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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.

  • Glitzy Girl Rhinestone Mules

    Bring all the glitz and shine with these heeled mules! They feature an open square toe, two bands with rhinestone detailing and a block heel. Pair them with a mini dress and a matching rhinestone bag.

    Fit & Features

    • Open square toe
    • Double bands with rhinestone detailing
    • Block heel
    • Runs true to size

    Style Number/Barcode: 07401-2603

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Quilted Clear Sandals

    Add these trendy sandals to your summer shoe rotation! The sandals feature a wide PVC toe strap, an open almond toe and a quilted sole. Pair them with flowy shorts and a crop top.

    Fit & Features

    • Open almond toe
    • PVC strap
    • Quilted sole
    • Runs true to size

    Style Number/Barcode: 07404-0729

    Category Name: Women’s Shoes

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She’s Classy Basic Block Heels

    These sleek block heels are a summer essential! The heels feature an open almond toe, a single toe strap, a block heel and an adjustable ankle strap. Style them with a skater dress and a chic bag.

    Fit & Features

    • Open almond toe
    • Buckled ankle strap
    • Block heel
    • PU material
    • Runs true to size

    Style Number/Barcode: 07401-3051

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Studded Babe Faux Leather Sandals

    Be a total babe this summer in these studded sandals! They feature an open round toe, a caged design with studs and an adjustable ankle strap. Pair them with a cropped graphic tee and denim shorts.

    Fit & Features

    • Open round toe
    • Caged design
    • Metal stud detailing
    • Flat sole
    • PU material
    • Runs true to size

    Style Number/Barcode: 07404-0894

    Category Name: Women’s Shoes

    Price: $7.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Essential Espadrille Sandals

    These trendy espadrille sandals are an everyday essential for the summer season. They feature an open round toe, a double strap design with buckle detailing, and an elevated espadrille sole. Style these sandals with a cool graphic tee and denim shorts.

    Fit & Features

    • Open round toe
    • Double strap design, buckle detailing
    • Elevated espadrille sole
    • Faux leather straps
    • Runs true to size

    Style Number/Barcode: 07404-0854

    Category Name: Women’s Shoes

    Price: $7.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Buckle Jelly Sandals

    Step out in style in these trendy sandals that are perf for casual brunch dates! They feature an open almond, a dual strap design with double buckle detailing, and a slide-on fit. The sandals are composed of a jelly material. Pair these sandals with your favorite casual dress and a classic denim jacket.

    Fit & Features

    • Open almond toe
    • Dual strap design
    • Double buckle detailing
    • Slide-on fit
    • Jelly material
    • Runs true to size

    Style Number/Barcode: 07404-0873

    Category Name: Women’s Shoes

    Price: $10.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked On Style Low Block Heels

    Stack on the style with these pretty block heels! The heels feature an open almond toe, a single strap over the toe, an adjustable ankle strap, and a low block heel. The heels are composed of a faux leather material. Complete look with a matching crop top and skirt set. 

    Fit & Features

    • Open back 
    • Open almond toe
    • Strap over the toe
    • Adjustable ankle strap 
    • Low block heel 
    • Faux leather material 

     

    Style Number/Barcode: 07404-0796

    Category Name: Women’s Shoes

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Extra Rhinestone Thong Sandals

    You're all about being extra, so these embellished sandals were made for you! They feature an open round toe, a thong strap design with rhinestone detailing, an adjustable heel strap, a flat sole, and a trendy metallic sheen. Style these sandals with a casual dress to add some glam!

    Fit & Features

    • Open round toe
    • Thong strap design, rhinestone embellishment
    • Adjustable heel strap, buckle detail
    • Flat sole
    • Faux leather material, metallic sheen
    • Runs true to size

    Style Number/Barcode: 07404-0812

    Category Name: Women’s Shoes

    Price: $11.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace-Up Glam Faux Leather Stiletto Heels

    Lace-up in glam heels that elevate your look! The heels feature lace-up straps, an adjustable ankle strap, a double-row of sleek straps, an open square toe, and a sleek lucite stiletto heel. Complete look with a LBD. 

    Fit & Features

    • Lace-up straps
    • Adjustable ankle strap 
    • Double-row of sleek straps
    • Open square toe
    • Lucite stiletto heel
    • Faux leather material 

    Style Number/Barcode: 07401-2774

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Appeal Multi Strap Block Heels

    Bring stylish appeal with trendy block heels that complete your look. The heels feature a double row of adjustable straps, a multi-strap design, an open almond toe, and a stacked heel. Complete the look with a ruffled mini dress. 

    Fit & Features

    • Double row of adjustable straps
    • Multi-strap design 
    • Open almond toe
    • Stacked block heel

     

    Style Number/Barcode: 07401-3037

    Category Name: Women’s Shoes

    Price: $18.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Elegant Square Toe Mules

    Keep it simply elegant with chic mules! The mules feature an open back, an open square toe with a wide strap over the toe, and a stiletto heel. The mules are composed of a faux nubuck material. Complete look with an LBD. 

    Fit & Features

    • Open back 
    • Open square toe 
    • Wide strap over toe
    • Stiletto heel
    • Faux nubuck material 

    Style Number/Barcode: 07401-2854

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Get It Girl Buckle Strappy Sandals

    Capture It-Girl vibes in these dual buckle strappy sandals perf for any of your casual plans! 

    Fit & Features

    • Square toe
    • Dual buckle adjustable straps
    • Luxe fit cushioned insole
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1268

    Category Name: Women’s Shoes

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED, BLACK

    Available Size: 7.5, 8, 8.5, 5.5, 6, 7, 10

    Product Badge:
    • Sale
  • Diva Vibes Platform Stiletto Heels

    Bring the diva vibes to your night out look with these fab stiletto heels! They feature an almond-shaped peep toe, a criss-cross toe strap design, an adjustable ankle strap, a stacked platform, and a thick stiletto heel. The faux microsuede material has a trendy leopard print. Style these heels with a chic basic jumpsuit.

    Fit & Features

    • Almond-shaped peep toe
    • Criss-cross toe strap design
    • Adjustable ankle strap, square-shaped buckle
    • Stacked platform, thick stiletto heel
    • Faux microsuede material, leopard print
    • Runs true to size

    Style Number/Barcode: 07401-2892

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Up Your Style Snake Block Heels

    Step up your style with these trendy snake print heels! They feature an open almond toe with a toe strap, a thin ankle strap, a back zipper closure, and a block heel. Pair these chic shoes with a basic tee and your fave pair of denim to elevate the casual look.

    Fit & Features

    • Open almond toe
    • Toe strap
    • Thin ankle strap
    • Back zipper closure
    • Block heel
    • Faux leather material, snake print
    • Runs true to size

    Style Number/Barcode: 07401-2896

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashion Vixen Stiletto Mules

    You'll be a bold fashion vixen in these trendy stiletto mules! They feature a dramatic pointed toe, a thin strappy design, a sleek stiletto heel, and a fab colorful snake print. Style these mules with a cute crop top and denim.

    Fit & Features

    • Open pointed toe
    • Thin strappy design
    • Stiletto heel
    • Colorful snake print
    • Runs true to size

    Style Number/Barcode: 07401-3041

    Category Name: Women’s Shoes

    Price: $7.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetting Queen Stiletto Heels

    Showcase your status as a trendsetting queen with these must-have heels! They feature a square-shaped peep toe with a clear strap, a thin strappy design that wraps around the ankle, a sleek stiletto heel, and a gorgeous rhinestone trim on the sides. Style these heels with your fave mini dress and a chic clutch.

    Fit & Features

    • Square-shaped peep toe
    • Clear strap
    • Thin strappy design
    • Stiletto heel
    • Rhinestone trim on the sides
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-2974

    Category Name: Women’s Shoes

    Price: $7.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Basic Stiletto Heels

    These basic stiletto heels will bring a sleek and chic look to your outfit. They feature an open square toe with a toe strap, an adjustable ankle strap, and a short stiletto heel. Style these stilettos with a cute blouse and paper bag pants for a perf workwear look.

    Fit & Features

    • Open square toe
    • Toe strap
    • Adjustable ankle strap, circular buckle
    • Closed back
    • Short stiletto heel
    • Faux leather material
    • Runs true to size

     

    Style Number/Barcode: 07401-2883

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Step Lace-Up Block Heels

    Lace up in these chic block heels that make each step a stylish one! The heels feature a lace-up cuff detail at the ankle, a zippered back, an open almond toe with a strap over the toe, and a block heel. The heels are composed of a faux suede material. Complete look with a bustier and high waist jeans.

    Fit & Features

    • Lace-up cuff at the ankle
    • Zippered back 
    • Open almond toe
    • Single strap over the toe
    • Block heel 
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-2880

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Vibes Rhinestone Strappy Sandals

    Bring the glitzy vibes this summer with these adorable embellished sandals. They feature an open round toe, an asymmetrical strappy design with rhinestone detailing, an adjustable heel strap, and a flat sole. Style these sandals with cute oversized sunglasses.

    Fit & Features

    • Open round toe
    • Asymmetrical strappy design
    • Rhinestone embellishment
    • Adjustable heel strap, buckle detail
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-0810

    Category Name: Women’s Shoes

    Price: $18.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy And Stunning Stiletto Heels

    Sassy and stunning, these stiletto heels will have you slaying with every step! They feature an open square toe with a toe strap, an adjustable ankle strap, a short stiletto heel, and a trendy all-over snake print. Style these stilettos with a little black dress.

    Fit & Features

    • Open square toe
    • Toe strap
    • Adjustable ankle strap, circular buckle
    • Closed back
    • Short stiletto heel
    • Faux leather material, snake print
    • Runs true to size

    Style Number/Barcode: 07401-2882

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Chic Strappy Block Heels

    Elevate your weekend brunch 'fits with these chic block heels! They feature a trendy open square toe, a thin asymmetrical strappy design with a heel strap, and a short wooden block heel. Style these shoes with a floral dress and hoop earrings.

    Fit & Features

    • Open square toe
    • Thin asymmetrical strappy design, heel strap
    • Short wooden block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-2662

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Headturner Platform Heels

    Create a major head-turning moment with these pretty platforms! The heels feature an open back, an adjustable ankle strap, an open almond toe with a strap over the toe, a raffia platform, and a block heel. Complete look with a white dress. 

    Fit & Features

    • Open back 
    • Adjustable ankle strap
    • Open almond toe 
    • Strap over the toe 
    • Raffia platform 
    • Block heel
    • Denim material 

    Style Number/Barcode: 07401-3074

    Category Name: Women’s Shoes

    Price: $7.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Classic Vibe Faux Suede Mules

    Get a classic vibe with these chic faux suede mules that are perf for the office! They feature an open square toe, a thin double strap design, and a low block heel. Style these mules with a cute midi dress and a fab blazer.

    Fit & Features

    • Open square toe
    • Thin double strap design
    • Low block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07401-2993

    Category Name: Women’s Shoes

    Price: $19.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Trendy Buckle Detail Sandals

    Bring the bold vibes to your summer style with these chic and trendy sandals. They feature an open round toe, a neon toe strap with a double O-ring buckle detail, and a flat sole. Style these sandals with a denim mini skirt.

    Fit & Features

    • Open round toe
    • Neon toe strap
    • Double O-ring buckle detail
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-0816

    Category Name: Women’s Shoes

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale