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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.

  • Stylish As Ever Square Toe Nubuck Block Heels

    Step into summer looking as stylish as ever in these nubuck heels! Always chic and trendy, they feature a square toe, a wide strap, and a block heel that elevates the style. Complete the look in a stylish romper for a brunch or outing with the girls!

    Fit & Features

    • 3.5" Block Heel
    • Square toe
    • Wide strap
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-5094

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Flair Buckle Strap Sling-Back Flats

    Bring that western flair to your chic fall 'fits with these sleek faux leather flats featuring a closed pointed toe, dual etched buckle straps with studded accents, and a sling-back strap. Style with hoop earrings.

    Fit & Features

    • Faux leather material
    • Closed pointed toe
    • Dual etched buckle straps, studded accents
    • Sling-back strap
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07405-0210

    Category Name: Women’s Shoes

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cutest In The West Faux Leather Cowboy Boots

    Yeehaw to these fun cowboy boots! With a stylish almond toe and stacked block heel, these under-the-knee shaft boots feature a western-inspired stitched pattern. Made of faux leather for a comfortable fit that will have you dancing all night long! Complete the look in a denim romper for a concert, festival, or bachelorette.

    Fit & Features

    • 3.5" Stacked Block Heel
    • Almond toe
    • Under-the-knee shaft length
    • Western-inspired stitch patterns
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1017

    Category Name: Women’s Shoes

    Price: $50.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortless Edge Moto Faux Leather Booties

    A pair of moto faux leather booties featuring a sleek square toe, a platform sole to elevate the style, a block heel, and a trendy side hoop strap design. Perfect for styling with a jacket.

    Fit & Features

    • 3.5" Block heel, 5” leg opening, 2.5” shaft height
    • Faux leather material
    • Square toe
    • Inner side zipper closure
    • Side hoop strap design
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07403-1793

    Category Name: Women’s Shoes

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Season Staple Denim Print Faux Leather Stiletto Heels

    Trendy with chic details, these denim print faux leather heels are a staple for the season. Designed with a medium-wash denim print on smooth faux leather material, these heels are a fabulous must-have! They feature an open square-shaped toe with a thin strappy design across the foot, thin adjustable ankle and heel straps with a buckle closure, and a stiletto heel. Pair with the matching shoulder bag for a seamlessly stylish 'fit!

    Shop Matching Bag: Season Staple Denim Print Faux Leather Shoulder Bag

    Fit & Features

    • 4" Stiletto heel
    • Faux leather material with medium-wash denim print
    • Open square toe
    • Thin strappy design
    • Thin adjustable ankle and heel straps with buckle closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4644

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mirror Shine Strappy Metallic Stiletto Heels

    Shine like a mirror in these metallic stiletto heels on dressy occasions! They feature a sleek square toe, strappy design, and a stiletto heel on shiny metallic faux leather material. Complete the look with a clutch purse.

    Fit & Features

    • 4" Stiletto heel
    • Metallic faux leather upper
    • Square toe
    • Strappy design
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-4806

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Mode Thong Strap Cutout Clear Wedges

    Turn on trendy mode with these fab thong strap clear wedges! They feature a clear wedge cutout heel, an open pointed toe for that sleek look, a lycra thong strap design, and an open back for effortless on-and-off styling. Pair these heels with hoop earrings and a chic handbag!

    Fit & Features

    • 4" Clear wedge cutout heel
    • Open pointed toe
    • Lycra thong strap design
    • Open back
    • On-and-off styling
    • Faux leather insole
    • Runs true to size

    Style Number/Barcode: 07406-0343

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Sophistication Strappy Iridescent Block Heels

    Instantly add style and sophistication to your look with these faux leather heels for any occasion! They showcase a sleek square toe, an asymmetric strappy design, an adjustable ankle strap with buckle closure, a block heel, and iridescent faux leather material for the perfect shimmer. Complete the look with a mini purse.

    Fit & Features

    • 4" Block heel
    • Iridescent faux leather material
    • Square toe
    • Asymmetric strappy design
    • Adjustable ankle strap, buckle closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4941

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glow Up Cowgirl Metallic Booties

    Have a major glow up in these cowgirl metallic booties perfect for shining at concerts, festivals, or line dancing! It is designed with a pointed toe, stacked block heel, and trendy western-inspired stitching on the metallic faux leather material. Complete the look in a cute denim jumpsuit.

