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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 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 Flex

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

  • Sleek Strut Knee-High Boots

    This fall season, strut with style in these sleek knee-high boots! They feature a pointed toe, a sturdy block heel, an inner zipper closure, and a fitted shaft. Pair these faux leather boots with your favorite sweater dress.

    Fit & Features

    • Knee-high length
    • Pointed toe
    • Block heel
    • Inner zipper closure
    • Fitted shaft
    • PU material, smooth lining
    • Runs true to size

    Style Number/Barcode: 07402-0793

    Category Name: Women’s Shoes

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stellar Shine Thigh-High Stiletto Boots

    Make heads turn in these sexy thigh-high boots featuring a pointed toe, stiletto heel, side zipper closure, and all-over heat stone embellishments on faux suede material. Complete the look in a sultry LBD.

    Fit & Features

    • Pointed toe
    • Stiletto heel
    • Side zipper closure
    • Thigh-high length
    • All-over heat stone embellishments
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0798

    Category Name: Women’s Shoes

    Price: $4.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Icy Clear PVC Lucite Block Heels

    Things will get a little icy up in here! Strut your catwalk in these lucite block heels featuring a sleek square toe, PVC toe, and ankle strap with adjustable buckle closure and a thin clear heel. Complete the look with a gorgeous clutch purse.

    Fit & Features

    • Square toe
    • PVC toe and ankle strap with buckle closure
    • Thin lucite block heel
    • Faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-3974

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wait Fur It Marabou Lucite Heels

    Draw all the attention to you the second you strut in wearing these marabou feather trim heels! They feature a square toe, thin lucite block heel, PVC toe strap, and an adjustable buckle ankle closure. Complete the look in a sassy club dress.

    Fit & Features

    • Square toe
    • Thin lucite block heel
    • PVC toe strap
    • Marabou feather trim
    • Adjustable ankle strap with buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-3757

    Category Name: Women’s Shoes

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dazzle Glitter Mesh Block Heels

    Razzle and dazzle all night in these party-ready glitter mesh block heels featuring a square toe, curved and wide toe strap, closed ankle with buckle strap, and a faux leather footbed. Complete the look in a flirty skater dress.

    Fit & Features

    • Square toe
    • Curved and wide toe strap
    • Block heel
    • Closed ankle with buckle strap
    • Faux leather footbed
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-3978

    Category Name: Women’s Shoes

    Price: $4.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country Cutie PU Western Booties

    Embrace your country roots in these cute PU western booties featuring a pointed toe, stacked block heel, side zipper closure, and fit above the ankle. Complete the look in a denim dress for a night of line dancing!

    Fit & Features

    • Pointed toe
    • Stacked block heel
    • Side zipper closure
    • Fits above the ankle
    • PU faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1602

    Category Name: Women’s Shoes

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Vibes Only Thigh-High Boots

    Showcase sleek vibes only in these fab thigh-high boots! They feature a patent faux leather material with a fitted thigh-high design, a pointed toe, and a block heel. Style with a bodycon mini dress and rhinestone jewelry.

    Fit & Features

    • Fitted thigh-high design
    • Pointed toe
    • Block heel
    • Inner zipper closure
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0808

    Category Name: Women’s Shoes

    Price: $12.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • It-Girl Moment Platform Pumps

    Have yourself an it-girl moment in these fab platform pumps! Featuring a closed toe with an added platform, thin criss-cross straps, and a tall block heel, these pumps are perfect for a night out. Style with a mini dress and a cute handbag.

    Fit & Features

    • Closed almond-shaped toe
    • Platform
    • Thin criss-cross straps, adjustable, buckle detail
    • Closed back
    • Tall block heel
    • Faux nubuck material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-3995

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Killer Looks Faux Leather Snake Booties

    Unveil a killer look in these faux leather snake booties featuring a sassy pointed toe, stiletto heel, side zipper closure, a slouched design, and an above-the-ankle fit. Complete your outfit in a denim jacket and dress.

    Fit & Features

    • Pointed toe
    • Stiletto heel
    • Side zipper closure
    • Slouched design, above-the-ankle fit
    • Faux leather material
    • Snake print
    • Runs true to size

    Style Number/Barcode: 07403-1604

    Category Name: Women’s Shoes

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Magic Moment Chrome Stiletto Pumps

    Have yourself a magic moment in these chrome pumps featuring an on-trend pointed toe, stiletto heel, and a faux leather cushion footbed. Complete the look in a dressy jumpsuit.

    Fit & Features

    • Pointed toe
    • Stiletto heel
    • Sleek design
    • Chrome exterior
    • Faux leather cushion footbed
    • Runs true to size

    Style Number/Barcode: 07401-4070

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Glam Platform Block Heels

    The perfect heels for this new season! With an elevated platform sole and sleek block heel, they’re your go-to for weekday nights and weekend plans.

    Fit & Features

    • 4" Block heel
    • Square toe
    • Criss cross straps
    • Platform sole
    • Closed ankle, adjustable strap with buckle closure
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000442

    Category Name: Women’s Shoes

    Price: $38.90

    Availability: In Stock

    Available Color: NUDE

    Available Size: 5.5, 7, 7.5, 8, 10

  • 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