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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.

  • Lace-Up Sleek PVC Sandals

    Lace-up in cute sandals that keep your look sleek and stylish. The sandals feature lace-up straps, a closed back, an open square toe, and a clear PVC strap over the toe. The sandals are composed of a faux leather material. Complete look with a floral romper.

    Fit & Features

    • Lace-up straps
    • Open square toe 
    • Clear PVC strap over the toe
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-0739

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chunky Chain Link Faux Leather Mules

    Keep it chic with mules that elevate your looks with stunning details. The mules feature an open back, a square toe, a wide band over the toe with a chunky chain-link accent, and a block heel. The mules are composed of faux leather material. Complete the look with a blouse and a mini skirt. 

    Fit & Features

    • Open back 
    • Square toe
    • Wide-band over the toe
    • Chunky chain link 
    • Block heel
    • Faux leather 

    Style Number/Barcode: 07401-2736

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Pair Strappy Espadrille Sandals

    These adorable espadrille sandals are the perfect pair for the spring and summer months! They feature an open toe, an asymmetric strappy design, an adjustable ankle strap, and a platform espadrille sole. Pair these sandals with a casual dress and a denim jacket.

    Fit & Features

    • Open toe
    • Asymmetric strappy design
    • Adjustable ankle strap
    • Open back
    • Platform espadrille sole
    • Rubber bottom
    • Runs true to size

    Style Number/Barcode: 07404-0549

    Category Name: Women’s Shoes

    Price: $12.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chase The Sun Lace-Up Espadrille Wedges

    Flaunt a sunny day style in these lace-up espadrille wedges perfect for a beach day, backyard bbq, or vacation!

    Fit & Features

    • 4" wedge heel
    • Almond toe, curved band
    • Lace-up ankle straps
    • Platform wedge heel
    • Runs true to size

    Style Number/Barcode: 07406-0364

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Strap Faux Suede Block Heels

    Bring it back to basics with heels that dress up your look. The heels feature a closed-back, an adjustable ankle strap, an open almond toe, a single 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
    • Single strap over the toe
    • Block heel 
    • Faux suede material  

    Style Number/Barcode: 07401-2712

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All For You Lucite Block Heels

    Draw all eyes on you with heels that command attention. The heels feature an open back, an adjustable wrap-around strap, an open pointed toe, a clear PVC strap over the toe, and a clear lucite block heel. Complete the look with a floral mini dress. 

    Fit & Features

    • Open back 
    • Adjustable wrap-around strap
    • Open pointed toe 
    • Clear strap over the toe 
    • Clear lucite block heel

    Style Number/Barcode: 07401-2680

    Category Name: Women’s Shoes

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Radiance Block Heels

    Bring the sparkle and shine to your special occasion look with these rhinestone block heels! These gorgeous sparkly heels feature an open-toe design with a stylish ankle strap and a zipper closed-back block heel. The all-over rhinestone embellished design will add a major sparkle to your party dress or formal gown look. Complement your rhinestone heels with matching jewelry and accessories for a picture-perfect look.

    Fit & Features

    • Open almond toe
    • Toe strap
    • Ankle strap
    • Closed-back with a zipper
    • Block heel
    • Glitter mesh material
    • Rhinestone embellishment
    • Runs true to size

    Style Number/Barcode: 07401-2600

    Category Name: Women’s Shoes

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Sleek Lace-Up Heels

    Lace-up in glam heels that showcase your luxe sense of style! The heels feature lace-up straps, an open square toe with a sleek strap over the toe, and a stiletto heel. Complete your look with an LBD for the perfect date night outfit. 

    Fit & Features

    • Lace-up straps
    • Open back
    • Open square-toe
    • Strap over the toe
    • Stiletto heel 
    • Faux leather material 
    • Available in solid and snake print 

    Style Number/Barcode: 07401-2699

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Glitz Stiletto Heels

    Bring on the rhinestone glitz with heels that dazzle. The heels feature a rhinestone embellished ankle strap and an open almond toe with a rhinestone embellished strap. Complete the look with a ruched mini dress.

    Fit & Features

    • Zippered back 
    • Wide ankle strap with rhinestone embellishments
    • Open almond toe with a rhinestone embellished strap over the toe
    • Stiletto heel
    • Composed of a faux suede
    • Runs true to size

    Style Number/Barcode: 07401-2594

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Lug Boots With Pocket

    Lace-up in these chic booties that bring part glam, part edge. The boots feature a mid-calf fit, a lace-up front, an inner zipper closure, an almond toe, a lug sole, and an adjustable band with an attached pocket. Complete look with a graphic tee and cutoff shorts. 

    Fit & Features

    • Mid-calf fit
    • Lace-up front 
    • Inner zipper closure 
    • Almond toe 
    • Lug sole
    • Adjustable band with an attached pocket
    • Faux leather material

    Style Number/Barcode: 07403-1244

    Category Name: Women’s Shoes

    Price: $24.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Chic Clear Strap Stiletto Mules

    Stylish and chic, these stiletto mules will elevate your outfits. They feature an open square toe, a two-strap design made of clear PVC, an open back, and a short stiletto heel. Pair these faux leather mules with a casual dress and sleek hoop earrings.

    Fit & Features

    • Open square toe
    • Two-strap design
    • Clear PVC
    • Open back
    • Short stiletto heel
    • PU material
    • Runs true to size

    Style Number/Barcode: 07401-2725

    Category Name: Women’s Shoes

    Price: $13.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Sophisticated Quilted Faux Leather Block Heels

    Strike a sophisticated look with block heels that are perfect for that upcoming bridal shower! The heels feature an open back, a quilted diamond sole, an open square toe, and a block heel. Complete look with a floral dress. 

    Fit & Features

    • Open back 
    • Adjustable ankle strap 
    • Quilted diamond sole
    • Open square toe
    • Block heel 
    • Faux leather material 

    Style Number/Barcode: 07401-2671

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clear And True Lucite Block Heels

    Elevate with these truly stunning heels! The heels feature an open back, an adjustable ankle strap with a small square buckle, an open almond toe with a clear strap, and a lucite block heel. Complete look with a floral romper. 

    Fit & Features

    • Open back 
    • Adjustable ankle strap 
    • Open almond toe with clear strap 
    • Lucite block heel 
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-2693

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sealed With Edge Jelly Sandals

    These sandals are part glam, part edgy. The sandals feature a t-strap design with studded embellishments, a bow accent, an open almond toe, and composed of jelly material. Complete the look with a cute swimsuit and coverup.

    Fit & Features

    • Open almond toe
    • T-strap design
    • Studs
    • Bow accent
    • Jelly material

    Style Number/Barcode: 07404-0684

    Category Name: Women’s Shoes

    Price: $12.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam It Up Quilted Diamond Block Heels

    Strike a sophisticated look with block heels that are perfect for that upcoming brunch with the squad The heels feature an open back, a quilted diamond sole, an open square toe, and a block heel. Complete look with a floral dress.

    Fit & Features

    • Open back
    • Adjustable ankle strap
    • Quilted diamond sole
    • Open square toe
    • Block heel
    • Faux leather material

    Style Number/Barcode: 07401-2670

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On-Trend Lucite Block Heels

    Stay on-trend with heels that show how on-trend you are! The heels feature an open back with an adjustable ankle strap, a square toe with a clear strap over the toe, and a clear lucite block heel. Complete look with a disty floral dress and a charm necklace. 

    Fit & Features

    • Open back with adjustable ankle strap
    • Open square toe with
    • Clear PVC strap over the toe
    • Lucite block heel 
    • Faux leather material 

    Style Number/Barcode: 07401-2683

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Raise The Bar Faux Suede Platform Heels

    Raise the bar with platform heels that slay your look. The heels feature an adjustable ankle strap, criss-cross straps at the toe, an open almond toe, a wide platform, and a block heel. The heels are composed of a faux suede material. Complete the look with a floral maxi dress. 

    Fit & Features

    • Adjustable ankle strap
    • Criss-cross straps 
    • Open almond toe
    • Wide platform 
    • Block heel
    • Faux suede material 

    Style Number/Barcode: 07401-2730

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chrome Cutie Rhinestone Stiletto Heels

    Shine on with stiletto heels that bring the glitz. The heels feature an open back, sleek rhinestone straps, an open square toe, and a stiletto heel. Complete the look with a satin mini dress.

    Fit & Features

    • Open back 
    • Rhinestone-embellished straps
    • Open-square toe
    • Stiletto heel 
    • Faux leather metallic material
    • Runs true to size

    Style Number/Barcode: 07401-2549

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Glam Studded Jelly Sandals

    These sandals are part glam, part edgy. The sandals feature a t-strap design with studded embellishments, a bow accent, an open almond toe, and composed of jelly material. Complete the look with a cute swimsuit and coverup. 

    Fit & Features

    • Open almond toe
    • T-strap design 
    • Studs
    • Bow accent
    • Jelly material 
    • Patent-like finish 

    Style Number/Barcode: 07404-0683

    Category Name: Women’s Shoes

    Price: $12.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shine Stunner Rhinestone Mules

    Bring the shine with these sparkling mules! The mules feature an open back, rhinestone embellished asymmetrical straps, square toe, and a block heel. Complete your look with a bodycon for the perfect bachelorette party outfit.

    Fit & Features

    • Open back
    • Asymmetrical straps
    • Rhinestones
    • Square toe
    • Block heel

    Style Number/Barcode: 07401-2573

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Double Band Basic Nubuck Mules

    Bring it back to basics with mules that slay! The mules feature an open back design, a double row of bands, and a thin block heel. The mules are composed of a faux nubuck material. Complete look with a ribbed midi dress and moto jacket. 

    Fit & Features

    • Open back 
    • Double row of bands
    • Open almond toe
    • Thin block heel 
    • Faux nubuck material 

    Style Number/Barcode: 07401-2691

    Category Name: Women’s Shoes

    Price: $13.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Strap Faux Leather Block Heels

    Bring it back to basics with heels that dress up your look. The heels feature a closed-back, an adjustable ankle strap, an open almond toe, a single 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
    • Single strap over the toe
    • Block heel
    • Faux leather material

    Style Number/Barcode: 07401-2711

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy And Stylish Stiletto Mules

    Give your look a sassy style with these on-trend heeled mules! They feature an open square toe, a toe strap with a woven design, an open back, and a short stiletto heel. Pair these mules with mom jeans and a floral blouse.

    Fit & Features

    • Open square toe
    • Toe strap with a woven design
    • Open back
    • Short stiletto heel
    • PU material
    • Runs true to size

    Style Number/Barcode: 07401-2723

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Little Sparkle Rhinestone Wedge Heels

    A little sparkle goes a long way. These rhinestone strappy wedge heels serve shine, support, and stunning glam vibes for every plan on your calendar.

    Fit & Features

    • Wedge heel
    • Faux suede material
    • Open square-shaped toe
    • Triple toe strap design, rhinestone embellishments
    • Adjustable ankle strap with buckle detail, closed back
    • Faux leather cushioned insole
    • Runs true to size

    Style Number/Barcode: 07406-000026

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free