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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.

  • Essential Peep Toe Faux Nubuck Heels

    Complete your look with heels that elevate your outfit! The heels feature a closed-back, adjustable ankle strap, a peep toe with a wide strap over the toe, a wide platform, and a block heel. The heels are composed of a faux nubuck material. Complete look with a high low dress and dainty charm necklaces.

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Peep toe 
    • Wide strap over the toe
    • Wide platform 
    • Block heel
    • Luxe fit cushioned insole
    • Faux nubuck material 

    Style Number/Barcode: 07401-2606

    Category Name: Women’s Shoes

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic And Chic Two-Tone Sandals

    These basic and chic faux leather sandals are a wardrobe must-have this season. They feature an open round toe, a wide strap and thin adjustable ankle strap with a two-tone design, and an open back. Pair these flat sandals with a basic bodysuit and high-rise denim shorts.

    Fit & Features

    • Open round toe
    • Wide strap
    • Thin adjustable ankle strap
    • Two-tone design
    • Open back
    • PU material
    • Runs true to size

    Style Number/Barcode: 07404-0747

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stay Fab Kitten Heel Mules

    Keep your looks fab and always on trend with these faux leather mules! They feature an open square toe, a wide strap with a woven design, an open back, and a kitten heel. Pair these mules with a basic tee and denim to elevate a casual outfit, or a cropped blouse and a faux leather mini skirt for a date night.

    Fit & Features

    • Open square toe
    • Wide strap, woven design
    • Open back
    • Kitten heel
    • PU material
    • Runs true to size

    Style Number/Barcode: 07401-2660

    Category Name: Women’s Shoes

    Price: $18.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrap Around Faux Leather Lucite Wedges

    Get wrapped up in these chic wedges! The wedges feature lace-up straps, an open almond toe, sleek straps over the toe, and a clear lucite wedge heel. The heels are composed of a faux leather material. Complete look with a floral dress and sunnies. 

    Fit & Features

    • Wrap around straps
    • Open almond toe 
    • Sleek straps over the toe
    • Clear lucite wedge heel

    Style Number/Barcode: 07406-0245

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Ruched Strap Block Heels

    Elevate your workwear look with these trendy block heels! They feature an open square toe, a wide ruched strap, a thin adjustable ankle strap, and a block heel. Pair these faux leather heels with a chic blouse and a basic midi skirt.

    Fit & Features

    • Open square toe
    • Wide ruched strap
    • Thin adjustable ankle strap
    • Closed back
    • Block heel
    • PU material
    • Runs true to size

    Style Number/Barcode: 07401-2742

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Criss-Cross Chic Faux Leather Heels

    Channel a glam look with heels that bring that chic feel. The heels feature a closed-back, an open almond toe with a strap over the toe, adjustable criss-cross straps, and a block heel, Complete look with a floral maxi dress. 

    Fit & Features

    • Closed-back 
    • Adjustable crisis cross straps
    • Open almond toe 
    • Single strap over the toe
    • Block heel 
    • Faux leather material 

    Style Number/Barcode: 07401-2597

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Posh Criss Cross Block Heels

    Keep it posh and stylish with platform heels that elevate your outfits. The heels feature an open back, adjustable ankle strap, an open almond toe, criss-cross straps over the toe, a wide platform, and a block heel. The heels are composed of a faux nubuck material. Complete look with a ruffled mini skirt and tie front top. 

    Fit & Features

    • Open back 
    • Adjustable ankle strap
    • Open almond toe 
    • Criss-cross straps over the toe
    • Wide platform 
    • Block heel 
    • Faux nubuck material

    Style Number/Barcode: 07401-2733

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lowkey Luxe Rhinestone Strappy Kitten Heel Mules

    Proof that subtle can still slay—these kitten heel mules are lowkey luxe with a sparkle moment that gets you. The rhinestone strap detail brings just enough drama for your dinner date, wedding guest 'fit, or rooftop photo op.

    Fit & Features

    • Stiletto kitten heel
    • Faux leather material
    • Open square-shaped toe
    • Toe strap with rhinestone accents
    • Strappy design across the foot
    • Open back, on-and-off styling
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-000421

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

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

    Product Badge:
    • Sale
  • Twist Of Glam Faux Leather Mules

    Give your look a glam twist with mules that stand out! The mules feature an open back, an open square toe, a braided t-strap accent, and a low block heel. The mules are composed of a faux leather material. Complete look with a floral mini dress. 

    Fit & Features

    • Open back 
    • Open square toe 
    • Braided T-strap
    • Low block heel
    • Faux leather material 

    Style Number/Barcode: 07401-2656

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Nubuck Peep Toe Block Heels

    Style up your everyday casual look with these adorable faux nubuck heels! They feature an above the ankle design, an almond-shaped peep toe, inner zipper closure, back cut out, and a block heel. Pair these shoes with skinny jeans and a chic blouse.

    Fit & Features

    • Almond-shaped peep toe
    • Inner zipper closure
    • Back cut out
    • Block heel
    • Faux nubuck material

    Style Number/Barcode: 07403-1208

    Category Name: Women’s Shoes

    Price: $7.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Basic Square Toe Mules

    These basic and chic heeled mules will give your outfits an on-trend vibe! They feature an open square toe, a wide strap, an open back, and a short stiletto heel. Pair these faux leather mules with a floral blouse and boyfriend jeans.

    Fit & Features

    • Open square toe
    • Wide strap
    • Open back
    • Short stiletto heel
    • PU material
    • Runs true to size

    Style Number/Barcode: 07401-2855

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bling It On Rhinestone Sandals

    Bring on the glamorous style with these blinged-out sandals! They feature an open square toe, a criss-cross strap design with a clear PVC strap and a rhinestone adorned strap, and an open back. Complete the look with oversized sunglasses.

    Fit & Features

    • Open square toe
    • Criss-cross strap design
    • Clear PVC strap
    • Rhinestone adorned strap
    • Open back
    • Runs true to size

    Style Number/Barcode: 07404-0708

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Glam Rhinestone Jelly Sandals

    Bring the glam this season with these trendy jelly sandals! They feature a slide-on fit with an open square toe, a thick rhinestone adorned strap, an open back, and a jelly material with a rhinestone trim. Pair these slides with your fave swimsuit and cutoff denim shorts as you relax poolside.

    Fit & Features

    • Slide-on fit
    • Open square toe
    • Thick rhinestone adorned strap
    • Open back
    • PVC material, rhinestone trim
    • Runs true to size

    Style Number/Barcode: 07404-0679

    Category Name: Women’s Shoes

    Price: $12.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lead On Lace-Up Stiletto Heels

    Take the lead in these heels that command attention with each step! The heels feature closed-back, lace-up straps, an open almond toe, a clear PVC strap over the toe, and a stiletto heel. Complete look with a midi skirt and floral blouse for a stunning workwear outfit. 

    Fit & Features 

    • Closed-back 
    • Lace-up straps
    • Open almond toe
    • Clear PVC strap over the tow
    • Stiletto heel 

    Style Number/Barcode: 07401-2729

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild Style Printed Ankle Booties

    Bring that trendy western vibe to your look with these adorable ankle booties! They feature a pointed toe, a low stacked block heel, an elastic gore detail, and an all-over cow print. Pair these booties with cutoff denim shorts and a graphic tee.

    Fit & Features

    • Pointed toe
    • Low stacked block heel
    • Elastic gore detail
    • Cow print
    • Runs true to size

    Style Number/Barcode: 07403-1248

    Category Name: Women’s Shoes

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Must-Have Faux Suede Block Heels

    These basic and chic faux suede block heels are a stylish must-have! They feature an open almond toe with a strap, a thin ankle strap, a closed back with a zipper, and a block heel. Pair these shoes with a little black dress and a sleek clutch.

    Fit & Features

    • Open almond toe with a strap
    • Thin ankle strap
    • Closed back with a zipper
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07401-2593

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strut With Style Ankle Booties

    Strut with style this season in these fashionable ankle booties! They feature an on-trend pointed toe, an inner zipper closure, and a tall block heel. Pair these sleek faux leather booties with a corset top and skinny jeans for a casual and chic night-out look.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Block heel
    • PU material
    • Runs true to size

    Style Number/Barcode: 07403-1247

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Step Out In Style Sandals

    Level up your look this season and step out in these stylish sandals. They feature an open square toe, a braided strap, an open back, and a flat sole. Pair these faux leather sandals with light-wash denim and a floral crop top.

    Fit & Features

    • Open square toe
    • Braided strap
    • Open back
    • Flat sole
    • PU material
    • Runs true to size

    Style Number/Barcode: 07404-0677

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Vibes Quilted Faux Leather Wedges

    Bring stylish vibes to your look with these edgy-chic faux leather wedges. They feature an almond toe, a thin toe strap, an adjustable ankle strap, and a wedge heel with a quilted design. Pair these wedges with mom jeans and a corset crop top.

    Fit & Features

    • Almond toe
    • Thin toe strap
    • Adjustable ankle strap
    • Wedge heel with a quilted design
    • Open back
    • PU material
    • Runs true to size

    Style Number/Barcode: 07406-0247

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Step It Up PVC Faux Suede Block Heel

    Step it up in stylish heels that take your look to the next level. The heels feature a closed-back, an open toe with a clear PVC strap over the toe, lace-up straps, and a block heel. The heels are composed of a faux suede material and a faux leather insole. Complete the look with a floral mini dress.

    Fit & Features

    • Closed-back 
    • Lace-up straps
    • Open almond toe 
    • Clear PVC strap over the toe
    • Block heel
    • Faux suede material, faux leather insole lining 
    • Runs true to size 

    Style Number/Barcode: 07401-2697

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy and Chic Faux Leather Lug Booties

    These booties are part edgy and part chic to nail down your everyday outfits. The booties feature a lace-up front, an outer zipper closure, an almond toe, and a lug sole. Complete your look with matching separates and hoops. 

    Fit & Features

    • Around the ankle fit
    • Zipper front
    • Outer zipper closure 
    • Almond toe
    • Lug sole
    • Low block heel
    • Faux leather material 

    Style Number/Barcode: 07403-0340

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Quilted Glamour Double Buckle Sandals

    Bring the glam with sandals that make a chic statement! The sandals feature an adjustable ankle strap, a diamond quilted body, a double row of buckled straps, an open almond toe, and a textured sole. Complete look with a blouse and cutoff shorts to finish off your look! 

    Fit & Features

    • Adjustable ankle strap
    • Diamond quilted body
    • Double row of buckled straps
    • Open almond toe
    • Textured sole

    Style Number/Barcode: 07404-0673

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Nubuck Basic Strap Heels

    Bring it back to basics with heels that dress up your look. The heels feature a closed-back, an adjustable ankle strap, an open almond toe, a single strap over the toe, and a block heel. Complete look with a ruffled mini dress.

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Open almond toe
    • Single strap over the toe
    • Block heel
    • Faux nubuck material

    Style Number/Barcode: 07401-2598

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Chic Vibes Block Heels

    Bring those classic vibes to your look with these chic block heels. They feature an open square toe, a criss-cross strap design, a thin adjustable ankle strap, and a thick block heel. Complete your outfit with a quilted crossbody purse.

    Fit & Features

    • Open square toe
    • Criss-cross strap design
    • Thin adjustable ankle strap
    • Open back
    • Thick block heel
    • Runs true to size

    Style Number/Barcode: 07401-2664

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale