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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.

  • So Sleek Faux Leather Ankle Booties

    Let these ankle booties complete your sleek and stylish outfit! The ankle booties feature an around the ankle fit, a pointed toe, an inner zipper closure, and a block heel. The booties are composed of a faux leather material. Complete look with a ribbed midi dress. 

    Fit & Features

    • Around the ankle fit
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Faux leather material 


    Please be advised that these booties run a 1/2 size too small.

    Style Number/Barcode: 07403-0461

    Category Name: Women’s Shoes

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Vibes Lug Sole Block Heel Booties

    Get major edgy vibes in these stylish booties! They feature an ankle-high design with a gore detail, a trendy lug sole, and a sturdy block heel. Pair these booties with your fave pair of dark wash skinny jeans.

    Fit & Features

    • Ankle-high design
    • Almond toe
    • Gore detail
    • Lug sole
    • Block heel
    • Faux microsuede material

    Style Number/Barcode: 07403-0531

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's A Gem Rhinestone Block Heels

    Shine like the gem you are in these heels that bring the glamour. The heels feature a rhinestone embellished adjustable ankle strap, back strap, an open almond toe with a strap over the toe, and a block heel. Complete look with a sleek LBD.

    Fit & Features

    • Rhinestone embellished adjustable ankle strap
    • Back ankle strap
    • Open almond toe
    • Strap over the toe 
    • Block heel 
    • Faux nubuck and suede material  

    Style Number/Barcode: 07401-2198

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep It Trendy Tie Dye Sneakers

    Keep your everyday look trendy in these adorable sneakers! They feature a lace-up design with back pull tabs, a tie dye knit fabric, and a clear insert at the sole. Pair these sneakers with biker shorts and an oversized tee for that casual and cute vibe.

    Fit & Features

    • Round toe
    • Lace-up design
    • Back pull tabs
    • Tie dye knit fabric
    • Clear insert at the sole

    Style Number/Barcode: 07407-0189

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glitzy And Glamorous Glitter Mesh Pumps

    Complete your glamorous formal look with these glitzy pumps! They feature a closed pointed toe, a closed back, and a short stiletto heel. They are composed of a glitter mesh material with a clear PVC insert with all-over rhinestone detailing for major sparkle. Pair these heels with a floor-sweeping specialty gown with a high slit.

    Fit & Features

    • Closed pointed toe
    • Closed back
    • Short stiletto heel
    • Glitter mesh material
    • Clear PVC insert
    • All-over rhinestone detailing

    Style Number/Barcode: 07401-2523

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Babe Lace-Up Block Heels

    Hey babe! Showcase your bold and trendy side in these fab block heels. They feature a pointed toe with a clear PVC strap, a block heel, and a lace-up design that ties at the back. The heels are composed of a faux microsuede material with an all-over leopard print. Pair these heels with a little black dress for a girl's night out.

    Fit & Features

    • Pointed toe
    • Clear PVC toe strap
    • Closed back
    • Block heel
    • Lace-up design
    • Faux microsuede material
    • All-over leopard print

    Style Number/Barcode: 07401-2539

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Faux Leather Square Toe Block Heels

    These basic faux leather block heels are a perfect addition to your everyday workwear 'fit! They feature a trendy square toe, a thin adjustable ankle strap, and a stacked block heel. Pair these shoes with an oversized blazer for a chic and stylish look.

    Fit & Features

    • Open square toe with strap
    • Thin adjustable ankle strap
    • Closed back
    • Stacked block heel
    • PU material

    Style Number/Barcode: 07401-2504

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux-Ever Fashionable Block Heel Booties

    Keep your look forever fashionable in these adorable booties! They feature an ankle-high design with a chic faux fur cuff, a back zipper closure, and a block heel. Pair these booties with a simple little black dress and layer on a faux leather moto jacket.

    Fit & Features

    • Ankle-high design
    • Faux fur cuff
    • Back zipper closure
    • Almond toe
    • Block heel
    • Faux microsuede material

    Style Number/Barcode: 07403-0486

    Category Name: Women’s Shoes

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace Up Glamour Stiletto Boots

    Girl, it's time to make a statement! These boots are composed of a faux suede material and hit over the knee, they have a pointed toe, and a zipper at one side. They have a lace-up detail at the back. They are a perfect addition to your wardrobe for the cold weather! Complete look with a sweater dress.

    Fit & Features

    • Over-the-knee fit
    • Pointed toe
    • Lace-up back
    • Faux suede material
    • Zipper closure

    Style Number/Barcode: 07402-0235

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feline Fierce Block Heel Combat Booties

    Make a fierce impression in leopard booties that command the room! The booties feature an around the ankle fit, a trendy leopard print, a lace-up front, an almond toe, and a stacked block heel. Complete look with a black dress. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Leopard print
    • Almond toe 
    • Lug sole 
    • Stacked block heel
    • Faux microsuede material


    Please be advised that these boots run 1/2 size small.

    Style Number/Barcode: 07403-0416

    Category Name: Women’s Shoes

    Price: $18.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Low-Key Chic Clear Strappy Mules

    These mules said minimal effort, maximum slay. With clear strappy details and a block heel, they go with literally everything—from denim to date-night dresses.

    Fit & Features

    • Block heel
    • Open square-shaped toe
    • Clear PVC strappy design, toe-strap detail
    • Open back, on-and-off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000232

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: NUDE

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

  • Faux Leather Stacked Block Heel Booties

    These faux leather block heel booties are the essential shoes you need this winter season! They feature an ankle-high design, a flattering almond toe, a stacked, sturdy block heel, and a back zipper closure. Keep it more casual by pairing these booties with skinny jeans, or elevate your look with a sweater dress.

    Fit & Features

    • Ankle-high design
    • Almond toe
    • Stacked block heel
    • Back zipper closure
    • Smooth faux leather material

    Style Number/Barcode: 07403-0436

    Category Name: Women’s Shoes

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Basic Pointed Toe Booties

    Fall back to basics in a bootie that goes with all your layered looks this season. The booties feature a mid-calf fit, a pointed square toe, an inner zipper closure, and a block heel. The booties are composed of a faux leather material. Complete look with a plaid scarf.

    Fit & Features

    • Mid-calf fit
    • Inner zipper closure
    • Pointed square toe
    • Block heel
    • Faux leather material 


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

    Style Number/Barcode: 07403-0497

    Category Name: Women’s Shoes

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Studded Glam Stiletto Booties

    Make your look edgy-chic in booties that command attention! The booties feature a mid-calf fit, a pointed toe, a studded trim, and a sleek stiletto heel. Complete look with a sweater dress. 

    Fit & Features

    • Mid-calf fit
    • Pointy toe
    • Studded trim
    • Inner zipper closure
    • Stiletto heel
    • Faux suede material 

     

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

    Style Number/Barcode: 07403-0488

    Category Name: Women’s Shoes

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Trendy Faux Suede Lug Booties

    Tap into your fashion instincts in these booties that bring the fierce factor to your look. The booties feature a mid-calf fit, a leopard print, a lace-up front, and a lug sole. The booties are composed of faux suede material. Complete look with a black ribbed dress. 

    Fit & Features

    • Mid-calf fit
    • Leopard print
    • Almond toe
    • Lace-up front
    • Block heel
    • Lug sole
    • Faux suede material 

    Style Number/Barcode: 07403-0412

    Category Name: Women’s Shoes

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Over the Knee Faux Suede Leopard Print

    Step out and make a chic statement in boots that bring the drama to your night out looks. The boots feature a trendy animal print, an over the knee fit, an inner zipper closure, a round toe, and a sleek stiletto heel. The boots are composed of a faux suede material. Complete look with a black ribbed mini dress.

    Fit & Features

    • Animal print
    • Over the knee fit
    • Round toe
    • Inner zipper closure
    • Stiletto heel


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

    Style Number/Barcode: 07402-0252

    Category Name: Women’s Shoes

    Price: $22.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On the Edge Faux Fur Combat Boots

    Create an edgy look with boots that bring the attitude. The boots feature a mid-calf fit, a lace-up front, a buckle accent at the back, and a faux fur lining. Complete look with a chunky sweater and skinny jeans. 

    Fit & Features

    • Mid-calf fit
    • Lace-up front
    • Buckle accent at the back of the ankle
    • Almond toe
    • Faux fur lining 
    • Faux leather exterior

     

    Please be advised that these boots run one size too small.

    Style Number/Barcode: 07403-0481

    Category Name: Women’s Shoes

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back to Basics Faux Suede Platform Heels

    Bring it back to basic in heels that go with all your favorite fits'. The heels are perfect to wear for that upcoming bridal shower or for a date night with bae. The heels feature a solid neutral hue, an adjustable ankle strap, criss-cross straps over the toe, a wide platform, and a block heel. Complete look with a curve-hugging bandage bodycon.

    Fit & Features

    • Solid neutral hue
    • Open Almond toe
    • Criss-cross straps over the toe
    • Wide platform
    • Block heel
    • Faux suede material

    Style Number/Barcode: 07401-2611

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leopard Print Faux Suede Platform Heels

    These platform heels are diva-approved for your next night out! The fierce heels feature a trendy leopard print, an adjustable ankle strap, criss-cross straps over the toe, a wide platform, and a block heel. Complete look with a curve-hugging bandage bodycon. 

    Fit & Features

    • Leopard print
    • Open Almond toe
    • Criss-cross straps over the toe
    • Wide platform 
    • Block heel
    • Faux suede material

    Style Number/Barcode: 07401-2612

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Patent Leather Lug Booties

    Keep it edgy in booties that bring the attitude! The booties feature a faux patent leather body, an almond toe, a lug sole, and a block heel. Complete look with a faux leather moto jacket. 

    Fit & Features

    • Around the ankle fit
    • Almond toe
    • Lug sole
    • Inner zipper closure
    • Faux patent leather material
    • Block heel 

     

    Please be advised that these booties run 1/2 size small. 

    Style Number/Barcode: 07403-0433

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Suede Studded Chic Stiletto Booties

    Make your look edgy-chic in booties that command attention! The booties feature a mid-calf fit, a pointed toe, a studded trim, and a sleek stiletto heel. Complete look with a sweater dress. 

    Fit & Features

    • Mid-calf fit
    • Pointy toe
    • Studded trim
    • Inner zipper closure
    • Stiletto heel
    • Faux suede material 

     

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

    Style Number/Barcode: 07403-0495

    Category Name: Women’s Shoes

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Over the Knee Stiletto Heel Boots

    These boots are a season must have to go with your layered outfits. The boots feature an over the knee fit, a round toe, and a sleek stiletto heel. The boots are composed of faux suede material. Complete look with a mini sweater dress and a plaid scarf. 

    Fit & Features

    • Over the knee fit
    • Inner zipper closure 
    • Round toe
    • Stiletto heel
    • Faux suede material 


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

    Style Number/Barcode: 07402-0253

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stay Stylish Over The Knee Boots

    Keep it stylish and chic in these fab over the knee boots! They feature a flattering almond toe, a sturdy block heel, and a tie back detail. Pair these boots with a plaid mini skirt for a holiday party.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Block heel
    • Tie back detail
    • Faux suede material

     

    Please be advised that these boots run a 1/2 size too small.

    Style Number/Barcode: 07402-0224

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Vibes Cut Out Block Heel Booties

    Get major sultry vibes in these cut out block heel booties! They feature an open almond toe with a caged design and a sturdy block heel. Pair these booties with a curve-hugging midi dress for your next date with bae.

    Fit & Features

    • Open almond toe
    • Caged cut out design
    • Closed back with zipper closure
    • Block heel

    Style Number/Barcode: 07403-0449

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale