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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.

  • Like A Dream Rhinestone Stiletto Heels

    These heels don’t just walk, they shine. Featuring a square toe, colored PVC strap, and rhinestone embellished ball trim, these stilettos are all about glam with a twist.

    Fit & Features

    • 4" Stiletto heel
    • Square toe
    • Colored PVC strap
    • Rhinestone embellished ball trim detail
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000570

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: PINK

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

  • Adorable Essentials Slingback Mary Jane Flats

    You'll reach for these Mary Jane flats to create adorable OOTD posts! The classic flats are designed with a modern slingback open ankle and a closed square toe. Complete the look with a cropped tweed jacket.

    Fit & Features

    • Flat sole
    • Closed square toe
    • Open slingback ankle with strap, buckle closure
    • Patent leather material
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07405-0215

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rosé All Day Lace Up Heels

    Bloom into the spotlight—these lace-up heels feature chic wraparound straps and a bold floral accent that makes every step a statement. Perfect for brunch, weekend trips, or any dressed-up moments.

    Fit & Features

    • Stiletto heel
    • Square toe
    • Crochet rose on toe strap
    • Lace-up ankle straps
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000574

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: TAN

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

  • Chic Strut Under-The-Knee Kitten Heel Boots

    Fit & Features

    • 2.5" Stiletto kitten heel, 7.5" leg opening, 15" shaft height
    • Faux suede material
    • Closed pointed toe
    • Under-the-knee fit
    • Pull-on design
    • Runs true to size

    Style Number/Barcode: 07402-1124

    Category Name: Women’s Shoes

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Strides Kitten Stiletto Heels

    Step out boldly in these chic faux leather heels. Featuring a sleek square toe and a sleek kitten stiletto heel, these shoes blend poise with polished style, perfect for any occasion.

    Fit & Features

    • 3" Stiletto kitten heel
    • Square toe
    • Adjustable ankle strap, buckle closure
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000375

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: WHITE, GOLD

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

  • Flourishing Rose Floral Stiletto Mules

    Let your style flourish in these rose floral stiletto mules to complete your look for garden parties or a chic brunch!

    Fit & Features

    • 3.5" Stiletto heel
    • Almond toe
    • Wide curved strap
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5241

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Butterfly Kisses Platform Block Heels

    For nights when you want to feel a little dreamy, these satin platform heels deliver. Finished with rhinestone butterfly details and an ankle strap, they’re made for dancing at homecoming, weddings, or parties!

    Fit & Features

    • Block heel
    • Square toe
    • Rhinestone-embellished butterflies throughout
    • Platform sole
    • Luxe fit cushioned insole
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-000038

    Category Name: Women’s Shoes

    Price: $34.90

    Availability: In Stock

    Available Color: BLACK, PINK

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

  • Cozy Glam Slip-On Clogs

    Fit & Features

    • Faux fur material
    • Closed round toe
    • Buckle strap detail
    • Slip-on design
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07405-0190

    Category Name: Women’s Shoes

    Price: $26.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorably Luxe Velvet Bow Strap Stiletto Mules

    Walk into glam with the adorably luxe velvet bow strap stiletto mules. Featuring a chic bow accent and cushioned insole, these mules are your new go-to for effortless elegance.

    Fit & Features

    • 3" Stiletto heel
    • Velvet material
    • Open square-shaped toe
    • Toe strap with bow accent
    • Open back, on-and-off styling
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5132

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Sleek Square Toe Kitten Heels

    A little sass, a little sleek—these heels bring it all. With square toes, dual straps, and edgy hardware trim, they’re your low-key glam upgrade for outfits that need a subtle, chic look.

    Fit & Features

    • 2.5" Kitten heel
    • Square toe
    • Dual strap design with square hardware trim
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000543

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: BLACK, WHITE

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

  • Glitzy Strut Glitter Mesh Block Heels

    Step up your glam game with the glitzy strut glitter mesh block heels. Featuring a chic criss-cross design, adjustable ankle strap, and cushioned insole for all-night comfort.

    Fit & Features

    • 4" Block heel
    • Glitter mesh material
    • Open almond-shaped toe
    • Criss-cross strappy design
    • Adjustable ankle strap with buckle detail
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5134

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Step Out And Sparkle Rhinestone Strappy Block Heels

    Fit & Features

    • 4" Block heel
    • Satin material
    • Open almond-shaped toe
    • Criss-cross strappy design across the foot, adjustable ankle and heel straps, buckle detail
    • Clear rhinestone embellishments
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5194

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cue The Compliments Glitter Block Heels

    Made for the spotlight and sparkle all night. These glitter block heels bring all the glam vibes without sacrificing comfort, perfect for weddings, formal events, or any occasion to shine!

    Fit & Features

    • Block heel
    • Almond toe
    • Closed ankle with a strap
    • Back zipper closure
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-000369

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: GOLD

    Available Size: 6, 6.5

  • Roaring Glam Leopard Print Stiletto Pumps

    Step into fierce style in these leopard print stiletto pumps. These satin beauties feature a 4" heel and a pointed toe, perfect for strutting your stuff with confidence.

    Fit & Features

    •  4" Stiletto heel
    • Satin material
    • Closed pointed toe
    • Leopard print
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5145

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparkly Chic Rhinestone Strap Stiletto Heels

    Turn heads in sparkly chic rhinestone strap stiletto heels. Faux nubuck, rhinestone toe strap, and adjustable ankle straps make these a luxe fit. Perfect for your next glam night out!

    Fit & Features

    • Stiletto heel
    • Faux nubuck material
    • Open pointed toe
    • Rhinestone-embellished toe strap
    • Thin adjustable ankle and heel straps, buckle detail
    • Luxe fit cushioned insole, quilted design
    • Runs true to size

    Style Number/Barcode: 07401-5148

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strap In Luxe Stiletto Heels

    Sharp, sleek, and totally unstoppable—these stiletto heels are the definition of glam power moves. With a chic ankle strap and gold buckle accents, they’re your go-to for a polished finish with a bold edge.

    Fit & Features

    • Stiletto heel
    • Square toe
    • Hardware buckle strap accent
    • Adjustable ankle strap, buckle closure
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000316

    Category Name: Women’s Shoes

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

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

  • Classic Glamour Rhinestone Strap Pumps

    Radiate classic glamour in these chic pumps! They feature a closed pointed toe, a sparkly rhinestone-adorned ankle strap, a closed back, and a block heel. Style with a little black dress and an envelope clutch for your next dinner date.

    Fit & Features

    • Closed pointed toe
    • Rhinestone embellished ankle strap, adjustable, buckle detail
    • Closed back
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07401-4020

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back To Basics Block Heel Ankle Booties

    Step up your style game with the back to basics block heel ankle booties. Featuring a chic block heel, faux microsuede, and a sleek pointed toe, these booties are your new go-to for any outfit.

    Fit & Features

    • Block heel
    • Faux microsuede material
    • Closed pointed toe
    • Inner zipper closure
    • Ankle-fit
    • Runs true to size

    Style Number/Barcode: 07403-1831

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparkling Beauty Rhinestone Block Heels

    A block heel that unlocks your inner sparkling beauty! They feature a square toe, a rhinestone embellished toe strap, a closed ankle, and an adjustable ankle strap with buckle closure. Complete the look with a glitzy clutch purse for a special occasion!

    Fit & Features

    • Square toe
    • Rhinestone embellished toe strap
    • Closed ankle
    • Adjustable ankle strap with buckle closure
    • Block heel
    • Runs true to size

    Style Number/Barcode: 07401-4002

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Back In The West Studded Cowboy Boots

    Get into the western vibe in these studded cowboy boots perfect for the festival and concert season! 

    Fit & Features

    • 3” in heel height, 7.5” leg opening,11.5” shaft height.
    • Pointed toe
    • Inner zipper closure
    • Studded accents, western-inspired stitched pattern
    • Mid-shaft length
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1099

    Category Name: Women’s Shoes

    Price: $46.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • One And Only Nubuck Block Heels

    The one and only nubuck block heel you can style for day or night! They feature a square toe, wide toe strap, a closed back, criss-cross ankle strap with adjustable buckle closure. Complete the look with a chic crossbody purse.

    Fit & Features

    • Square toe
    • Wide toe strap
    • Block heel
    • Closed back
    • Criss-cross ankle strap, adjustable buckle closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3988

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzling In Rhinestone Block Heels

    Razzle and dazzle at every formal event in these block heels! They feature an on-trend square toe, three rhinestone straps, and a closed ankle and back zipper closure. Complete the look in a statement bracelet and earrings.

    Fit & Features

    • Square toe, block heel
    • Three rhinestone straps
    • Closed ankle
    • Back zipper closure
    • Black: nubuck material
    • Silver: chrome material
    • Runs true to size

    Style Number/Barcode: 07401-4004

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Your Moment Platform Rhinestone Stiletto Heels

    It's your moment to shine! Bring the glitz in these rhinestone stiletto heels featuring an almond toe, platform sole, a closed ankle, and an adjustable buckle ankle strap. Complete the look with a cute satin purse.

    Fit & Features

    • Almond toe
    • Stiletto heel
    • Rhinestone exterior
    • Platform sole
    • Adjustable buckle ankle strap
    • Closed ankle 
    • Runs true to size

    Style Number/Barcode: 07401-3583

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Rhinestone Strappy Leopard Print Block Heels

    Walk on the wild side with sassy rhinestone strappy leopard print block heels. Featuring a 4" block heel, criss-cross straps, and luxe cushioned insoles. Perfect for your fierce adventures!

    Fit & Features

    • 4" Block heel
    • Leopard-printed satin material
    • Open almond-shaped toe
    • Thin criss-cross strappy design across the foot, adjustable ankle and heel straps, buckle detail
    • Clear rhinestone embellishments
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5193

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free