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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.

  • Stylish Sophistication Strappy Iridescent Block Heels

    Instantly add style and sophistication to your look with these faux leather heels for any occasion! They showcase a sleek square toe, an asymmetric strappy design, an adjustable ankle strap with buckle closure, a block heel, and iridescent faux leather material for the perfect shimmer. Complete the look with a mini purse.

    Fit & Features

    • 4" Block heel
    • Iridescent faux leather material
    • Square toe
    • Asymmetric strappy design
    • Adjustable ankle strap, buckle closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4941

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glow Up Cowgirl Metallic Booties

    Have a major glow up in these cowgirl metallic booties perfect for shining at concerts, festivals, or line dancing! It is designed with a pointed toe, stacked block heel, and trendy western-inspired stitching on the metallic faux leather material. Complete the look in a cute denim jumpsuit.

    Fit & Features

    • 2.5" Stacked block heel
    • 6" leg opening and a 5" shaft height
    • Metallic faux leather material
    • Pointed toe
    • Western-inspired stitching
    • Runs true to size

    Style Number/Barcode: 07403-1780

    Category Name: Women’s Shoes

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Girl Era Wedge Heels

    Enter your cool girl era and style up these sleek faux leather wedge heels to elevate your fave 'fits. Pair with your everyday shoulder bag.

    Fit & Features

    • Wedge heel
    • Faux leather material
    • Open almond-shaped toe
    • Wide toe strap
    • Thin adjustable ankle and heel straps, buckle detail
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07406-000009

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TAN

    Available Size: 9

    Product Badge:
    • Sale
  • A Perfect Day Puff Espadrille Wedge Sandals

    From beach vacations to sunset cocktails, these wedge sandals are perfect for summer fun! Featuring a square toe and a unique woven puff strap, you'll stand out in style. The espadrille platform wedge sole and padded faux leather footbed add comfort and elevated trendiness. Complete the look with a chic purse.

    Fit & Features

    • 2" Wedge heel
    • Square toe
    • Woven puff strap
    • Espadrille platform sole
    • Padded faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07406-0358

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wildly Cute Leopard Faux Suede Sneakers

    A pair of faux suede sneakers featuring a round toe, front lace-up closure, rubber gum sole, and a wildly cute leopard pattern. Perfect for styling with your everyday outfits.

    Fit & Features

    • Round toe
    • Leopard pattern
    • Faux suede material
    • Front lace-up closure
    • Rubber gum sole
    • Runs true to size

    Style Number/Barcode: 07407-0230

    Category Name: Women’s Shoes

    Price: $10.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Fab Raffia Flower Stiletto Pumps

    Show up looking trendy and fab in these raffia design pumps featuring a closed pointed toe with a braided flower applique, a sling-back strap, and a sleek stiletto heel. Style with a midi dress for a rooftop bar!

    Fit & Features

    • 3.5" Stiletto heel
    • Raffia design, faux leather material
    • Closed pointed toe
    • Braided raffia flower applique
    • Sling-back strap
    • Runs true to size

    Style Number/Barcode: 07401-5163

    Category Name: Women’s Shoes

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Statement Gleam Buckle Thong Sandals

    Make a statement in these buckle thong sandals perfect for elevating your spring to summer style!

    Fit & Features

    • Square toe
    • Buckle accent thong strap
    • Flat sole
    • Style Options: solid black, zebra print, ivory
    • Runs true to size

    Style Number/Barcode: 07404-1247

    Category Name: Women’s Shoes

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: In Stock

    Available Color: ZEBRA

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

    Product Badge:
    • Sale
  • Pair To Perfection Metallic Lace-Up Sneakers

    These metallic sneakers pair perfectly with your everyday outfits. They feature a round-toe, a lace-up front closure, and a rubber gum sole. 

    Fit & Features

    • Round toe
    • Metallic material
    • Lace-up front closure
    • Rubber gum sole
    • Runs true to size

    Style Number/Barcode: 07407-0231

    Category Name: Women’s Shoes

    Price: $10.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Soiree Glam Rhinestone Bow Platform Block Heels

    A pair of nubuck block heels feature rhinestone embellished bows for a hint of glam and an elevated platform sole. Perfect for styling with a purse.

    Fit & Features

    • 4" Block Heel
    • Nubuck material
    • Square toe
    • Rhinestone embellished bows
    • Adjustable ankle strap with buckle closure
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07401-5112

    Category Name: Women’s Shoes

    Price: $32.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Glam Faux Suede Platform Slippers

    Step into these cozy faux suede platform slippers with a trendy geometric trim and a closed almond toe to help keep your feet toasty. Pair with flare leggings.

    Fit & Features

    • Faux microsuede material
    • Closed-almond toe
    • Geometric trim
    • Textured platform sole
    • Runs true to size

    Style Number/Barcode: 07405-0196

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Charm Rhinestone Bow Ballet Flats

    Fit & Features

    • Sheer mesh fabrication
    • Closed almond toe
    • Rhinestones
    • Bow accent
    • Flat sole
    • Runs 1/2 size too big 

    Style Number/Barcode: 07405-0191

    Category Name: Women’s Shoes

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sporty Vibes Striped Sneakers

    Check into sporty vibes with these striped sneakers designed with a classic lace-up placket and a comfortable footbed. Pair with a cropped jacket.

    Fit & Features

    • Flat sole
    • Lace-up front placket
    • Contrast striped pattern
    • Comfortable footbed
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07407-0244

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simply Chic Cutout Strap Flat Sandals

    Step into these simply chic flat sandals with a trendy cutout strap that elevates all of your favorite looks!

    Fit & Features

    • Square toe
    • Cutout strap
    • Metallic trim
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1274

    Category Name: Women’s Shoes

    Price: $18.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Stride Rhinestone And Pearl Block Heels

    Show off a chic stride in these oh-so-glam block heels featuring a toe strap with a rhinestone and faux pearl twisted design.

    Fit & Features

    • Block heel
    • Faux leather material
    • Open square-shaped toe
    • Toe strap, rhinestone and faux pearl twisted design
    • Thin adjustable ankle strap, buckle detail
    • Closed back, cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000114

    Category Name: Women’s Shoes

    Price: $40.90

    Availability: In Stock

    Available Color: WHITE

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

  • Must-Have Under The Knee Croc Faux Leather Boots

    These croc faux leather boots are a must-have for fall this season! These stunning boots feature a pointed-toe design and a block heel for a sleek and sophisticated look. With an inner zipper closure and under the knee length shaft, these boots offer both style and functionality. Complete the look with a chic sleeveless mini dress and sunglasses!

    Fit & Features

    • 3.5" Block Heel
    • Pointed-toe
    • Inner zipper closure
    • Under the knee length shaft
    • Embossed croc faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1023

    Category Name: Women’s Shoes

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Staying Out Tonight Rhinestone Strappy Stiletto Heels

    Feel the glam in staying out tonight rhinestone strappy stiletto heels. With a luxe cushioned insole and dazzling rhinestones, these stilettos are your ticket to unforgettable nights.

    Fit & Features

    • 3.5" Stiletto heel
    • Faux leather material
    • Open square toe
    • Strappy design with tonal rhinestone embellishments
    • Open back
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-5146

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Elegance Metallic Strappy Stiletto Heels

    Edgy and elegant, these metallic heels get an elevated update with a sleek, strappy design and stiletto heel. 

    Fit & Features

    • Stiletto heels
    • Square toe
    • Strappy design
    • Adjustable ankle strap, buckle closure
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000186

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK, SILVER

    Available Size: 6, 10

    Product Badge:
    • Sale
  • Sassy Slither Under-The-Knee Snake Boots

    This pair of faux leather boots features a sassy snake pattern, a pointed toe, inner zipper closure, a block heel, and an under-the-knee length fit perfect for styling with skirts or dresses.

    Fit & Features

    • 3" Block heel, 7.5" leg opening, 16" shaft height
    • Snake pattern, faux leather material
    • Pointed toe
    • Inner zipper closure
    • Under-the-length shaft height
    • Runs true to size

    Style Number/Barcode: 07402-1021

    Category Name: Women’s Shoes

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparkly Deets Rhinestone Bow Stiletto Pumps

    These sparkly stiletto pumps feature a rhinestone embellished closed pointed toe, a bow accent, and an ankle strap for support. Perfect for styling with a clutch for any dressy occasion.

    Fit & Features

    • 2.5" Stiletto heel
    • Metallic material
    • Rhinestone embellished closed pointed toe
    • Bow accent
    • Ankle strap
    • Runs true to size

    Style Number/Barcode: 07401-5108

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cool Girl Studded Western Buckle Sandals

    Slide into these studded western buckle sandals for a cool-girl vibe all spring to summer!

    Fit & Features

    • Round toe
    • Studded buckle dual straps
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1256

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: 5.5, 6.5, 7.5

    Product Badge:
    • Sale
  • Blooming Chic Flower Detail Faux Leather Block Heels

    Create a blooming chic 'fit perfect for the season with these cute block heels! Made with smooth faux leather, they feature an open square-shaped toe, a detailed toe strap with faux leather flower accents and faux pearl center beading, thin adjustable ankle and heel straps, and a sleek thin block heel. Style with the matching crossbody bag for an adorable look!

    Shop Matching Bag: Blooming Chic Flower Detail Clear Crossbody Bag

    Fit & Features

    • 3" Thin block heel
    • Faux leather upper
    • Open square toe
    • Toe strap, faux leather flower accents, faux pearl beading
    • Adjustable ankle and heel straps, buckle closure
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4702

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here To Dazzle Rhinestone Strappy Block Heels

    These fabulous rhinestone strappy block heels are here to dazzle up the night! Made with a smooth nubuck material, they feature an open square-shaped toe, a rhinestone-embellished strappy design with a chic knotted center, thin adjustable ankle and heel straps with a buckle closure, and a sleek thin block heel. Style with rhinestone fringe earrings for all the more glamour!

    Fit & Features

    • Thin block heel
    • Nubuck material
    • Open square toe
    • Rhinestone-embellished strappy knotted design
    • Adjustable ankle and heel straps with buckle
    • Faux leather luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4719

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Shine Rhinestone Strappy Flat Sandals

    When strolling into any room, you'll always shine in these rhinestone strappy flat sandals!

    Fit & Features

    • Square toe
    • Rhinestone strappy design
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-000016

    Category Name: Women’s Shoes

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Steps Buckle Strap Kitten Heel Mules

    Step out in these trendy kitten heel mules featuring a criss-cross strappy design with sleek buckle details.

    Fit & Features

    • Kitten heel
    • Faux leather material
    • Open square toe
    • Criss-cross strappy design, buckle details
    • Open back, on-and-off styling
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000200

    Category Name: Women’s Shoes

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE, BLACK, BLUE, CAMEL

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

    Product Badge:
    • Sale