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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.

  • Out All Night Charm Strap Stiletto Heels

    Big charm energy only. These strappy heels bring a glam twist with flirty accents that do the flirting for you—perfect for date nights, rooftop hangs, or any outfit that needs a little extra. 

    Fit & Features

    • Glossy patent-style upper
    • Double-strap silhouette
    • Open almond toe
    • Mixed charm embellishments on straps
    • Stiletto heel
    • Runs true to size

    Style Number/Barcode: 07401-000436

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK, IVORY

    Available Size: 5.5, 6, 6.5, 7, 9, 10

  • All Day Cute Bow Strap Block Heel Mules

    Flirty meets effortless. These bow strap block heel mules bring playful charm with an easy slip-on design that works from brunch to happy hour.

    Fit & Features

    • 2.5" Block Heel
    • Patent faux leather material
    • Open square-shaped toe
    • Bow strappy design
    • Open back, on-and-off styling
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-000499

    Category Name: Women’s Shoes

    Price: $26.90

    Availability: In Stock

    Available Color: WINE

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

  • Star of the Night Glitter Rhinestone Block Heels

    Made for grand entrances and sparkling on the dance floor!  These strappy block heels bring shimmer, style, and the sparkle your OOTN deserves.

    Fit & Features

    • 4" Block heel
    • Square toe
    • Rhinestone-embellished, strappy design
    • Adjustable ankle strap with buckle closure
    • Luxe fit cushioned insole
    • Glitter material
    • Runs true to size

    Style Number/Barcode: 07401-000341

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: In Stock

    Available Color: ROSE, GOLD

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

  • Brunch To Cocktails Buckle Stiletto Mules

    Let these stiletto mules take you from brunch to cocktail hour! With a trendy buckle accent and sleek square toe, these heels are perfect for elevating any look.

    Fit & Features

    • 3" Stiletto heel
    • Square toe
    • Buckle accent strap
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000229

    Category Name: Women’s Shoes

    Price: $34.90

    Availability: In Stock

    Available Color: WHITE, BLACK

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

  • Fab Icon Butterfly Rhinestone Stiletto Heels

    A showstopping stiletto heel adorned with a whimsical rhinestone butterfly accent on sleek metallic that turns heads! 

    Fit & Features

    • Stiletto heel
    • Square toe
    • Rhinestone-embellished twist toe straps
    • Rhinestone-embellished ankle support strap
    • Adjustable ankle strap, buckle closure, rhinestone butterfly accent
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000181

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: SILVER

    Available Size: 6, 8.5, 10

  • Effortlessly Everything Short Block Heels

    Step into your spotlight with these can't-go-wrong block heels. From first dates to formal occasions, they’re perfect for looking polished and chic no matter the event!

    Fit & Features

    • Short block heel
    • Almond toe
    • Closed ankle
    • Adjustable ankle strap with buckle closure
    • Faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-000371

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strut Ready Sling-Back Stiletto Pumps

    The sling-back stiletto heels that instantly make every outfit hotter. Sleek, minimal, and endlessly wearable, they’re the pair you’ll reach for on repeat for day or night looks.

    Fit & Features

    • 3.5" Stiletto heel
    • Open square toe
    • Toe strap, cutout side design
    • Sling-back ankle strap
    • Faux nubuck material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000342

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK

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

  • Stay Elegant Lace-Up Rhinestone Block Heels

    Walk with glamour in every step in these block heels for formal occasions! Adorned with shimmering rhinestones and tied with delicate ribbon, these lace-up heels will add a touch of sparkle to any outfit.

    Fit & Features

    • Block heel
    • Square toe
    • Rhinestone-embellished straps
    • Sheer ribbon lace-up ankle 
    • Runs true to size

    Style Number/Barcode: 07401-000108

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: In Stock

    Available Color: WHITE

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

  • Shine Game Rhinestone Platform Stilettos

    Stepping into glam mode—these rhinestone heels were made for the spotlight. Perfect for nights when your shoes deserve a photo op.

    Fit & Features

    • Stiletto heel
    • Square toe
    • Rhinestone-embellished strappy design
    • Adjustable ankle strap with buckle closure
    • Platform sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000276

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: In Stock

    Available Color: SILVER

    Available Size: 8, 8.5, 9, 10

  • Sleek Steps Strappy Wide Fit Block Heels

    From desk to dinner, these strappy, wide fit block heels are the definition of effortless polish. Comfortable enough for the daily grind, chic enough for your night out plans.

    Fit & Features

    • Block heel
    • Square toe
    • Strappy design
    • Adjustable ankle strap with buckle closure
    • Luxe fit cushioned insole
    • Faux leather material
    • Wide fit design, runs true to size

    Style Number/Barcode: 07401-000368

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strut In Style Rhinestone Block Heels

    These heels didn’t come to play. With sleek straps and rhinestone sparkle, this block heel is made for grand entrances, dancing, and outfits that deserve extra shine.

    Fit & Features

    • Block heel
    • Square toe
    • Asymmetrical straps
    • Rhinestone embellishments
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000378

    Category Name: Women’s Shoes

    Price: $34.90

    Availability: In Stock

    Available Color: PINK, BLACK, SILVER

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

  • Glam Stride Rhinestone Metallic Platform Block Heels

    Fit & Features

    • 4" Block heel
    • Chrome faux leather material, rhinestone embellishments
    • Open almond-shaped toe
    • Thin asymmetric strappy design across the foot, adjustable heel strap, buckle detail
    • Platform sole
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5130

    Category Name: Women’s Shoes

    Price: $39.90

    Availability: In Stock

    Available Color: SILVER

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

  • On Repeat Strappy Block Heels

    Sleek, simple, and always in style. These block heels are your not-so-basic basic with dainty straps and a comfy fit—made to match with literally everything in your closet.

    Fit & Features

    • 2" Short block heel
    • Square toe
    • Layered toe straps
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000089

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Much Personality Strappy Block Heels

    Give your outfits some cuteness in these strappy block heels, perfect for pairing with your favorite bottoms or dresses!

    Fit & Features

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

    Style Number/Barcode: 07401-000087

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: RED, YELLOW, BLACK

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

    Product Badge:
    • Sale
  • Disco Dreams Rhinestone Block Heels

    Built for nights when you refuse to go unnoticed. These rhinestone block heels shimmer with every step, keeping you comfy enough to dance until last call.

    Fit & Features

    • 2.5" block heel
    • Almond toe
    • Rhinestone all-over embellishments
    • Adjustable ankle strap with buckle closure
    • Cushioned insole
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-000299

    Category Name: Women’s Shoes

    Price: $45.90

    Availability: In Stock

    Available Color: BLACK

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

  • So Pretty Chiffon Bow Satin Block Heels

    Perfect for any occasion, these block heels add the prettiest allure to your look! These stunning heels feature a delicate chiffon bow and a sleek satin finish.

    Fit & Features

    • 2" Block heel
    • Square toe, wide toe strap
    • Back chiffon bow
    • Closed ankle, adjustable ankle strap, rhinestone buckle closure
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-000284

    Category Name: Women’s Shoes

    Price: $34.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feelin' Glam Rhinestone Spiral Strap Block Heels

    She’s glam, she’s bold, she wraps you in sparkle—literally. These spiral strap block heels are made for main stage moments, with rhinestone embellishments and a metallic finish.

    Fit & Features

    • Thin block heel
    • Faux leather material, metallic finish
    • Rhinestone embellishments
    • Open almond-shaped toe, toe strap, strap across the foot
    • Spiral strap design
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000332

    Category Name: Women’s Shoes

    Price: $39.90

    Availability: In Stock

    Available Color: SILVER

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

  • Shine All Night Pearl Rhinestone Block Heels

    For the girl who treats every step like a red carpet moment. These strappy block heels sparkle from every angle, making them your go-to for brides, birthdays, or glam occasions!

    Fit & Features

    • 3" Block heel
    • Square toe
    • Rhinestone and faux pearl embellished straps
    • Adjustable ankle strap with buckle closure
    • Faux leather material with subtle sheen
    • Runs true to size

    Style Number/Barcode: 07401-000290

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: In Stock

    Available Color: WHITE

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

  • Strut With Glamour Rhinestone Stiletto Heels

    Meet the heels that practically come with their own spotlight—sleek stilettos draped in rhinestone straps for the perfect mix of glam and sass. Made to pair with dressy evening looks or a chic GNO.

    Fit & Features

    • 4" Stiletto heel
    • Faux nubuck material
    • Open square-shaped toe
    • Rhinestone-embellished strappy design
    • Adjustable ankle strap with buckle closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000394

    Category Name: Women’s Shoes

    Price: $33.90

    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
  • Classy Luxe Rhinestone Strappy Stiletto Mules

    Step out in these classy luxe stiletto mules with glitzy rhinestone embellished straps perfect for bringing glam to every party or event. Pair with a clutch.

    Fit & Features

    • 3.5" Stiletto heel
    • Square toe
    • Rhinestone-embellished straps
    • Luxe fit cushioned insole
    • Glitter material
    • Runs true to size

    Style Number/Barcode: 07401-5202

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: GOLD

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

  • On The Down Low Rhinestone Buckle Mules

    These block heel mules are subtly glamorous, with rhinestone buckle accents that bring sparkle to any outfit!

    Fit & Features

    • 3" Block heel
    • Square toe
    • Dual straps, rhinestone buckles
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5270

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: 5.5, 7, 10

    Product Badge:
    • Sale
  • Effortlessly Edgy Under-The-Knee Boots

    Effortlessly edgy and trendy, these under-the-knee boots are designed with cool buckle accents and a block heel that elevates every outfit.

    Fit & Features

    • 2” heel, 7.5” leg opening, 14” shaft height
    • Square toe
    • Buckle accents
    • Inner zipper closure
    • Under-the-knee length
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000015

    Category Name: Women’s Shoes

    Price: $9.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Walking Pretty Toe Ring Heels

    Minimal straps, max impact. These block heel mules are made for everything from rooftop drinks to girls’ night glam, with a shiny toe ring detail that adds a unique flair.

    Fit & Features

    • 3" Block heel
    • Square toe
    • Toe ring strap detail
    • Sleek strappy design
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000401

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE, CAMEL

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

    Product Badge:
    • Sale
  • Sleek Strut Under-The-Knee Moto Boots

    Show off a sleek strut in these edgy under-the-knee moto boots featuring a stacked block heel, buckle strap accent, and inner zipper closure.

    Fit & Features

    • Stacked block heel
    • Round toe
    • Under-the-knee height
    • Faux leather material
    • Circular buckle strap accent, top buckle strap
    • Inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-000012

    Category Name: Women’s Shoes

    Price: $19.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free