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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.

  • Shimmer Step Strappy Mules

    Sleek, shiny, and ready for the spotlight. These metallic strappy mules feature an almond toe and slim stiletto heel that make every look a statement.

    Fit & Features

    • 2" metallic trim short stiletto heel
    • Almond toe
    • Strappy design
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000581

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: RED, WHITE

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

  • Snuggle Steps Faux Sherpa Platform Booties

    Cold outside, cozy inside. These microsuede platform booties keep things warm with faux sherpa lining and trendy with a hoop accent—basically your autumn to winter must-have!

    Fit & Features

    • 1.5” heel, 6” leg opening, 5” shaft
    • Round toe
    • Side hoop and strap trim
    • Platform sole
    • Faux sherpa lined
    • Microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-000041

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: TAN

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

  • Everyday Sleek Wide Fit Block Heels

    These faux leather block heels bring an easy buckle detail and a short heel you can actually live in—aka your new day-to-night staple.

    Fit & Features

    • 2.5" Block heel
    • Almond toe
    • Strappy buckle design
    • Wide-fit 
    • Closed ankle with adjustable strap, buckle closure
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000578

    Category Name: Women’s Shoes

    Price: $29.90

    Availability: In Stock

    Available Color: BLACK

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

  • On Point Strappy Sling-Back Stiletto Heels

    Sharp, sleek, and serving—these stiletto heels nail every outfit upgrade. With a strappy sling-back design and glossy patent finish, they’re the definition of chic on repeat.

    Fit & Features

    • 1.5" Stiletto heel
    • Open square-shaped toe
    • Thin strappy design
    • Adjustable sling-back with buckle detail
    • Patent faux leather material
    • Faux leather cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000591

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK, BROWN

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

  • Sweetheart Shine Stiletto Heels

    A little sparkle, a lot of love. These strappy stiletto heels dazzle with rhinestone heart charms—aka the perfect mix of sweet and sultry.

    Fit & Features

    • 3.5" Stiletto heel
    • Almond toe
    • Strappy design, rhinestone trim heart charms
    • Cushioned insole
    • Adjustable ankle strap with buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000586

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: NUDE, GOLD

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

  • Glow Up Metallic Strappy Stiletto Heels

    Minimal lines, max glam. These metallic strappy stiletto heels bring sleek shine and an effortlessly modern vibe—perfect for dressing up denim or taking a night-out look higher.

    Fit & Features

    • 4" Stiletto heel
    • Pointed-toe
    • Strappy design
    • Cushioned insole
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-000589

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: SILVER

    Available Size: 5.5, 6.5, 7, 7.5, 9

  • Easy Chic Thong Block Heels

    These thong block heel sandals feature a square toe and sleek design that offers endless styling possibilities!

    Fit & Features

    • 2" Block heel
    • Square toe
    • Sleek thong toe strap
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000588

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: RED, NUDE

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

  • City Blues Denim Stiletto Booties

    A playful spin on a staple—these denim stiletto booties bring just the right mix of flirty and fierce with a jean-like design perfect for making a bold statement.

    Fit & Features

    • 4" Stiletto heel
    • Pointed toe
    • Side zipper closure
    • Jean-like design, distressed accents and color fade effect
    • Ankle-length shaft
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07403-000043

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK, DENIM

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

  • Downtown Sleek Faux Leather Booties

    Sleek and simple—these block heel booties are your new everyday pair. Easy to style, easy to wear, and always chic.

    Fit & Features

    • 3" Short block heel
    • Pointed toe
    • Side zipper closure
    • Ankle-length shaft
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-000045

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: 8.5, 9, 10

  • Lounge Edit Fuzzy Mule Slippers

    These fuzzy faux fur mules bring cozy-luxe energy to your off-duty rotation—perfect for lounging in style!

    Fit & Features

    • Closed square toe design
    • Strap accent
    • Slip-on styling
    • Faux fur material
    • Traction bottom
    • Runs true to size

    Style Number/Barcode: 07408-000007

    Category Name: Women’s Shoes

    Price: $22.90

    Availability: In Stock

    Available Color: CAMEL, IVORY, BLACK

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

  • Power Stomp Platform Ankle Booties

    Level up your step—these faux leather ankle booties bring edge with a chunky lug sole and platform design. Perfect for pairing with any bottom and an oversized sweater.

    Fit & Features

    • 4.5" Block heel
    • Square toe
    • Inner zipper closure
    • Chunky platform lug sole
    • Ankle length shaft height
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-000046

    Category Name: Women’s Shoes

    Price: $40.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 6.5, 8.5, 9, 10

  • Street Ease Mesh Trim Sneakers

    These faux suede sneakers keep it sporty and cute with mesh trim detailing and a comfy round toe design. Perfect for off-duty days, coffee runs, and athleisure looks.

    Fit & Features

    • Round toe design
    • Lace-up front placket
    • Comfortable insole
    • Traction bottom
    • Faux suede and mesh trim
    • Runs true to size

    Style Number/Barcode: 07407-000003

    Category Name: Women’s Shoes

    Price: $26.90

    Availability: In Stock

    Available Color: WHITE, TAN

    Available Size: 5, 6, 7, 8, 9, 10

  • Fuzzy Feel Chunky Clog Mules

    Your cozy era just got taller. These faux fur trim platform clog mules serve up major ‘70s energy with a soft, plush finish and chunky heel that keeps every step comfy and cool.

    Fit & Features

    • Block heel
    • Almond toe, closed design
    • Faux fur trimmed
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07401-000593

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: BLACK

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

  • Higher Standards Kitten Heel Boots

    When subtle meets statement. These faux suede over-the-knee boots add instant polish to any look—with a sleek pointed toe and low kitten heel that keeps it chic and comfy. Perfect for date nights, coffee runs, and everything in between.

    Fit & Features

    • 2.5” Kitten heel, 8" leg opening, 21" shaft height
    • Pointed-toe
    • Scrunched over-the-knee length
    • Pull-on/off styling
    • Smooth faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-000108

    Category Name: Women’s Shoes

    Price: $58.90

    Availability: In Stock

    Available Color: BROWN, TAUPE

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

    Product Badge:
    • New Arrival
  • Lucky Gurls Club Cozy Three-Piece Set

    Luck’s on your side, babe. This Lucky Gurls Club set brings cozy vibes and charm energy—a faux sherpa slipper moment paired with a numbered dice keychain and ace hair clip that says, “I make my own luck.”

    Fit & Features

    • Three-piece set
    • Plush faux sherpa slippers, "Lucky Gurls Club", hard sole bottom
    • One heart numbered dice keychain, keyring, lobster clasp
    • One three of aces hair clip

    Style Number/Barcode: 07308-000080

    Category Name: Women’s Shoes

    Price: $22.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L

  • Self Care Club Sleep Mask And Slippers Set

    For nights when “plans” mean skincare, candles, and early bedtime. This faux sherpa slipper and satin sleep mask set delivers total Home by 9pm energy—soft, soothing, and unapologetically cozy.

    Fit & Features

    • Slipper and sleep mask set
    • Plush faux sherpa slippers, "Self Care Club" embroidery
    • Hard sole bottom
    • Satin sleep mask included

    Style Number/Barcode: 07308-000082

    Category Name: Women’s Shoes

    Price: $22.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L

  • Cozy Cherry Crush Slipper And Socks Set

    Serving cozy-core perfection. This faux sherpa slipper and sock set brings peak cuteness with fuzzy comfort, cherry details, and a little bow flair—because lounging should still feel like a look.

    Fit & Features

    • Plush faux sherpa slippers, cherry and bow embroidery
    • Hard sole bottom
    • Matching fuzzy cherry embroidered socks included

    Style Number/Barcode: 07308-000084

    Category Name: Women’s Shoes

    Price: $22.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L

  • Cozy Cutie Slippers And Scrunchies Set

    Soft, sweet, and totally stay-in approved. This faux sherpa slipper set brings peak cozy energy with bow detailing and three mix-and-match scrunchies—because even self-care nights deserve a cute accessory moment.

    Fit & Features

    • Four-piece set
    • Plush faux sherpa bow slippers, hard sole bottom
    • Three scrunchies in various styles and fabrics

    Style Number/Barcode: 07308-000081

    Category Name: Women’s Shoes

    Price: $22.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L

  • Cuddle Club Teddy Bear Slipper And Socks Set

    Cozy just got cuter. This teddy bear slipper and sock set is basically a hug for your feet—soft, fuzzy, and perfect for lazy mornings or all-day lounging.

    Fit & Features

    • Slippers and socks set
    • Plush faux sherpa teddy bear embroidered slippers
    • Hard sole bottom
    • Matching teddy bear fuzzy socks included

    Style Number/Barcode: 07308-000083

    Category Name: Women’s Shoes

    Price: $22.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L

  • Icon Status Platform Knee Boots

    Step into your spotlight moment. These faux leather platform boots bring major retro energy with a sleek knee-high silhouette and bold block heel. Equal parts statement and staple—perfect for everyday wear.

    Fit & Features

    • 4” Block heel, 7.5" leg opening, 15.5" shaft height
    • Square toe
    • Inner side zipper closure
    • Knee-high shaft silhouette
    • Sleek faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000125

    Category Name: Women’s Shoes

    Price: $48.90

    Availability: In Stock

    Available Color: BLACK

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

    Product Badge:
    • New Arrival