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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.

  • 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
  • Night Shimmer Rhinestone Platform Block Heels

    Add some sparkle in these platform block heels with dazzling rhinestone-embellished straps. Perfect for brides, graduates, or any special event!

    Fit & Features

    • Block heel
    • Almond toe
    • Rhinestone-embellished straps
    • Platform sole
    • Closed ankle, adjustable strap with buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5280

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: In Stock

    Available Color: WHITE

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

  • 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
  • Grand Entrance Rhinestone Stiletto Heel Mules

    Make your grand entrance in glitzy mules that dazzle and wow. The mules feature an open-back, a rhinestone-embellished wide strap over the toe, a peep toe, a wide platform, and a sleek stiletto heel. Complete your look with an LBD. 

    Fit & Features

    • Open-back 
    • Wide-strap over the toe
    • Peep toe
    • Wide platform 
    • Rhinestones
    • Stiletto heel

    Style Number/Barcode: 07401-2524

    Category Name: Women’s Shoes

    Price: $15.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Stacked Block Heel Booties

    These basic booties are the finishing touch you need for your layered outfits this season. The booties feature an around the ankle fit, goring inset at the ankle, a pointed toe, and a low block heel. The booties are composed of a faux suede material. Complete your look with a chunky cable knit sweater and mom jeans. 

    Fit & Features

    • Around the ankle fit
    • Goring inset at the ankle
    • Pointed toe
    • Low block heel
    • Faux suede material 

     

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

    Style Number/Barcode: 07403-0404

    Category Name: Women’s Shoes

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace-Up Faux Suede Platform Block Heels

    Lace-up in heels that bring the style as your strut in the room. The heels feature a sexy lace-up design, an open almond toe, a single strap over the toe, and a trendy block heel. Complete your look with a curve-hugging bodycon dress that showcases curves. 

    Fit & Features

    • Closed-back
    • Lace-up straps
    • Open almond toe
    • Single strap over the toe
    • Wide platform
    • Block heel
    • Faux microsuede material  

    Style Number/Barcode: 07401-2536

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fashionista Chic Croc Embossed Faux Leather Boots

    These boots are totally fashionista-approved must-haves! The boots feature a thigh-high fit, an inner zipper closure, a pointed toe, and a block heel. The boots are composed of faux leather material with a croc-embossed pattern. Complete look with a long sleeve mini dress. 

    Fit & Features

    • Thigh-high fit
    • Inner zipper closure
    • Pointed toe
    • Block heel
    • Croc-embossed pattern
    • Faux leather material 

    Style Number/Barcode: 07402-0267

    Category Name: Women’s Shoes

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rhinestone Glitz Faux Leather Stiletto Heels

    Bring the glitz in heels that sparkle up your night out looks! The heels feature a slingback strap, a rhinestone embellished multi-strap design, an open Almond toe, and a sleek stiletto heel. The heels are composed of a faux leather material. Complete look with a glitter mini dress.

    Fit & Features

    • Slingback strap
    • Rhinestone embellished multi-strap design 
    • Open Almond toe
    • Stiletto heel
    • Faux leather material

    Style Number/Barcode: 07401-2509

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall Back on Basics Faux Nubuck Booties

    Fall back on basic booties to create chic layered outfits this season. The booties feature an around the ankle fit, an almond toe, and short stacked block heel. The booties are composed of a faux nubuck material. Complete your look with a cardigan and high waist jeans. 

    Fit & Features

    • Around the ankle-length
    • Almond toe
    • Inner zipper closure
    • Short stacked block heel
    • Faux nubuck material

    Style Number/Barcode: 07403-0448

    Category Name: Women’s Shoes

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Faux Suede Block Heel Booties

    These basic block heel booties are a must-have for this winter season! They feature a trendy pointed toe, side gore detail, and a smooth faux suede material. Pair these booties with high rise mom jeans for a casual yet still trendy vibe.

    Fit & Features

    • Ankle-high design
    • Pointed toe
    • Side gore detail
    • Block heel
    • Faux suede material


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

    Style Number/Barcode: 07403-0506

    Category Name: Women’s Shoes

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Lace-Up Lug Sole Booties

    Style up these edgy faux leather booties for a girl's night out! They feature a front lace-up design, side zipper closure, and a tall block heel. Pair these booties with a plaid mini skirt and faux leather jacket.

    Fit & Features

    • Ankle-high design
    • Round toe
    • Lug sole and tall block heel
    • Lace-up front design
    • Inner zipper closure
    • Back striped pull tabs
    • PU material

    Style Number/Barcode: 07403-0406

    Category Name: Women’s Shoes

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Suede Below The Knee Boots

    Effortlessly dress up your look and keep it comfortable in these below the knee boots! They feature a stacked low block heel, an inner zipper closure, and a faux suede material. Pair these boots with dark wash denim and a mock neck sweater.

    Fit & Features

    • Below the knee design
    • Almond toe
    • Low stacked block heel
    • Inner zipper closure
    • Faux suede material

     

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

    Style Number/Barcode: 07402-0238

    Category Name: Women’s Shoes

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Lace-Up Lug Sole Booties

    Add some edge to your date night look with these trendy heeled booties! They feature a stylish lace-up front design, a thin lug sole, and a sturdy block heel. Pair these booties with a sweater dress and hoop earrings.

    Fit & Features

    • Almond toe
    • Lace-up front design
    • Inner zipper closure
    • Thin lug sole
    • Block heel
    • Faux micro suede material

    Style Number/Barcode: 07403-0605

    Category Name: Women’s Shoes

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Chic Lace-Up Lug Sole Booties

    Get an effortlessly chic look with these trendy heeled booties! They feature a lace-up front design, a thin lug sole, and a sturdy block heel. Pair these booties with a faux leather mini skirt for an edgy date night outfit.

    Fit & Features

    • Almond toe
    • Lace-up front design
    • Inner zipper closure
    • Thin lug sole
    • Block heel
    • Faux nubuck material

    Style Number/Barcode: 07403-0604

    Category Name: Women’s Shoes

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Buckle Detail Square Toe Block Heels

    Complete your chic workwear look by adding on these block heels! They feature a trendy open square toe, a thick ankle strap with an adjustable buckle closure, and a sturdy block heel. Pair these shoes with a curve-hugging pencil skirt for an elongated look.

    Fit & Features

    • Open square toe with strap
    • Thick ankle strap with adjustable buckle
    • Closed back
    • Block heel
    • Faux nubuck material

    Style Number/Barcode: 07401-2521

    Category Name: Women’s Shoes

    Price: $18.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked On Basic Faux Nubuck Booties

    Turn to these stacked booties to create chic layered outfits this season. The booties feature an around the ankle fit, a pointed toe, and a stacked block heel. The booties are composed of a faux nubuck material. Complete your look with a cardigan and high waist jeans. 

    Fit & Features

    • Around the ankle fit
    • Pointed toe
    • Stacked block heel
    • Inner zipper closure 
    • Faux nubuck material  

    Style Number/Barcode: 07403-0442

    Category Name: Women’s Shoes

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Over The Knee Lug Sole Boots

    Be the major trendsetter of your squad in these faux suede over the knee boots! They feature a round toe with a lug sole, sturdy block heel, and tie back detail. Pair these boots with a faux leather mini skirt for an edgy look this winter season.

    Fit & Features

    • Over the knee design
    • Round toe
    • Lug sole
    • Block heel
    • Inner zipper closure
    • Tie back detail
    • Faux suede material

     

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

    Style Number/Barcode: 07402-0214

    Category Name: Women’s Shoes

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out In Style Over The Knee Boots

    Step out in style this season in these trendy over the knee boots! They feature a lug sole, sturdy block heel, and a tie back detail. Pair these boots with a sweater dress for an edgy-chic vibe for a holiday party.

    Fit & Features

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

     

    Style Number/Barcode: 07402-0237

    Category Name: Women’s Shoes

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free