    Fit & Features

    • 2.5" Stacked block heel
    • 6" leg opening and a 5" shaft height
    • Metallic faux leather material
    • Pointed toe
    • Western-inspired stitching
    • Runs true to size

    Style Number/Barcode: 07403-1780

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Perfect Day Puff Espadrille Wedge Sandals

    From beach vacations to sunset cocktails, these wedge sandals are perfect for summer fun! Featuring a square toe and a unique woven puff strap, you'll stand out in style. The espadrille platform wedge sole and padded faux leather footbed add comfort and elevated trendiness. Complete the look with a chic purse.

    Fit & Features

    • 2" Wedge heel
    • Square toe
    • Woven puff strap
    • Espadrille platform sole
    • Padded faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07406-0358

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Fab Raffia Flower Stiletto Pumps

    Show up looking trendy and fab in these raffia design pumps featuring a closed pointed toe with a braided flower applique, a sling-back strap, and a sleek stiletto heel. Style with a midi dress for a rooftop bar!

    Fit & Features

    • 3.5" Stiletto heel
    • Raffia design, faux leather material
    • Closed pointed toe
    • Braided raffia flower applique
    • Sling-back strap
    • Runs true to size

    Style Number/Barcode: 07401-5163

    Category Name: Women’s Shoes

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soiree Glam Rhinestone Bow Platform Block Heels

    A pair of nubuck block heels feature rhinestone embellished bows for a hint of glam and an elevated platform sole. Perfect for styling with a purse.

    Fit & Features

    • 4" Block Heel
    • Nubuck material
    • Square toe
    • Rhinestone embellished bows
    • Adjustable ankle strap with buckle closure
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07401-5112

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Charm Rhinestone Bow Ballet Flats

    Fit & Features

    • Sheer mesh fabrication
    • Closed almond toe
    • Rhinestones
    • Bow accent
    • Flat sole
    • Runs 1/2 size too big 

    Style Number/Barcode: 07405-0191

    Category Name: Women’s Shoes

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Must-Have Under The Knee Croc Faux Leather Boots

    These croc faux leather boots are a must-have for fall this season! These stunning boots feature a pointed-toe design and a block heel for a sleek and sophisticated look. With an inner zipper closure and under the knee length shaft, these boots offer both style and functionality. Complete the look with a chic sleeveless mini dress and sunglasses!

    Fit & Features

    • 3.5" Block Heel
    • Pointed-toe
    • Inner zipper closure
    • Under the knee length shaft
    • Embossed croc faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1023

    Category Name: Women’s Shoes

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Slither Under-The-Knee Snake Boots

    This pair of faux leather boots features a sassy snake pattern, a pointed toe, inner zipper closure, a block heel, and an under-the-knee length fit perfect for styling with skirts or dresses.

    Fit & Features

    • 3" Block heel, 7.5" leg opening, 16" shaft height
    • Snake pattern, faux leather material
    • Pointed toe
    • Inner zipper closure
    • Under-the-length shaft height
    • Runs true to size

    Style Number/Barcode: 07402-1021

    Category Name: Women’s Shoes

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparkly Deets Rhinestone Bow Stiletto Pumps

    These sparkly stiletto pumps feature a rhinestone embellished closed pointed toe, a bow accent, and an ankle strap for support. Perfect for styling with a clutch for any dressy occasion.

    Fit & Features

    • 2.5" Stiletto heel
    • Metallic material
    • Rhinestone embellished closed pointed toe
    • Bow accent
    • Ankle strap
    • Runs true to size

    Style Number/Barcode: 07401-5108

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

  • Blooming Chic Flower Detail Faux Leather Block Heels

    Create a blooming chic 'fit perfect for the season with these cute block heels! Made with smooth faux leather, they feature an open square-shaped toe, a detailed toe strap with faux leather flower accents and faux pearl center beading, thin adjustable ankle and heel straps, and a sleek thin block heel. Style with the matching crossbody bag for an adorable look!

    Shop Matching Bag: Blooming Chic Flower Detail Clear Crossbody Bag

    Fit & Features

    • 3" Thin block heel
    • Faux leather upper
    • Open square toe
    • Toe strap, faux leather flower accents, faux pearl beading
    • Adjustable ankle and heel straps, buckle closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4702

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here To Dazzle Rhinestone Strappy Block Heels

    These fabulous rhinestone strappy block heels are here to dazzle up the night! Made with a smooth nubuck material, they feature an open square-shaped toe, a rhinestone-embellished strappy design with a chic knotted center, thin adjustable ankle and heel straps with a buckle closure, and a sleek thin block heel. Style with rhinestone fringe earrings for all the more glamour!

    Fit & Features

    • Thin block heel
    • Nubuck material
    • Open square toe
    • Rhinestone-embellished strappy knotted design
    • Adjustable ankle and heel straps with buckle
    • Faux leather luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4719

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glamour Steps Rhinestone Strappy Flat Sandals

    Add glamour to your steps in these faux leather flat sandals showcasing a sparkling rhinestone embellished trim, round toe, and rhinestone-embellished strappy design with an adjustable ankle strap with buckle closure. Complete the look in a casual bodycon dress for a day out and about!

    Fit & Features

    • Flat sole
    • Faux leather material
    • Round toe
    • Rhinestone trim
    • Rhinestone embellished strappy design
    • Adjustable ankle strap, buckle closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07404-1158

    Category Name: Women’s Shoes

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

  • Style Quotient Platform Denim Block Heels

    Amp your style quotient in these sassy denim block heels perfect for any plans! The round toe and platform sole provide an elevated look, while the adjustable ankle strap with buckle closure secures the style. Complete the look in a mini dress and jacket.

    Fit & Features

    • 5" Block heel
    • Round toe
    • Platform sole
    • Contrast straps
    • Adjustable ankle strap, buckle closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4724

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Picture Perfect Rhinestone Flower Block Heels

    Any look you rout together will be picture-perfect in these faux leather block heels! Made with faux leather material, these heels are perfect for adding a touch of fun and glamour to any outfit. These playful platform heels feature a square toe and strappy design adorned with rhinestone flowers. The adjustable ankle strap with buckle closure ensures a comfortable fit. Complete the look in a cute skater dress for brunch or shower!

    Fit & Features

    • 2.5" Block Heel
    • Square toe
    • Strappy design with rhinestone embellished flowers
    • Platform sole
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4884

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Trend Western Buckle Faux Leather Slide Sandals

    Create on-trend looks all season in these faux leather slide sandals that have a cute Western flair! They feature a curved square toe, dual faux leather straps with grommets and buckle accents with etched designs, and a comfortable footbed and rigid sole. Complete the look in a cute denim romper for a backyard BBQ party!

    Fit & Features

    • Rigid flat sole
    • Curved square toe
    • Dual faux leather straps, grommets, buckle accents
    • Comfortable footbed
    • Runs true to size

    Style Number/Barcode: 07405-0185

    Category Name: Women’s Shoes

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunset Drinks Platform Block Heels

    These fab platform block heels were made to be worn while sipping on some drinks at sunset! They feature an open almond-shaped toe with an adorable knotted toe strap design, a thin adjustable ankle strap with a buckle closure, a closed back, a tall platform sole, and a chunky block heel. Style with your fave summer dress for happy hour!

    Fit & Features

    • 5" Block heel
    • Open almond toe, knotted toe strap design
    • Adjustable ankle strap with buckle closure, closed back
    • Platform sole, padded faux leather insole
    • Natural heels are woven material with a metallic threaded design
    • Denim heels are denim material
    • Runs true to size

    Style Number/Barcode: 07401-4857

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country Era Faux Leather Under-The-Knee Cowboy Boots

    Enter your country-girl era with these totally fab cowboy boots! Made with sleek faux leather material, these under-the-knee boots feature a pointed toe, a sturdy block heel for comfortable wear, a western-inspired stitched design, and pull tabs for effortless on-and-off styling. Pair with a flirty short dress and hoop earrings for a concert or party!

    Fit & Features

    • 3" Block heel
    • 8" Leg opening and a 11" shaft height
    • Under-the-knee shaft
    • Faux leather upper
    • Pointed toe
    • Pull tabs
    • Runs true to size

    Style Number/Barcode: 07402-1012

    Category Name: Women’s Shoes

    Price: $11.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale