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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.

  • Glow On Glitter Block Heels
    Glow on bby with plenty of shine and glitz in these dazzling heels! They feature a zippered back, a rhinestone embellished ankle strap, matching multi straps, an open toe with single strap accent and a block heel.

    Style Number/Barcode: 07401-2274

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always Party Ready Rhinestone Strappy Heels

    Stay ready to party when you have these bomb rhinestone heels in your closet! 

    • Open almond toe
    • Six bands embellished with rhinestones
    • Crescent heel
    • Zipper back of heel
    • Faux leather
    • Chrome finish

    Style Number/Barcode: 07401-2231

    Category Name: Women’s Shoes

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out On The Scene Low Clear Heels

    Ya'll know me when I step out on the scene with the cutest clear heelzzz!

    • Open almond toe
    • Single clear band over the toe
    • Sling back ankle strap
    • Adjustable pin buckle closure
    • Low clear heel
    • Faux leather lining

    Style Number/Barcode: 07401-0908

    Category Name: Women’s Shoes

    Price: $24.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevate Your Style Block Heels

    Elevate your basic heels with these chic croc embossed pair! Style with a sleek faux leather mini skirt and a crop top for an edgy it girl look!

    • Open almond toe
    • Toe strap
    • Adjustable around the ankle strap
    • Open back
    • Block heel
    • Croc embossed print

    Style Number/Barcode: 07401-2150

    Category Name: Women’s Shoes

    Price: $20.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Busy Days Quilted Faux Leather Sneakers

    We all need our go to sneaks for a busy day! Walk a mile in these babies and look fresh doing so! Easily styled with denim, or a cute floral mini dress!

    • Round toe
    • Slip on fit
    • Quilted design
    • Faux leather
    • Padded cushion insole

    Style Number/Barcode: 07405-0028

    Category Name: Women’s Shoes

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Is In The Air Faux Leather Mules

    Spring is right around the corner and all we can think about is how much pastel we will be wearing! Give yourself that pop of color when you slide into these babies! Style with cut off denim and a puff sleeve cropped top!

    • Open almond toe
    • Single band over the toe
    • Slanted band mid foot
    • Block heel
    • Faux leather
    • Croc embossed

    Style Number/Barcode: 07401-2276

    Category Name: Women’s Shoes

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Moments Square Toe Heels

    Have yourself a sultry moment when you step out in these ever so trendy heels! Square toe is a new fav, and looks so chic when paired with cut off denim and a button up!

    • Square toe
    • Strappy dainty bands over the toe
    • Ankle strap
    • Adjustable pin buckle closure
    • Block heel
    • Faux leather | Croc embossed

    Style Number/Barcode: 07401-2277

    Category Name: Women’s Shoes

    Price: $21.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Scoot N' Boogey Fringe Tan Cowboy Boots

    Yee-haw it's time to boot scoot n' boogey in these festival ready fringe boots babayy!

    • Knee high fit
    • Pointed toe
    • Croc embossed
    • Cowboy design
    • Padded lining
    • Inner zipper closure
    • Faux Leather

    Please be advised this style runs 1/2 big.

    Style Number/Barcode: 07402-0167

    Category Name: Women’s Shoes

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scoot N' Boogey Fringe Leopard Cowboy Boots

    Yee-haw it's time to boot scoot n' boogey in these festival ready fringe boots babayy!

    • Knee high fit
    • Pointed toe
    • Leopard print pattern
    • Cowboy design
    • Padded lining
    • Inner zipper closure
    • Faux Suede

    Please be advised this style runs 1/2 big.

    Style Number/Barcode: 07402-0165

    Category Name: Women’s Shoes

    Price: $30.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scoot N' Boogey Fringe Red Cowboy Boots

    Yee-haw it's time to boot scoot n' boogey in these festival ready fringe boots babayy!

    • Knee high fit
    • Pointed toe
    • Croc print pattern
    • Cowboy design
    • Padded lining
    • Inner zipper closure
    • Faux leather

    Please be advised this style runs 1/2 big.

    Style Number/Barcode: 07402-0166

    Category Name: Women’s Shoes

    Price: $39.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Finesse It Faux Leather Mules

    Finesse your look with the perfect pair of heeled mules! They pair perfectly with straight leg trousers, or style with high waist denim to bring your look a level up from casual!

    • Open almond toe
    • Double band design
    • Slide on fit
    • High skinny heel
    • Faux leather

    Style Number/Barcode: 07401-2202

    Category Name: Women’s Shoes

    Price: $20.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Class Square Toe Strappy Heels

    Bring the class with a pair of strappy heels! The square toe adds a unique finish that we are obsessed with when paired with cut off denim, or dress pants!

    • Square toe
    • Strappy detailing
    • Adjustable pin buckle closure
    • Skinny heel
    • Faux leather with shiny finish

    Style Number/Barcode: 07401-2171

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Walk It Like You Slay It Snake Print Heels

    Instant upgrade, babe—these chain strap block heels do not play. The snake print adds bite to your 'fit, perfect for nights out or brunch flexes.

    Fit & Features

    • Block heel
    • Faux leather material, snake print
    • Open pointed toe
    • Toe strap with rhinestone chain detail
    • Thin adjustable ankle strap with buckle detail, closed back
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-000397

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: SNAKE

    Available Size: 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Keep It Classic Low Simple Heels

    Keep it classic and minimal when you add these low heels to your collection! Some days aren't cut out for the high stuff, and these will pair perfectly with cut off dark denim!

    • Open round toe
    • Singe band over the toe
    • Ankle strap
    • Adjustable pin buckle closure
    • Black style composed of faux nubuck
    • White style composed of faux leather

     

     

    half size too big.

    Style Number/Barcode: 07401-2173

    Category Name: Women’s Shoes

    Price: $11.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Call It Complete Espadrille Flats

    Throw on a summer dress and call yourself complete when you finish your look with the cutest espadrille flats!

    • Closed round toe
    • Espadrille sole
    • Ankle strap
    • Pin buckle closure
    • Faux suede

    Style Number/Barcode: 07405-0022

    Category Name: Women’s Shoes

    Price: $11.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kickin' It Faux Leather Lace Up Booties

    Kick 'em to the curb in a pair of edgy booties! Style with leggings and an over-sized tee for a comfy yet cube vibe!

    • Round toe
    • Lug sole
    • Lace up front
    • Inner zipper closure
    • Ankle fit
    • Faux leather

    Style Number/Barcode: 07403-0233

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let's Glam It Up Heels

    Let's glam up your look with these rhinestone detailed heels! Pair the pumps with your fave formal dress, or use them to dress up your everday jeans and blouse!

    • Adjustable around the ankle strap | Rhinestone detailing
    • Closed back
    • Closed pointed toe | Rhinestone detailing
    • Skinny heel
    • PVC material

    Style Number/Barcode: 07401-0667

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Especially Espadrille Cork Wedges

    Take on the weekend in these especially cute Espadrille platform wedges! Style with a summer matching set, or your go-to flowy dress!

    • Open almond toe
    • Single band over the toe
    • Wrap around ankle strap
    • Adjustable o-ring pin buckle closure
    • Faux leather trim
    • Cork wedge
    • Espadrille sole

    Style Number/Barcode: 07406-0051

    Category Name: Women’s Shoes

    Price: $22.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Miss Mod Point Toe Booties

    We are loving that vintage retro-mod style, and you pull them off like a groovy 70's babydoll!

    • Faux leather
    • Point toe
    • Zipper closure
    • Low block heel

    Style Number/Barcode: 07403-0166

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Vic Victorian Stiletto Booties

    Vintage inspired but totally of the moment, these Victorian-style stilettos have appeal for the ages! Booties feature a pointed toe, short shaft, lace-up tie front, side zipper, and spindly stiletto heels. Boots are made from a faux suede material.

    Style Number/Barcode: 07403-0069

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Get This Party Started Rhinestone Platform Heels

    Let's get this party started with rhinestones baybay! You can be the disco ball tonight, and the center of attention when you style these stunners with your little black dress!

    • Open almond toe
    • Single clear band over the toe
    • Clear ankle strap
    • Adjustable pin buckle closure
    • Platform design
    • Rhinestone detailing

    Please be advised that this style runs half size too small.

    Style Number/Barcode: 07401-2228

    Category Name: Women’s Shoes

    Price: $28.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On A Western Kick Croc Metallic Cowboy Booties

    A western kick but make it edgy too, ya feel? These booties look so good styled with a midi skirt, or a satin mini dress!

    • Pointed toe
    • Stacked Triangular heel
    • Cowboy western design
    • Shiny chrome finish 
    • Crocodile print | No zipper
    • Faux leather

    Style Number/Barcode: 07403-0288

    Category Name: Women’s Shoes

    Price: $11.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Clearly Yours Square Toe Kitten Heel Mules

    Clearly these kitten heel mules are the right ones for you! Pair them with a chic flowy blouse and some distressed mom jeans for a trendy vibe.

    • Open square toe
    • Clear wide toe strap
    • Open back
    • Kitten heel
    • Slide on mule style

    Style Number/Barcode: 07401-2203

    Category Name: Women’s Shoes

    Price: $26.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sunday Best Peep Toe Black Stacked Heels

    Get in your sunday best when you step out in these adorable peep toes heels! Perfectly pair with your fav summer dress, or paper bag shorts!

    • Peep toe design
    • Ankle strap
    • Adjustable pin buckle closure
    • Stacked heel
    • Lug sole
    • Faux leather

    Style Number/Barcode: 07401-2151

    Category Name: Women’s Shoes

    Price: $22.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale