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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.

  • Disco Fever Metallic Platform Booties

    Bold, shiny, and sky-high, these metallic platform booties are here to make every outfit feel like a dance floor moment. Perfect for costume parties or themed events!

    Fit & Features

    • 5” block heel, 4.5” leg opening, 5.5” shaft
    • Square toe
    • Platform sole
    • Side zipper closure
    • Ankle length fit
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07403-000031

    Category Name: Women’s Shoes

    Price: $38.90

    Availability: In Stock

    Available Color: GOLD, SILVER

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

  • Dazzling Grace Faux Pearl Platform Heels

    Nail the glam look with these faux pearl platform heels. Featuring a chic faux nubuck design, pearl buckle, and cushioned insole, these heels are your new go-to for effortless style.

    Fit & Features

    • 3.5" Block heel
    • Faux nubuck material
    • Open almond toe with single wide strap design
    • Adjustable ankle strap with faux pearl buckle
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5136

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dazzling Glam Rhinestone Bow Satin Stiletto Heels

    Fit & Features

    • Stiletto heel
    • Satin-like material
    • Open almond toe
    • Wide strap over toe
    • Large bow accent with rhinestone trim
    • Cushioned luxe fit
    • Runs true to size

    Style Number/Barcode: 07401-5142

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A-List Glam Rhinestone Strappy Block Heels

    Make everyone starstruck when you're in these block heels showcasing rhinestone embellished straps for a glamorous look!

    Fit & Features

    • 2.5" Block heel
    • Square toe
    • Rhinestone embellished strappy design
    • Closed ankle, adjustable ankle strap, buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-5304

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gorgeous Height Strappy Block Heels

    Add gorgeous height to your look in these strappy block heels for a major vibe this season! 

    Fit & Features

    • Block heel
    • Square toe
    • Strappy design
    • Adjustable ankle strap, buckle closure
    • Sleek faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5234

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sips And Sunshine Strappy Thong Mules

    Made for selfies at brunch and champagne toasts. These strappy mule heels are your instant plus-one for every outfit that deserves a little flirty flair.

    Fit & Features

    • 3" Kittel heel
    • Square toe
    • Strappy thong design
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000503

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: CAMEL, BLUE, WHITE

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

  • Strut Factor Thong Strappy Stiletto Heels

    Serving height, edge, and effortless chic in one sleek step. These thong strappy heels are your not-so-secret weapon for date night slays and RSVP looks.

    Fit & Features

    • 3" Stiletto heel
    • Square toe
    • Thong strappy design
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000102

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Steps Leopard Kitten Mules

    These leopard mules are sleek, bold, and endlessly chic. The pointed toe and low heel make them perfect for office hours to cocktail hour!

    Fit & Features

    • Kitten stiletto heel
    • Closed pointed toe
    • Cushioned insole
    • Leopard pattern
    • Runs true to size

    Style Number/Barcode: 07401-000529

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: LEOPARD

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

  • Fray All Day Denim Booties

    Jeans for your feet? Basically. These distressed denim booties bring all the grunge-girl energy with a slouchy fit and raw edge finish. Perfect for concerts or themed parties!

    Fit & Features

    • 3” block heel, 6.5” leg opening, 8” shaft height
    • Pointed toe
    • Foldover denim with distressed accents
    • Hidden side zipper closure
    • Runs true to size

    Style Number/Barcode: 07403-000029

    Category Name: Women’s Shoes

    Price: $40.90

    Availability: In Stock

    Available Color: BLACK, DENIM

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

  • Sun Chaser Stiletto Buckle Mules

    Laid-back but luxe, these rafia mules were made for rooftop hotel brunches and dinners by the beach. The chic buckle detail and stiletto heel make them an easy upgrade to your weekend look.

    Fit & Features

    • Stiletto heel
    • Square toe
    • Wide dual straps, one with a buckle accent
    • Cushioned insole
    • Rafia material
    • Runs true to size

    Style Number/Barcode: 07401-000532

    Category Name: Women’s Shoes

    Price: $34.90

    Availability: In Stock

    Available Color: BEIGE

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

  • City Lights Buckle Heel Mules

    Meet the heels that do it all—these buckle strap mules bring sleek shine with a modern square toe that’s made for night-outs, rooftop drinks, and every spotlight moment in between.

    Fit & Features

    • 3.5" wide stiletto heel
    • Square toe
    • Buckled strap
    • Cushioned insole
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000164

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: BLACK, WINE

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

  • Major Moment Lace-Up Stiletto Heels

    Be prepared for many compliments when you step out in these lace-up stiletto heels that add a bold touch to any look.

    Fit & Features

    • 4" Stiletto heel
    • Square toe
    • Thin strappy design
    • Lace-up ankle straps
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000141

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: WHITE, BLUE

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

  • Tie It Up Satin Ballet Heels

    Balletcore but make it elevated. These wrap-tie heels give flirty-meets-fierce vibes, perfect for date nights, dance floors, and content-worthy struts.

    Fit & Features

    • 4" Stiletto heel
    • Closed square toe with bow accent
    • Self-tie lace-up ankle straps
    • Cushioned insole
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-000128

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirt Mode Activated Strappy Block Heels

    These heels understood the assignment—flirty, chic, and ready to turn heads. With strappy detailing and a comfy block heel, they’re made for rooftop hangs, brunch dates, and everything in between.

    Fit & Features

    • Block heel
    • Open square-shaped toe
    • Asymmetric strappy design
    • Adjustable ankle strap with buckle detail
    • Faux leather material, padded insole
    • Runs true to size

    Style Number/Barcode: 07401-000241

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: WHITE, LIGHT, BLUE, YELLOW

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

    Product Badge:
    • Sale
  • Flirty And Fancy Mesh Bow Kitten Heels

    Flirty meets fancy in the sweetest way. These mesh bow kitten heels give you a square toe for a modern look and a low heel that makes them perfect for day or night styling!

    Fit & Features

    • 3" Kitten heel
    • Square toe
    • Sheer mesh toe bow strap
    • Adjustable ankle strap with buckle closure
    • Luxe fit cushioned insole
    • Mesh material
    • Runs true to size

    Style Number/Barcode: 07401-000379

    Category Name: Women’s Shoes

    Price: $38.90

    Availability: In Stock

    Available Color: BLACK

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

    Product Badge:
    • Best Seller
  • Glow Getter Twisted Rhinestone Heels

    Warning: These heels may cause compliments overload. With twisted rhinestone straps and a sleek silhouette, they’re made to shine under party lights and paparazzi flashes (even if it’s just your bestie’s phone).

    Fit & Features

    • 4" Block heel
    • Square toe
    • Rhinestone-embellished twisted strap design
    • Adjustable ankle strap, buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-000279

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK, SILVER

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

  • Shine Bright Metallic Thong Kitten Heels

    Shine loud without saying a word—these heels were made for the spotlight. The square toe and delicate straps give flirty vibes with just the right touch of glam.

    Fit & Features

    • 3" Kitten heel
    • Square toe
    • Strappy thong silhouette
    • Cushioned insole
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000545

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tough Love Platform Block Heel Booties

    Walk tall and with edgy confidence in these faux leather booties, and elevate your outfit! They feature a platform sole for stylish height and a stacked block heel.

    Fit & Features

    • 3.5" Stacked block heel
    • Square toe
    • Inner zipper closure
    • Platform sole
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-000003

    Category Name: Women’s Shoes

    Price: $40.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 7, 8, 8.5, 9, 10

    Product Badge:
    • Best Seller
  • Glam Stunner Stiletto Mules

    Step into glamour with these stiletto mules, featuring a stunning sleek finish that catches every light. Perfect for dressing up your day or night look.

    Fit & Features

    • Stiletto heel
    • Square toe
    • Wide curved strap
    • Cushioned insole
    • Silver And Gold: metallic material
    • Red: faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000306

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: SILVER, RED

    Available Size: 5.5, 6, 7, 7.5

  • Made You Sparkle Rhinestone Block Heels

    For when your outfit needs that extra pop. These strappy block heels bring the glam with rhinestone details and a comfy lift perfect for dancing the night away.

    Fit & Features

    • Block heel
    • Square toe
    • Asymmetrical rhinestone-embellished straps
    • Adjustable ankle strap, buckle closure
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000249

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: SILVER

    Available Size: 8.5

  • Night Luxe Rhinestone Block Heels

    For nights that call for champagne toasts, dance floors, and a little extra sparkle. These strappy block heels keep you comfy enough to dance, with glam details that shine all evening.

    Fit & Features

    • 3" Block heel
    • Square toe
    • Rhinestone-embellished straps
    • Cushioned insole
    • Adjustable ankle strap with buckle closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-000301

    Category Name: Women’s Shoes

    Price: $38.90

    Availability: In Stock

    Available Color: BLACK, GOLD, SILVER

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

  • Starlit Glam Rhinestone Bow Glitter Block Heels

    Designed to dazzle, destined to be noticed. These glitter block heels bring high-shine elegance with rhinestone bows that add the perfect luxe touch to any night-out moment.

    Fit & Features

    • Block heel
    • Glitter mesh material
    • Open almond-shaped toe
    • Multi-strap design, rhinestone bow accent
    • Thin adjustable ankle strap, buckle detail, closed back
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000044

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: SILVER

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

  • Rebel Chic Buckle Kitten Heels

    These aren’t your average heels—pointed toes, edgy grommet straps, and bold buckle details bring instant attitude. Perfect for taking your outfit from low-key to don’t mess with me in one step.

    Fit & Features

    • Kitten heel
    • Closed pointed toe with buckled strap
    • Thin grommet-embellished strap
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000530

    Category Name: Women’s Shoes

    Price: $34.90

    Availability: In Stock

    Available Color: BLACK

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

  • Step Into Glam Rhinestone Sandals

    Step into glamour with these flat sandals. These eye-catching sandals feature two dazzling rhinestone-embellished bands that catch the light with every step.

    Fit & Features

    • Rhinestone-embellished two bands
    • Square toe
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-000032

    Category Name: Women’s Shoes

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SILVER

    Available Size: 5.5

    Product Badge:
    • Sale