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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.

  • Sleek Moves Faux Leather Stiletto Heels

    A pair of strappy stiletto heels designed to elevate your day-to-night looks!

    Fit & Features

    • 3.5" Stiletto heel
    • Patent faux leather material
    • Open square toe, dual toe strap design
    • Dual adjustable ankle strap design, buckle detail
    • Closed back
    • Padded insole
    • Runs true to size

    Style Number/Barcode: 07401-5066

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chase The Sun Lace-Up Espadrille Wedges

    Flaunt a sunny day style in these lace-up espadrille wedges perfect for a beach day, backyard bbq, or vacation!

    Fit & Features

    • 4" wedge heel
    • Almond toe, curved band
    • Lace-up ankle straps
    • Platform wedge heel
    • Runs true to size

    Style Number/Barcode: 07406-0364

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: NATURAL

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

  • High Fashion Under-The-Knee Faux Leather Boots

    Strut in these fashionable faux leather boots for insta-worthy looks all season! They boast a sleek pointed toe and block heel, an inner zipper closure to secure the style, and the perfect under-the-knee length shaft for styling with short dresses, skirts, or midis. Complete the look with a chic tote bag.

    Fit & Features

    • 3" Block heel, 7.5" leg opening, 14" shaft height
    • Faux leather material
    • Pointed toe
    • Inner zipper closure
    • Under-the-knee length shaft
    • Runs true to size

    Style Number/Barcode: 07402-1015

    Category Name: Women’s Shoes

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Best Choice Thong Buckle Mules

    Step into these stylish thong buckle mules to dress up your every day look!

    Fit & Features

    • Thon block heel
    • Square toe
    • Thong strap with buckle accent
    • Luxe fit cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5249

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pattern Play Houndstooth Sling-Back Kitten Heel Pumps

    From office hours to happy hour, these houndstooth kitten heel pumps are perfect for your everyday styling.

    Fit & Features

    • Stiletto kitten heel
    • Woven material exterior, closed pointed-toe
    • Houndstooth pattern
    • Adjustable sling-back strap, buckle detail
    • Faux leather padded insole
    • Runs true to size

    Style Number/Barcode: 07401-5214

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Show Stopper Floral Cut Cowboy Boots

    Make a bold statement in these cowboy boots for a concert, festival, or bachelorette trip! These eye-catching boots feature intricate floral cutout designs that add a feminine touch to classic western style.

    Fit & Features

    • 2.5” Stacked block heel, 7” leg opening, 9.5” shaft height
    • Pointed toe
    • Floral cut design
    • Under the knee length shaft
    • Inner zipper closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07402-1132

    Category Name: Women’s Shoes

    Price: $50.90

    Availability: In Stock

    Available Color: BEIGE

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

  • Glam Stunner Stiletto Mules

    Step into glamour with these stiletto mules, featuring a stunning sleek finish that catches every light. Perfect for dressing up your day or night look.

    Fit & Features

    • Stiletto heel
    • Square toe
    • Wide curved strap
    • Cushioned insole
    • Silver And Gold: metallic material
    • Red: faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000306

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: SILVER, GOLD, RED

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

    Product Badge:
    • Best Seller
  • Edgy Chic Under-The-Knee Moto Platform Boots

    Level up the edgy chic vibe of your everyday look with these under-the-knee moto boots featuring a round toe, an inner zipper closure for effortless styling, a platform sole, and a sturdy block heel. Complete the look with a mini dress and an oversized jacket.

    Fit & Features

    • 3" Block heel, 7.5" leg opening, 11.5" shaft height
    • Faux leather material
    • Under-the-knee length
    • Round toe
    • Inner zipper closure
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07402-1085

    Category Name: Women’s Shoes

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Edge Buckled Square Toe Boots

    Buckle up like an edgy babe in these faux leather boots adorned with a cool buckled side and a sleek square toe. 

    Fit & Features

    • Short block heel
    • Square toe
    • Buckled side design
    • Calf length shaft height
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000032

    Category Name: Women’s Shoes

    Price: $45.90

    Availability: In Stock

    Available Color: BROWN, BLACK

    Available Size: 10

  • Cozy Vibes Faux Sherpa Foldover Booties

    Fit & Features

    • 3” stacked block heel, 6" leg opening, 7.5" shaft height
    • Closed pointy-toe
    • Above ankle length
    • Faux sherpa-lined foldover accent
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1839

    Category Name: Women’s Shoes

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Much Personality Strappy Block Heels

    Give your outfits some cuteness in these strappy block heels, perfect for pairing with your favorite bottoms or dresses!

    Fit & Features

    • 3" Round block heel
    • Square toe
    • Strappy design
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000087

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: RED, WHITE, YELLOW, BLACK

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

  • Edgy Strut Faux Leather Platform Booties

    Take edgy struts in these faux leather platform booties! Pair with a sleek jacket.

    Fit & Features

    • 3" Block heel, 5" leg opening, 3.5" shaft height
    • Faux leather material
    • Above-the-ankle height
    • Ribbed elastic gore, inner zipper closure
    • Round toe
    • Platform lug sole
    • Runs true to size

    Style Number/Barcode: 07403-1810

    Category Name: Women’s Shoes

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A-List Glam Rhinestone Strappy Block Heels

    Make everyone starstruck when you're in these block heels showcasing rhinestone embellished straps for a glamorous look!

    Fit & Features

    • 2.5" Block heel
    • Square toe
    • Rhinestone embellished strappy design
    • Closed ankle, adjustable ankle strap, buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-5304

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: In Stock

    Available Color: GOLD, BLACK, WHITE, NUDE

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

  • Step Into Chic Strappy Block Heels

    Step into these chic block heels showcasing a strappy toe design secured with an adjustable ankle strap with buckle closure. 

    Fit & Features

    • Block heel
    • Square toe
    • Strappy toe design
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5235

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: BLACK

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

  • Chic Strut Faux Leather Stiletto Heels

    Fit & Features

    • 2.5" Stiletto heel
    • Closed pointed-toe
    • Buckle design
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5088

    Category Name: Women’s Shoes

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorable Bow Detail Mesh Strap Stiletto Mules

    Fit & Features

    • Stiletto heel
    • Open square toe
    • Wide sheer mesh toe strap, bow detail
    • Open back, on-and-off styling
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5093

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Season Under The Knee Boots

    Versatile and chic, these under-the-knee boots will be your favorite this season! The square toe and thin block heel provide a sleek and modern look, while the faux leather material adds a touch of sleekness.

    Fit & Features

    • Thin block heel
    • Square toe
    • Inner zipper closure
    • Under the knee length shaft
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000024

    Category Name: Women’s Shoes

    Price: $50.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: 5, 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Feelin' Fab Faux Suede Over-The-Knee Boots

    Walk tall in these faux suede over-the-knee boots. With a sleek pointed toe, block heel, and fitted design, these boots are your go-to for fierce style. Zip up and strut!

    Fit & Features

    • Block heel
    • Faux suede material
    • Over-the-knee height
    • Pointed toe
    • Partial back zipper closure
    • Fitted design
    • Runs true to size

    Style Number/Barcode: 07402-1108

    Category Name: Women’s Shoes

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Repeat Strappy Block Heels

    Sleek, simple, and always in style. These block heels are your not-so-basic basic with dainty straps and a comfy fit—made to match with literally everything in your closet.

    Fit & Features

    • 2" Short block heel
    • Square toe
    • Layered toe straps
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000089

    Category Name: Women’s Shoes

    Price: $28.90

    Availability: In Stock

    Available Color: NUDE

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

  • Style Pop Square Toe Nubuck Stiletto Heels

    Make your style pop in these heels featuring a square toe and thin straps for a sleek look finished with a stiletto heel. Perfect for elevating your everyday outfits.

    Fit & Features

    • 3.5" Stiletto heel
    • Black is nubuck, red is patent material
    • Square toe
    • Thin straps, adjustable ankle strap, buckle closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5026

    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, 5

  • Fab Faux Suede Fold-Over Mid-Calf Boots

    Fit & Features

    • 3” Block heel, 7" leg opening, 9" shaft height
    • Faux suede material
    • Mid-calf height
    • Fold-over design
    • Pointed toe
    • Runs true to size

    Style Number/Barcode: 07402-1059

    Category Name: Women’s Shoes

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Chic Cutout Sandals

    Bringing effortless energy wherever you go. These chic slide sandals are your no-brainer pick for sun-soaked strolls, coffee runs, and last-minute plans.

    Fit & Features

    • Square toe
    • H-shaped band
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-000038

    Category Name: Women’s Shoes

    Price: $19.90

    Availability: In Stock

    Available Color: WHITE

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

  • Flirt Mode Activated Strappy Block Heels

    These heels understood the assignment—flirty, chic, and ready to turn heads. With strappy detailing and a comfy block heel, they’re made for rooftop hangs, brunch dates, and everything in between.

    Fit & Features

    • Block heel
    • Open square-shaped toe
    • Asymmetric strappy design
    • Adjustable ankle strap with buckle detail
    • Faux leather material, padded insole
    • Runs true to size

    Style Number/Barcode: 07401-000241

    Category Name: Women’s Shoes

    Price: $30.90

    Availability: In Stock

    Available Color: WHITE, LIGHT, BLUE, YELLOW

    Available Size: 7, 7.5, 8, 8.5, 9, 10, 5, 5.5, 6, 6.5

  • Chic Sheer Mesh Sling-Back Stiletto Pumps

    These chic slingback stiletto pumps give every outfit a modern flair with a sheer mesh design. Style with cute socks.

    Fit & Features

    • Stiletto heel
    • Sheer mesh material
    • Closed pointed toe
    • Thin adjustable sling-back strap, buckle detail
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5054

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale