • Faux leather metallic lace-up straps
    • Closed-back 
    • Adjustable ankle strap
    • Open almond toe, clear strap over the toe
    • Espadrille wedge heel

    Style Number/Barcode: 07406-0235

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparkle Dream Rhinestone Block Heels

    Make your sparkle dream come true with heels that are oh so glam! The heels feature a zippered back, a triple row strap design, rhinestone embellished straps, an open almond toe, rhinestone embellished block heel, and a faux patent leather body. Complete look with a sparkly glitter dress and collar set for a fancy look!

    Fit & Features

    • Zippered back 
    • Triple row strap design 
    • Rhinestones
    • Open almond toe
    • Faux patent leather body
    • Block heel 

    Style Number/Barcode: 07401-2582

    Category Name: Women’s Shoes

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double The Style Clear Lucite Mules

    Bring double the style with chic mules that take your outfits to the next level! The mules feature an open back, a double row of clear PVC straps, an open almond toe, and a lucite block heel. Complete the look with a ruffled mini dress and a moto jacket. 

    Fit & Features

    • Open back 
    • Double-row of clear PVC straps
    • Open almond toe
    • Lucite block heel
    • Runs true to size

    Style Number/Barcode: 07401-2689

    Category Name: Women’s Shoes

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lead The Way Glitter Block Heels

    Lead the way with a sparkle in each step! The heels feature a closed zippered back, a wide ankle strap, an open almond toe with a single strap over the toe, and a block heel. The heels are composed of a glitter mesh material adorned with rhinestones. Complete look with a white dress and rhinestone clutch for a bridal shower look. 

    Fit & Features

    • Zippered back 
    • Wide ankle strap 
    • Open almond toe
    • Single strap over the toe
    • Rhinestones
    • Block heel 
    • Glitter mesh 

    Style Number/Barcode: 07401-2610

    Category Name: Women’s Shoes

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance