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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.

  • Bold Moves Strappy Stiletto Heels

    Make stylish bold moves with these must-have stiletto heels. They feature an open almond toe, a thin strappy design with lace-up detailing at the ankle, and a sleek stiletto heel. The faux leather material has a colorful snake print for a cool and trendy vibe. Style these stilettos with a casual dress and chic shades.

    Fit & Features

    • Open almond toe
    • Thin strappy design
    • Lace-up detailing at the ankle
    • Stiletto heel
    • Faux leather material
    • Colorful snake print
    • Runs true to size

    Style Number/Barcode: 07401-2900

    Category Name: Women’s Shoes

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Snake PVC Sandals

    Keep it sassy with sandals that bring that fierce vibe to your look! The sandals feature an open back, an adjustable ankle strap, an asymmetrical strap, an open almond toe, and a snake print footbed. Complete look with a matching crop top and skirt set. 

    Fit & Features

    • Adjustable ankle strap
    • Asymmetrical strap
    • Open almond toe
    • Snake print footbed
    • PVC
    • Runs true to size

    Style Number/Barcode: 07404-0806

    Category Name: Women’s Shoes

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Vibes Espadrille Wedges

    You'll be totally ready for your weekend plans with these adorable espadrille wedges! They feature an open round toe, a thin strappy design with an adjustable ankle strap, and a trendy espadrille wedge heel. Style these wedges with a floral dress and chic shades.

    Fit & Features

    • Open round toe
    • Thin strappy design, faux leather material
    • Adjustable ankle strap, buckle detail
    • Espadrille wedge heel
    • Faux leather straps
    • Runs true to size

    Style Number/Barcode: 07406-0259

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Western Style Slide-On Sandals

    Showcase a trendy western style with these cool slide-on sandals! They feature an open round toe, a wide toe strap with a cow print, and a flat sole. Pair these sandals with cutoff denim shorts.

    Fit & Features

    • Open round toe
    • Wide toe strap, cow print
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-0758

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Western Style Slide-On Sandals

    Showcase a trendy western style with these cool slide-on sandals! They feature an open round toe, a wide toe strap with a cow print, and a flat sole. Pair these sandals with cutoff denim shorts.

    Fit & Features

    • Open round toe
    • Wide toe strap, cow print
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-0759

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy And Chic Snake Print Sandals

    Sassy and chic, these snake print sandals are a must-have for summer! They feature a trendy open square toe, a wide toe strap, and a flat sole. Style these slide-on sandals with a casual dress and a cute shoulder bag.

    Fit & Features

    • Open square toe
    • Wide toe strap
    • Flat sole
    • Snake print
    • Runs true to size

    Style Number/Barcode: 07404-0790

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Trendy Zebra Print Sandals

    Keep your summer look trendy and on point with these fab slide-on sandals! They feature an open square toe, a wide toe strap, a flat sole, and a fun zebra print design. Style these sandals with a casual dress and hoop earrings.

    Fit & Features

    • Open square toe
    • Wide toe strap
    • Flat sole
    • Zebra print
    • Runs true to size

    Style Number/Barcode: 07404-0789

    Category Name: Women’s Shoes

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Follow My Lead Buckle Stiletto Boots

    Lead the trend in these below-the-knee boots with edgy buckled strap accents and a sleek stiletto heel that elevates every outfit!

    Fit & Features

    • Stiletto heel
    • Pointed toe
    • Inner zipper closure
    • Buckle strap accents
    • Below-the-knee length shaft
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000037

    Category Name: Women’s Shoes

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: 5.5, 7

    Product Badge:
    • Sale
  • Always Chic Croc-Embossed Sandals

    Your look will always be chic with these stylish slide-on sandals. They feature an open square toe, a wide toe strap, a flat sole, and a trendy croc-embossed print. Pair these sandals with boyfriend jeans.

    Fit & Features

    • Open square toe
    • Wide toe strap
    • Flat sole
    • Croc-embossed print
    • Runs true to size

    Style Number/Barcode: 07404-0791

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On Vacation Straw Block Heels

    You’ll be vacay ready in these straw heels! They feature an open almond toe, a single toe strap, a block heel and a back zipper closure. Style them with a printed romper and matching straw bag.

    Fit & Features

    • Open almond toe
    • Straw material
    • Block heel
    • Runs true to size

    Style Number/Barcode: 07401-2895

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Side Double Strap Mules

    Show off your wild side and add some print to your look with these bomb mules! They feature an open square toe, two straps and a block heel. Pair them with denim shorts and a crop top.

    Fit & Features

    • Open square toe
    • Two straps
    • Faux suede material
    • Cheetah print
    • Runs true to size

    Style Number/Barcode: 07401-2995

    Category Name: Women’s Shoes

    Price: $7.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Strap Braided Mules

    Complete your look with these stylish mules! They feature an open square toe, double braided straps and a block heel. Style them with a flowy romper and a crossbody bag.

    Fit & Features

    • Open square toe
    • Braided straps
    • PU material
    • Runs true to size

    Style Number/Barcode: 07401-2628

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep it Simple Clear Sandals

    Keep it simple and chic in these minimal PVC sandals. They feature a single thick clear strap, and open round toe and a flat footbed. Pair them with a floral dress and gold jewelry for a sweet summer look.

    Fit & Features

    • Open round toe
    • PVC strap
    • Runs true to size

    Style Number/Barcode: 07404-0760

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Show Stopper Glitter Platform Heels

    These heels were made for a true diva! They feature an all over multi glitter mesh, an open almond toe, a wide platform, an adjustable ankle strap and a thick block heel. Style them with a flirty skater dress and a glitter clutch.

    Fit & Features

    • Open almond toe
    • Multi glitter mesh
    • Black heel
    • Runs true to size

    Style Number/Barcode: 07401-2977

    Category Name: Women’s Shoes

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Life of the Party Rainbow Lace Up Heels

    Be the life of the party in these beautiful stand-out heels! These all over rainbow heels feature a peep toe with a PVC strap, a lace up design and a rhinestone trim. Pair them with a white mini dress and dainty jewelry.

    Fit & Features

    • Peep toe
    • PVC strap
    • Rainbow
    • Lace-up design
    • Runs true to size

    Style Number/Barcode: 07401-2975

    Category Name: Women’s Shoes

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Single Band Netted Slides

    Time to upgrade your sandal collection with these netted slides! They feature an single band with a net design and an open square toe. Style them with a cute sundress and a crossbody bag.

    Fit & Features

    • Open square toe
    • Netted design
    • Runs true to size

    Style Number/Barcode: 07404-0856

    Category Name: Women’s Shoes

    Price: $12.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Your Go To Basic Block Heels

    When in doubt, throw on these heels to complete any look! These faux suede heels feature an open almond toe with a thick toe strap, a stacked heel and an adjustable ankle strap. Pair them mom jeans and a bodysuit for a cute casual look.

    Fit & Features

    • Open almond toe
    • Stacked heel
    • Adjustable ankle strap
    • Runs true to size

    Style Number/Barcode: 07401-2902

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Basic Espadrille Sandals

    Keep it sleek and basic with sandals that go with everything! The sandals feature an around the ankle strap, an off-center T-strap, an open almond toe, and an espadrille sole. Complete look with a matching crop top and skirt set.

    Fit & Features

    • Around the ankle strap
    • Off-center T-strap
    • Open almond toe
    • Espadrille sole
    • Triangle-shaped metal accents
    • Faux leather material

    Style Number/Barcode: 07404-0820

    Category Name: Women’s Shoes

    Price: $7.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stepping Out Strappy Mules

    You just found the perfect shoes for a night out with the girls! These stiletto mules feature a pointy toe and a strappy design. Make heads turn and style them with a bodycon dress and a matching bag!

    Fit & Features

    • Open pointy toe
    • Strappy design
    • Open back
    • Runs true to size

    Style Number/Barcode: 07401-3040

    Category Name: Women’s Shoes

    Price: $7.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strapped in Rhinestone Sandals

    Add some bling to a causal look with these slide on sandals. They feature a strappy design with rhinestone details, a flat footbed with a rhinestone a trim and an adjustable ankle strap.

    Fit & Features

    • Open almond toe
    • Strappy design
    • Adjustable ankle strap
    • Runs true to size

    Style Number/Barcode: 07404-0862

    Category Name: Women’s Shoes

    Price: $12.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strappy And Chic Platform Block Heels

    Strappy and chic, these platform block heels are perf for happy hour with the squad! They feature an open square toe, a thick toe strap, a thin strappy wrap-around design with adjustable ankle straps, a platform, and a sturdy block heel. Pair these cute heels with a jumpsuit and hoop earrings.

    Fit & Features

    • Open square toe
    • Thick toe strap
    • Thin strappy wrap-around design
    • Adjustable ankle straps
    • Platform
    • Block heel
    • Runs true to size

    Style Number/Barcode: 07401-3028

    Category Name: Women’s Shoes

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lady Elegance Quilted Stiletto Mules

    Bring the elegance with quilted mules that add sophistication to your outfit. The mules feature an open back, an open square toe, a quilted strap over the toe, and a sleek stiletto heel. The mules are composed of a faux leather material. Complete the look with a blouse and midi skirt. 

    Fit & Features

    • Open back 
    • Open square toe
    • Quilted strap over the toe
    • Stiletto heel
    • Faux leather material 

    Style Number/Barcode: 07401-3054

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie-Dye Dreams Lace Up Sandals

    Add a fun pop of print to your shoe collection with these tie-dye sandals! They feature a single PVC toe strap, a lace up design and a flat footbed. Style them with a white mini dress and gold hoops.

    Fit & Features

    • Open almond toe
    • Tie-Dye
    • Lace-up design
    • Runs true to size

    Style Number/Barcode: 07404-0818

    Category Name: Women’s Shoes

    Price: $7.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let’s Getaway Espadrille Platform Sandals

    These sandals are a must have for your next tropical getaway! The sandals feature a thick toe strap, an adjustable ankle strap and a platform espadrille sole. Style them with denim cutoffs and a crop top.

    Fit & Features

    • Open almond toe
    • Platform espadrille sole
    • PU material
    • Adjustable ankle strap
    • Runs true to size

    Style Number/Barcode: 07404-0837

    Category Name: Women’s Shoes

    Price: $7.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale