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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.

  • Bringing The Glitz Rhinestone Mules

    Bring the glitz with rhinestone mules that radiate the glamour! The mules feature an open back, an asymmetrical rhinestone strap, a wide clear PVC strap, a rhinestone strap over the toe, an open square toe, and a lucite block heel. Complete look with a midi dress and clutch. 

    Fit & Features

    • Open back 
    • Asymmetrical rhinestone strap
    • Wide clear PVC strap
    • Open square toe
    • Lucite block heel 
    • Runs true to size 

    Style Number/Barcode: 07401-3657

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Class Act PVC Pumps

    Keep it classy in a pair of pumps that are perf for your workwear and chic outfits! The pumps feature an open back, a clear strap at the heel, an adjustable ankle strap, a clear pointed toe, and a stiletto heel. Complete look with a blazer and skirt combination. 

    Fit & Features

    • Open back, clear strap at heel
    • Adjustable ankle strap
    • Clear pointed toe
    • Stiletto heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3659

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rhine And Glow Rhinestone Mules

    Add a stylish spark to your fit with rhinestone mules that bring the glamour! The mules feature an open back, an asymmetrical rhinestone strap, a wide clear PVC strap, a rhinestone strap over the toe, an open square toe, and a lucite block heel. Complete look with a midi dress and clutch. 

    Fit & Features

    • Open back 
    • Asymmetrical rhinestone strap
    • Wide clear PVC strap
    • Open square toe
    • Lucite block heel 
    • Runs true to size 

    Style Number/Barcode: 07401-3658

    Category Name: Women’s Shoes

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endless Chic Faux Leather Espadrille Wedges

    Channel endless chic with wedges that will have you ready for that next brunch date! The wedges feature an open back, an open almond toe, a ruched two-band design, and an espadrille wedge heel. The bands and insole are composed of a faux leather material. Complete look with a matching top and skirt combination. 

    Fit & Features

    • Open back 
    • Open almond toe
    • Two-band design
    • Ruching 
    • Espadrille wedge heel
    • Faux leather 
    • Heels run small. Fit model recommends one size up.

    Style Number/Barcode: 07406-0306

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Business Peep Toe Lattice Booties

    Take care of business in chic style with these peep-toe booties! They feature an almond toe, stacked block heel, lattice front with lace-up, on faux suede material. Complete the look in a trendy sweater dress.

    Fit & Features

    • Almond peep toe
    • Stacked block heel
    • Lattice front, lace-up
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1438

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twinkle Toes Satin Stiletto Heels

    Twinkle with each step in these glam-worthy satin stiletto heels featuring an almond toe, stiletto heel, dual rhinestone-embellished toe straps, and a buckle ankle closure. Complete your dressy look with a matching clutch.

    Fit & Features

    • Almond toe
    • Stiletto heel
    • Dual rhinestone-embellished toe straps
    • Buckle ankle closure
    • Satin material 
    • Runs true to size

    Style Number/Barcode: 07401-3692

    Category Name: Women’s Shoes

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cross Paths Nubuck Block Heels

    Cross paths with these chic nubuck heels for a classy and stylish look! They feature an almond toe, short block heel, and criss-cross straps with an ankle buckle closure. Complete the look in a dressy skater dress for a social event.

    Fit & Features

    • Almond toe
    • Short block heel
    • Criss-cross straps
    • Ankle buckle closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3944

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Under Wraps Strappy Block Heels

    Get your style locked down in these block heels perfect for dressing up your 9 to 5 and after-hour look! They feature an almond toe, short block heel, asymmetrical straps, and an ankle buckle closure on faux leather material. Complete the look in a sleek midi dress.

    Fit & Features

    • Almond toe
    • Short block heel
    • Asymmetrical straps
    • Ankle buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3939

    Category Name: Women’s Shoes

    Price: $19.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Days Basic Strap Sandals

    These cute and comfy sandals are perfect for those casual summer days. They feature an open round toe with a wide strap, an adjustable ankle strap with a buckle, and a foam comfort sole. Style with a crop top and cutoff denim shorts.

    Fit & Features

    • Open round toe
    • Wide toe strap
    • Adjustable ankle strap, buckle detail
    • Foam comfort sole
    • Faux nubuck straps
    • Runs true to size

    Style Number/Barcode: 07404-1070

    Category Name: Women’s Shoes

    Price: $8.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vibe Out Y2K Lace-Up Block Heels

    Vibe out in 2000's style! These block heels will give your outfit a major throwback. Featuring an almond toe, block heel, a lace-up design, and a marble print. Complete the look in a cool denim jacket.

    Fit & Features

    • Almond toe
    • Block heel
    • Lace-up design
    • Marble print
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-3894

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Spiral Rhinestone Sandals

    Dress up your night out look in these rhinestone sandals featuring an almond toe, open-back design, spiral ankle strap, and chrome trim. Complete the look in a sultry velvet mini dress.

    Fit & Features

    • Almond toe
    • Open-back design
    • Spiral ankle strap
    • Rhinestone embellishments
    • Chrome trim
    • Runs true to size

    Style Number/Barcode: 07404-1002

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Photo Ready Nubuck Platform Heels

    These nubuck heels are picture perfect! They feature an almond toe, block heel, platform sole, and a wide toe and ankle strap with buckle closure. Complete the look in a sultry bustier and denim jeans for a night on the town.

    Fit & Features

    • Almond toe
    • Block heel
    • Platform sole
    • Wide toe and ankle strap with buckle closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3660

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classy Lace-Up Ballet Sandals

    Show off your classic style in these ballet sandals featuring a round toe, lace-up ribbon straps, a closed-back, and a faux leather footbed. Complete the look in a skater dress for a semi-formal occasion.

    Fit & Features

    • Round toe
    • Lace-up ribbon straps
    • Closed-back
    • Faux leather footbed
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1065

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love Sprung Strappy Block Heels

    You'll get love sprung for these cute and essential block heels for your everyday style. They feature an almond toe, short block heel, a thin toe, and a crisis cross ankle strap with buckle closure. Complete the look in a chic jumpsuit for a dressy brunch.

    Fit & Features

    • Almond toe
    • Short block heel
    • Thin toe and criss-cross ankle strap
    • Buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3945

    Category Name: Women’s Shoes

    Price: $26.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dazzle Me Rhinestone Square Toe Sandals

    Bring a dazzling aura in these square toe sandals embellished with sparkling rhinestones, perfect for day or night.

    Fit & Features

    • Square toe
    • Rhinestone-embellished strap
    • Fat sole with rhinestone-embellished trim
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-000034

    Category Name: Women’s Shoes

    Price: $20.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Step In Nubuck Block Heels

    Step into these stylish nubuck block heels featuring a trendy square toe, a thin toe, and an ankle strap with buckle closure. Complete the look in a flirty sundress.

    Fit & Features

    • Square toe
    • Block heel
    • Thin toe and ankle strap with buckle closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3921

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Clear As Day PVC Slide Sandals

    It's clear as day that you need these sandals in your daily lineup! They feature an almond toe, flat sole, and a wide PVC strap. Complete the look in a crop top and jeans for a movie date.

    Fit & Features

    • Almond toe
    • Flat sole
    • Wide PVC strap
    • Slide-on/off styling
    • Runs true to size

    Style Number/Barcode: 07404-1003

    Category Name: Women’s Shoes

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strapped In Nubuck Lace-Up Booties

    Get strapped into the stylish allure of these nubuck booties! Featuring an almond toe, block heel, and lattice cutout design with a lace-up front and zipper closure. Complete the look in a chic sweater dress.

    Fit & Features

    • Almond toe, block heel
    • Lattice cutout design
    • Lace-up front
    • Zipper closure
    • Nubuck material 
    • Runs true to size

    Style Number/Barcode: 07403-1485

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Trendsetter Faux Leather Platform Heels

    Step out like the trendsetter you are with heels that elevate your style game! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a clear PVC strap over the toe, a platform, and a block heel. The heels are composed of a faux leather material. Complete look with a bustier and mini skirt. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Open almond toe
    • PVC strap over toe
    • Platform
    • Block heel 
    • Runs true to size

    Style Number/Barcode: 07401-3814

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Up My Alley Lace-Up Sandals

    These lace-up sandals are exactly what your summer line-up needs! They feature an almond toe, strappy design, and a flat sole. Complete the look in a short sundress for the perf brunch fit.

    Fit & Features

    • Almond toe
    • Strappy design
    • Lace-up faux leather straps
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-0981

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let It Slide Single Band Sandals

    Let the sandals slide into your life! They're perfect for casual to semi-formal occasions featured in a sleek silhouette with an almond toe and single band. Complete the look in a trendy denim mini skirt.

    Fit & Features

    • Almond toe
    • Single-band
    • Slide-on/off styling
    • Runs true to size

    Style Number/Barcode: 07404-0994

    Category Name: Women’s Shoes

    Price: $8.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Picnic Basket Raffia Stiletto Mules

    Create the perfect picnic-date fit with these stiletto mules featuring an on-trend square toe, stiletto heel, and raffia material in a woven pattern. Complete the look in a flirty skater dress.

    Fit & Features

    • Square toe
    • Stiletto heel
    • Woven pattern
    • Raffia material
    • Runs true to size

    Style Number/Barcode: 07401-3711

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bring That Sparkle Glitter Heels

    Bring that sparkle to complete your formal looks with these fab glitter heels! They feature an open almond-shaped toe, wide toe straps in a criss-cross design, a thin adjustable ankle strap, a platform, and a thick block heel. Style with a rhinestone embellished evening bag.

    Fit & Features

    • Open almond-shaped toe
    • Wide toe straps, criss-cross design
    • Thin adjustable ankle strap, buckle detail
    • Platform, block heel
    • All-over glitter detailing
    • Runs true to size

    Style Number/Barcode: 07401-3927

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simply Perfect Espadrille Cork Wedges

    These espadrille cork wedges are simply perfect for wearing on sunny days! They feature an almond toe, platform sole, PU toe, and ankle buckle strap on a comfortable footbed. Complete the look with a trendy straw hat.

    Fit & Features

    • Almond toe
    • Platform cork sole
    • PU toe and ankle buckle strap
    • Espadrille trim 
    • Runs true to size

    Style Number/Barcode: 07406-0300

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance