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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 summer 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 Summer Flex

Scroll less and slay more with Windsor’s must-have summer 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.

  • 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
  • Extra Bling Mesh Stiletto Heels

    Bring on the bling! Who says your footwear can't be extra? These stiletto heels feature all the glitz and glam on an open almond toe design, platform sole, and strappy detailing with a buckle accent and zipper closure. Composed of rhinestone and glitter mesh material. Finish the look with a matching clutch purse.

    Fit & Features 

    • Open almond toe
    • Platform sole 
    • Stiletto heel
    • Strappy detailing, buckle accent
    • Closed ankle, zipper closure
    • Rhinestone and glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-3740

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Links Wrap Platform Wedges

    Edgy and sultry, these platform wedges are perfect for warm nights! They feature an almond toe, chain-link toe strap, a wrap-around ankle with buckle closure, and faux suede material. Complete the look in a chic jumpsuit.

    Fit & Features

    • Almond toe
    • Chain-link toe strap
    • Wrap-around ankle, buckle closure
    • Platform sole
    • Faux suede material

    Style Number/Barcode: 07406-0288

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glitzy Rhinestone Chrome Block Heels

    Glitzy with each step! Shine at the formal in these chrome block heels featuring an almond toe, rhinestone-embellished toe, and cross straps with a back zipper closure. Complete the look in a special occasion dress for prom.

    Fit & Features

    • Almond toe
    • Block heel
    • Rhinestone embellished toe and cross straps
    • Back zipper closure
    • Chrome finish
    • Runs true to size

    Style Number/Barcode: 07401-3967

    Category Name: Women’s Shoes

    Price: $10.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Darn-Tootin' Cute Western Boots

    These western boots are darn-tootin' cute! They feature a pointed toe, stacked block heel, embroidery detail, and a below-the-knee length on PU material. Complete the look in a crochet dress for the festival season. 

    Fit & Features

    • Pointed toe
    • Stacked block heel
    • Below-the-knee length
    • PU material
    • Pull-on/off styling
    • Runs true to size

    Style Number/Barcode: 07402-0776

    Category Name: Women’s Shoes

    Price: $5.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cowgirl Digs Faux Suede Booties

    Dig up your cowgirl style! These faux suede booties feature a western-inspired design on a pointed toe, stacked block heel with a side zipper closure, and an ankle-length fit. Complete the look in a Panama hat for festival season.

    Fit & Features

    • Pointed toe
    • Stacked block heel
    • Side zipper closure
    • Ankle-length fit
    • Faux suede material
    • Western-inspired design
    • Runs true to size

    Style Number/Barcode: 07403-1506

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country Kicks Faux Leather Block Booties

    Get your kicks for upcoming country music festivals! Show your cowgirl spirit in these faux leather western-inspired booties featuring a pointed toe, stacked block heel, side zipper closure, and an ankle-length fit. Complete the look in distressed denim shorts.

    Fit & Features

    • Pointed toe
    • Stacked block heel
    • Side zipper closure
    • Ankle-length fit 
    • Western-inspired design
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1507

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Walk This Way Block Heels

    Strut it out in block heels that elevate 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 leather 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 leather material 
    • Runs true to size 

    Style Number/Barcode: 07401-3917

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfect Sparkle Rhinestone Sandals

    Get the perfect amount of sparkle for your everyday looks with these fab embellished sandals! They feature an open curved toe, an asymmetrical strappy design with mini rhinestone embellishment, and a flat sole. Style these sandals with a cute blouse and denim shorts.

    Fit & Features

    • Open curved toe
    • Asymmetrical strappy design
    • Rhinestone embellishment
    • Rhinestone outline trim
    • Flat sole, faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1020

    Category Name: Women’s Shoes

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Basics Nubuck Slide Sandals

    Keep your look stylish in these nubuck slide sandals perfect for dressing up or down. They feature an almond toe, a wide strap, and a slide-on/off styling. Complete the look in a cute sundress for a coffee date.

    Fit & Features

    • Almond toe
    • Wide strap
    • Flat silhouette
    • Slide-on/off styling
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07404-0988

    Category Name: Women’s Shoes

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Classic Block Heels

    These chic block heels will always be a classic staple. They feature an open square-shaped toe with a strap, a thin ankle strap, a back zipper closure, and a block heel. Style with a sleek clutch.

    Fit & Features

    • Open square-shaped toe
    • Toe strap
    • Thin ankle strap
    • Back zipper closure
    • Block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3930

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Step Out And Sparkle Glitter Heels

    Step out and sparkle your next night out in these fab glitter mesh heels. They feature an open square-shaped toe with a strap, a thin ankle strap, a back zipper closure, and a block heel. Style with rhinestone duster earrings.

    Fit & Features

    • Open square-shaped toe
    • Toe strap
    • Thin ankle strap
    • Back zipper closure
    • Block heel
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-3932

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country Girl Western Boots

    Get your line dancing on country girl in these PU western boots. They feature a pointed toe, block heel, embroidery detail, and a below-the-knee length. Complete the look in a crochet top for a festival.

    Fit & Features

    • Pointed toe
    • Block heel
    • Embroidery detail
    • Below-the-knee length
    • PU material
    • Runs true to size

    Style Number/Barcode: 07402-0777

    Category Name: Women’s Shoes

    Price: $12.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Style Stunner Faux Leather Block Heels

    Step out in style with block heels that elevate your look! The heels feature a closed zippered back, a wrap-around ankle strap, an open almond toe with strap over the toe, and a block heel. The heels are composed of a faux leather material. Complete look with a bodysuit and mini skirt. 

    Fit & Features

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

    Style Number/Barcode: 07401-3936

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • One Glam Night Rhinestone Block Heels

    You'll have one glam night wearing these chrome rhinestone heels! They feature a square toe, a thin block heel, and a wrap-around ankle strap with buckle closure. Complete the look with a glitzy necklace.

    Fit & Features

    • Square toe 
    • Thin block heel
    • Rhinestone decor
    • Wrap-around buckle ankle strap
    • Chrome finish
    • Runs true to size

    Style Number/Barcode: 07401-3656

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Thong Sandals

    These classic thong sandals are the perfect pair for the spring and summer seasons. They feature an open curved toe, thong-style faux leather straps, and a soft foam flat sole. Pair these sandals with a sheer flowy duster.

    Fit & Features

    • Open curved toe
    • Thong-style faux leather straps
    • Soft comfort fit
    • Runs true to size

    Style Number/Barcode: 07404-1064

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Minimalistic Chic PU Woven Sandals

    Achieve minimalistic style in these PU woven sandals perfect for open-toe weather! They feature an almond toe and a single band with a crocodile accent strap. Complete the look in linen joggers and a sleeveless top.

    Fit & Features

    • Almond toe
    • Single PU band
    • Crocodile accent strap
    • Comfort fit
    • Slide-on/off styling
    • Runs true to size

    Style Number/Barcode: 07404-1061

    Category Name: Women’s Shoes

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Outing Nubuck Sandals

    These cute and effortless nubuck sandals are perfect for your upcoming weekend plans! They feature an almond toe and a thong-style strap on a comfortable footbed. Complete the look in a tank top and denim mom shorts.

    Fit & Features

    • Almond toe
    • Thong-style nubuck straps
    • Comfortable fit
    • Slide-on/off styling
    • Runs true to size

    Style Number/Barcode: 07404-1063

    Category Name: Women’s Shoes

    Price: $16.90

    Availability: Out of Stock

    Product Badge:
    • Sale