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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.

  • Classic Glamour Rhinestone Strap Pumps

    Radiate classic glamour in these chic pumps! They feature a closed pointed toe, a sparkly rhinestone-adorned ankle strap, a closed back, and a block heel. Style with a little black dress and an envelope clutch for your next dinner date.

    Fit & Features

    • Closed pointed toe
    • Rhinestone embellished ankle strap, adjustable, buckle detail
    • Closed back
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07401-4020

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back To Basics Block Heel Ankle Booties

    Step up your style game with the back to basics block heel ankle booties. Featuring a chic block heel, faux microsuede, and a sleek pointed toe, these booties are your new go-to for any outfit.

    Fit & Features

    • Block heel
    • Faux microsuede material
    • Closed pointed toe
    • Inner zipper closure
    • Ankle-fit
    • Runs true to size

    Style Number/Barcode: 07403-1831

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparkling Beauty Rhinestone Block Heels

    A block heel that unlocks your inner sparkling beauty! They feature a square toe, a rhinestone embellished toe strap, a closed ankle, and an adjustable ankle strap with buckle closure. Complete the look with a glitzy clutch purse for a special occasion!

    Fit & Features

    • Square toe
    • Rhinestone embellished toe strap
    • Closed ankle
    • Adjustable ankle strap with buckle closure
    • Block heel
    • Runs true to size

    Style Number/Barcode: 07401-4002

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Back In The West Studded Cowboy Boots

    Get into the western vibe in these studded cowboy boots perfect for the festival and concert season! 

    Fit & Features

    • 3” in heel height, 7.5” leg opening,11.5” shaft height.
    • Pointed toe
    • Inner zipper closure
    • Studded accents, western-inspired stitched pattern
    • Mid-shaft length
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1099

    Category Name: Women’s Shoes

    Price: $46.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • One And Only Nubuck Block Heels

    The one and only nubuck block heel you can style for day or night! They feature a square toe, wide toe strap, a closed back, criss-cross ankle strap with adjustable buckle closure. Complete the look with a chic crossbody purse.

    Fit & Features

    • Square toe
    • Wide toe strap
    • Block heel
    • Closed back
    • Criss-cross ankle strap, adjustable buckle closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3988

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Shining Rhinestone Strappy Sandals

    Shine from your toes in these glam rhinestone strappy flat sandals to elevate your everyday look or vacation style!

    Fit & Features

    • Round toe
    • Rhinestone embellished strappy design
    • Toe loop design
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1267

    Category Name: Women’s Shoes

    Price: $19.90

    Availability: In Stock

    Available Color: ROSE, GOLD

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9

  • Dazzling In Rhinestone Block Heels

    Razzle and dazzle at every formal event in these block heels! They feature an on-trend square toe, three rhinestone straps, and a closed ankle and back zipper closure. Complete the look in a statement bracelet and earrings.

    Fit & Features

    • Square toe, block heel
    • Three rhinestone straps
    • Closed ankle
    • Back zipper closure
    • Black: nubuck material
    • Silver: chrome material
    • Runs true to size

    Style Number/Barcode: 07401-4004

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Your Moment Platform Rhinestone Stiletto Heels

    It's your moment to shine! Bring the glitz in these rhinestone stiletto heels featuring an almond toe, platform sole, a closed ankle, and an adjustable buckle ankle strap. Complete the look with a cute satin purse.

    Fit & Features

    • Almond toe
    • Stiletto heel
    • Rhinestone exterior
    • Platform sole
    • Adjustable buckle ankle strap
    • Closed ankle 
    • Runs true to size

    Style Number/Barcode: 07401-3583

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Rhinestone Strappy Leopard Print Block Heels

    Walk on the wild side with sassy rhinestone strappy leopard print block heels. Featuring a 4" block heel, criss-cross straps, and luxe cushioned insoles. Perfect for your fierce adventures!

    Fit & Features

    • 4" Block heel
    • Leopard-printed satin material
    • Open almond-shaped toe
    • Thin criss-cross strappy design across the foot, adjustable ankle and heel straps, buckle detail
    • Clear rhinestone embellishments
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5193

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Resort Ready Eyelet Linen Platform Block Heels

    Elevate your spring-to-summer looks in these eyelet linen platform block heels, perfect for a resort vacation or weekend event.

    Fit & Features

    • Block heel
    • Square toe, criss cross toe strap
    • Platform sole
    • Luxe fit cushioned insole
    • Adjustable ankle strap, buckle closure
    • Eyelet linen material
    • Runs true to size

    Style Number/Barcode: 07401-5274

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

    Product Badge:
    • Best Seller
  • Dazzling Grace Faux Pearl Platform Heels

    Nail the glam look with these faux pearl platform heels. Featuring a chic faux nubuck design, pearl buckle, and cushioned insole, these heels are your new go-to for effortless style.

    Fit & Features

    • 3.5" Block heel
    • Faux nubuck material
    • Open almond toe with single wide strap design
    • Adjustable ankle strap with faux pearl buckle
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5136

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classy Luxe Rhinestone Strappy Stiletto Mules

    Step out in these classy luxe stiletto mules with glitzy rhinestone embellished straps perfect for bringing glam to every party or event. Pair with a clutch.

    Fit & Features

    • 3.5" Stiletto heel
    • Square toe
    • Rhinestone-embellished straps
    • Luxe fit cushioned insole
    • Glitter material
    • Runs true to size

    Style Number/Barcode: 07401-5202

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: GOLD

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9

  • Sporty Chic Contrast Sneakers

    Fit & Features

    • Round toe
    • Faux leather with faux suede contrast
    • Lace-up front closure
    • Rubber gum sole
    • Silver features metallic contrast 
    • Runs true to size

    Style Number/Barcode: 07407-0238

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: GREEN

    Available Size: 6

  • Sunny Fave Espadrille Platform Wedges

    These adorable espadrille platform wedges will be a new fave for sunny weekend plans! With the trendy square toe and thin strappy design, you'll love styling them with your brunch dresses.

    Fit & Features

    • 4" Espadrille wedge heel
    • Open square toe
    • Asymmetric strappy design
    • Adjustable ankle strap with buckle detail
    • Platform design
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07406-0363

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: 8, 8.5, 9

    Product Badge:
    • Best Seller
  • Shimmering Sparkle Rhinestone Chrome Stiletto Heels

    Fit & Features

    • 3.5" Stiletto heel
    • Faux leather material, chrome finish
    • Open square toe
    • Double-row rhinestone embellished strap
    • Adjustable ankle strap
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5129

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: GOLD

    Available Size: 8.5

  • Made For Dancing Laser Cut Cowboy Boots

    These cowboy boots are made for dancing! They flaunt a trendy and unique laser cut design that stands out in any crowd at festivals or concerts.

    Fit & Features

    • Stacked block heel
    • Pointed toe
    • Inner zipper closure
    • Laser cut design
    • Knee high shaft length
    • Runs true to size

    Style Number/Barcode: 07402-1100

    Category Name: Women’s Shoes

    Price: $46.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9

  • Dazzling Glam Rhinestone Bow Satin Stiletto Heels

    Fit & Features

    • Stiletto heel
    • Satin-like material
    • Open almond toe
    • Wide strap over toe
    • Large bow accent with rhinestone trim
    • Cushioned luxe fit
    • Runs true to size

    Style Number/Barcode: 07401-5142

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slay Every Step Strappy Platform Heels

    Slay every step in these chic platform heels designed with criss-cross straps and a tall block heel.

    Fit & Features

    • Block heel
    • Faux nubuck material
    • Open almond toe, toe strap
    • Criss-cross straps, adjustable with buckle closure
    • Closed back, platform sole
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5253

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Gorgeous Height Strappy Block Heels

    Add gorgeous height to your look in these strappy block heels for a major vibe this season! 

    Fit & Features

    • Block heel
    • Square toe
    • Strappy design
    • Adjustable ankle strap, buckle closure
    • Sleek faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5234

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Glam Rhinestone Chrome Clear Block Heels

    Bring major glam vibes to birthday parties or bachelorette festivities in these rhinestone chrome clear block heels! Designed with sleek faux leather with a reflective chrome sheen, they feature an open almond-shaped toe, a wide clear strap across the foot with sparkling rhinestone embellishments, thin adjustable ankle and heel straps, and a tall thin clear block heel. Style with a glitter clutch!

    Fit & Features

    • 4" Block heel
    • Chrome sheen
    • Faux leather upper, padded insole
    • Open almond toe, clear PVC strap, mini rhinestones
    • Adjustable ankle and heel straps with buckle closure
    • Clear lucite block heel
    • Runs true to size

    Style Number/Barcode: 07401-4711

    Category Name: Women’s Shoes

    Price: $18.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gorgeous Flash Strappy Rhinestone Block Heels

    Add these rhinestone block heels for a gorgeous flash to dressy looks! They feature a sleek square toe, strappy rhinestone embellished straps, and a low block heel on faux leather material. Complete the look in a chic jumpsuit or romper for a soiree!

    Fit & Features

    • 2" Block heel
    • Square toe
    • Strappy rhinestone embellished straps
    • Faux leather material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4794

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

  • Rodeo Drive Western Faux Leather Cowboy Boots

    Kick up your style in these western cowboy boots at bachelorettes, festivals, or concerts! They feature a sleek square toe, stacked block heel, and western-inspired stitch designs, these under-the-knee boots are the perfect addition to your country kicks. Complete the look with a cowboy hat.

    Fit & Features

    • 3" Stacked block heel
    • 7" leg opening and a 8" shaft height
    • Square toe
    • Under-the-knee length shaft
    • Faux leather material, western stitch designs
    • Runs true to size

    Style Number/Barcode: 07402-1013

    Category Name: Women’s Shoes

    Price: $12.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cowgirl Charm Rhinestone Western Denim Booties

    These western denim booties exude effortless cowgirl charm! Featuring a pointed toe with a square metal trim, these booties are perfect for a hoedown at the country bar. The rhinestone embellished trim adds a touch of sparkle, while the inner zipper closure and stacked block heel ensure both style and comfort. Pair with a fun fringe denim jacket.

    Fit & Features

    • 2" Stacked block heel, metal trim
    • Pointed toe, metal square trim
    • Rhinestone embellished trim
    • Inner zipper closure
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07403-1762

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Everyday Sling Back Patent Leather Flats

    The everyday patent leather flats your closet needs to create sweet and simple looks! The closed square toe and dual buckle straps add a trendy touch, while the cutout design keeps it modern. The sling-back ankle strap with buckle closure ensures a secure fit, and the low block heel and cushioned insole provide all-day comfort. Complete the look in a casual dress and blazer!

    Fit & Features

    • 1" Low Block Heel
    • Closed square toe
    • Dual buckle straps
    • Slingback ankle strap, buckle closure
    • Cushioned insole
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07405-0073

    Category Name: Women’s Shoes

    Price: $24.90

    Availability: Out of Stock