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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.

  • Make A Statement Bow Block Heels

    These glossy patent heels bring the drama with oversized bow details and a bold block heel—perfect for pairing with any dressy or formal look!

    Fit & Features

    • Block heel
    • Square toe
    • Statement bow
    • Adjustable ankle strap with buckle closure
    • Cushioned insole
    • Wine Color: Patent faux leather material
    • Black Color: Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-000481

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK, WINE, NUDE

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

  • Chic Steps Pointed Toe Pumps

    Low heel, high impact. These microsuede kitten pumps keep things sleek and sophisticated with their pointed toe and soft texture—perfect for elevating your weekday looks or keeping it polished on the go.

    Fit & Features

    • 2.5" kitten heel
    • Closed pointed-toe
    • Cushioned insole
    • Micro faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-000488

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: BROWN, CAMEL

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

  • Sweet Point Kitten Bow Heels

    A little polished, a little playful—these patent heels bring major charm with a pointed toe, dainty bow detail, and ankle strap that ties it all together. Perfect for dinner dates or dressing up denim.

    Fit & Features

    • Kitten heel
    • Closed pointed toe with bow and rhinestone charm accent
    • Adjustable ankle strap with buckle closure
    • Red and nude are patent faux leather material
    • Black is nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-000512

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: BLACK, RED, NUDE

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

  • Evening Edit Strappy Stiletto Heels

    Simple, sleek, and made to shine. These strappy stiletto heels feature delicate ankle straps and gold heart accents that add just the right amount of polish to your day out plans or wedding guest lineup.

    Fit & Features

    • 3.5" Stiletto heel
    • Square toe
    • Gold heart accent
    • Strappy design
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000500

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: BLACK, IVORY, CAMEL

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

  • Trendy Steps Buckle Strap Kitten Heel Mules

    Step out in these trendy kitten heel mules featuring a criss-cross strappy design with sleek buckle details.

    Fit & Features

    • Kitten heel
    • Faux leather material
    • Open square toe
    • Criss-cross strappy design, buckle details
    • Open back, on-and-off styling
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000202

    Category Name: Women’s Shoes

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: In Stock

    Available Color: CAMEL

    Available Size: 7

    Product Badge:
    • Sale
  • Glam Code Patent Slingback Heels

    Classic with a little sparkle. These patent slingback heels feature a sleek pointed toe and rhinestone buckle detail that instantly elevates any look—from boardroom days to after-hours drinks.

    Fit & Features

    • 3" Stiletto heel
    • Closed pointed-toe 
    • Rhinestone-embellished buckle accent
    • Slingback ankle strap
    • Luxe fit cushioned insole
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000515

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: In Stock

    Available Color: BURGUNDY

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

  • Dust to Dawn Cowboy Boots

    Classic western, modern edge. These cowboy boots feature stitched detailing and a sleek pointed toe that brings a bold finish to denim, minis, or your favorite fall layers.

    Fit & Features

    • Stacked block heel
    • Pointed-toe
    • Western-inspired stitch detailing
    • Pull-on design with pull tabs
    • Under-the-knee length
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000089

    Category Name: Women’s Shoes

    Price: $54.90

    Availability: In Stock

    Available Color: BROWN, BLACK

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

  • Final Touch Buckle Stiletto Pumps

    She means business—with a side of glam. These patent slingback pumps feature bold buckle grommet details and a sleek stiletto silhouette that instantly sharpens any look from day to night plans.

    Fit & Features

    • 3.5" Stiletto heel
    • Closed pointed-toe
    • Buckle and studded embellishments
    • Slingback adjustable ankle strap, buckle closure
    • Cushioned insole
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000516

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: In Stock

    Available Color: WINE

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

  • On Point Whipstitch Stiletto Heels

    It’s all in the details. These whipstitch stiletto heels bring a sleek finish to any look with their pointed toe and delicate ankle strap—made for dinner plans, date nights, and everything that calls for a little extra polish.

    Fit & Features

    • 4.5" stiletto heel
    • Whipstitch closed pointed-toe
    • Adjustable ankle strap with buckle closure
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000517

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK

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

  • Statement Status Patent Stiletto Heels

    A little glossy, a lot of glam. These strappy patent heels bring high-shine energy to every look—from your night-out mini to your favorite denim. Sleek, sultry, and made to make an entrance.

    Fit & Features

    • Stiletto heel
    • Square toe
    • Sleek straps
    • Adjustable ankle strap with buckle closure
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000518

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: WINE

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

  • Romance Hour Velvet Bow Mules

    All charm, no effort. These velvet bow heels bring that perfect mix of luxe and flirt—with a soft, sculpted bow and sleek kitten heel made for dancing (or just looking fabulous). A little vintage, a little modern, and totally irresistible.

    Fit & Features

    • Kitten heel
    • Velvet closed-pointed toe
    • Statement bow
    • Cushioned insole
    • Velvet material
    • Runs true to size

    Style Number/Barcode: 07401-000519

    Category Name: Women’s Shoes

    Price: $34.90

    Availability: In Stock

    Available Color: BURGUNDY

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

  • Polished Moves Stiletto Booties

    Sharp, sleek, and endlessly versatile. These faux leather booties feature a pointed toe and stiletto heel that instantly elevate everything from denim to dresses and skirts.

    Fit & Features

    • 4” stiletto heel, 4.5” leg opening,  4.5” shaft
    • Pointed-toe
    • Side zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-000028

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK, CAMEL, BROWN

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

    Product Badge:
    • Best Seller
  • Sleek Luxe Strappy Stiletto Mules

    These strappy square toe stilettos feature a sleek mule silhouette topped with a chic gold ball accent that turns every step into a statement.

    Fit & Features

    • 3" Stiletto heel
    • Square toe
    • Strappy design with gold ball accent
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000521

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: BLACK, CAMEL, WHITE

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

  • Glam Steps Metallic Stiletto Heels

    Step out in glamour in these gorg metallic heels with a sleek stiletto design. Perf for parties and nights out!

    Fit & Features

    • Stiletto heel
    • Faux leather material, metallic sheen
    • Open almond-shaped toe, wide toe strap
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000072

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Status Faux Suede Platform Slippers

    For when comfort is the assignment and the aesthetic. These faux suede platform slippers serve soft luxury with a cozy faux fur lining and embroidered trim—basically, perfect for coffee runs, airport fits, or cozy nights in.

    Fit & Features

    • Round toe
    • Embroidered trim
    • Platform sole
    • Sturdy traction bottom
    • Soft faux fur lining
    • Faux suede exterior material
    • Runs true to size

    Style Number/Barcode: 07405-000008

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: BEIGE, TAN

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

  • Cozy Girl Platform Faux Fur Slippers

    Like walking on clouds but make it chic—these platform slippers keep you cute and comfy from lounging at home to coffee runs. The plush trim gives major cozy-core vibes you’ll never want to take off.

    Fit & Features

    • Round closed-toe with faux fur plush trim
    • Platform sole
    • Faux fur plush lining
    • Sturdy traction bottom
    • Runs true to size

    Style Number/Barcode: 07405-000005

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: TAN, BROWN

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

  • Cutie Vibe Gingham Print Thong Strap Sandals

    You'll love the cute vibe these thong strap sandals bring to your weekend 'fits! The adorable gingham print is a spring and summer staple.

    Fit & Features

    • Faux leather material
    • Gingham print
    • Almond-shaped toe
    • Thong strap design
    • Open back, on-and-off styling
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1249

    Category Name: Women’s Shoes

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK, RED, BLUE

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

    Product Badge:
    • Sale
  • Street Stride Micro Suede Sneakers

    Cool, comfy, and city-ready—these microfaux suede sneakers feature sleek faux leather side stripes and a rubber traction sole that’s made for moving. Perfect for errands, off-duty looks, or casual hangs.

    Fit & Features

    • Square toe
    • Lace-up front placket
    • Faux leather side-striped design
    • Rubber traction bottom
    • Micro faux suede material
    • Runs true to size

    Style Number/Barcode: 07405-000014

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: TAUPE

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

    Product Badge:
    • New Arrival
  • Game Time Striped Sneakers

    Sporty meets sleek—these faux leather sneakers keep it classic with bold side stripes and an easy lace-up fit. The pair you’ll grab for errands, coffee runs, or styling with laid-back athleisure.

    Fit & Features

    • Square toe
    • Front lace-up placket
    • Sporty side striped design
    • Rubber bottom
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07405-000016

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: WINE, BEIGE

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

  • Dainty Looks Bow Thong Sandals

    Create dainty and cute looks with these bow thong sandals perfect for everyday styling!

    Fit & Features

    • Square toe
    • Thong strap with bow
    • Flat sole
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07404-000013

    Category Name: Women’s Shoes

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SILVER

    Available Size: 7.5

    Product Badge:
    • Sale
  • Frost Mode Microsuede Stud Platform Booties

    Cozy, but make it bold. These microsuede platform booties bring that classic faux fur warmth with a studded edge—because even your chill-day fits deserve a little attitude.

    Fit & Features

    • Round toe
    • Studded trim
    • Platform traction sole
    • Ankle-length fit
    • Soft faux fur lining
    • Micro faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-000036

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: TAN

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

    Product Badge:
    • New Arrival
  • Snow Glow Platform Rhinestone Booties

    Where cozy meets full-on glam. These microsuede platform booties bring all-over rhinestone shine and plush faux fur warmth—perfect for stepping out or staying in with sparkle in your stride.

    Fit & Features

    • Round toe
    • Platform traction sole
    • Ankle-length
    • All over rhinestone embellishments
    • Micro faux suede material, soft faux fur lining
    • Runs true to size

    Style Number/Barcode: 07403-000037

    Category Name: Women’s Shoes

    Price: $34.90

    Availability: In Stock

    Available Color: TAN

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

    Product Badge:
    • New Arrival
  • Cloud Club Faux Sherpa Platform Slippers

    Cozy, but make it elevated. These faux sherpa platform slippers bring soft luxury to your off-duty moments, complete with embroidered trim and plush faux fur lining that feel way too good to take off.

    Fit & Features

    • Closed round toe
    • Embroidered trim at the foot opening
    • Platform sturdy traction sole
    • Faux sherpa material
    • Plush faux fur lining
    • Runs true to size

    Style Number/Barcode: 07405-000017

    Category Name: Women’s Shoes

    Price: $26.90

    Availability: In Stock

    Available Color: BEIGE

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

  • On Repeat Under-The-Knee Boots

    Classic, clean, and effortlessly cool—these under-the-knee boots are your new everyday staple. The smooth faux leather and sleek shape give any outfit that “put-together without trying” vibe.

    Fit & Features

    • Stacked block heel
    • Round toe
    • Under-the-knee height
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000105

    Category Name: Women’s Shoes

    Price: $46.90

    Availability: In Stock

    Available Color: NATURAL

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

    Product Badge:
    • Best Seller