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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.

  • The Classic Faux Patent Leather Mary Jane Flats

    A pair of classic mary jane flats with a modern edge. These flats feature a low block heel, closed pointy toe, and a strappy open design perfect for styling with a romper.

    Fit & Features

    • Faux patent leather material
    • Closed pointy toe
    • Single strap accent over toe with buckle detail
    • Open back with adjustable ankle strap and buckle detail
    • Low block heel
    • Faux leather padded insole
    • Runs true to size

    Style Number/Barcode: 07405-0214

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Whimsically Chic Butterfly Rhinestone Block Heels

    Step into these whimsical and chic block heels adorned with rhinestone butterflies that'll make you soar all night in glam!

    Fit & Features

    • Block heel
    • Almond toe
    • Strappy design, rhinestone butterflies
    • Closed ankle
    • Back zipper closure
    • Runs true to size

    Style Number/Barcode: 07401-000148

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Glimmer Rhinestone Strappy Block Heels

    Show off a chic glimmer in these block heels featuring an open square toe and asymmetric strappy design with shimmering tonal rhinestone embellishments.

    Fit & Features

    • Block heel
    • Faux nubuck material
    • Open square-shaped toe
    • Asymmetric strappy design, tonal rhinestone embellishments
    • Adjustable ankle strap, buckle detail
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000117

    Category Name: Women’s Shoes

    Price: $34.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 6.5, 7, 10

  • Striking Chic Snake Print Stiletto Mules

    Step into these striking snake print stiletto mules perfect for a date or a girl's night out! Pair with a clutch.

    Fit & Features

    • Stiletto heel
    • Faux leather material
    • Open square toe
    • Wide strap over the toe
    • Snake print
    • Runs true to size

    Style Number/Barcode: 07401-5178

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Little Sparkle Rhinestone Wedge Heels

    A little sparkle goes a long way. These rhinestone strappy wedge heels serve shine, support, and stunning glam vibes for every plan on your calendar.

    Fit & Features

    • Wedge heel
    • Faux suede material
    • Open square-shaped toe
    • Triple toe strap design, rhinestone embellishments
    • Adjustable ankle strap with buckle detail, closed back
    • Faux leather cushioned insole
    • Runs true to size

    Style Number/Barcode: 07406-000026

    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

  • Glam Accent Strappy Metallic Faux Leather Wedges

    Add a glam accent to your 'fits with these metallic faux leather wedges! Featuring a square toe, puffy toe and asymmetrical straps, and a comfortable wedge heel, these faux leather wedges are perfect for any occasion. Complete the look with a clutch.

    Fit & Features

    • 4" Wedge heel
    • Square toe
    • Puffy toe and asymmetrical strap
    • Metallic faux leather material
    • Slip-on-and-off styling
    • Runs true to size

    Style Number/Barcode: 07406-0356

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Baddie Faux Patent Leather Ankle Booties

    Own your look with faux patent leather ankle booties that feature a square toe, an inner zipper closure, and a sturdy block heel. Complete with a mini skirt and bodysuit! 

    Fit & Features

    • 3.5" Block heel, 4.5" leg opening, 3.5" shaft height
    • Faux patent leather material
    • Above-the-ankle fit
    • Square toe
    • Inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07403-1800

    Category Name: Women’s Shoes

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Buckled Up Stiletto Heels

    Edge up your look in these sleek stiletto heels with a trendy buckle accent perfect for dressing up jeans or a dress!

    Fit & Features

    • 4" Stiletto heel
    • Square toe
    • Buckle accent toe strap
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5240

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: BLACK, IVORY

    Available Size: 5.5, 8, 8.5, 10

  • Style Icon Houndstooth Platform Knot Block Heels

    Stun like a style icon in platform heels that feature a trendy houndstooth print, an almond toe with a knot accent, an adjustable ankle strap with buckle closure, a platform sole, and a sturdy block heel. Complete with a pleated skirt and cardigan.

    Fit & Features

    • 5" Block heel
    • Almond toe
    • Knot accent over toe
    • Adjustable ankle strap with small buckle closure
    • Houndstooth print
    • Runs true to size

    Style Number/Barcode: 07401-5061

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Bloom Flower Strap Kitten Heels

    Bring some glamour to brunches and parties in these satin kitten heels featuring an open square toe, straps with a chiffon beaded flower accent, and a short stiletto heel.

    Fit & Features

    • Stiletto kitten heel
    • Satin material
    • Open square-shaped toe
    • Dual toe straps, chiffon flower accent with crystal beading
    • Adjustable ankle and heel straps, buckle detail
    • Faux leather cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000309

    Category Name: Women’s Shoes

    Price: $38.90

    Availability: In Stock

    Available Color: WHITE

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

  • Sleek And Chic Square Toe Stiletto Heels

    These stiletto heels feature a sleek square toe, and adjustable ankle strap with buckle closure, and are composed of a faux leather material perfect for everyday styling.

    Fit & Features

    • 3.5" Stiletto heel
    • Faux leather material
    • Square toe
    • Adjustable ankle strap, buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-5015

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty And Fun Lace Block Heel Mules

    Flirty and fun, these block heel mules are designed with a sheer lace strap with a floral embroidery that elevates your look.

    Fit & Features

    • 2.5" Block heel
    • Square toe
    • Sheer lace floral embroidered strap
    • Cushioned insole
    • Linen material
    • Runs true to size

    Style Number/Barcode: 07401-000081

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 6.5, 7, 7.5, 10

  • Elite Glam Faux Pearl Platform Block Heels

    Showcase elite glamour at your next fancy affair in these faux pearl platform block heels! The faux leather heels feature all-over faux pearl embellishments for that trendy touch of sophistication. The open square-shaped toe has a wide toe strap, followed by thin adjustable ankle and heel straps with a buckle closure. The shoes are supported with a platform sole and a tall block heel. Style with the matching handbag for a chic seamless look!

    Shop Matching Bag: Elite Glam Faux Pearl Mini Tote Handbag

    Fit & Features

    • 4.5" Block heel
    • Faux leather material, mini faux pearls
    • Open square toe
    • Wide toe strap
    • Thin adjustable ankle and heel straps with buckle closure
    • Platform sole, padded insole
    • Runs true to size

    Style Number/Barcode: 07401-4645

    Category Name: Women’s Shoes

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Glamour Rhinestone Bow Mules

    A sweet style that will catch many eyes! These metallic mules showcase a glam rhinestone embellished tulle bow that elevates your day or night look.

    Fit & Features

    • Block heel
    • Square toe
    • Wide band
    • Rhinestone-embellished tulle bow
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000253

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: GOLD, SILVER

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

  • Iridescent Glow Gemstone Clear Block Heels

    These sparkling gemstone clear block heels will give your dressy look the most gorgeous glow! They feature an open almond toe, a clear caged strap design with iridescent gemstone embellishments and a center gemstone-shaped flower accent, a closed back with a zipper, a clear lucite block heel, and a chrome faux leather exterior for a metallic sheen. Style with a rhinestone fringe clutch.

    Fit & Features

    • Open almond-shaped toe
    • Clear PVC caged strap design
    • Iridescent gemstones, center gemstone-shaped flower detail
    • Closed back, zipper
    • Clear lucite block heel
    • Chrome faux leather exterior, metallic sheen
    • Runs true to size

    Style Number/Barcode: 07401-4441

    Category Name: Women’s Shoes

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Summertime Chic Strappy Espadrille Wedges

    Level up your summertime 'fits with these chic strappy espadrille wedges. They feature an on-trend woven espadrille wedge heel, an open square-shaped toe, an asymmetric strappy design across the foot, and thin adjustable ankle and heel straps for a customized fit with a buckle closure. Style with a floral dress for weekend brunch!

    Fit & Features

    • 4" Espadrille wedge heel
    • Faux leather upper
    • Open square toe
    • Asymmetric strappy design
    • Adjustable ankle and heel straps, buckle closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07406-0338

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Western Flair Foldover Under-The-Knee-Boots

    Add western flair to your look with these folded under-the-knee boots with trendy embroidery on smooth faux suede material. Pair with a cowboy hat.

    Fit & Features

    • 3.5" Stacked block heel, 7" leg opening, 12" shaft height
    • Faux suede material
    • Western embroidery
    • Under-the-knee height
    • Closed pointed-toe
    • Runs true to size

    Style Number/Barcode: 07402-1092

    Category Name: Women’s Shoes

    Price: $9.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Memorable Muse Rhinestone Strappy Sandals

    Become an instant muse in these rhinestone strappy sandals to put glam in every step!

    Fit & Features

    • Square toe
    • Rhinestone embellished strappy design
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1258

    Category Name: Women’s Shoes

    Price: $10.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Upgrade Basic Block Heel Mules

    Your outfits will get a chic upgrade in these basic block heel mules! Pair with a shoulder bag.

    Fit & Features

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

    Style Number/Barcode: 07401-5312

    Category Name: Women’s Shoes

    Price: $26.90

    Availability: In Stock

    Available Color: GOLD

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

  • Chic Mood Strappy Faux Leather Block Heel Mules

    These strappy faux leather block heel mules will put you in a chic mood! The low-block heels are composed of smooth faux leather material and feature an open square-shaped toe with a thin knotted strappy design across the foot for a trendy look. Include an open back for easy on-and-off styling. Pair these mules with a mini handbag!

    Fit & Features

    • 3" Block heel
    • Faux leather material
    • Open square toe
    • Knotted strappy design
    • Open back
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4760

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Moment Snake Print Block Heels

    Step into these snake print block heels to add sass to your look. They feature a platform sole and a luxe fit breathable cushioned insole for comfort. Pair with a little black dress.

    Fit & Features

    • Block heel
    • Faux leather material
    • Open almond-toe, single strap over the toe
    • Adjustable ankle strap with small buckle
    • Platform sole
    • Luxe fit breathable cushioned insole
    • Snake print
    • Runs true to size

    Style Number/Barcode: 07401-5059

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Polished Touch Under The Knee Riding Boots

    Perfect for adding a polished touch to your look, these under-the-knee riding boots are designed with a round toe and a curved under-the-knee length shaft for a sleek silhouette.

    Fit & Features

    • 1” in heel height, 7” leg opening, 13” shaft height.
    • Round toe
    • Under the knee, curved shaft height
    • Inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000018

    Category Name: Women’s Shoes

    Price: $45.90

    Availability: In Stock

    Available Color: WHITE

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

  • Boldly Chic Distressed Faux Leather Western Boots

    Bold and chic, these faux leather western boots will be the talk of the town! Pair with a sleek jacket.

    Fit & Features

    • Block heel
    • Distressed faux leather material
    • Knee length 
    • Inner zipper closure
    • Pointy toe
    • Runs true to size

    Style Number/Barcode: 07402-1069

    Category Name: Women’s Shoes

    Price: $10.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Staple Strappy Square Toe Mules

    These chic strappy square toe mules will be a new sleek staple in your closet! Perf for pairing with your favorite shoulder bag.

    Fit & Features

    • Block heel
    • Faux leather material
    • Open square-shaped toe
    • Strappy design with knot detail
    • Open back, on-and-off styling
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000099

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 5.5, 7.5, 8.5, 9