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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.

  • Shine Season Rhinestone Heels

    A little sparkle goes a long way—these rhinestone strap heels bring instant glam to every step. With a sleek square toe and strappy silhouette, they’re made for plans when you want to shine!

    Fit & Features

    • Stiletto heels
    • Square toe
    • Rhinestone-embellished thong strappy design
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000042

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • So Luxe Faux Nubuck Lace-Up Block Heels

    Keep your look so luxe with stylish heels! The heels feature an open back,  lace-up straps, a strap over the toe, an open square toe,  and a thin block heel. The heels are composed of a faux nubuck material. Complete look with a bodysuit and high waist shorts. 

    Fit & Features

    • Open back 
    • Lace-up straps
    • Strap over the toe 
    • Open square toe
    • Thin block heel 
    • Faux nubuck material 

    Style Number/Barcode: 07401-3066

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Patent Faux Leather Strappy Stiletto Heels

    Turn heads in chic patent faux leather strappy stiletto heels. With an open pointed toe and luxe cushioned insole, these heels are your go-to for glam vibes. Adjustable ankle strap included!

    Fit & Features

    • Stiletto heel
    • Patent faux leather material
    • Open pointed toe
    • Asymmetric thin strappy design
    • Thin adjustable ankle strap, buckle detail
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5056

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Too Fab Faux Leather Platform Sneakers

    You'll be looking so fab in these platform sneakers that keep your look on point! The sneakers feature a mid-calf fit, a lace-up front, an almond toe, and a textured platform sole. The sneakers are composed of a faux leather material. Complete your look with biker shorts and a tie front top. 

    Fit & Features

    • Mid-calf fit
    • Lace-up front
    • Almond toe 
    • Textured platform sole
    • Faux leather material 

    Style Number/Barcode: 07407-0198

    Category Name: Women’s Shoes

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut Your Stuff Strappy Faux Leather Block Heels

    Strut your stuff in these stylish faux leather heels perfect for day or night wear! They feature a trendy square toe, an asymmetrical strappy design to catch attention, and an adjustable ankle strap with buckle closure. Complete the look with a cute moto jacket.

    Fit & Features

    • 4" Block heel
    • Square toe
    • Asymmetrical strappy design
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4954

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Babe Platform Lace-Up Booties
    Keep your look edgy babe in this pair of platform booties that showcases your look just right. It features a lace-up front, almond toe, and stacked heel. Wear them with a lace mini dress for just the right amount of edge. 

    Fit & Features
    • Lace-up front
    • Almond toe
    • Stacked platform heel
    • Faux leather material 
    • Fits true to size

    Style Number/Barcode: 07403-1555

    Category Name: Women’s Shoes

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Compliment Staple Basic Faux Leather Block Heels

    These faux leather heels are a staple for receiving so many compliments! They feature an almond toe with a sleek strap, a block heel, a padded footbed for comfort, and a closed ankle with a strap and zipper closure. Complete the look with a sleek handbag for any occasion!

    Fit & Features

    • 3" Block heel
    • Almond toe
    • Padded footbed
    • Closed ankle with strap, zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4950

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Top Fashion Over-The-Knee Boots

    These fashionable over-the-knee boots will take your style to the top! They feature a round toe, flat sole, inner side zipper closure, and 50/50 faux suede and scuba knit material. Complete the look in a chic trench coat for the perf fall layer!

    Fit & Features

    • Round toe
    • Flat sole
    • Inner side zipper closure
    • Over-the-knee shaft length
    • 50/50 Faux suede and scuba knit material
    • Runs true to size

    Style Number/Barcode: 07402-0838

    Category Name: Women’s Shoes

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Denim Diva Square Toe Block Heels

    Fall head over heels for these denim block heels! Strut like a diva in these shoes featuring a square toe, a wide band, a block heel, and a luxe fit cushioned faux leather insole for comfort. Complete the look with a trendy handbag for any occasion!

    Fit & Features

    • 3" Block Heel
    • Square toe
    • Wide band
    • Luxe fit cushioned faux leather insole
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07401-4885

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Girly Vibes Rhinestone Spiral Heels

    Bring the girly energy in these rhinestone spiral heels to your next formal event or dressed-up date night!

    Fit & Features

    • Stiletto heel
    • Almond toe
    • Rhinestone embellished spiral strap
    • Runs true to size

    Style Number/Barcode: 07401-5317

    Category Name: Women’s Shoes

    Price: $12.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Straps Faux Nubuck Block Heels

    Slay in strappy block heels that complete your favorite outfits! The heels feature an adjustable ankle strap, a closed-back, an open almond toe with a single strap over the toe, and a block heel. Complete look with an LBD and rhinestone collar. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Open almond toe, single strap over the toe
    • Block heel 
    • Faux nubuck material

     

    Style Number/Barcode: 07401-2807

    Category Name: Women’s Shoes

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dazzling Chic Strappy Faux Leather Block Heels

    Dazzle at your next formal event with block heels that stun! The heels feature a sleek almond toe, a thin strappy design, a block heel with a flared bottom, and a closed ankle with buckle strap closure. 

    Fit & Features

    • 3.5" Angled block heel with flared bottom
    • Almond toe
    • Thin strappy design
    • Closed ankle with buckle strap closure
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07401-4974

    Category Name: Women’s Shoes

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetter 50/50 Knee-High Boots

    The styling possibilities are endless with these knee-high boots! They feature a round toe design, side zipper, block heel, and fit over the knee. The boots are composed of a half faux suede and half knit composition. Complete the look with a trendy belt.

