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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.

  • Bold Statements Under-The-Knee Moto Boots

    Fit & Features

    • 2" Low block heel, 8" leg opening, 11" shaft height
    • Faux leather material
    • Under-the-knee fit
    • Closed round toe
    • Buckle strap design with O-ring
    • Complete inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1084

    Category Name: Women’s Shoes

    Price: $46.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Beachy Dreams Denim Lace-Up Espadrille Wedges

    Take your beach style to new heights with these denim lace-up espadrille wedges. The closed almond toe offers a stylish touch while the checkered ankle strap and lace-up ties give you a playful look. Style these wedges with a trendy tote bag for a day under the sun!

    Fit & Features

    • 3.5" Wedge espadrille heel
    • Closed almond toe
    • Checkered ankle strap, lace-up ties
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07406-0339

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorably Posh Polka Dot Mesh Slingback Pumps

    These adorably posh polka dot mesh slingback pumps are chic perfection! They feature a stiletto heel, a pointed-toe designed with a sheer mesh material with a chic polka dot pattern, the cutest mini bow accent, and a thin slingback strap for effortless on-and-off styling. Pair these pumps with a fit-and-flare dress and pearl earrings!

    Fit & Features

    • 3.5" Stiletto heel
    • Pointed toe
    • Sheer mesh material, polka dot pattern
    • Mini bow
    • Slingback strap
    • Runs true to size

    Style Number/Barcode: 07401-4876

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gleaming Rhinestone Sheer Mesh Ballet Flats

    Step out and sparkle at parties in these glitzy rhinestone mesh ballet flats! The sheer mesh material is accented with mini rhinestone embellishments for a pretty glam shine. The flats feature a closed square-shaped toe, a thin adjustable faux leather strap across the foot with a buckle closure, and a padded faux leather insole. Style with rhinestone hair clips!

    Fit & Features

    • Sheer mesh material with mini rhinestones
    • Closed square toe
    • Thin adjustable faux leather strap with buckle closure
    • Flat sole
    • Padded faux leather insole
    • Runs true to size

    Style Number/Barcode: 07405-0080

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out Sparkling Rhinestone Lace-Up Stiletto Heels

    Step out sparkling in these statement stiletto heels for your next glam night out! Showcasing a sleek square toe with a clear PVC band for a seamless chic flair, a stiletto heel, and rhinestone embellished lace-up straps that give you multiple ways to style! Complete the look in a fabulous party dress with a sparkly clutch.

    Fit & Features

    • 4" Stiletto heel
    • Faux leather material
    • Square toe, clear PVC band
    • Rhinestone embellished lace-up straps
    • Lightly cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4830

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Escape Stiletto Mules

    These raffia mule heels bring breezy, sun-soaked energy with breezy midi dresses or cute denim skirts perfect for any sun-soaked day.

    Fit & Features

    • Stiletto heel
    • Square toe
    • Braided strap
    • Cushioned insole
    • Raffia woven material
    • Runs true to size

    Style Number/Barcode: 07401-000533

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: BEIGE

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Fly And Flossy Rhinestone Metallic Block Heels

    Step out on the scene looking fly and glossy in these metallic block heels for parties, prom, or going out! These bold statement heels feature a square toe, multi-colored rhinestone strappy design, and metallic-coated faux leather material. The adjustable ankle strap with buckle closure ensures a perfect fit. Complete the look with a rhinestone purse for extra glamour!

    Fit & Features

    • 3.5" Block Heel
    • Square toe
    • Multi-colored rhinestone embellished strappy design
    • Adjustable ankle strap, buckle closure
    • Metallic-coated faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4814

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Muse Linen Thong Wedges

    These chic linen thong wedges will radiate bold summer vibes! Designed with a woven linen material, these heels are perfect for your getaway vacays. They feature a tall wedge heel for comfortable wear, a trendy square-shaped toe, a criss-cross thong strap design, and an open back for easy on-and-off styling. Pair with a flowy maxi dress and your fave shades.

    Fit & Features

    • 4.5" Wedge heel
    • Open square toe
    • Criss-cross thong strap design
    • Open back
    • Linen material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07406-0345

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Artistry Crystal Faux Pearl Strappy Sandals

    Sparkling crystal rhinestones and faux pearl embellishments add a stunning artistry to these flat sandals perfect for brides or any dressy event! Featuring a round toe and strappy design, with an adjustable ankle strap for the perfect fit. The lightly cushioned footbed and flat sole provide all-day comfort to these faux leather sandals. Complete the look with a hair accessory for a chic finish!

    Fit & Features

    • Round toe
    • Faux leather material
    • Crystal rhinestones and faux pearl embellished
    • Strappy design
    • Adjustable ankle strap, buckle closure
    • Flat sole, lightly cushioned footbed
    • Runs true to size

    Style Number/Barcode: 07404-1157

    Category Name: Women’s Shoes

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine Shocker Rhinestone Strappy Flat Sandals

    Step into the spotlight in these rhinestone strappy flat sandals at parties or on vacation! These stunning sandals feature a round toe with a metallic strap, along with rhinestone embellished asymmetrical straps for a touch of sparkle. The closed metallic ankle with a zipper closure and adjustable ankle strap with buckle provide the perfect fit for all-day comfort. Complete the look in a cute romper or jumpsuit.

    Fit & Features

    • Flat sole, faux leather material
    • Round toe with metallic strap
    • Rhinestone embellished straps
    • Closed ankle with zipper closure
    • Adjustable ankle strap with buckle
    • Runs true to size

    Style Number/Barcode: 07404-1191

    Category Name: Women’s Shoes

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Miss Marvelous Rhinestone Block Heels

    Strut with marvelous shine in these nubuck block heels to adorn your cocktail or dressy attire! They feature an almond toe, asymmetrical rhinestone-embellished straps, an adjustable ankle strap, and buckle closure. Complete the look with glitzy earrings.

    Fit & Features

    • Almond toe
    • Asymmetrical rhinestone-embellished straps
    • Block heel
    • Adjustable ankle strap, buckle closure
    • Luxe fit cushioned insole
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-4483

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Perfection Rhinestone Butterfly Metallic Sandals

    These stunning rhinestone butterfly metallic sandals are glam perfection! Designed with a faux leather material with a trendy metallic sheen, these sandals feature an almond-shaped toe with a thong strap design and an adjustable ankle strap for a customized fit. The straps are accented with glimmering rhinestone-adorned butterfly accents and sparkling rhinestone embellishments for an enchanting dressy vibe. Include a sleek back adjustable chain with a lobster clasp closure. Style with a charm necklace!

    Fit & Features

    • Faux leather material with metallic sheen
    • Almond toe, thong strap design
    • Adjustable ankle strap with buckle closure
    • Rhinestone butterfly accents, rhinestone embellishments
    • Back adjustable chain with lobster clasp closure
    • Flat sole, slightly cushioned insole
    • Runs true to size

    Style Number/Barcode: 07404-1180

    Category Name: Women’s Shoes

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Steppin Up Block Heel Knee High Boots

    Big boot energy only—these tall babes instantly elevate any 'fit. A sleek silhouette with a comfy block heel makes them perfect for day-to-night flexing.

    Fit & Features

    • 3" Stacked block heel, 8" leg opening, 12" shaft height
    • Platform sole
    • Round toe
    • Complete inner zipper closure
    • Knee-length shaft
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000044

    Category Name: Women’s Shoes

    Price: $48.90

    Availability: In Stock

    Available Color: BLACK, WINE

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

    Product Badge:
    • Best Seller
  • Language Of Glam Rhinestone Strap Block Heels

    These block heels speak the language of glam! Showcasing a decadent rhinestone embellished asymmetrical strap and a luxe fit cushioned insole for comfort. Pair with a clutch.

    Fit & Features

    • 3.5" Block heel
    • Almond toe
    • Rhinestone embellished asymmetrical strap
    • Closed ankle, back zipper closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5190

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Shine Rhinestone Strap Stiletto Pumps

    Bring a chic shine to your night in these stiletto pumps! With a 4.5" heel and luxe cushioned insole, these faux nubuck beauties are your new go-to for glam nights out.

    Fit & Features

    • 4.5" Angled stiletto heel
    • Faux nubuck material
    • Closed pointed toe
    • Thin strap across the foot, rhinestone embellishments
    • Open back, on-and-off styling
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5122

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Drama Queen Faux Fur Boots

    Go big, go fuzzy, go bold—these faux fur boots bring all the drama your outfit’s been waiting for. Perfect for stepping out, staying cozy, or just making every entrance feel like a moment.

    Fit & Features

    • Plush faux fur fabrication
    • Below-the-knee length
    • Round toe
    • Flat insole
    • Slip-on design
    • Runs true to size

    Style Number/Barcode: 07403-000022

    Category Name: Women’s Shoes

    Price: $42.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: 6, 6.5, 7, 7.5, 8, 8.5, 9, 10, 11

  • Time To Strut Under-The-Knee Stiletto Boots

    Walk tall in the time to strut under-the-knee stiletto boots. With faux suede, a pointed toe, and a chic curved top, these boots are your go-to for fierce vibes and endless confidence.

    Fit & Features

    • Stiletto heel
    • Faux suede material
    • Under-the-knee height, curved top
    • Pointed toe
    • Inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1061

    Category Name: Women’s Shoes

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fave Chic Cutout Strap Sandals

    Your new fave chic sandals have arrived for everyday wear. Featuring an open square toe and a cutout strap design, you'll love styling these with your casual 'fits.

    Fit & Features

    • Faux leather material
    • Open square-shaped toe
    • Cutout strap design
    • Open back, on-and-off styling
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1263

    Category Name: Women’s Shoes

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About Glamour Rhinestone Bow Heels

    Cinderella could never. These glitzy heels feature a clear PVC strap with a rhinestone bow and trim plus a dazzling rhinestone heel—aka the perfect mix of glam and modern. 

    Fit & Features

    • 3" Rhinestone heel
    • Almond toe
    • Clear PVC strap with rhinestone bow and trim
    • Cushioned insole
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-000572

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: SILVER

    Available Size: 5, 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Sleek Buckled Strappy Patent Faux Leather Flats

    Fit & Features

    • Patent faux leather material
    • Closed square-shaped toe
    • Dual adjustable strap design, grommet and buckle detailing
    • Closed back
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07405-0222

    Category Name: Women’s Shoes

    Price: $15.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endless Glam Laced-Up Rhinestone Stiletto Heels

    Lace up your vibe in these stiletto heels adorned with sparkling rhinestones and a sleek design. Pair with a clutch for a dressy night out!

    Fit & Features

    • 4" Stiletto heel
    • Patent faux leather material
    • Open square toe
    • Adjustable lace-up straps, rhinestone embellishments
    • Faux leather cushioned insole
    • Heels come in Black, Zebra, and Red
    • Runs true to size

    Style Number/Barcode: 07401-5167

    Category Name: Women’s Shoes

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shiny Chic Beaded Flower Spiral Strap Stiletto Heels

    Shiny and chic, these satin stiletto heels are accented with sequin and rhinestone beaded flower accents for a glam strut. They feature an open square-shaped toe, a thin spiral strap design that wraps around the leg, and a sleek stiletto heel.

    Fit & Features

    • 3.5" Stiletto heel
    • Satin material
    • Sequin and rhinestone beaded flower accents
    • Open square toe
    • Thin toe strap, thin strap across the foot, thin spiral strap design
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5147

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Minimalist Toe Ring Strappy Stiletto Heels

    These strappy stiletto heels were built for chic nights out. With sleek straps and a gold hardware toe ring accent, they’re the perfect balance of classy and cool for weeknight dinners to weekend RSVP's.

    Fit & Features

    • Stiletto heel
    • Square toe with hardware toe ring accent
    • Strappy design
    • Adjustable ankle strap, buckle closure
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000176

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Endless Shine Rhinestone Stiletto Heels

    Hit the scene in these rhinestone stiletto heels. With a multi-strap design and luxe cushioned insole, these beauties will have you strutting with confidence and sparkle.

    Fit & Features

    • Stiletto heel
    • Silver and Gold heels composed of metallic faux leather
    • Black heel composed of faux microsuede
    • Open pointed toe
    • Multi-strap design
    • Rhinestones
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5139

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free