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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.

  • Lace Me Up Satin Stiletto Pumps

    Elevate your style with these satin stiletto pumps! With a pointed toe and lace-up ankle strap, they're sophisticated and sexy. 

    Fit & Features

    • 4" Stiletto heel
    • Pointed toe
    • Lace-up ankle strap
    • Closed design
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-000143

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lady In Leopard Thong Stiletto Mules

    Sleek and stunning, these ultra-chic leopard thong stiletto mules will make every outfit fierce! 

    Fit & Features

    • Stiletto heel
    • Square toe
    • PVC clear thong strap
    • Leopard print, faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5289

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: 5.5

  • Sunny Vibe Cutout Strappy Slide Sandals

    The perfect cutout strappy slide sandal for sun-soaked days! 

    Fit & Features

    • Round toe
    • Strappy cutout design
    • Adjustable strap
    • Flat sole
    • Slide on-and-off styling
    • Runs true to size

    Style Number/Barcode: 07404-1276

    Category Name: Women’s Shoes

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gloss And Bow Block Heel Loafers

    Classic meets playful—these patent loafers get a girly twist with satin bows and chunky block heels that keep them modern.

    Fit & Features

    • Block heel
    • Square toe
    • Satin bow accent
    • Loafer silhouette
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07405-000001

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 5, 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Everyday Slay Strappy Kitten Heels

    For an everyday slay, these kitten heels elevate your day or night look with a strappy design that turns heads and a sleek, thin short block heel. 

    Fit & Features

    • Short thin block kitten heel
    • Square toe
    • Strappy design
    • Adjustable ankle strap, buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-000185

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Eye-Catching Cutout Strappy Slide Sandals

    Slip into these cutout strappy slide sandals for an eye-catching look this season!

    Fit & Features

    • Round toe
    • Strappy cutout design
    • Adjustable strap
    • Slide on-and-off styling
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1277

    Category Name: Women’s Shoes

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Stance Faux Leather Stiletto Boots

    Cold-weather dressing just got elevated. These faux leather boots bring timeless polish with a pointed toe and sleek under-the-knee cut, with a stiletto heel that pairs effortlessly with fall layers.

    Fit & Features

    • 3” stiletto heel, 7.5” leg opening, 15” shaft
    • Pointed-toe
    • Side zipper closure
    • Under-the-knee length
    • Sleek faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000010

    Category Name: Women’s Shoes

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK, BROWN

    Available Size: 6, 6.5, 7, 7.5, 8, 8.5, 9, 5.5, 10

    Product Badge:
    • Best Seller
  • Beauty In The Tropics Flower Strappy Mules

    Take your vacation look up a notch in these tropical flower mules with a strappy design and stiletto heel.

    Fit & Features

    • 2.5" Stiletto heel
    • Square toe
    • Tropical flower, strappy design
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-000218

    Category Name: Women’s Shoes

    Price: $34.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sunny Day Plans Bow Espadrille Wedges

    Your sunny day plans aren't complete without these espadrille wedges! These stylish shoes feature a crisscross toe strap adorned with an adorable bow, while the wedge sole elevates your outfit.

    Fit & Features

    • Wedge heel
    • Square toe
    • Crisscross toe strap with bow
    • Espadrille sole
    • Adjustable ankle strap, buckle closure
    • Runs true to size

    Style Number/Barcode: 07406-000010

    Category Name: Women’s Shoes

    Price: $39.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pretty Glam Rhinestone Pearl Buckle Slide Sandals

    Adorn your feet in these glam rhinestone faux pearl slide sandals with dual buckle straps and a comfortable footbed. Pair with a tote bag for a beach day.

    Fit & Features

    • Round toe
    • Dual buckle straps with rhinestone, faux pearl trim
    • Comfortable footbed
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1284

    Category Name: Women’s Shoes

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Instant Edge Platform Ankle Booties

    The boot you’ll reach for on repeat. With a chunky platform sole and sleek faux leather finish, these ankle booties strike the perfect balance between laid-back edge and pulled-together style.

    Fit & Features

    • Block heel
    • Platform, lug sole
    • Closed round toe
    • Above-the-ankle height, pull tabs
    • Elastic gore design
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-000013

    Category Name: Women’s Shoes

    Price: $48.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Daring Details Studded Ankle Booties

    Make a bold statement with the daring details studded ankle booties. Featuring a block heel, peep toe, and criss-cross straps with metal buckles, these booties are your new go-to for standout style.

    Fit & Features

    • Block heel
    • Ankle-length fit
    • Faux microsuede material
    • Peep toe
    • Criss-cross straps with metal buckles
    • Studded accents
    • Runs true to size

    Style Number/Barcode: 07403-1845

    Category Name: Women’s Shoes

    Price: $40.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Sweet Statement Satin Bow Block Heels

    A heel with attitude and sweetness. These satin block platforms are topped with oversized bows for that playful-meets-glam vibe—ready to elevate your day or night looks.

    Fit & Features

    • 4.5" Block heel
    • Round toe, wide bow strap
    • Closed ankle with adjustable strap and buckle closure
    • Platform sole
    • Luxe fit cushioned insole
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-000335

    Category Name: Women’s Shoes

    Price: $42.90

    Availability: In Stock

    Available Color: BLUSH

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Retro Rise Knee High Platform Boots

    A little vintage, a little modern—these knee-high boots are the ultimate outfit maker. With a smooth faux leather finish, a sturdy block heel, and a platform sole perfect for elevating any outfit.

    Fit & Features

    • Block heel
    • Square toe
    • Side zipper closure
    • Knee-high shaft
    • Side zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000043

    Category Name: Women’s Shoes

    Price: $48.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • City Edge Wide Calf Platform Boots

    From coffee runs to night out plans, these knee-high boots deliver instant cool. The chunky heel and streamlined design make them an everyday essential.

    Fit & Features

    • Block heel
    • Square toe
    • Side zipper closure
    • Knee-high length
    • Wide calf design
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000045

    Category Name: Women’s Shoes

    Price: $48.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Sleek Faux Leather Cutout Pumps

    Fit & Features

    • 4" Stiletto heel
    • Faux leather material
    • Pointed toe
    • Inner cutout design
    • Runs true to size

    Style Number/Barcode: 07401-5225

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glossy Finish Bow Platform Block Heels

    Sweet but bold—these patent heels are the upgrade your shoe game’s been waiting for. The almond toe keeps it classic, while the chunky block heel and bow detail add that perfect mix of playful and polished.

    Fit & Features

    • 4" Block heel
    • Almond toe
    • Wide strap with bows
    • Platform sole
    • Adjustable ankle strap with buckle closure
    • Luxe fit cushioned insole
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000353

    Category Name: Women’s Shoes

    Price: $42.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Ride or Shine Studded Cowboy Boots

    Western, but make it glam. These faux leather cowboy boots mix classic embroidery with studded detailing and a sleek pointed toe—perfect for bachelorettes, country concerts, or costume parties.

    Fit & Features

    • 3.5” stacked block heel, 7.5” leg opening, 12.5” shaft
    • Pointed toe, side zipper closure
    • Studded and grommet embellishments
    • Western-inspired embroidery
    • Under-the-knee length
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000052

    Category Name: Women’s Shoes

    Price: $52.90

    Availability: In Stock

    Available Color: WINE, WHITE

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

    Product Badge:
    • Best Seller
  • City Chill Platform Combat Boots

    Big attitude, bigger sole. These faux leather combat boots bring major edge with a chunky block heel and platform base—your new favorite for leveling up outfits.

    Fit & Features

    • 3” block heel, 5” leg opening, 6.5” shaft height
    • Square toe
    • Lace-up front placket, wrap-around tie design
    • Side zipper closure
    • Luxe fit cushioned insole
    • Platform sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-000018

    Category Name: Women’s Shoes

    Price: $41.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Western Flair Under-The-Knee Boots

    Yeehaw to these fun cowboy boots! With a trendy pointed toe and stacked block heel, these under-the-knee boots feature a western-inspired stitched pattern. Made of faux leather for a comfortable fit that will have you dancing all night long!

    Fit & Features

    • 3.5" Stacked block heel
    • Faux leather material
    • Western-inspired stitched design
    • Closed pointed toe
    • Under-the-knee fit
    • Runs true to size

    Style Number/Barcode: 07402-1062

    Category Name: Women’s Shoes

    Price: $19.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strut Bold Pointed Slingback Pumps

    These printed pointed slingbacks strike the perfect balance of fierce and feminine. Style them with cropped trousers or a satin slip for an effortlessly bold vibe.

    Fit & Features

    • Short kitten heel
    • Closed pointed toe
    • Adjustable ankle strap with buckle closure
    • Genuine pony hair
    • Runs true to size

    Style Number/Barcode: 07401-000380

    Category Name: Women’s Shoes

    Price: $42.90

    Availability: In Stock

    Available Color: MULTI

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Enchanted Evening Stiletto Heels

    These heels were made for the spotlight—shimmering rhinestone vines climb up a sleek metallic silhouette that’s equal parts elegant and ethereal. Perfect for formal occasions and dressy soirees!

    Fit & Features

    • Stiletto heel
    • Pointed toe
    • Rhinestone-embellished leaf-designed straps
    • Cushioned insole
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-000382

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: SILVER

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Glow Getter Rhinestone Block Heels

    All eyes on your shoes—these rhinestone strap block heels bring the sparkle with a luxe fit and cushioned insole for dancing and fashionable struts.

    Fit & Features

    • 3.5" Block heel
    • Almond toe
    • Rhinestone-embellished straps
    • Closed ankle, adjustable strap with buckle closure
    • Platform sole, luxe fit cushioned insole
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-000381

    Category Name: Women’s Shoes

    Price: $34.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • RSVP Luxe Rhinestone Bow Satin Heels

    The kind of heels that make an entrance—bold, glossy, and totally poised for the spotlight. A rhinestone bow steals the scene, while the satin finish and chunky platform keep every step feeling luxe and confident.

    Fit & Features

    • Block heel, platform sole
    • Open square-shaped toe
    • Toe strap with statement bow, center rhinestone embellishments
    • Thin adjustable ankle and heel straps, buckle detail
    • Satin material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000392

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK, RED

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

    Product Badge:
    • New Arrival