    Fit & Features

    • Round-toe design
    • Side zipper
    • Block heel
    • Over-the-knee fit
    • Half faux suede, half knit composition
    • Runs true to size

    Style Number/Barcode: 07402-0342

    Category Name: Women’s Shoes

    Price: $14.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Total Admiration Strappy Faux Leather Block Heels

    Any outfit you create with these faux leather block heels will have total admiration! The square toe and strappy design create a modern and chic look, while the circular block heel gives these shoes an elevated style. The adjustable ankle strap with buckle closure offers a secure fit, and the cushioned insole ensures comfort. Complete the look in a chic midi dress for a dressy occasion.

    Fit & Features

    • 2.5" Circular Block Heel
    • Square toe
    • Strappy design
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4862

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Essential Chic Staple Platform Block Heels

    A pair of chic staple block heels featuring a sleek single strap design and platform sole to elevate your look. Pair with a handbag.

    Fit & Features

    • Block heel
    • Adjustable ankle strap with small buckle
    • Single strap design
    • Almond toe
    • Platform
    • Runs true to size

    Style Number/Barcode: 07401-5018

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek And Bold Buckle Strap Stiletto Heels

    The heels that instantly upgrade every 'fit—sleek, bold, and so worth the strut. With smooth faux suede and a glam buckle strap, these stiletto heels bring the drama whether it’s dinner, drinks, or the dance floor.

    Fit & Features

    • 3.5" Stiletto heel
    • Open square-shaped toe
    • Toe strap with curved buckle accent
    • Thin adjustable ankle and heel straps, buckle detail
    • Faux suede material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000430

    Category Name: Women’s Shoes

    Price: $34.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Bejeweled Glitter Jelly Sandals

    You fancy huh! Radiate glam in these glitter jelly sandals featuring a round toe, bejeweled t-strap, and adjustable buckle closure. Complete the look in a day dress for a birthday lunch.

    Fit & Features

    • Round toe
    • Bejeweled t-strap
    • Adjustable buckle closure
    • Glitter jelly material

    Style Number/Barcode: 07404-0969

    Category Name: Women’s Shoes

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Quite Like You Strappy Faux Leather Block Heels

    No one will do it quite like you in these faux leather block heels! Step out in these stylish shoes featuring an on-trend square toe, asymmetrical strappy design, adjustable ankle strap with buckle closure, and a block heel. Complete the look with a crossbody purse for any event!

    Fit & Features

    • 2.5" Block Heel
    • Square toe
    • Asymmetrical strappy design
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Ivory is croc-embossed
    • Runs true to size

    Style Number/Barcode: 07401-3918

    Category Name: Women’s Shoes

    Price: $26.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Cuties Lace Slingback Stiletto Pumps

    Step into style with these lace stiletto pumps perfect for wedding guests, brides, or any dressy occasion! They feature a closed pointed-toe, an elasticized slingback strap adorned with a side bow accent, a luxe fit cushioned insole for ultimate comfort, and a stiletto heel. Complete the look with a clutch.

    Fit & Features

    • 4" Stiletto Heel
    • Closed pointed-toe
    • Elasticized slingback strap, side bow accent
    • Luxe fit cushion insole
    • Lace material
    • Runs true to size

    Style Number/Barcode: 07401-5036

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simple Glam Style Rhinestone Strap Block Heels

    You'll adore the simple glam style of these rhinestone strap block heels. They feature an open almond toe, a toe strap with sparkling mini rhinestone embellishments, a thin adjustable ankle strap, a closed back, and a low block heel for comfortable wear. Pair with a rhinestone clutch for a seamless look.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap, mini rhinestones
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Low block heel
    • Faux suede material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4484

    Category Name: Women’s Shoes

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beauty Unraveled Faux Pearl Rhinestone Block Heels

    Unravel these beautiful block heels for a statement-making look! They feature a sleek almond toe, faux pearl and rhinestone embellished strappy design, a luxe fit quilted insole for ultimate comfort, and a block heel. Complete the look with a clutch for a dressy event.

    Fit & Features

    • 3.5" Block heel
    • Almond toe
    • Faux pearl and rhinestone embellished strappy design
    • Luxe fit quilted cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4969

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Denim Diva Platform Wedges

    You'll be a total denim diva in these trendy wedges! They feature an open almond toe, a frayed detail toe strap, a frayed ankle strap with an adjustable buckle, and a platform wedge heel. Pair these wedges with a casual dress for a brunch ready look.

    Fit & Features

    • Open almond toe
    • Frayed toe strap
    • Frayed ankle strap, adjustable buckle
    • Closed back
    • Platform wedge heel
    • Denim fabric
    • Runs true to size

    Style Number/Barcode: 07406-0249

    Category Name: Women’s Shoes

    Price: $13.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Stride Faux Leather Stiletto Western Boots

    Sleek and trendy will be your vibe in these mid-calf faux leather boots with a western stitched design. They feature a pointed toe, a complete inner zipper closure for effortless styling, and a stiletto heel.

    Fit & Features

    • 3" Stiletto heel, 7" leg opening, 8" shaft height
    • Faux leather material
    • Mid-calf height, pull tabs
    • Western stitched design
    • Pointed toe
    • Complete inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1053

    Category Name: Women’s Shoes

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lead On Snake Print Platform Stilettos

    Lead the way with stylish heels that keep you on-trend! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a strap over the toe, platform, stiletto heel, and a snake print. Complete the look with an LBD and statement earrings. 

    Fit & Features

    • Adjustable ankle strap 
    • Open almond toe 
    • Strap over the toe 
    • Platform 
    • Stilleto heel 
    • Snake print

    Style Number/Barcode: 07401-2867

    Category Name: Women’s Shoes

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale