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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.

  • Lady In Red Block Heel Booties

    Here's looking at you lady! Stun in booties that add a burst of color to your outfits! The booties feature an ankle-length fit, a pointed toe, and a low block heel. Complete your look with a cardigan and high waist jeans. 

    Fit & Features

    • Ankle-length fit
    • Pointed toe
    • Low block heel
    • Inner zipper closure
    • Faux suede material 

    Style Number/Barcode: 07403-0322

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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, 7.5

  • Step Up Faux Suede Stiletto Heels

    Step up your style in heels that bring the chic glamour! The heels feature wrap-around straps, an open square toe, a strappy design, and a sleek stiletto heel. Complete your look with a ribbed midi dress. 

    Fit & Features

    • Wrap-around straps
    • Open square toe
    • Strappy design 
    • Sleek stiletto heel
    • Faux suede material 

    Style Number/Barcode: 07401-2426

    Category Name: Women’s Shoes

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Chic Vibe Faux Leather Sneakers

    These adorable faux leather sneakers have such a chic vibe! They feature a lace-up front with a thick sole and a PU material. Pair these cute sneaks with medium wash denim for the perfect everyday 'fit.

    Fit & Features

    • Rounded toe
    • Lace-up front
    • Thick sole
    • PU material


    Please be advised that these sneakers run 1 size too small.

    Style Number/Barcode: 07407-0175

    Category Name: Women’s Shoes

    Price: $14.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Nubuck Pointed Toe Flats

    These pointed toe flats are such a closet staple! They feature a trendy pointed toe and a smooth faux nubuck material. Pair these with your fave tapered paper bag pants for the perfect work from home look.

    Fit & Features

    • Pointed toe
    • Closed back
    • Faux nubuck material

    Style Number/Barcode: 07405-0033

    Category Name: Women’s Shoes

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Glow Up Strappy Stiletto Heels

    Glow up in these gorgeous and sleek strappy stiletto heels! They feature a trendy pointed toe and a strappy design with a metallic finish. Pair these heels with a little black dress for a chic night out.

    Fit & Features

    • Pointed toe
    • Strappy design
    • Adjustable around the ankle strap
    • Stiletto heels
    • Patent PU material

    Style Number/Barcode: 07401-2430

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Trendsetter Heeled Sandals

    You'll be the trendsetter amongst your squad in these adorable heeled sandals! They feature an of the moment square toe, a slide-on design, and a sturdy little stiletto heel. Pair these chic sandals with denim and a crop top for the perf everyday 'fit.

    Fit & Features

    • Square toe
    • Thong sandal design
    • Puffy-like straps
    • Small stiletto heel
    • PU material

    Style Number/Barcode: 07401-2465

    Category Name: Women’s Shoes

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Slay Block Heel Booties

    Slay every day in these fab block heel booties! They feature a sturdy block heel and a smooth, faux suede fabric. Pair these chic booties with a faux leather mini skirt for a stylish night out look.

    Fit & Features

    • Above the ankle fit
    • Almond toe
    • Inner zipper closure
    • Block heel
    • Faux suede fabric


    Please be advised that these booties run 1 size too small.

    Style Number/Barcode: 07403-0335

    Category Name: Women’s Shoes

    Price: $18.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Sassy Block Heel Combat Booties

    Keep it sassy in stylish snake print in these of the moment combat booties! They feature a front lace-up design with an edgy lug sole and an allover multi-colored snake print. Pair these with a simple little black dress to let the booties make the statement.

    Fit & Features

    • Above the ankle fit
    • Lace-up front
    • Rounded toe
    • Inner zipper closure
    • Lug sole
    • Block heel
    • PU material with multi-colored snake print design

    Style Number/Barcode: 07403-0391

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Casual Slay Block Heel Booties

    Casually slay in your trendy 'fit by adding on these block heel booties! They feature a lace-up front, an edgy lug sole and an all-over snake print design. Pair these booties with high rise cropped jeans for a stylish vibe.

    Fit & Features

    • Above the ankle fit
    • Inner zipper closure
    • Almond toe
    • Lace-up front
    • Lug sole
    • Block heel
    • PU material with allover snake print

    Style Number/Barcode: 07403-0390

    Category Name: Women’s Shoes

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Platform Block Heel Booties

    Level up your look in these chic block heel booties! Featuring a stylish platform and a sleek block heel, these booties are perfect for your next party. Simply pair them with a LBD and stunning statement earrings for a gorgeous look.

    Fit & Features

    • Almond toe
    • Platform
    • Thin block heel
    • Dual zipper detailing
    • Faux nubuck material

    Style Number/Barcode: 07403-0380

    Category Name: Women’s Shoes

    Price: $21.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Denim Diva Over The Knee Block Heeled Boots

    Have a major diva moment in these trendy denim over the knee boots! They feature distressed detailing down the front, a tie back detail, and a sturdy block heel. Pair these with a little black dress to let the boots be the statement at your next party.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Inner zipper closure
    • Block heel
    • Washed out destructed detailing down the front
    • Tie back accent
    • Denim material

    Style Number/Barcode: 07402-0201

    Category Name: Women’s Shoes

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classically Chic Square Toe Block Heels

    Get a classically chic look that's perfect for the office in these stunning block heels. They feature an open square toe and a thin block heel. Pair these with a fitted pencil skirt for the perfect look.

    Fit & Features

    • Open square toe
    • Adjustable around the ankle strap with buckle detail
    • Closed back
    • Thin block heel
    • Faux nubuck material

    Style Number/Barcode: 07401-2437

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Clearly On Trend Block Heels

    Clearly these buckle detail block heels are on trend! They feature a chic clear toe strap and a stylish buckle accent. Pair these heels with distressed denim to elevate an everyday casual look.

    Fit & Features

    • Open almond toe
    • Clear PVC toe strap
    • Adjustable around the ankle strap with buckle detail
    • Closed back
    • Block heel
    • Faux nubuck material

    Style Number/Barcode: 07401-2440

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Chic Stiletto Booties

    Stylish and oh-so-chic, these stiletto booties are a must-have for a night out with the girls! They feature an open toe design with a sexy stiletto heel. Pair these booties with a curve-hugging bodycon dress for a gorgeous look from head to toe.

    Fit & Features

    • Open toe
    • Dual front cut outs
    • Sleek stiletto heel
    • Back zipper closure
    • Above the ankle height
    • Faux nubuck material

    Style Number/Barcode: 07403-0382

    Category Name: Women’s Shoes

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Moment Nubuck Stiletto Bootie

    Create a chic moment in booties that go with everything! These must-have booties feature side cutouts at the ankle, an almond toe with a platform, and a wide stiletto heel. Complete your look with a cardigan and high waist jeans. 

    Fit & Features

    • Ankle-length
    • Side cutouts at the ankle
    • Adjustable ankle strap
    • Almond toe, platform 
    • Inner zipper closure 
    • Wide stiletto heel
    • Faux Nubuck material 

    Style Number/Barcode: 07403-0321

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lace Back Over The Knee Block Heeled Boots

    These over the knee block heeled boots will level up your stylish fall look. They feature an adorable lace back detail and a sturdy block heel. Pair these boots with a chic sweater dress for a cute date night out.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Complete lace-up back
    • Block heel
    • Faux suede fabric


    Please be advised that these heels run a 1/2 size small

    Style Number/Barcode: 07402-0182

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Moves Lace-Up Combat Booties

    Get ready to make major trendy moves in these edgy combat booties! They feature a lace-up design with a sturdy block heel to elevate your look. Pair these faux leather booties with distressed mom jeans to level up your everyday 'fit.

    Fit & Features

    • Lace-up front
    • Dual zipper details
    • Lug sole
    • Block heel
    • PU material

    Style Number/Barcode: 07403-0333

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Step It Up Lug Sole Block Heel Booties

    Step up your fashion game with these chic block heel booties! They feature a lace-up front with a trend lug sole. Pair these booties with a floral dress to edge up your vibe for the fall season.

    Fit & Features

    • Lace-up front
    • Inner zipper closure
    • Block heel
    • Lug sole
    • Microsuede material


    Style Number/Barcode: 07403-0332

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stacked on Style Faux Leather Ankle Booties

    Buckle up in these cute booties that bring the style to all your favorite looks! The ankle booties feature an around the ankle fit, a chic ankle strap with buckle accent, and a sturdy low block heel. Complete your look with an off the shoulder knit sweater and high waist jeans. 

    Fit & Features

    • Around the ankle fit
    • Elastic goring at the back of the ankle 
    • Ankle strap with small buckle accent
    • Inner zipper closure
    • Almond toe
    • Low stacked block heel 
    • Faux leather material 

     

    Bootie runs small. Size up a half size up

    Style Number/Barcode: 07403-0334

    Category Name: Women’s Shoes

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Sleek Over The Knee Boots

    Chic and oh so sleek, these over the knee boots are a fall must-have! They feature a half faux leather and half elastic knit material to add a stylish flair to your look. Pair these boots with dark wash skinny jeans for a casual day out.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Inner zipper closure
    • Flat heel
    • Half faux leather and half elastic knit material

     

    Please be advised that these boots run one size small. 

    Style Number/Barcode: 07402-0177

    Category Name: Women’s Shoes

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here For It Over The Knee Flat Boots

    We are so here for these chic over the knee boots! Half faux suede and half elastic knit, these flat boots are the must-have piece you need in your wardrobe for the season. Pair these with a faux leather mini skirt for an edgy vibe.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Inner zipper closure
    • Flat heel
    • Half faux suede, half elastic knit

     

    Please be advised that these boots run one size small.

    Style Number/Barcode: 07402-0176

    Category Name: Women’s Shoes

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Edge Platform Zipper Booties

    Bold and edgy, these faux leather booties step up your everyday vibe with a platform sole and zipper detailing.

    Fit & Features

    • Block heel
    • Square toe
    • Dual zipper closure sides
    • Platform sole
    • Ankle-length shaft height
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-000011

    Category Name: Women’s Shoes

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 7, 7.5

  • Simply Stylish Flat Over The Knee Boots

    Get a simple yet very stylish look in these flat over the knee boots! They feature an over the knee design with a trendy tie back detail and smooth faux suede material. Pair these fall-ready boots with a sweater dress for a cute date night look.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Flat heel
    • Inner zipper closure
    • Tie back detail
    • Faux suede material

    Style Number/Barcode: 07402-0174

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance