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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.

  • Greek Key Stiletto Booties

    These printed stiletto booties are a trendy vibe for sure! They feature a pointed toe, an above the ankle fitted design, a sleek clear stiletto heel, and an all-over greek key print. Style these booties with hoop earrings and a chic handbag.

    Fit & Features

    • Pointed toe
    • Above the ankle fitted design
    • Lucite stiletto heel
    • Greek key print
    • Runs true to size

    Style Number/Barcode: 07403-1304

    Category Name: Women’s Shoes

    Price: $12.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Peep Show Stiletto Booties

    Take a peep at these chic booties! They feature a square peep toe design, side zipper closure, and above the ankle-length, and a stiletto heel. Complete your look in a long sleeve dress.

    Fit & Features

    • Peep toe
    • Side zipper closure
    • Above the ankle fit
    • Stiletto heel
    • Lycra material
    • Runs true to size

    Style Number/Barcode: 07403-1498

    Category Name: Women’s Shoes

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Favorite Strappy Block Heels

    From perfect denim to pretty dresses, these block heels will complete all of your favorite looks! Featuring a chic strappy design and toe loop, these sandals will add a touch of style.

    Fit & Features

    • 3” Block heel
    • Square toe
    • Strappy design, toe loop
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000286

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Faux Leather Block Heels

    Everyone needs a pair of classic faux leather heels in their closet! These heels feature an open almond-shaped toe with a strap, a thin adjustable ankle strap, and a block heel. Style these shoes with a sleek clutch.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap
    • Adjustable ankle strap, buckle detail
    • Closed-back
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3303

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Glam Life Rhinestone Block Heels

    Live that glam life with heels that elevate your outfits! The heels feature an open back, a spiral strap embellished with mini rhinestones, an open almond toe with a rhinestone strap over the toe, and a block heel. The heels are composed of a faux patent leather material. Complete look with a bodysuit and faux leather mini skirt. 

    Fit & Features

    • Open back
    • Rhinestone spiral strap
    • Open almond toe, strap over the toe
    • Block heel 
    • Faux patent leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3235

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Metallic Moves Block Heels

    Illuminate the night with each step in these metallic block heels! They feature an open almond-shaped toe with a strap, a thin adjustable ankle strap, a block heel, and a chic chrome finish. Style these heels with sparkling statement earrings.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap
    • Adjustable ankle strap, buckle detail
    • Closed-back
    • Chrome finish
    • Runs true to size

    Style Number/Barcode: 07401-3425

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Croc-Embossed Faux Leather Booties

    These edgy faux leather booties are a chic choice for this season! They feature a pointed toe, an above the ankle design, an inner zipper closure, a short block heel, and a croc-embossed print. Style these booties with a moto-style jacket.

    Fit & Features

    • Pointed toe
    • Above the ankle design
    • Inner zipper closure
    • Short block heel
    • Faux leather material
    • Croc-embossed print
    • Runs true to size

    Style Number/Barcode: 07403-1489

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic City Girl Stud Accent Booties

    Calling all city girls, these chic booties are just what you need! They feature an almond toe, low block heel, studded accents, and elasticized inserts on the side for easy on and off. Style with straight-leg jeans. 

    Fit & Features

    • Almond toe 
    • Low block heel
    • Studded accents
    • Elasticized inserts on the side
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07403-1487

    Category Name: Women’s Shoes

    Price: $8.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparks Fly Rhinestone Wedges

    The night is sparkling in these rhinestone wedges! They feature an almond toe, PVC toe, and adjustable ankle strap, and a platform wedge heel. Complete your look with a chic midi dress.

    Fit & Features

    • Almond toe
    • PVC toe and adjustable ankle strap
    • Rhinestone detailing
    • Platform wedge heel
    • Faux leather materials
    • Runs true to size

    Style Number/Barcode: 07406-0276

    Category Name: Women’s Shoes

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stepping On The Edge Lug Booties

    Step out on the edge with booties that channel those grunge vibes. The booties feature a mid-calf fit, a lace-up front, an inner zipper closure, an almond toe, and a lug sole. The booties are composed of a faux leather material. Complete look with a graphic tee and distressed jeans.

    Fit & Features

    • Mid-calf fit
    • Lace-up front
    • Inner zipper closure
    • Almond toe
    • Lug sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1299

    Category Name: Women’s Shoes

    Price: $8.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Trends Lace-Up Boots

    Give every outfit an elevated look in this faux suede boot! They feature an almond toe, side zipper, block heel, and above-the-knee length with a lace-up back. Style with distressed denim.

    Fit & Features

    • Almond toe
    • Side zipper
    • Above-the-knee length
    • Lace-up back 
    • Block heel
    • Faux suede exterior
    • Runs true to size

    Style Number/Barcode: 07402-0363

    Category Name: Women’s Shoes

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feelin' Fab Lace-Up Platform Stilettos

    Strut in these fabulous platform stilettos featuring a square toe, lace-up ankle straps, and a faux suede exterior. Complete your look in a mini dress.

