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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.

  • Wish On A Rhinestone Starfish Straw Flat Sandals

    Step into summer with these playful straw flat sandals. Featuring a round toe and wide strap adorned with rhinestone starfish and decor, you'll feel like a mermaid strolling on the beach! Complete the look with sunnies.

    Fit & Features

    • Flat sole
    • Round toe
    • Rhinestone embellished starfish and decor
    • Straw with metallic woven threads material
    • Runs true to size

    Style Number/Barcode: 07404-1230

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Attitude Faux Leather Under-The-Knee Boots

    These chic faux leather under-the-knee boots will give your outfits an edgy attitude you'll love. They feature an under-the-knee design with asymmetric stitching and trendy studded accents, buckle straps at the ankle, an inner zipper closure for easy on-and-off styling, a round-shaped toe, and a tall block heel. Style with a mini dress and an oversized blazer!

    Fit & Features

    • Under-the-knee design, pull tabs
    • Asymmetric stitching, studded accents
    • Buckle straps at the ankle
    • Inner zipper closure
    • Round toe, tall block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0968

    Category Name: Women’s Shoes

    Price: $9.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Playful Icon Flat Jelly Slide Sandals

    Playful jelly slides that elevate the iconic style you know and love for spring to summer! These fashion sandals feature a sleek square toe, a woven single band, and a comfortable flat sole on jelly material. Complete the look with a statement tote bag for a beach day or outdoor dinner party! 

    Fit & Features

    • Square toe
    • Woven single band
    • Flat sole
    • Slide on-and-off styling
    • Jelly material
    • Runs true to size

    Style Number/Barcode: 07404-1196

    Category Name: Women’s Shoes

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Cute Flower-Detail Espadrille Wedges

    You'll be feeling oh-so-cute in these flower-detail espadrille wedges! Designed with a trendy espadrille wedge sole, they feature a closed almond toe made with a woven material with metallic threading and an adorable flower cutout design to bring on the summertime vibes. They have a partially closed back and straps that lace up the leg with a tie closure for a fabulous look. Style with your fave sundress for weekend brunch!

    Fit & Features

    • 3.5" Wedge heel
    • Espadrille sole
    • Closed almond toe
    • Woven material with metallic threading, flower cutout design
    • Partial closed back, lace-up straps with tie closure
    • Padded faux leather insole
    • Runs true to size

    Style Number/Barcode: 07406-0352

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Studded Faux Leather Sling-Back Pumps

    Chic and trendy will be your fall vibe in these faux leather pumps featuring a closed pointed toe with sleek studded accents, an adjustable strap across the foot, a sling-back strap, and a block heel. Pair with hoop earrings.

    Fit & Features

    • Block heel
    • Faux leather material
    • Closed pointed toe
    • Studded accents
    • Adjustable strap across foot, buckle detail
    • Sling-back strap
    • Runs true to size

    Style Number/Barcode: 07401-5174

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Life Rhinestone Strappy Faux Leather Sandals

    Live that fabulous glam life in these rhinestone strappy sandals perfect for adding that casual glitz to your looks! Made with a patent faux leather material, these sandals have a stylish sheen for that extra flair. The open square-shaped toe is followed by a thin strappy banded design with iridescent mini rhinestone embellishments for the prettiest sparkle. The open back and flat sole offer effortless on-and-off styling. Pair these sandals with a cute handbag.

    Fit & Features

    • Patent faux leather material
    • Open square toe
    • Thin strappy banded design
    • Iridescent mini rhinestones
    • Open back, flat sole
    • On-and-off styling
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07404-1152

    Category Name: Women’s Shoes

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Moves Block Heel Faux Leather Booties

    Make only trendy moves in these sleek faux leather booties that can be dressed up or down! Perfect for casual plans to festivals, they feature a pointy toe, stacked block heel, and an inner zipper closure that secures the style. Complete the look in a fab denim jumpsuit.

    Fit & Features

    • 3.5" Stacked block heel
    • Faux leather material
    • Pointy toe
    • Inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07403-1768

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • What A Beaut Faux Leather Cowboy Boots

    Add these beaut cowboy boots to your rodeo lineup! They feature a pointed-toe and inner zipper closure that secures the style and a below-the-knee shaft length with a western-inspired pattern on faux leather material. Complete the look for bachelorettes, concerts, or a country bar with a cowboy hat.

