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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.

  • Wrapped In Chic Block Heels

    Wrap yourself in block heels that add that finishing touch to your outfit! The heels feature an open back, lace-up ties, an open square toe with a strap over the toe, and a block heel. The heels are composed of a faux leather material. Complete look with a mesh bodycon and rhinestone earrings. 

    Fit & Features

    • Open back 
    • Lace-up ties
    • Open square toe
    • Strap over the toe
    • Block heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3884

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rhine On The Horizon Slide Sandal

    Can you see these glam rhinestone sandals on the horizon? They feature an on-trend square toe, dual PVC straps, rhinestone trim, and a slide-on/off styling. Complete the look in lace bustier and skinny jeans.

    Fit & Features

    • Square toe
    • Dual PVC straps
    • Rhinestone trim
    • Slide-on/off styling
    • Runs true to size

    Style Number/Barcode: 07404-0971

    Category Name: Women’s Shoes

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serve and Slay Under The Knee Combat Boots

    Command the room before you even speak. These under-the-knee combat boots feature a lace-up front, buckle straps, and a platform lug sole. Perfect for leveling up your day-to-night looks!

    Fit & Features

    • Block heel
    • Round toe
    • Under-the-knee height
    • Faux leather material
    • Lace-up front design, dual buckle straps, complete inner zipper closure
    • Platform lug sole
    • Runs true to size

    Style Number/Barcode: 07402-000030

    Category Name: Women’s Shoes

    Price: $52.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strap Up PU Knotted Block Heels

    Strap up for a night on the town in these block heels featuring a trendy, lace-up on a square toe with knotted accents. Complete the look in a sultry club dress.

    Fit & Features

    • Square toe
    • Block heel
    • Lace-up design with tie closure
    • PU faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3781

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Style Icon Faux Leather Block Heels

    Step out like the style icon you are in these heels slay! The heels feature an open back, an open square toe, a multi-strap caged design over the toe, lace-up ties, and a block heel. The heels are composed of faux leather material. Complete look with a bodycon for a GNO. 

    Fit & Features

    • Square toe
    • Multi-strap caged design 
    • Lace-up ties
    • Block heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3779

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Summertime Chic Straw Wedges

    Step up your summertime 'fits with these boho-chic wedges. They feature an open almond-shaped toe, a wide toe strap, a tall wedge heel, and a braided straw design. Style these wedges with a breezy floral dress.

    Fit & Features

    • Open almond-shaped toe
    • Wide toe strap
    • Open back
    • Wedge heel
    • Braided straw design
    • Faux leather insole
    • Runs true to size

    Style Number/Barcode: 07406-0295

    Category Name: Women’s Shoes

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Summer Lovin' Basket Weave Sandals

    Summer lovin' all-over these trendy sandals featuring an almond toe, dual basket weave straps, and a flat sole. Complete the look in a darling sundress.

    Fit & Features

    • Almond toe
    • Dual basket weave straps
    • Comfort fit
    • Runs true to size

    Style Number/Barcode: 07404-0972

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Business Or Pleasure Nubuck Block Heels

    Business or pleasure? These block heels will keep you stylish beyond 9 to 5! They feature a square toe, wide toe strap, and an adjustable buckle ankle strap on nubuck material. Complete the look in a sassy midi dress.

    Fit & Features

    • Square toe
    • Wide toe strap
    • Adjustable buckle ankle strap
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3794

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pop The Cork Sling Back Wedges

    Your next wine tasting calls for these cork wedges featuring a sling-back ankle with adjustable buckle closure, almond toe, and a faux leather footbed. Complete the look in a flowy maxi dress.

    Fit & Features

    • Almond toe
    • Sling back ankle, adjustable buckle closure
    • Faux leather footbed
    • Cork wedge heel
    • Runs true to size

    Style Number/Barcode: 07406-0293

    Category Name: Women’s Shoes

    Price: $15.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Strides Stiletto Heels

    Make sultry strides in these chic stiletto heels! They feature an open almond-shaped toe with a toe strap, a criss-cross strap design with an adjustable buckle, a platform, and a sleek stiletto heel. Style these shoes with an envelope clutch.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap
    • Criss-cross strap design
    • Adjustable buckle
    • Platform, stiletto heel
    • Black heels: faux nubuck material
    • White heels: faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3650

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Casual Chic Nubuck Block Heels

    Keep it casually chic with heels that bring on the glam! The heels feature an open square toe, an adjustable ankle strap, a strap over the toe, and a low block heel. The heels are composed of a faux nubuck material. Complete look with a bodycon dress. 

    Fit & Features

    • Open back 
    • Open square toe
    • Strap over toe
    • Adjustable ankle strap
    • Low block heel 
    • Faux nubuck material 
    • Runs true to size

    Style Number/Barcode: 07401-3713

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Nubuck Platform Block Heels

    Bring it back to basics with heels that complete your look! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a strap over the toe, a platform, and a block heel. The heels are composed of a faux nubuck material. Complete look with a floral short dress and butterfly necklace. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Open almond toe, strap over the toe 
    • Platform 
    • Block heel 
    • Faux nubuck material 
    • Runs true to size

    Style Number/Barcode: 07401-3696

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glimmer Glam Square Toe Rhinestone Heels

    Give your outfit a glimmer glam effect in these rhinestone heels. Featuring a square toe, block heel, and strappy detail on nubuck material. Perfect for styling with a cocktail dress and chic earrings.

    Fit & Features

    • Square toe
    • Block heel
    • Rhinestone strappy detail
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3644

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Glitzy Moment Heels

    Have a gorgeous glitzy moment in these sparkly stilettos! They feature an open almond-shaped toe with a rhinestone adorned toe strap, a rhinestone embellished wide ankle strap, a back zipper closure, and a sleek stiletto heel. Style these glitter mesh heels with a chic clutch.

    Fit & Features

    • Open almond-shaped toe
    • Rhinestone adorned toe strap
    • Rhinestone adorned wide ankle strap
    • Back zipper closure
    • Stiletto heel
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-3700

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Happens Rhinestone Slide Sandals

    Let glam happen for your next evening out. These rhinestone strap sandals feature a trendy square toe and a slide-on/off style perfect for adding a glitzy shine to a cocktail dress.

    Fit & Features

    • Square toe
    • Rhinestone strap
    • Slide-on/off styling
    • Runs true to szie

    Style Number/Barcode: 07404-0970

    Category Name: Women’s Shoes

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Darling Chic Floral Detail Mules

    Complete your spring looks with these darling and chic mules! They feature an open square-shaped toe, a wide clear toe strap with flower-shaped accents, and a clear lucite block heel. Style these mules with trendy hoop earrings.

    Fit & Features

    • Open square-shaped toe
    • Wide PVC toe strap
    • Flower-shaped accents, center stud detailing
    • Low lucite block heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3651

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fashion Point Block Heel Booties

    Make your fashion point! Strut down the sidewalk in these PU block heel booties featuring a pointy toe, side zipper closure, and an ankle-length fit. Complete the look in a trench coat.

    Fit & Features

    • Pointy toe
    • Block heel
    • Side zipper closure
    • Ankle-length fit
    • PU material
    • Runs true to size

    Style Number/Barcode: 07403-1440

    Category Name: Women’s Shoes

    Price: $12.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Class Patent Leather Block Heels

    Showcase your classy style in these patent leather block heels featuring an almond toe, buckle ankle strap, and a quilted footbed. Complete your look in a chic blazer.

    Fit & Features

    • Almond toe
    • Block heel
    • Buckle ankle strap
    • Quilted footbed
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-3560

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spring In My Step Thong Sandals

    A cute thong sandal like this will give you a spring in your step! They feature a square toe, short block heel, thong-style straps, and a PU material. Complete the look with a trendy jelly purse.

    Fit & Features

    • Square toe
    • Short block heel
    • Thong-style straps
    • PU material
    • Runs true to size

    Style Number/Barcode: 07404-1007

    Category Name: Women’s Shoes

    Price: $12.97 $23.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Miss Lace-Up Flat Sandals

    A stylish miss such as you needs these lace-up sandals to create the perfect finishing touch. They feature an open almond toe, flat sole, and faux suede straps with self-tie closure. Complete the look in a sleek casual dress for a day out.

    Fit & Features

    • Open almond toe
    • Faux suede straps
    • Lace-up styling, self-tie
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-0976

    Category Name: Women’s Shoes

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lug Forever Nubuck Strap Sandals

    The lug trend will forever be in style! Show up to the pool party in these nubuck sandals featuring an almond toe, short heel, adjustable buckle ankle strap, and a chunky design. Complete the look in a trendy straw hat.

    Fit & Features

    • Almond toe, short heel
    • Lug sole
    • Adjustable buckle ankle strap
    • Chunky design
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07404-1001

    Category Name: Women’s Shoes

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fab Chain-link Faux Leather Booties

    Step out looking fab in booties that elevate your outfits! The booties feature a mid-calf length, an inner zipper closure, a chunky chain-link accent, a peep toe, and a stiletto heel. The booties are composed of a faux leather material. Complete look with a bustier and a wrap skirt. 

    Fit & Features

    • Mid-calf length 
    • Inner zipper closure
    • Chunky chain-link accent 
    • Peep toe 
    • Stiletto heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07403-1432

    Category Name: Women’s Shoes

    Price: $11.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Floral Moment Bow Block Heels

    These playful floral block heels are giving garden party glam with a cute bow—perfect for twirls, toasts, and turning heads at your next event!

    Fit & Features

    • Block heel
    • Square toe
    • Wide strap with bow
    • Adjustable ankle strap with buckle closure
    • Floral print
    • Faux leather padded insole
    • Runs true to size

    Style Number/Barcode: 07401-000362

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: MULTI

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

  • Glam Radar Lace-Up Flat Sandals

    Your glam radar is coming in hot! Create a sparkly look with these lace-up sandals featuring a round toe, rhinestone embellished straps, adjustable buckle closure, and a flat sole. Complete the look in a sleek satin dress.

    Fit & Features

    • Round toe
    • Rhinestone embellished straps
    • Lace-up design
    • Adjustable buckle closure
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-0975

    Category Name: Women’s Shoes

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance