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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.

  • Bow Beauty Nubuck Platform Booties

    The world is your runway in these nubuck platform booties featuring an almond toe, thin block heel, bow with rhinestone charm, side zipper closure, and an above-the-ankle fit. Complete the look with a crossbody purse.

    Fit & Features

    • Almond toe, thin block heel
    • Platform sole
    • Bow with rhinestone charm
    • Side zipper closure
    • Above-the-ankle fit
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1573

    Category Name: Women’s Shoes

    Price: $20.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Metallic Shine Lace-up Stiletto Heels

    Show off major shine with these fab metallic stiletto heels! They feature an open toe with an asymmetrical strappy design, thin straps that lace up around the ankle, a sleek stiletto heel, and a textured chrome finish. Style with a bodycon dress and hoop earrings.

    Fit & Features

    • Open almond-shaped toe
    • Asymmetrical strappy design
    • Thin straps, lace-up around the ankle
    • Adjustable buckle detail
    • Stiletto heel
    • Textured chrome finish, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-4034

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Best Feet Forward PVC Lucite Mules

    Put your best feet forward in these clear and stylish mules featuring an on-trend square toe, wide PVC strap, lucite block heel, and a quilted faux leather footbed. Complete the look in a chic jumpsuit for a dinner party.

    Fit & Features

    • Square toe
    • Wide PVC strap
    • Lucite block heel
    • Quilted faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07401-4031

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Butterfly Stiletto Heels

    Spread your wings and fly free babe! These whimsical butterfly heels feature an on-trend, square toe, lucite stiletto heel, wrap-around straps with an ankle buckle closure crafted on PU material. Complete your boho charm look in a ring set.

    Fit & Features

    • Square toe
    • Lucite stiletto heel
    • Wrap-around straps
    • Rhinestone butterfly charms
    • Ankle buckle closure
    • PU metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4099

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Foxy Babe Combat Peep Toe Booties

    Walk it like you own it, babe! Unveil an edgy style in these combat booties featuring a trendy almond peep toe, lug sole, stacked block heel, a front lace-up placket, side zipper closure, quilted design, and buckle accents. Complete the look in a moto jacket.

    Fit & Features

    • Almond peep toe, lug sole
    • Stacked block heel
    • Front lace-up placket
    • Side zipper closure
    • Buckle accents
    • Quilted design, faux leather
    • Runs true to size

    Style Number/Barcode: 07403-1572

    Category Name: Women’s Shoes

    Price: $4.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Foot Forward PU Block Heels

    Put your glamorous foot forward in these PU block heels featuring a rhinestone toe strap on a trendy square toe, adjustable buckle ankle strap closure, and a sleek design. Complete your dressy look with a chic clutch purse.

    Fit & Features

    • Square toe
    • Rhinestone toe strap
    • Adjustable buckle ankle strap closure
    • Block heel
    • Sleek design
    • PU material
    • Runs true to size

    Style Number/Barcode: 07401-3990

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Follow The Glitter Block Heels

    Step into these glitter block heels and lead the way up to the party! They feature an almond toe, wide toe strap, criss-cross ankle straps with buckle closure, and a closed ankle. Complete your dressy look in a stunning necklace set.

    Fit & Features

    • Almond toe
    • Block heel
    • Wide toe strap
    • Criss-cross ankle straps, buckle closure
    • Closed ankle
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-3993

    Category Name: Women’s Shoes

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make You Rattle Faux Leather Snake Booties

    These snake booties will make you rattle with excitement! They feature a square toe, block heel, side zipper closure, and an above-the-ankle shaft on faux leather material. Complete your sassy look in a little black dress for a night out.

    Fit & Features

    • Square toe
    • Block heel
    • Side zipper closure
    • Snake print
    • Above-the-ankle shaft
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07403-1600

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Exit Lace-Up Block Heels

    Make your exit so glam in these faux suede heels featuring an almond toe, PVC toe strap, rhinestone embellished block heel, and a lace-up design. Complete the look in a sultry dress for a girl's night.

    Fit & Features

    • Almond toe
    • Rhinestone embellished block heel
    • PVC toe strap
    • Lace-up design
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-3957

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • That Classic Chrome Block Heels

    So classic and sleek, complete your dressy outfit with these chrome block heels featuring an almond toe, rhinestone toe strap, a closed ankle with buckle closure strap, and a quilted faux leather footbed. Perfect for styling with a cute handbag.

    Fit & Features

    • Almond toe
    • Rhinestone toe strap
    • Closed ankle
    • Buckle strap closure
    • Metallic trim
    • Quilted faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07401-3972

    Category Name: Women’s Shoes

    Price: $4.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pop Of Sparkle Rhinestone Heels

    These block heels bring the perfect pop of sparkle to your dressy fit! They feature an almond toe, rhinestone toe, an ankle strap, and a closed ankle with zipper closure, on faux leather material. Complete the look in a stunning necklace set.

    Fit & Features

    • Almond toe
    • Block heel
    • Rhinestone toe and ankle strap
    • Closed ankle, zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3982

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fab Walking Glitter Platform Heels

    Everyone will make way for you in these fabulous glitter platform heels featuring an almond toe, block heel, and buckle ankle strap closure, crafted from a glitter mesh material. Complete the look in a stunning necklace and earrings set.

    Fit & Features

    • Almond toe
    • Block heel
    • Buckle ankle strap closure
    • Platform sole
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-3992

    Category Name: Women’s Shoes

    Price: $22.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rebel With Style Block Heel Booties

    Rebellious fashion has never looked so stylish! Walk tall in these patent leather booties featuring a block heel, pointy toe, side zipper closure, and an above-the-ankle fit. Complete the look in a graphic short dress for a concert.

    Fit & Features

    • Pointy toe
    • Block heel
    • Side zipper closure
    • Above-the-ankle fit
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07403-1557

    Category Name: Women’s Shoes

    Price: $5.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall For Faux Suede Booties

    One go in these faux suede booties and you'll be hooked! They feature a trendy square toe, block heel, side zipper closure, and fit above the ankle. Complete the look in a city chic trench coat.

    Fit & Features

    • Square toe
    • Block heel
    • Side zipper closure
    • Fits above the ankle
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1601

    Category Name: Women’s Shoes

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beauty Queen Rhinestone Block Heels

    A beauty queen like you needs these glam block heels designed with asymmetrical rhinestone straps, ankle buckle closure, and a trendy square toe on nubuck material. Complete the look in a cocktail dress for an evening soiree.

    Fit & Features

    • Square toe
    • Thin block heel
    • Asymmetrical rhinestone straps
    • Ankle buckle closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3953

    Category Name: Women’s Shoes

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Enchantress Rhinestone Strap Heels

    Enchant the room when you step in wearing these block heels featuring a square toe, thin block heel, rhinestone asymmetrical straps, ankle buckle closure, and a chrome accent finish. Complete the look with matching jewelry for your fancy evening.

    Fit & Features

    • Square toe
    • Thin block heel
    • Rhinestone asymmetrical straps
    • Ankle buckle closure
    • Chrome accent finish
    • Runs true to size

    Style Number/Barcode: 07401-3955

    Category Name: Women’s Shoes

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bright Future Glitter Block Heels

    Your future is looking bright and sparkly in these glitter block heels perfect for finishing your formal look! They feature an almond toe, block heel, criss-cross straps, and a back zipper closure. Style with a chic clutch.

    Fit & Features

    • Almond toe
    • Block heel
    • Criss-cross straps
    • Back zipper closure
    • Glitter embellishments
    • Runs true to size

    Style Number/Barcode: 07401-3952

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Babe In Pointed Toe Boots

    Walk tall babe in these PU pointed-toe boots featuring a stylish and sleek under-the-knee silhouette with a block heel and side zipper closure. Complete the look with a boyfriend blazer.

    Fit & Features

    • Pointed toe
    • Block heel
    • Side zipper closure
    • Under-the-knee length
    • PU material
    • Runs true to size

    Style Number/Barcode: 07402-0796

    Category Name: Women’s Shoes

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fur Real Marabou Block Heels

    Embrace your inner diva in these stunning block heels featuring an almond toe, marabou toe strap, and closed ankle with a buckle closure on faux suede material. Complete the look in a sultry cocktail dress.

    Fit & Features

    • Almond toe
    • Marabou toe strap
    • Block heel
    • Closed ankle with buckle closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-3981

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • New Heights Over The Knee Boots

    Take your style to new heights in these over-the-knee boots featuring an almond toe, thin block heel, side zipper closure, and a tie-back customizable drawstring on faux suede material. Complete the look in a casual mini dress.

    Fit & Features

    • Almond toe
    • Thin block heel
    • Side zipper closure
    • Tie-back customizable drawstring
    • Over-the-knee style
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0732

    Category Name: Women’s Shoes

    Price: $4.97 $41.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Magic Lace-Up Block Heels

    Create a magically glam look in a flash with these block heels featuring an almond toe, PVC toe strap, lace-up ankle design, rhinestone embellishments, and a faux leather footbed. Complete the look with jewelry.

    Fit & Features

    • Almond toe
    • PVC toe strap
    • Rhinestone embellished block heel
    • Lace-up ankle design
    • Faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07401-3958

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Contemporary Over The Knee Boots

    Elevate your contemporary style in these over-the-knee boots featuring a sleek almond toe, block heel, side zipper closure, and top tie-back drawstring that lets you customize the fit on faux suede material. Complete the look in a cute crop denim jacket. 

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Over-the-knee style
    • Tie-back customizable drawstring
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0734

    Category Name: Women’s Shoes

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Walking Knit Style Block Booties

    Take stylish steps in these block heel booties featuring an on-trend pointed toe, partial knit and faux leather material, and an above-the-ankle length. Complete the look in a chic blazer.

    Fit & Features

    • Pointed toe 
    • Block heel
    • Above-the-ankle length
    • Partial knit and faux leather material
    • Pull-on/off styling
    • Runs true to size

    Style Number/Barcode: 07403-1611

    Category Name: Women’s Shoes

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Staple Wide-Fit Block Heels

    This chic pair of block heels are a classic staple you need in your wardrobe. They feature a comfortable wide-fit design with an open almond-shaped toe, a toe strap, an adjustable ankle strap with a buckle detail, and a sturdy block heel. The heels are composed of a faux leather material. Complete your formal look with a sleek envelope clutch.

    Fit & Features

    • Wide-fit design
    • Open almond-shaped toe, toe strap
    • Adjustable ankle strap, circular buckle
    • Closed back
    • Block heel
    • Faux leather material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-3899

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale