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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.

  • Bohemian Chic Straw Block Heels

    Channel those boho vibes with heels that bring those earthy vibes. The heels feature an adjustable asymmetrical ankle strap with a wide metal buckle, an open almond toe with straw material, and a low block heel. Complete look with a ditsy floral dress and a straw tote. 

    Fit & Features

    • Adjustable asymmetrical ankle strap 
    • Open almond toe 
    • Straw material
    • Low block heel 

    Style Number/Barcode: 07401-2805

    Category Name: Women’s Shoes

    Price: $7.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Snake Print Thong Sandals

    Slip on these sandals to keep your look on point! The sandals feature an open almond toe, snake print thong strap, and a faux leather footbed. Complete the look with a basic tee and shorts for a laid-back look. 

    Fit & Features

    • Open almond toe
    • Snake print thong strap 
    • Faux leather footbed

    Style Number/Barcode: 07404-0815

    Category Name: Women’s Shoes

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lady Luck Faux Suede Block Heels

    Create your own luck with these statement heels! They feature a closed-back, an adjustable asymmetrical ankle strap, an open almond toe with sleek straps over the toe, and a block heel. The heels are composed of a faux suede material. Complete look with an LBD. 

    Fit & Features

    • Closed-back 
    • Adjustable asymmetrical ankle strap 
    • Open almond toe 
    • Straps over the toe
    • Block heel
    • Faux suede material 

    Style Number/Barcode: 07401-2879

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Bloom Flower Strap Kitten Heels

    Bring some glamour to brunches and parties in these satin kitten heels featuring an open square toe, straps with a chiffon beaded flower accent, and a short stiletto heel.

    Fit & Features

    • Stiletto kitten heel
    • Satin material
    • Open square-shaped toe
    • Dual toe straps, chiffon flower accent with crystal beading
    • Adjustable ankle and heel straps, buckle detail
    • Faux leather cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000309

    Category Name: Women’s Shoes

    Price: $38.90

    Availability: In Stock

    Available Color: WHITE

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

  • Shimmer Shine Goals Block Heels

    Nail those shimmer goals with heels that bring the glitz! The heels feature an adjustable ankle strap with a closed-back, an open almond toe, a rhinestone embellished strap over the toe, and a low block heel. Complete look with a satin midi dress and clutch for a night out! 

    Fit & Features

    • Adjustable ankle strap
    • Closed-back 
    • Open almond toe
    • Rhinestone embellished strap over the toe
    • Low block heel 

    Style Number/Barcode: 07401-2944

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wide Fit Double Band Croc-Embossed Sandals

    Slip on these sandals to make a stylish statement this season! The sandals feature an easy slip-on design, a double-row strap design with faux croc-embossing, and a wide-fit footbed for added comfort. 

    Fit & Features 

    • Slip-on design 
    • Open almond toe
    • Double-row strap design 
    • Faux croc embossing 
    • Wide-fit footbed 
    • Faux leather 

    Style Number/Barcode: 07404-0778

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Stunner Lace-Up Faux Leather Heels

    Lace-up in glam stilettos that take your look to the next level! The heels feature lace-up straps, an open square toe with a strappy caged design, and a sleek stiletto heel. The heels are composed of a faux leather material. Complete the look with an LBD for your GNO!

    Fit & Features

    • Lace-up straps
    • Open square toe
    • Strappy caged design 
    • Stiletto heel
    • Faux leather material 

    Style Number/Barcode: 07401-2875

    Category Name: Women’s Shoes

    Price: $20.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hit The Tropics Double Strap Bow Sandals

    These sandals will have you ready to hit the tropics! The sandals feature a slip-on design, an open almond toe, a double row of straps accented with bows, a tropical palm leaf print, and a faux suede insole. Complete look with cutoff shorts and a crop top. 

    Fit & Features

    • Slip-on design 
    • Double row of straps with bows
    • Tropical palm leaf print
    • Faux suede insole
    • Straps composed of faux leather with a woven canvas exterior 

    Style Number/Barcode: 07404-0814

    Category Name: Women’s Shoes

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Snake Print Mules

    Show off your sassy side with mules that take your look to the next level. The mules feature an open back, sleek straps, asymmetrical straps over the toe, open square toe, snake print, and composed of faux leather material. Complete look with a romper and hoops. 

    Fit & Features

    • Open back 
    • Asymmetrical straps
    • Open square toe
    • Snake print 
    • Faux leather material 

    Style Number/Barcode: 07401-2869

    Category Name: Women’s Shoes

    Price: $7.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Places To Be Square Faux Nubuck Wedges

    Places to be, people to see! Change out your old wedges for something a little different! The wedges feature a slip-on design, a wide strap over the toe, and a square toe. Complete the look with a denim jumpsuit and hoops.

    Fit & Features

    • Slip-on design
    • Wide strap over the toe
    • Wide strap over the toe
    • Square toe
    • Faux nubuck material

    Style Number/Barcode: 07406-0251

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Stunner Double Strap Bow Sandals

    These sandals will have you ready to make a stylish impression! The sandals feature a slip-on design, an open almond toe, a double row of straps accented with bows, and a faux suede insole. Complete look with cutoff shorts and a crop top.

    Fit & Features

    • Slip-on design
    • Double row of straps with bows
    • Faux suede insole
    • Straps composed of woven canvas material

    Style Number/Barcode: 07404-0813

    Category Name: Women’s Shoes

    Price: $11.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trend Alert Thong Strap Mesh Mules

    Keep it trendy and fab with mules that stand out! The mules feature an open back, an open square toe with a puff thong strap, kitten heel, and a mesh body. Complete look with a white mini dress and door knocker earrings. 

    Fit & Features

    • Open back 
    • Open square toe
    • Puff thong strap
    • Kitten heel
    • Mesh body
    • Faux leather insole

    Style Number/Barcode: 07401-2887

    Category Name: Women’s Shoes

    Price: $7.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow On Rhinestone Chrome Block Heels

    Glow on babe with sparkling block heels that reveal your luxe side! The heels feature a closed zippered back, a rhinestone embellished ankle strap, rhinestone criss-cross straps, and a block heel. The heels are composed of a faux patent leather material with a chrome finish. Complete look with an LBD and rhinestone clutch. 

    Fit & Features

    • Closed zippered back
    • Open almond toe
    • Rhinestone ankle strap
    • Rhinestone criss-cross straps
    • Block heel
    • Faux patent leather 
    • Chrome finish 

    Style Number/Barcode: 07401-2579

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dazzle Queen Rhinestone Faux Suede Block Heels

    Glow on babe with sparkling block heels that reveal your luxe side! The heels feature a closed zippered back, a rhinestone embellished ankle strap, rhinestone criss-cross straps, and a block heel. The heels are composed of faux suede material. Complete look with an LBD and rhinestone clutch.

    Fit & Features

    • Closed zippered back
    • Open almond toe
    • Rhinestone ankle strap
    • Rhinestone criss-cross straps
    • Block heel
    • Faux suede

    Style Number/Barcode: 07401-2580

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Straps Faux Leather Sandals

    Keep it stylish with sandals that keep your look on point! The sandals feature an adjustable cross-strap at the ankle, an open square toe with a double row of straps, and a low block heel. Complete the look with a floral mini dress and clutch. 

    Fit & Features

    • Open back 
    • Adjustable cross-strap at the ankle 
    • Open square toe
    • Double row of straps over the toe 
    • Low block heel 
    • Faux leather material

     

    Style Number/Barcode: 07404-0807

    Category Name: Women’s Shoes

    Price: $12.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic And Chic Square Toe Block Heels

    Classic and chic, these faux suede block heels would be a stylish addition to your wardrobe. They feature an open square toe, a thin strappy design, an adjustable ankle strap, and a short block heel. Pair these heels with a casual dress and a boyfriend blazer for a perf workwear look.

    Fit & Features

    • Open square toe
    • Thin strappy design
    • Adjustable ankle strap
    • Closed back
    • Short block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07401-2877

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stay Stylish Square Toe Block Heels

    Stay stylish in these chic faux leather block heels. They feature an open square toe, a thin strappy design, an adjustable ankle strap, and a short block heel. Pair these heels with your fave workwear for a trendy boss babe look.

    Fit & Features

    • Open square toe
    • Thin strappy design
    • Adjustable ankle strap
    • Closed back
    • Short block heel
    • PU material
    • Runs true to size

    Style Number/Barcode: 07401-2878

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Criss-Cross Braided Sandals

    Bring the glamour with sandals that showcase trendy details! The sandals feature a slip-on design, an open square toe, wide braided criss-cross straps. Sandals are composed of a faux leather material. Complete the look with a basic tee and cutoff shorts. 

    Fit & Features

    • Slip-on design 
    • Open square toe
    • Wide braided criss-cross straps
    • Faux leather material

     

    Style Number/Barcode: 07404-0712

    Category Name: Women’s Shoes

    Price: $13.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Babe Faux Leather Sandals

    You'll look like a total trendy babe when you style up your look with these sandals! They feature a round open toe with double-banded straps and a slide-on design. The sandals have a flat sole and are composed of a sleek faux leather material. Pair these shoes with mom jeans and a graphic tee.

    Fit & Features

    • Round open toe
    • Double-banded straps
    • Slide-on design
    • Flat sole
    • PU material
    • Runs true to size

    Style Number/Barcode: 07404-0721

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Babe Faux Leather Cork Block Heels

    Keep it trendy with heels that slay your look! The heels feature an open back, an adjustable ankle strap, a T-strap accent, an open almond toe with a caged design, a cork wedge, and a block heel. Complete look with a ribbed midi dress. 

    Fit & Features

    • Open back 
    • Adjustable ankle strap 
    • T-strap accent 
    • Open almond toe with caged design 
    • Cork platform and block heel 
    • Faux leather 

    Style Number/Barcode: 07401-2983

    Category Name: Women’s Shoes

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Trendsetter Quilted Slides

    Showcase a casual trendy vibe this summer in these cool slides! They feature an open round toe, a wide toe strap, a quilted design, and a flat sole. Style these sandals with your fave crop top and cutoff denim shorts.

    Fit & Features

    • Open round toe
    • Wide toe strap
    • Quilted design
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-0714

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Status Quilted Faux Leather Sandals

    Elevate your chic status with these must-have slide-on sandals. They feature an open round toe, a thick criss-cross strap design, a flat sole, and a quilted faux leather material. Style these sandals with a casual dress and chic shades.

    Fit & Features

    • Open round toe
    • Thick criss-cross strap design
    • Flat sole
    • Quilted faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-0801

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Glam Platform Cork Heels

    Get a casual glam look this summer season in these adorable cork heels! They feature an open round toe, a thick criss-cross strap design, an adjustable ankle strap, and a cork platform and block heel. Style these trendy heels with a floral dress and chic shades.

    Fit & Features

    • Open round toe
    • Thick criss-cross strap design
    • Adjustable ankle strap
    • Open back
    • Cork platform and block heel
    • Runs true to size

    Style Number/Barcode: 07401-2984

    Category Name: Women’s Shoes

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Glamour Rhinestone Bow Mules

    A sweet style that will catch many eyes! These metallic mules showcase a glam rhinestone embellished tulle bow that elevates your day or night look.

    Fit & Features

    • Block heel
    • Square toe
    • Wide band
    • Rhinestone-embellished tulle bow
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000252

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SILVER

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

    Product Badge:
    • Sale