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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.

  • Fall For Faux Suede Booties

    One go in these faux suede booties and you'll be hooked! They feature a trendy square toe, block heel, side zipper closure, and fit above the ankle. Complete the look in a city chic trench coat.

    Fit & Features

    • Square toe
    • Block heel
    • Side zipper closure
    • Fits above the ankle
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1601

    Category Name: Women’s Shoes

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beauty Queen Rhinestone Block Heels

    A beauty queen like you needs these glam block heels designed with asymmetrical rhinestone straps, ankle buckle closure, and a trendy square toe on nubuck material. Complete the look in a cocktail dress for an evening soiree.

    Fit & Features

    • Square toe
    • Thin block heel
    • Asymmetrical rhinestone straps
    • Ankle buckle closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3953

    Category Name: Women’s Shoes

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Enchantress Rhinestone Strap Heels

    Enchant the room when you step in wearing these block heels featuring a square toe, thin block heel, rhinestone asymmetrical straps, ankle buckle closure, and a chrome accent finish. Complete the look with matching jewelry for your fancy evening.

    Fit & Features

    • Square toe
    • Thin block heel
    • Rhinestone asymmetrical straps
    • Ankle buckle closure
    • Chrome accent finish
    • Runs true to size

    Style Number/Barcode: 07401-3955

    Category Name: Women’s Shoes

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bright Future Glitter Block Heels

    Your future is looking bright and sparkly in these glitter block heels perfect for finishing your formal look! They feature an almond toe, block heel, criss-cross straps, and a back zipper closure. Style with a chic clutch.

    Fit & Features

    • Almond toe
    • Block heel
    • Criss-cross straps
    • Back zipper closure
    • Glitter embellishments
    • Runs true to size

    Style Number/Barcode: 07401-3952

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Babe In Pointed Toe Boots

    Walk tall babe in these PU pointed-toe boots featuring a stylish and sleek under-the-knee silhouette with a block heel and side zipper closure. Complete the look with a boyfriend blazer.

    Fit & Features

    • Pointed toe
    • Block heel
    • Side zipper closure
    • Under-the-knee length
    • PU material
    • Runs true to size

    Style Number/Barcode: 07402-0796

    Category Name: Women’s Shoes

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fur Real Marabou Block Heels

    Embrace your inner diva in these stunning block heels featuring an almond toe, marabou toe strap, and closed ankle with a buckle closure on faux suede material. Complete the look in a sultry cocktail dress.

    Fit & Features

    • Almond toe
    • Marabou toe strap
    • Block heel
    • Closed ankle with buckle closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-3981

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • After Party Approved Rhinestone Stiletto Heels

    These are the heels that don’t quit—just like your group chat. With asymmetric rhinestone straps and a sleek stiletto, they’re made for dancing, drama, and not staying in.

    Fit & Features

    • 4.5" Stiletto heel
    • Square toe
    • Rhinestone-embellished asymmetrical strap
    • Adjustable ankle strap with buckle closure
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07401-000275

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: In Stock

    Available Color: ROSE, GOLD

    Available Size: 10

  • New Heights Over The Knee Boots

    Take your style to new heights in these over-the-knee boots featuring an almond toe, thin block heel, side zipper closure, and a tie-back customizable drawstring on faux suede material. Complete the look in a casual mini dress.

    Fit & Features

    • Almond toe
    • Thin block heel
    • Side zipper closure
    • Tie-back customizable drawstring
    • Over-the-knee style
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0732

    Category Name: Women’s Shoes

    Price: $4.97 $41.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Magic Lace-Up Block Heels

    Create a magically glam look in a flash with these block heels featuring an almond toe, PVC toe strap, lace-up ankle design, rhinestone embellishments, and a faux leather footbed. Complete the look with jewelry.

    Fit & Features

    • Almond toe
    • PVC toe strap
    • Rhinestone embellished block heel
    • Lace-up ankle design
    • Faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07401-3958

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Contemporary Over The Knee Boots

    Elevate your contemporary style in these over-the-knee boots featuring a sleek almond toe, block heel, side zipper closure, and top tie-back drawstring that lets you customize the fit on faux suede material. Complete the look in a cute crop denim jacket. 

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Over-the-knee style
    • Tie-back customizable drawstring
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0734

    Category Name: Women’s Shoes

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Walking Knit Style Block Booties

    Take stylish steps in these block heel booties featuring an on-trend pointed toe, partial knit and faux leather material, and an above-the-ankle length. Complete the look in a chic blazer.

    Fit & Features

    • Pointed toe 
    • Block heel
    • Above-the-ankle length
    • Partial knit and faux leather material
    • Pull-on/off styling
    • Runs true to size

    Style Number/Barcode: 07403-1611

    Category Name: Women’s Shoes

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Staple Wide-Fit Block Heels

    This chic pair of block heels are a classic staple you need in your wardrobe. They feature a comfortable wide-fit design with an open almond-shaped toe, a toe strap, an adjustable ankle strap with a buckle detail, and a sturdy block heel. The heels are composed of a faux leather material. Complete your formal look with a sleek envelope clutch.

    Fit & Features

    • Wide-fit design
    • Open almond-shaped toe, toe strap
    • Adjustable ankle strap, circular buckle
    • Closed back
    • Block heel
    • Faux leather material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-3899

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Style Wide-Fit Block Heels

    This staple pair of block heels are a classic style you need in your wardrobe. They feature a comfortable wide-fit design with an open almond-shaped toe, a toe strap, an adjustable ankle strap with a buckle detail, and a sturdy block heel. The heels are composed of a faux suede material. Complete your formal look with a sleek envelope clutch.

    Fit & Features

    • Wide-fit design
    • Open almond-shaped toe, toe strap
    • Adjustable ankle strap, circular buckle
    • Closed back
    • Block heel
    • Faux suede material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-3897

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine In Rhine Strappy Stiletto Heels

    Give your formal attire a glam shine in these rhinestone embellished heels featuring an almond toe, stiletto heel, dual straps, zipper closure, on faux leather material. Complete the look in a chic necklace set.

    Fit & Features

    • Almond toe
    • Stiletto heel
    • Dual straps
    • Zipper closure
    • Rhinestone embellishments
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3688

    Category Name: Women’s Shoes

    Price: $4.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Toes Rhinestone Mules

    Sparkle down to your toes in these dressy stiletto mules designed with an on-trend, square toe, PVC strap with rhinestone mesh and a twist accent, and a faux leather footbed. Complete your formal look in a party dress.

    Fit & Features

    • Square toe
    • Stiletto heel
    • PVC strap, rhinestone mesh, twist accent
    • Faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07401-4078

    Category Name: Women’s Shoes

    Price: $15.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Beauty Rhinestone Block Heels

    Reveal a glam and beautiful look down to your toes in these block heels featuring a sleek almond toe, rhinestone embellished toe strap, and adjustable ankle buckle closure. Complete your dressy outfit with a sparkly clutch. 

    Fit & Features

    • Almond toe
    • Block heel
    • Rhinestone toe strap
    • Adjustable ankle buckle closure
    • Quilted footbed
    • Microsuede material
    • Runs true to size

    Style Number/Barcode: 07401-3962

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vineyard Chic Cork Lace-Up Heels

    Grab the girls and these cork block heels for a day-out wine tasting! They feature an almond toe, braid toe strap, and a lace-up tie closure. Complete the look in a breezy jumpsuit. 

    Fit & Features

    • Almond toe
    • Block heel
    • Braid toe strap
    • Lace-up tie closure
    • Runs true to size

    Style Number/Barcode: 07401-4080

    Category Name: Women’s Shoes

    Price: $5.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glitzy Metallic Bow Sandals

    Bring the glitz and glamour with these dressy metallic slide-on sandals. They feature an open square-shaped toe, a wide pleated toe strap with a bow accent, and a flat sole. Style with a wide-leg jumpsuit and a clutch.

    Fit & Features

    • Open square-shaped toe
    • Wide pleated toe strap
    • Bow accent
    • Flat sole
    • Metallic finish
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1075

    Category Name: Women’s Shoes

    Price: $14.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Satin Rhinestone Mules

    These luxe satin embellished mules will elevate your night out 'fits. They feature an open square-shaped toe, a wide braided toe strap with mini rhinestone embellishments, and a sleek stiletto heel. Style with a bodycon dress and a clutch.

    Fit & Features

    • Open square-shaped toe
    • Wide braided toe strap, mini rhinestones
    • Stiletto heel
    • Satin sole
    • Runs true to size

    Style Number/Barcode: 07401-4063

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Art Gala Cut Out Stiletto Booties

    These stiletto booties are a fine work of art! They feature an almond peep toe, laser cut-out design with a faux leather lace-up, and a back zipper closure on faux suede material. Complete your cute look in a wide-leg jumpsuit.

    Fit & Features

    • Almond peep toe
    • Stiletto heel
    • Laser cut-out design
    • Faux leather lace-up
    • Back zipper closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1528

    Category Name: Women’s Shoes

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stole My Heart Rhinestone Mules

    Let these rhinestone mules steal your heart for the night! They feature an on-trend, square toe, block heel, braided strap, and a patent leather material. Complete the look in a cocktail dress.

    Fit & Features

    • Square toe
    • Block heel
    • Rhinestone braided strap
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4067

    Category Name: Women’s Shoes

    Price: $4.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All That Shine PVC Rhinestone Mules

    Fall for this shine! Illuminate with each step in these thin block heel mules featuring a square toe, asymmetrical PVC and rhinestone straps, and faux leather footbed. Complete the look in a satin dress.

    Fit & Features

    • Square toe
    • Thin block heel
    • Asymmetrical PVC and rhinestone straps
    • Faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07401-3797

    Category Name: Women’s Shoes

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Essentials Chunky Platform Heels

    These platform heels are essential for creating the perfect retro vibe for your ootd! They feature an open square toe, a wide toe strap, block heel, and ankle buckle closure, on faux leather material. Complete the look in a printed matching set.

    Fit & Features

    • Open square toe, wide toe strap
    • Block heel 
    • Platform sole
    • Ankle buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3965

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summertime Glam Slide-On Sandals

    Bring that glam vibe you love to your casual summertime look! These slide-on sandals feature a round toe, a dual banded strap design with braided woven detailing in a trendy metallic hue, and a flat sole. Style with your fave summer dress and sleek hoops.

    Fit & Features

    • Slide-on fit
    • Round toe
    • Dual banded strap design, braided woven detailing, metallic hue
    • Flat sole, faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1073

    Category Name: Women’s Shoes

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale