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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 summer 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 Summer Flex

Scroll less and slay more with Windsor’s must-have summer 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.

  • Country Chic Western Toe Cap Stiletto Pumps

    Fit & Features

    • 4" Stiletto heel
    • Faux nubuck material
    • Closed pointed toe with metal toe cap, western design
    • Closed back
    • Luxe fit cushioned insole
    • Runs one size too big

    Style Number/Barcode: 07401-5074

    Category Name: Women’s Shoes

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Edge Buckled Square Toe Boots

    Buckle up like an edgy babe in these faux leather boots adorned with a cool buckled side and a sleek square toe. 

    Fit & Features

    • Short block heel
    • Square toe
    • Buckled side design
    • Calf length shaft height
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000032

    Category Name: Women’s Shoes

    Price: $45.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pop Of Sparkle Rhinestone Block Heels

    These block heels bring the perfect pop of sparkle to your dressy fit! They feature an almond-shaped toe, rhinestone-embellished toe and ankle straps, a block heel, and a closed back with a zipper closure. The heels are composed of a faux leather material with a cushioned insole. Complete the look in a stunning necklace set.

    Fit & Features

    • Almond toe
    • Rhinestone toe and ankle straps
    • Block heel
    • Closed back, zipper closure
    • Faux leather material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4708

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Minimal Mood Faux Suede Kitten Heels

    Less is more, babe. These faux suede kitten heels keep it simple with slim straps and a sleek silhouette—aka the perfect pair for elevating jeans, dresses, and every OOTD in between.

    Fit & Features

    • Kitten heel
    • Square toe
    • Thong strappy design
    • Soft faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-000506

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: BROWN, CAMEL

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

    Product Badge:
    • New Arrival
  • Amped Up Glam Rhinestone Strappy Stiletto Heels

    Amp up the glamour of your night out looks in these sleek stiletto heels featuring an open square-shaped toe with a strap, an asymmetric strap across the foot, adjustable ankle and heel straps, and mini rhinestone embellishments for a luxe shimmer. Style with your fave clutch.

    Fit & Features

    • Stiletto heel
    • Open square toe
    • Toe strap, asymmetric strap across the foot
    • Adjustable ankle and heel straps
    • Mini rhinestone embellishments
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4972

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Country At Heart Under-The-Knee Cowboy Boots

    Show your love for country style with these under-the-knee cowboy boots, the perf addition to your fave 'fits. Designed with trendy western-style embroidery, they feature a classic pointed toe, an inner zipper closure for effortless on-and-off styling, and a stacked block heel for comfortable wear. Pair with a flowy short dress for a country concert!

    Fit & Features

    • 2.5" Stacked block heel, 7.5" leg opening, 7.5" shaft height
    • Western embroidery
    • Under-the-knee shaft, pointed toe, inner zipper closure
    • White boots are faux leather material
    • Taupe boots are faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07402-1033

    Category Name: Women’s Shoes

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparks Fly Glitter Mesh Stiletto Heels

    Sparks will fly with every step you take in these glitter mesh stiletto heels perfect for dressed up date nights or formal soirees!

    Fit & Features

    • 3.5" Stiletto heel
    • Square toe
    • Glitter toe strap
    • Adjustable ankle strap, buckle closure
    • Luxe fit cushioned insole
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-5255

    Category Name: Women’s Shoes

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Strut Faux Leather Under-The-Knee Boots

    Fit & Features

    • 3.5" Block heel, 7" leg opening, 13" shaft height
    • Faux leather material, sheen-like finish
    • Under-the-knee height
    • Pointy toe
    • Complete inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1032

    Category Name: Women’s Shoes

    Price: $19.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Feels Faux Sherpa Lined Platform Booties

    Slip into these cozy faux sherpa lined platform booties perfect for casual coffee and hanging with friends watching movies! Pair with a crop jacket and leggings.

    Fit & Features

    • Faux sherpa interior lining
    • Above ankle-fit
    • Round toe
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07403-1791

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Strut Faux Leather Over-The-Knee Boots

    Make every strut trendy in these faux leather over-the-knee boots featured in a scrunched design with a comfortable block heel. Pair with a trench coat.

    Fit & Features

    • Block heel
    • Faux leather material
    • Closed-pointed toe
    • Scrunch-ruched detail
    • Over-the-knee fit
    • Inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1045

    Category Name: Women’s Shoes

    Price: $9.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glamour Ensured Rhinestone Glitter Block Heels

    Glamour is ensured with these glitter block heels perfect for a sparkly evening! They feature a sleek square toe with a dainty rhinestone toe and adjustable ankle strap with buckle closure, a rhinestone embellished block heel, and a luxe fit cushioned breathable insole for comfort. Complete the look with a glam clutch purse.

    Fit & Features

    • 3" Block heel with rhinestones
    • Square toe
    • Rhinestone toe and adjustable ankle strap, buckle closure
    • Luxe fit breathable cushioned insole
    • Glitter material
    • Runs true to size

    Style Number/Barcode: 07401-4971

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Boss Moves Over-The-Knee Block Heel Boots

    Power stance, but make it fashion. These sleek over-the-knee boots with a bold block heel bring instant confidence to every 'fit.

    Fit & Features

    • 4" Block heel, 10" leg opening, 23" shaft height
    • Faux leather material
    • Over-the-knee height, top back slit
    • Pointed toe
    • Partial inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-000098

    Category Name: Women’s Shoes

    Price: $54.90

    Availability: In Stock

    Available Color: BLACK

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

    Product Badge:
    • New Arrival
  • Classic Staple Pointed Toe Stiletto Heels

    These chic stiletto heels are a classic staple to have in your closet featuring a sleek pointed toe with a wide toe strap and a thin adjustable ankle strap with a buckle detail. The luxe fit cushioned insole has plush support foam for comfortable and confident wear.

    Fit & Features

    • Stiletto heel
    • Faux nubuck material
    • Open pointed toe, wide toe strap
    • Thin adjustable heel strap with buckle detail
    • Closed back
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5072

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty In Metallic Basic Block Heels

    Step out in these pretty metallic block heels to dress up any outfit! They showcase a sleek almond toe, a block heel, an adjustable ankle strap with rhinestone buckle closure, and a luxe fit cushioned insole for ultimate comfort. Complete the look with a stunning necklace set.

    Fit & Features

    • 3" Block heel
    • Almond toe
    • Adjustable ankle strap with rhinestone buckle
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4958

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Amp It Up Faux Leather Platform Boots

    Amp up your cold-weather 'fits with these sleek faux leather platform boots with an above-the-ankle height. They feature a trendy square-shaped toe, an inner zipper closure for effortless styling, and a tall block heel.

    Fit & Features

    • 4" Tall block heel, 5" leg opening, 3.5" shaft height
    • Faux leather material
    • Above-the-ankle height
    • Square toe
    • Inner zipper closure
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07403-1803

    Category Name: Women’s Shoes

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Glam Platform Block Heels

    Elevate your fits' with platform block heels that feature an open almond toe with a single strap design, an adjustable ankle strap with buckle closure, and a platform sole. Complete with an LBD and clutch for the perfect date night outfit!

    Fit & Features

    • Block heel
    • Open almond toe
    • Single strap design 
    • Adjustable ankle strap with buckle closure
    • Platform sole
    • Faux nubuck material 
    • Runs true to size

    Style Number/Barcode: 07401-5019

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Touch Pearl Strap Bow Stiletto Heels

    Elevate your dressy look and add a chic touch with these stiletto heels featuring an open almond-shaped toe with a sheer ruffled lace strap, a faux pearl beaded ankle strap, and a closed back with a sleek satin bow detail. Style with an envelope clutch.

    Fit & Features

    • 3.5" Wide stiletto heel
    • Faux leather material
    • Open almond toe
    • Sheer ruffled lace toe strap
    • Faux pearl beaded ankle strap
    • Closed back, satin bow detail
    • Runs true to size

    Style Number/Barcode: 07401-5085

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Metallic Faux Leather Platform Block Heels

    Hit the scene in glam metallic faux leather platform block heels. With a block heel, open almond toe, and chic ankle strap, these beauties are your ticket to standout style.

    Fit & Features

    • 4" Block heel
    • Faux leather material with chrome sheen
    • Open almond toe, toe strap
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07401-5071

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Style Statement Under-The-Knee Faux Leather Boots

    These stylish faux leather boots feature a sleek pointed-toe and an under-the-knee length shaft perfect for styling with your favorite bottoms and tights. 

    Fit & Features

    • 3.5" Block heel, 7" leg opening, 14.5" shaft height
    • Faux leather material
    • Pointed-toe
    • Inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1030

    Category Name: Women’s Shoes

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Made For Struttin' Basic Faux Leather Booties

    These basic faux leather booties were made for struttin'! They feature a pointed toe, an inner zipper closure, and a sleek block heel that elevates the style. Complete the look in a chic blazer.

    Fit & Features

    • 3.5" Block heel
    • Pointed toe
    • Inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1787

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Moment Faux Leather Croc-Embossed Under the Knee Boots

    Create a chic moment with under-the-knee boots that bring the drama! The faux leather boots feature a trendy faux croc-embossed pattern, pointy toe, an inner zipper closure, and a sturdy block heel. Complete look with a sweater dress! 

    Fit & Features

    • 3.5” Block heel, 7" leg opening, 15" shaft height
    • Under the knee-length
    • Pointy toe
    • Faux leather material
    • Faux croc-embossing
    • Inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1024

    Category Name: Women’s Shoes

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Steps Stiletto Heels

    These strappy stiletto heels are bold, sleek, and made for moments that deserve a little extra heat. With a square toe and barely-there straps, they’re the ultimate finishing touch for your day or night look.

    Fit & Features

    • Stiletto heel
    • Square toe
    • Sleek straps
    • Adjustable ankle strap with buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000199

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: BURGUNDY

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

  • Wildly Luxe Leopard Print Stiletto Heels

    Fit & Features

    • Stiletto heel
    • Open pointed-toe
    • Adjustable ankle strap
    • Single strap over toe
    • Leopard print
    • Faux microsuede material 
    • Runs true to size

    Style Number/Barcode: 07401-5073

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gorgeous Girl Rhinestone Spiral Nubuck Block Heels

    A pair of statement nubuck block heels that take your outfit from good to gorgeous! They feature an almond toe with a rhinestone embellished toe strap, a luxe fit cushion insole for ultimate comfort, and a spiral rhinestone embellished ankle strap. Complete the look with a chic bolero for a special event.

    Fit & Features

    • 3" Block Heel
    • Almond toe
    • Rhinestone embellished toe and spiral ankle straps
    • Luxe fit cushion insole
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-5044

    Category Name: Women’s Shoes

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale