All Season Dresses
All season dresses are your wardrobe's secret weapon, ready to slay any occasion from winter wonderland gatherings to sizzling summer soirées. These versatile beauties are designed to keep you effortlessly chic, no matter what Mother Nature throws your way. Whether you're layering up for a cozy brunch or keeping it breezy at a beachside bash, these dresses have got your back. With a sprinkle of style and a dash of daring, each dress is like a bestie that knows exactly how to boost your confidence and keep the good vibes rolling all year round. So go ahead, strut your stuff and let those all season dresses work their magic!
$36.90
An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.
$20.97 $46.90 55% off
A black floral midi dress with a corset bodice, sweetheart neckline, and flirty front slit.
$36.90
A black halter skater mini dress with stretchy rib knit fabric and a flattering silhouette.
$59.90
An ivory A-line maxi dress featuring gauze fabric, sheer lace insets, and a faux leather belt.
$22.97 $49.90 54% off
A black linen skater dress featuring a sweetheart neckline, lace-up back, and flexible boning.
$54.90
A sleeveless denim maxi dress featuring a flowy ruffled silhouette and lightweight woven fabric.
$19.97 $64.90 69% off
A black knit mermaid dress with an off-the-shoulder neckline and ruched bodice for formal occasions.
$46.90
A sage green knit midi dress featuring a cowl halter neckline, ruched seams, and a bodycon silhouette.
$44.90
A sophisticated white midi dress featuring chiffon sleeves, a square neckline, and a ruched bodycon silhouette.
$36.90
A chic black ribbed knit skater dress with an off-the-shoulder neckline and long fitted sleeves.
$46.90
A brown woven midi dress with a ditsy floral print, corset bodice, and high front slit.
$46.90
A vibrant yellow skater dress with a ruffled design, halter tie-back, and smocked high waist.
$39.90
A black mesh off-the-shoulder midi dress featuring ruched details, padded bust, and a flattering side slit.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$46.90
A chic black bodycon midi dress with a square neckline and stretchy double-lined knit fabric.
$54.90
An ivory floral satin dress with a lace-up back and flirty A-line silhouette.
$42.90
A black ponte mini dress with sheer chiffon sleeves and a playful square neckline.
$32.90
A breezy white eyelet knit skater dress featuring a square neckline and double-layered flared skirt.
$49.90
A lavender glitter skater dress with sheer peasant sleeves and a fit and flare silhouette.
$39.90
A mauve floral off-shoulder bodycon dress in stretchy knit fabric with soft ruching and flared hem.
$49.90
A white cold shoulder midi dress featuring a bodycon silhouette with ruched seams and padded cups.
$9.97 $42.90 77% off
A slate A-line mini dress with a V-neckline and ruffled hem in soft knit fabric.
$42.90
A vibrant orange knit midi dress featuring a halter neckline, side cutouts, and a flattering bodycon fit.
$42.90
An abstract print maxi dress with a ruched bodycon silhouette and sheer off-the-shoulder sleeves.
$44.90
A taupe paisley skater dress with a halter V-neck and stretchy smocked bodice.
$20.97 $46.90 55% off
An olive green gauze skater dress featuring flowy sleeves, V-necklines, and a chic cutout bodice.
$39.90
An ivory lace skater dress with an off-the-shoulder neckline and sheer long fitted sleeves.
$42.90
A black ribbed knit bodycon mini dress with trendy cutouts and lattice accents for a chic look.
$52.90
A chic black skater dress featuring a sheer lace corset bodice and lined mesh skirt.
$49.90
A pink floral mesh bodycon midi dress featuring off-the-shoulder sleeves, ruching, and a sweetheart neckline.
$48.90
A strapless brown mesh maxi dress featuring a floral print, back cutout, and mermaid silhouette.
$44.90
A breezy white chiffon skater dress featuring cold-shoulder straps, a sweetheart neckline, and ruched bodice.
$39.90
A brown tropical floral mesh midi dress featuring a strapless neckline, ruched sides, and flowy sheer hem.
$9.97 $32.90 70% off
An olive mini dress with a pointelle knit, off-the-shoulder design, and ruched bodycon silhouette.
$56.90
A sleek olive knit midi dress featuring a convertible neckline, bodycon silhouette, and center back slit.
$39.90
A white rib knit mini dress featuring a chic collar, short sleeves, and a flirty side slit.
$36.90
A ribbed knit mini dress in raisin with a folded off-the-shoulder neckline and skater silhouette.
$79.90
A playful yellow A-line dress featuring side pleats, scuba woven fabric, and a flattering square neckline.
$59.90
A dreamy natural floral flocked mesh skater dress with a strapless sweetheart neckline and lace trim.
$34.90
A form-hugging olive green midi dress crafted from stretchy knit fabric with a strapless neckline and pleated side seam.
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Lavish yourself with a luxe formal dress that elevates your special occasion outfit! Cheyenne features a one-shoulder neckline, a wired V-neck bust, a fitted long sleeve, a high side slit on the floor-length hem, and a curve-hugging A-line silhouette. The long dress is composed of a lined velvet fabric that offers a moderate stretch. Complete the look with rhinestone heels and a sphere clutch. Fit & FeaturesOne-shoulder neckline, wired V-neck bust, Fitted long sleeve, High side slit, floor-length hem, A-line silhouette, Lined velvet fabric, Form-hugging fit, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black-2 | Size: S | Rhinestone/Velvet Fabric
Dare to stun in the Jamie satin formal dress crafted with silky satin fabric for a gorgeous sheen. The bold plunge halter neckline and open lace-up back will turn heads while the fitted column silhouette flaunts your curves. Fit & FeaturesSilky satin fabric, short knit stretchy lining, Plunge halter V-neckline, shoulder straps, padded bra cups, Lace-up open back, lower zipper with hook-eye closure, High side slit, Fitted column silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, galas, and black-tie soirees. Free Shipping on All Orders Over $75. | Windsor Jamie Lace-Up Satin Formal Column Dress in Red | Size: XS | Knit Fabric/Satin Fabric
Sophistication meets sultry on the Marjorie formal dress perfect for cocktail parties and dressy family get-togethers. She features sheer chiffon peasant long sleeves, a square neckline, a bodycon silhouette, and a front ruched seam leading to the skin-flaunting slit along her midi-length hem. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style with a chic clutch and heels to complete the look! Fit & FeaturesSheer chiffon peasant long sleeves, square neckline, Front ruched seam, slit detail, Bodycon silhouette, Midi-length hem, Lined crepe fabric, moderate stretch, Bra-friendly design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marjorie Formal Chiffon Sleeve Midi Dress in White | Size: S | Chiffon/Crepe Fabric
A chic staple skater dress featuring a flirty off-the-shoulder folded neckline and a short-length perfect for styling with boots or heels. Fit & FeaturesRibbed knit fabric with plenty of stretch, Off-the-shoulder neckline, fold-over accent, Long fitted sleeves, Short-length hem, Skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Staple Ribbed Knit Skater Dress in Black | Size: M | Knit Fabric
The Gwendolyn glitter knit bow-back mermaid dress will have you sparkling up the night with a glamorous allure! Make your entrance in this floor-length gown designed to turn heads with a curve-flaunting mermaid fit and backless design. Fit & FeaturesGlitter knit fabric, moderate stretch, Square neckline, spaghetti straps, Backless design, high waist seam, Bow-back accent, floor-length train, Floor-sweeping hem, mermaid silhouette, Runs true to size, Extra glitter for maximum sparkle - may have some natural fallout, Where to Wear:Weddings, black tie galas, formal dances, big birthday events, rehearsal dinners, engagement parties, red carpet occasions, upscale glam parties Free Shipping on All Orders Over $75. | Windsor Gwendolyn Glitter Knit Bow-Back Mermaid Dress in Black | Size: L | Knit Fabric
A sparkling sequin scroll pattern adds beauty and shine to the glamorous Saige formal long dress! With a lace-up back that turns heads, a curve-hugging mermaid silhouette, and a high slit for a gorgeous look. Fit & FeaturesSequin scroll pattern, mesh fabric, stretchy full knit lining, Sleeveless plunge V-neckline, padded bust, Spaghetti straps, open lace-up back detail, Back zipper and hook-eye closure, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, black-tie events, glam functions, and parties. Free Shipping on All Orders Over $75. | Windsor Saige Formal Sequin Lace-Up Mermaid Dress in Lavender | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
The Lucille formal satin dress will have you looking and feeling radiant and luxe! The dress captivates with a lace-up back, mermaid silhouette, and high front slit for effortless allure. Fit & FeaturesLined satin knit fabric, minimal stretch, Sleeveless square neckline, padded bust, adjustable spaghetti straps, Open lace-up back design, zipper and hook-eye closure, Fitted bodice, front ruched seam, high-cut slit, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, black tie galas, red-carpet events, nights at the opera or theatre, big milestone celebrations Free Shipping on All Orders Over $75. | Windsor Lucille Formal Satin Mermaid Dress in Coral | Size: L | Knit Fabric/Satin Fabric
Bring the romantic allure to the evening affair in the Marylou lace mesh plunge formal dress! She embodies flirtatious style in a sleeveless plunge V-neckline with a built-in padded bust and adjustable spaghetti straps on her empire waist bodice. The sparkly embroidered lace mesh fabric effortlessly flows into a floor-length silhouette with a high-side slit to showcase some legs. She also features a curve-conscious silhouette to flaunt your stunning figure! Complete the look in an elegant hair clip. Fit & FeaturesPlunge V-neckline, adjustable spaghetti straps, Adhesive bra recommended, built-in padded bust, High side slit, back zipper, hook and eye closure, Empire waist, form-fitting silhouette, Floor-length hem, Sparkly embroidered lace mesh fabric, full knit lining, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marylou Lace Mesh Plunge Neck Formal Dress in Black | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric
Spend an evening in the timeless elegance of the Alicia floor-length formal dress and feel like a work of art! The side ruched seams accentuate your curves along the mermaid silhouette, and the high front slit adds a touch of drama to the floor-length hem. Fit & FeaturesSmooth knit fabric lined with stretchy knit, Padded bra cups, Back zipper and hook-eye closure, High front slit, Mermaid silhouette, Runs true to size, Where to Wear:Prom, galas, black tie parties, weddings, bridesmaids, nights at the theatre and opera, red-carpets Free Shipping on All Orders Over $75. | Windsor Alicia Off-The-Shoulder Mermaid Formal Dress in Green | Size: XS | Knit Fabric
Sleek and sophisticated! The Emmie satin formal dress exudes elegance with a lace-up back and flattering mermaid silhouette that accentuates your figure. Fit & FeaturesStretchy satin-knit fabric, lined bust, Spaghetti straps, V-neckline, Lace-up back, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, black-tie galas, weddings, bridesmaids, formal parties, and red-carpet events. Free Shipping on All Orders Over $75. | Windsor Emmie Lace-Up Mermaid Satin Formal Dress in Brown | Size: L | Satin Fabric
All Season Dresses
When it comes to building a wardrobe that’s as versatile as your group chat—hello, plans that change by the hour—you want pieces that keep up with every twist and turn. That’s where all season attire comes in clutch. Picture this: you’re running from brunch to a rooftop hang, then straight to a late-night dessert run, and your look is still thriving. That’s the magic of an all season dress. These are the pieces that look just as cute layered with a faux leather jacket for chilly nights as they do with strappy sandals when you’re feeling the sunshine on your skin. It’s about having options that don’t play favorites with the weather or your plans. Whether you’re the friend who’s always overpacked or the one who shows up with just a tote and a dream, these dresses are your secret weapon—ready to style up or down, accessorize for any vibe, and keep you feeling unstoppable from AM coffee dates to PM dance floors.
Gifting a Windsor dress is like sending a little confidence boost in fabric form. Think about your bestie who’s about to start college, your sister who never treats herself, or even your mom who’s the MVP of family gatherings—everyone loves a wardrobe hero that works overtime. With the right all season dress, you’re not just giving them something cute to wear; you’re handing over endless possibilities. And if you’re shopping for yourself (which, let’s be real, you totally should), this is your chance to invest in pieces that flex with your life. Look for details like adjustable straps, smocked waists, and flowy silhouettes that flatter every figure and mood. Pro tip: keep an eye out for the windsor sommerkleider sale to snag those dreamy styles at prices that’ll make your wallet do a happy dance. These are the dresses you’ll reach for when you want to feel put together without trying too hard, whether you’re headed to a spontaneous road trip or just want to look extra cute for a coffee run.
Styling all season attire is all about owning your moment and making every outfit feel like you. Layer with a cropped cardi when there’s a breeze, add chunky boots for a little edge, or swap in statement earrings when you’re feeling bold. The best part? You never have to stress about what’s “in” or “out”—these are the pieces that always fit the vibe, no matter the invite. If you’re all about that “one and done” energy, a Windsor dress is your go-to for instant glam with zero fuss. And if you find yourself falling in love with the versatility and confidence these styles bring, you’ll want to check out our All Occasion Dresses for even more inspo. Because every Windsor girl deserves to have her main character moment, no matter what’s on the calendar—or the forecast.