    Fit & Features

    • Square toe
    • Lace-up ankle straps
    • Faux suede exterior
    • Platform sole
    • Stiletto heel
    • Runs true to size

    Style Number/Barcode: 07401-3245

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stepping In Glam Chrome Rhinestone Heels

    Elevate your shoe game for the party in these block heels. Designed with an almond toe, rhinestone toe strap, and an adjustable buckle ankle strap. The heels are composed of faux leather with a chrome finish and quilted footbed. Style with a high-low dress.

    Fit & Features

    • Almond toe
    • Rhinestone toe strap
    • Quilted footbed
    • Block heel
    • Adjustable buckle ankle strap
    • Metallic finish, faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3250

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make A Point Lace-Up Stiletto Heels

    Impress the guests at the party with these stiletto heels! They feature a square toe, lace-up ankle, platform sole, and a faux suede exterior. Perfect for styling with a skater dress.

    Fit & Features

    • Square toe
    • Lace-up ankle
    • Platform sole
    • Faux suede exterior
    • Runs true to size

    Style Number/Barcode: 07401-3423

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Staple Block Heel Booties

    Keep your look on point with booties that add that stylish touch to your layered outfits. The booties feature a mid-calf fit, a pointed toe, and a block heel. Complete look with an oversized sweater and leggings.

    Fit & Features

    • Mid-calf fit
    • Pointed toe 
    • Block heel
    • Stretch knit material 
    • Runs true to size

    Style Number/Barcode: 07403-1416

    Category Name: Women’s Shoes

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Western Vibes Faux Leather Boots

    Home on the range in style wearing these faux leather boots! They feature a pointed toe, block heel, zipper closure, and smooth, faux leather exterior. Perfect for styling with skinny jeans.

    Fit & Features

    • Pointed toe
    • Block heel
    • Zipper closure
    • Knee-high length
    • Faux leather exterior
    • Runs true to size

    Style Number/Barcode: 07402-0322

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Daring Diva PVC Block Heels

    Show off your daring style with heels that command attention! The heels feature an open back, an open almond toe with a clear strap over the toe, a platform, a clear adjustable ankle strap, lucite block heel. Complete look with a bodysuit and mini skirt. 

    Fit & Features

    • Open back 
    • Open almond toe, clear strap over the toe 
    • Platform
    • Clear adjustable ankle strap
    • Lucite block heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3863

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All The Feels Faux Fur Slippers

    These slippers have us in our feels, babe! The slippers feature a slip-on design, an open almond toe, and wide criss-cross straps. The slippers are composed of a faux fur material. Complete look with a matching lounge set. 

    Fit & Features

    • Slip-on design 
    • Open almond toe
    • Wide criss-cross straps
    • Faux fur material 
    • Runs true to size

    Style Number/Barcode: 07408-0077

    Category Name: Women’s Shoes

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Babe Lace-Up Block Heels

    Hey babe, showcase your chic style with these faux leather heels! They feature an open square toe, a thin strappy lace-up design, and a block heel. Pair these shoes with a casual dress and a cute blazer.

    Fit & Features

    • Open square toe
    • Strappy lace-up design, tie closure
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3851

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dreamy Vibes Platform Block Heels

    Get those dreamy vibes with these clear heels that will elevate your trendy status! They feature an open almond-shaped toe, a thin clear strappy design with an adjustable ankle strap, iridescent detailing on the sole, and a clear platform and block heel. Complete the look with butterfly charm earrings.

    Fit & Features

    • Open almond-shaped toe
    • PVC strappy design
    • Adjustable ankle strap, buckle detail
    • Iridescent detailing on the sole
    • Lucite platform and block heel
    • Runs true to size

    Style Number/Barcode: 07401-3850

    Category Name: Women’s Shoes

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Look Lace-Up Block Heels

    Level up your 'fit and achieve that chic look with these faux leather heels! They feature an open square toe, a thin strappy lace-up design, and a block heel. Pair these shoes with a cute blouse and a high waist mini skirt.

    Fit & Features

    • Open square toe
    • Strappy lace-up design, tie closure
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3852

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Clear Essentials Square Toe Mules

    These faux leather mules are the perfect addition to your everyday styling! They feature a square toe design, PVC straps, and a block heel. Complete the look with a chic jumpsuit.

    Fit & Features

    • Square toe design
    • Clear PVC straps
    • Block heel
    • Faux leather
    • Runs true to size

    Style Number/Barcode: 07401-3546

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Put A Bow On It Rhinestone Bow Spiral Heels

    These heels didn’t come to play—they came to sparkle. Rhinestone-studded straps, flirty bow accents, and a spiral wrap that screams glamour.

    Fit & Features

    • Block heel
    • Almond toe
    • Rhinestone-embellished spiral strap with bows
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000336

    Category Name: Women’s Shoes

    Price: $12.97 $45.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: 7, 7.5, 8

    Product Badge:
    • Sale
  • In The Clear Lucite Block Heels

    Step into the clear with chic heels that elevate your outfit! The heels feature an open back, adjustable clear straps that cross at the ankle, an open almond toe, and a lucite block heel. Complete look with a ruffled midi dress and hoops. 

    Fit & Features

    • Open back 
    • Adjustable straps, cross at the ankle
    • Open almond toe, clear strap over toe 
    • Lucite block heel 
    • Faux patent leather, chrome finish 
    • Runs true to size 

    Style Number/Barcode: 07401-3439

    Category Name: Women’s Shoes

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free