    Fit & Features

    • 2.5" Stacked block heel
    • 6.5" leg opening and a 7" shaft height
    • Below-the-knee shaft length
    • Pointed toe
    • Inner zipper closure
    • Western pattern, faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1010

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Season To Shine Metallic Rhinestone Mules

    It's the season to shine! Arrive in sparkly style in these metallic mules featuring a square toe, dazzling rhinestone embellished asymmetrical straps, and a comfortable short block heel. Complete the look with a chic clutch for a dance or banquet!

    Fit & Features

    • Square toe
    • Rhinestone embellished asymmetrical straps
    • Short block heel
    • Luxe fit cushioned insole
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4628

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Timeless Glam Rhinestone Nubuck Stiletto Heels

    Step out in timeless glam in these rhinestone nubuck stiletto heels perfect for any formal occasion! Featuring a flattering square toe and a stunning rhinestone embellished strappy knot design, these stiletto heels will make any outfit stand out. The adjustable ankle strap and nubuck material provide comfort and style. Complete the look in a dressy bolero.

    Fit & Features

    • 4" Stiletto Heel
    • Nubuck material
    • Square toe
    • Rhinestone-embellished strappy knot design
    • Adjustable ankle strap, buckle closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4716

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country Girl Era Block Heel Western Boots

    Step into your country girl era in these block heel western boots with an under-the-knee shaft and a sleek pointy toe. Pair with a cowboy hat for a festival or concert.

    Fit & Features

    • 2.5" Stacked block heel, 7" leg opening, 6" shaft height
    • Under-the-knee shaft length 
    • Western-inspired stitching
    • Pointy toe
    • Brown boots are faux leather material
    • Ivory boots are faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07402-1058

    Category Name: Women’s Shoes

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spiral Rhinestone Stiletto Heels

    Catch all eyes on you in these stiletto heels that bring major glam! The high heels feature an almond toe, a thin toe strap, and a spiral ankle design with rhinestone embellishments. Complete the look with a chic clutch and jewelry.

    Fit & Features

    • Almond toe, stiletto heel
    • Thin toe strap
    • Spiral ankle design
    • Rhinestone embellishments
    • Luxe fit cushioned insole
    • Pink heels are faux leather
    • Black heels are faux nubuck
    • Runs true to size

    Style Number/Barcode: 07401-3948

    Category Name: Women’s Shoes

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Day To Night Strappy Faux Leather Block Heels

    These faux leather heels are essential for taking your look from day to night! They feature a sleek square toe, dual straps, a block heel to elevate the style, and a cushioned footbed for ultimate comfort. Complete the look with a chic hair accessory.

    Fit & Features

    • 3.5" Block Heel
    • Square toe
    • Dual straps
    • Cushioned footbed
    • Faux leather material
    • Silver and gold are metallic
    • Runs true to size

    Style Number/Barcode: 07401-5014

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tough Girl Chic Platform Combat Lug Booties

    You'll be looking tough girl chic all season in these faux leather combat booties perfect for adventures downtown or concerts! These boots are designed with a round toe and lace-up placket for a classic combat style and a platform lug sole and block heel provide both style and stability, making these boots perfect for all-day wear. Elevate your style game with these fierce and functional booties by pairing them with an edgy crop jacket.

    Fit & Features

    • 3" Block heel
    • Inner zipper closure
    • Lace-up
    • Round toe
    • Platform lug sole
    • Runs true to size

    Style Number/Barcode: 07403-1721

    Category Name: Women’s Shoes

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Chic Straw Platform Block Heels

    Platform and boho chic, these block heels were made for fun under the sun! Pack these essential shoes for vacations, weekend trips, or a beach day. They feature an almond toe, an adjustable ankle strap with buckle closure, and a platform sole to elevate the style. Complete the look with the matching hat and bag!

    Shop Matching Hat: Boho Chic Tiered Floppy Straw Hat
    Shop Matching Shoulder Bag: Boho Chic Straw Shoulder Bag
    Shop Matching Tote Bag: Boho Chic Crossbody Straw Tote Bag

    Fit & Features

    • 3.5" Block heel
    • Almond toe
    • Adjustable ankle strap, buckle closure
    • Platform sole
    • Luxe fit cushioned insole
    • Straw material
    • Runs true to size

    Style Number/Barcode: 07401-4659

    Category Name: Women’s Shoes

    Price: $20.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfectly Glam Rhinestone Butterfly Spiral Strap Sandals

    Create a perfectly glam vibe with these rhinestone butterfly strappy sandals! Designed with sleek faux leather, they feature an almond-shaped toe, a dual toe strap and trendy spiral strap design, mini rhinestone embellishments for that glitzy shine, and organza butterfly accents with rhinestone detailing. They include a flat sole with a padded insole for comfortable wear. Style with a summer party dress!

    Fit & Features

    • Faux leather upper
    • Almond toe
    • Dual toe strap and spiral strap design
    • Mini rhinestones
    • Sheer organza butterfly accents with rhinestones
    • Flat sole, padded insole
    • Runs true to size

    Style Number/Barcode: 07406-0362

    Category Name: Women’s Shoes

    Price: $9.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow Getter Rhinestone Stiletto Heels

    Let your glow shine through in these eye-catching stiletto heels featuring a rhinestone embellished spiral design, pointed toe, on a chrome sole. Complete your look in a short party dress for a dressy night out!

    Fit & Features

    • 4" Stiletto heel
    • Pointed toe
    • Rhinestone embellished spiral design
    • Chrome sole
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-3969

    Category Name: Women’s Shoes

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Statement Making Lace-Up Satin Stiletto Heels

    These statement-making satin stiletto heels will catch every eye in the room! They boast a trendy square toe with a knotted strap for stylish flair, a stiletto heel, and lace-up ankle straps to let you customize the look. Complete the look with a cute clutch purse for a dressy occasion.

    Fit & Features

    • 4" Stiletto heel
    • Square toe with knotted strap
    • Lace-up ankle straps
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4987

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Rhinestone Butterfly Spiral Strap Block Heels

    The glitzy metallic block heels feature an open square with a wide toe strap, an asymmetric strap across the foot, and a trendy spiral strap design. The all-over rhinestone embellishments and airy mesh butterfly appliques add that glam enchanting vibe to your formal look.

    Fit & Features

    • 3" Block heel
    • Metallic faux leather material
    • Open square toe
    • Toe strap, asymmetric strap, spiral strap design
    • Mesh butterfly appliques, rhinestones
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-4994

    Category Name: Women’s Shoes

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Party Rhinestone Metallic Block Heels

    Dress up for the party in these sparkly metallic block heels featuring rhinestone embellished straps and a sleek round toe. Perfect for styling with a party dress.

    Fit & Features

    • 2.5" Block Heels
    • Metallic material
    • Round toe
    • Rhinestone embellished straps
    • Adjustable ankle strap, buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-5098

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About Glam Rhinestone Satin Stiletto Heels

    Glam up your dressy style in these satin stiletto heels boasting an on-trend square toe with a gorgeous rhinestone embellished strap, a short stiletto heel, and a cushioned footbed for comfort. Complete the look with a clutch.

    Fit & Features

    • 3.5" Short Stiletto Heel
    • Square toe
    • Rhinestone embellished strap
    • Cushioned footbed
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-5016

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Legendary Style Western Buckle Faux Leather Sandals

    It's impossible not to make an iconic fashion statement in these faux leather sandals! Featuring a sleek square toe, a flat sole, and a Western-inspired buckle along the strap for added flair. Complete the look with a trendy denim jacket.

    Fit & Features

    • Square toe
    • Flat sole
    • Western-inspired buckle on strap
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1239

    Category Name: Women’s Shoes

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Dream Crochet Espadrille Platform Sandals

    These boho crochet espadrille platform sandals are a summer dream! They feature an open square-shaped toe, double-banded straps with a cute multi-colored crochet design, an open back for effortless on-and-off styling, and a tall espadrille platform sole and wide block heel. Style with a flowy sundress.

    Fit & Features

    • 4" Wide block heel
    • Espadrille material, faux leather upper
    • Open square toe
    • Double-banded straps, multi-colored crochet design
    • Open back, on-and-off styling
    • Platform sole
    • Luxe fit cushion insole
    • Runs true to size

    Style Number/Barcode: 07401-4721

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

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

    Activate chic mode with these of-the-moment thong strap clear wedges! They feature a trendy clear wedge cutout heel, an open pointed toe for that sleek look, a faux leather thong strap design, and an open back for effortless on-and-off styling. Pair these heels with chunky hoop earrings and a shoulder bag!

    Fit & Features

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

    Style Number/Barcode: 07406-0344

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale