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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 summer 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 Summer Flex

Scroll less and slay more with Windsor’s must-have summer 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.

  • Perfectly Poised Plaid Kitten Heel Booties

    Keep it poised in plaid booties that is perf for a trendsetter like you! The booties feature an around the ankle fit, a plaid print, a pointed toe, and a stiletto kitten heel. Complete look with a bodysuit and cuffed jeans. 

    Fit & Features

    • Around the ankle fit
    • Plaid print
    • Pointed toe
    • Stiletto kitten heel
    • Back zipper closure 

    Style Number/Barcode: 07403-1222

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut It Out Faux Leather Stiletto Heel Booties

    Strut it out in chic booties that bring those trendsetter vibes to your outfit! The booties feature a mid-calf fit, a lace-up front, an inner zipper closure, and a sleek stiletto heel. Complete look with a bodysuit and mini skirt for the perf date night look. 

    Fit & Features

    • Mid-calf fit
    • Lace-up front
    • Inner zipper closure
    • Peep toe
    • Stiletto heel
    • Faux leather material

    Style Number/Barcode: 07403-1213

    Category Name: Women’s Shoes

    Price: $22.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie Dye Slip On Foam Shoes

    Make your next step a stylish one, in these cute shoes! Slip on these foam shoes that feature a tie-dye print, a reversible ankle strap, a perforated design, and a wide platform. Complete look with a matching crop top and biker short set.

    Fit & Features

    • Slip-on design
    • Round toe
    • Reversible ankle strap
    • Tie-dye hues
    • Perforated design
    • Wide platform 

    Style Number/Barcode: 07407-0188

    Category Name: Women’s Shoes

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Ruched Stiletto Boots

    Step out in these chic boots that elevate all your outfits. The boots feature a below-the-knee fit, a ruched body, a pointed toe, and a sleek stiletto heel. The boots are composed of a faux leather material. Complete look with a ribbed midi dress and a moto jacket for a date night.

    Fit & Features

    • Below the knee fit
    • Ruched body
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel 
    • Faux leather material 


    Please be advised that these boots run 1/2 a size small.

    Style Number/Barcode: 07402-0257

    Category Name: Women’s Shoes

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Fab Plaid Lug Booties

    Keep it so fab in plaid booties that too glam to pass up! The booties feature a trendy plaid print, an around the ankle fit, goring at the back of the ankle, an almond toe, and a lug sole. Complete look with a faux leather mini skirt and crop top. 

    Fit & Features

    • Plaid print
    • Mid-calf fit
    • Lace-up front
    • Goring at the back of the ankle
    • Almond toe
    • Lug sole

    Style Number/Barcode: 07403-1221

    Category Name: Women’s Shoes

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Fancy Quilted Faux Leather Sneakers

    Glam up your sneaker game with these chic high tops! The sneakers feature a high top length, an inner zipper closure, a quilted design, and an almond toe. Complete your look with a fab crop top and a pair of biker shorts. 

    Fit & Features

    • High-top length 
    • Inner zipper closure
    • Quilted design
    • Almond toe
    • Faux leather material 

    Style Number/Barcode: 07407-0191

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Red Chic Faux Leather Stiletto Booties

    Sound off the alarm with booties that bring chic appeal! The booties feature a mid-calf fit, a lace-up front, a peep toe, and a sleek stiletto heel. The booties are composed of a faux leather material. Complete look with a bodycon.

    Fit & Features

    • Mid-calf fit
    • Lace-up front
    • Peep toe
    • Inner zipper closure
    • Stiletto heel
    • Faux leather material 

    Style Number/Barcode: 07403-1212

    Category Name: Women’s Shoes

    Price: $22.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Babe Faux Suede Block Heels

    A basic block heel is a style staple that every babe needs! Perfect for dressing up with your formal outfits or chic workwear outfits, a block heel is a must! The heels feature an adjustable ankle strap with a closed-back, an open square toe with a single strap, and a sturdy block heel. 

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Open square toe
    • Single strap over the toe
    • Block heel
    • Faux suede material 

    Style Number/Barcode: 07401-2621

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trend Alert Over The Knee Block Heel Boots

    You'll be a major trendsetter in these bold over the knee block heel boots! They feature a peep toe, closed back, a sheer netted front with a neon orange zipper, neon orange seam detailing, faux suede side paneling, and a faux leather back with a chic cut out. Let these boots be the statement of your 'fit by pairing them with a simple little black dress.

    Fit & Features

    • Over the knee design
    • Almond peep toe
    • Closed back
    • Block heel
    • Sheer netted front with zipper
    • Faux suede side paneling
    • Faux leather back with top cut out

    Style Number/Barcode: 07402-0296

    Category Name: Women’s Shoes

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Deets Lace Up Block Heels

    Lace-up in these chic block heels for your next night out! The heels feature an open back, lace-up straps, a square toe with a single strap over the toe, and a narrow block heel. The heels are composed of faux suede material. Complete look with a faux leather mini dress. 

    Fit & Features

    • Open-back 
    • Lace-up straps
    • Open square toe with a single strap over the toe 
    • Narrow block heel
    • Faux suede material

    Style Number/Barcode: 07401-2529

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Faux Leather Platform Booties

    These booties are a must when creating chic layered outfits! The booties feature an around the ankle fit, an inner zipper closure, an almond toe with a wide platform, and a block heel. The booties are composed of faux leather material. Complete the look with a crop top and mini skirt. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Almond toe 
    • Wide platform 
    • Block heel
    • Faux leather material 

    Style Number/Barcode: 07403-0616

    Category Name: Women’s Shoes

    Price: $17.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fierce Babe Leopard Print Stiletto Booties

    Showcase a majorly fierce look babe in these bold leopard print booties! They feature a tall platform with a trendy lug sole, inner zipper closure, and sleek stiletto heel. Pair these booties with high rise black skinny jeans and a faux leather jacket for a night out.

    Fit & Features

    • Almond toe
    • Tall platform
    • Lug sole
    • Stiletto heel
    • Inner zipper closure
    • Ankle-high design
    • Faux suede material with all-over leopard print

     

    Please be advised that these booties run one size too small.

    Style Number/Barcode: 07403-0463

    Category Name: Women’s Shoes

    Price: $20.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Stylish Faux Suede Stiletto Booties

    You'll always be stylish in these chic faux suede booties! They feature a tall platform with a trendy lug sole, inner zipper closure, and sleek stiletto heel. Pair these heels with a curve-hugging midi dress for a sexy look for a night out.

    Fit & Features

    • Almond toe
    • Tall platform
    • Lug sole
    • Stiletto heel
    • Inner zipper closure
    • Ankle-high design
    • Faux suede material

    Style Number/Barcode: 07403-0472

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

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

    Bring the shine with these gorgeous platform heels. The heel feature a rhinestone embellished geometric toe strap, an almond toe, a wide platform, and a block heel. Complete the look with a sequin mini dress for your special occasion.

    Fit & Features

    • Rhinestone embellished toe strap
    • Almond toe
    • Wide platform
    • Block heel
    • Closed-back with adjustable ankle strap
    • Faux patent leather material 

    Style Number/Barcode: 07401-2616

    Category Name: Women’s Shoes

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Add Some Edge Faux Leather Combat Booties

    Add some edge to your everyday look with these cool faux leather combat booties! They feature an above the ankle design with a lace-up front, inner zipper closure, and trendy lug sole. Pair these booties with faux leather leggings to amp up your style!

    Fit & Features

    • Above the ankle design
    • Round toe
    • Lace-up front
    • Inner zipper closure
    • Lug sole
    • PU material

    Style Number/Barcode: 07403-0435

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kickin' It Western Style Faux Leather Booties

    Kick it western style with a pair of booties that offer a little style! Pair with skinny jeans and a graphic tee for those edgy western vibez

    • Ankle fit
    • Western style stitching
    • Pointed toe
    • Elastic stretch sides
    • Low block heel
    • Faux leather

    Style Number/Barcode: 07403-0274

    Category Name: Women’s Shoes

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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

  • Over The Knee Flat Detailed Boots

    It's all in the little details! This pair of over the knee boots are designed with a flat sole, an inner zipper, a round toe, and a cut out detailing at the top with small bow detail at the back. Boots are composed of faux suede. Complete look with a ribbed sweater dress for those cold weather vibes.

    Fit & Features

    • Over the knee fit
    • Flat sole
    • Almond toe
    • Cutout detail at the top
    • Small bow detail at the back
    • Faux suede material

    Style Number/Barcode: 07402-0254

    Category Name: Women’s Shoes

    Price: $22.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitter Knit Stiletto Sock Booties

    Add some shine to your classic booties this holiday season with these glitter knit sock booties! They feature a fitted above the ankle-design, pointed toe, stiletto heel, and inner zipper closure. Pair these booties with a faux leather mini skirt for an edgy-chic party look.

    Fit & Features

    • Fitted above the ankle design
    • Pointed toe
    • Stiletto heel
    • Inner zipper closure
    • Glitter knit material

    Style Number/Barcode: 07403-1210

    Category Name: Women’s Shoes

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Chic Faux Leather Heels

    Bring it back to basics in these heels that go with all your favorite casual and formal looks! The heels feature a closed-back, an open square toe with a single strap over the toe, and a narrow block heel. Complete look with a ribbed bodycon dress.

    Fit & Features

    • Closed-back
    • Open square toe with a single strap over the toe
    • Adjustable ankle strap
    • Narrow block heel
    • Faux leather material

    Style Number/Barcode: 07401-2531

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Essential Faux Nubuck Block Heels

    Bring it back to basics in these heels that go with all your favorite casual and formal looks! The heels feature a closed-back, an open square toe with a single strap over the toe, and a narrow block heel. Complete look with a ribbed bodycon dress. 

    Fit & Features

    • Closed-back
    • Open square toe with a single strap over the toe
    • Adjustable ankle strap
    • Narrow block heel
    • Faux nubuck material 

    Style Number/Barcode: 07401-2530

    Category Name: Women’s Shoes

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede and Rhinestone Lucite Heels

    Bring the sparkle with heels that illuminate the evening. The heels feature an adjustable ankle strap, rhinestone embellished straps over the toe, a square toe, and a lucite block heel. Complete look with a classic LBD. 

    Fit & Features 

    • Adjustable ankle strap
    • Rhinestone embellished strap over the toe
    • Square toe
    • Lucite block heel
    • Faux suede material 

     

    Please be advised that these heels run 1/2 a size small.

    Style Number/Barcode: 07401-2544

    Category Name: Women’s Shoes

    Price: $15.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Buckle Detail Pointed Toe Block Heel Boots

    Elevate your style with these chic block heel boots! They feature a trendy pointed toe, back zipper closure with gold hardware, gold buckle strap accents, and a faux suede and smooth thick nylon material. Pair these boots with a sweater dress for your next holiday party!

    Fit & Features

    • Below the knee design
    • Pointed toe
    • Block heel
    • Back zipper closure
    • Buckle strap accents
    • Faux suede and smooth nylon material

     

    Please be advised that these boots run 1/2 a size small.

    Style Number/Barcode: 07402-0255

    Category Name: Women’s Shoes

    Price: $21.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Faux Patent Leather Thigh High Boots

    Elevate your layered outfits in thigh high boots that bring your look to the next level. The boots feature a thigh-high fit, a pointed toe, and a sturdy block heel. The boots are composed of a faux patent leather material. Complete your look with a plaid mini dress.

    Fit & Features

    • Thigh-high fit
    • Inner zipper closure 
    • Pointed toe
    • Block heel 
    • Faux patent leather material 

    Style Number/Barcode: 07402-0295

    Category Name: Women’s Shoes

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free