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 flared hem and smooth knit fabric.
$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.
$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 skirt, halter tie-back, and smocked high waist.
$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.
$44.90
A breezy white chiffon skater dress featuring cold-shoulder straps, a sweetheart neckline, and ruched bodice.
$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.
$42.90
A vibrant orange knit midi dress featuring a halter neckline, side cutouts, and a flattering bodycon fit.
$9.97 $42.90 77% off
A slate A-line mini dress with a V-neckline and ruffled hem in soft knit fabric.
$44.90
A taupe paisley skater dress with a halter V-neck and stretchy smocked bodice.
$42.90
An abstract print maxi dress with a ruched bodycon silhouette and sheer off-the-shoulder sleeves.
$39.90
A burgundy knit midi dress featuring a one-shoulder neckline, bow trim, and flared hem.
$42.90
A black ribbed knit bodycon mini dress with trendy cutouts and lattice accents for a chic look.
$20.97 $46.90 55% off
An olive green gauze skater dress featuring flowy sleeves, V-necklines, and a chic cutout bodice.
$34.90
A form-hugging olive green midi dress crafted from stretchy knit fabric with a strapless neckline and pleated side seam.
$49.90
A pink floral mesh bodycon midi dress featuring off-the-shoulder sleeves, ruching, and a sweetheart neckline.
$39.90
An ivory lace skater dress with an off-the-shoulder neckline and sheer long fitted sleeves.
$52.90
A chic black skater dress featuring a sheer lace corset bodice and lined mesh skirt.
$48.90
A strapless brown mesh maxi dress featuring a floral print, back cutout, and mermaid silhouette.
$39.90
A brown tropical floral mesh midi dress featuring a strapless neckline, ruched sides, and flowy sheer hem.
$39.90
A white rib knit mini dress featuring a chic collar, short sleeves, and a flirty side slit.
$79.90
A playful yellow A-line dress featuring side pleats, scuba woven fabric, and a flattering square neckline.
$56.90
A sleek olive knit midi dress featuring a convertible neckline, bodycon silhouette, and center back slit.
$36.90
A ribbed knit mini dress in raisin with a folded off-the-shoulder neckline and skater silhouette.
Now Trending
Slip into the luxe vibes of Mayra! Designed to highlight your figure, this formal satin dress delivers a chic form-hugging fit and a high slit for effortless movement. Fit & FeaturesSmooth satin-knit fabric, moderate stretch, Sleeveless square neckline, spaghetti straps, Fitted bodice, side hip pleating, Form-fitting silhouette, high-cut front slit, Floor-length hem, Style runs small, Where to Wear:Homecoming, weddings, black-tie parties, galas, military balls, engagement parties, rehearsal dinners, bridal celebrations, birthday events, milestone celebrations Free Shipping on All Orders Over $75. | Windsor Mayra Formal Satin Slit Long Dress in Sage | Size: S | Satin Fabric
Create a captivating entrance in this formal wrap dress for your next soiree. All eyes are on you in this stylishly chic long formal dress with a plunging V-neckline to perfectly display a sparkling rhinestone lariat or delicate layers of dainty necklaces. Fit & FeaturesCrepe fabric, moderate stretch, Asymmetrical wrap V-neckline, Adjustable spaghetti straps, Ruched detailing, slim-fit bodice, High front slit, floor-length wrap silhouette, Runs true to size, Where to Wear:Prom, black-tie weddings, and formal parties. Free Shipping on All Orders Over $75. | Windsor Sasha Formal High Slit Wrap Dress in Black | Size: XS | Rhinestone
The Marissa long satin dress brings elegance and sultriness to your formal night. The floor-length gown enhances your curves with a fitted bodice and flattering A-line silhouette while the high front slit provides movement. Fit & FeaturesStretch-satin fabric, non-see-through, double-lined bust, Sleeveless pleated cowl neckline, spaghetti straps, Slim-fit bodice, empire waistline, High front slit, floor-length hem, A-line silhouette, Runs true to size, Where to Wear:Prom, weddings, black-tie soirees, special date nights, and engagement parties. Free Shipping on All Orders Over $75. | Windsor Marissa Formal Satin Cowl Neck Dress in Green | Size: S | Satin Fabric
Chic and glamorous, the Rowena sequin mermaid long dress will stylishly elevate your formal night-out look. With a lace-up strap design and fitted mermaid silhouette with a high slit, you'll deliver stunning style. Fit & FeaturesSheer mesh fabric, knit lining, moderate stretch, embroidered sequin scroll design, Sleeveless square neckline, padded bust, Spaghetti straps, open back, lace-up strap design, tie closure, Lower back zipper with hook and eye closure, High waist seam, Fitted floor-length mermaid silhouette, high front slit, Runs true to size, Where to Wear:Prom, black-tie parties and galas, fancy engagement parties Free Shipping on All Orders Over $75. | Windsor Rowena Sequin Mermaid Dress in Navy Blue | Size: M | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
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
Make a sparkly statement at your next soiree in the trendy glam Addison glitter formal dress! Bring radiance to the room in this floor-length dress with a sleek design that fits like a glove. Fit & FeaturesSheer glitter mesh fabric, full knit stretchy lining, Sleeveless cowl neckline, spaghetti straps, High waist seam, Floor-length fitted silhouette, Runs true to size, Where to Wear:Prom, black tie weddings, galas, special date nights, rehearsal dinner Free Shipping on All Orders Over $75. | Windsor Addison Glitter Mesh Formal Dress in Black | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
Embellished with light-catching sequins, the Bethanie formal dress is a clear stunner with a lace-up back and a flattering mermaid silhouette with a floor-length hem. Fit & FeaturesSequin-scroll pattern, mesh fabric, stretch knit lining, Sleeveless V-neckline, padded bust, Lace-up back, zipper and hook-eye closure, Mermaid silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, black-tie events, formal weddings, and upscale parties. Free Shipping on All Orders Over $75. | Windsor Bethanie Formal Sequin V-Neck Mermaid Dress in Yellow | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric
Sultry and stunning, the Alisha formal dress will keep all eyes on you. With thin rhinestone detailed straps that give effortless sparkle and a curve-hugging silhouette, and an alluring high slit. Fit & FeaturesLightweight, breathable stretchy fabric, Sleeveless cowl neckline, Rhinestone detailed straps, High waist seam, Floor-length hem, form-fitting silhouette, high slit, Runs true to size, Where to Wear:Prom, glamorous evenings, dinner parties, weddings Free Shipping on All Orders Over $75. | Windsor Alisha Rhinestone Strap Formal Dress in Black | Size: L | Stretchy Fabric/Rhinestone
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
The Rose formal long column dress is the perfect combination of elegance and glamour with a sheer corset trim and high-side slit for effortless allure! Fit & FeaturesMesh fabric, partial stretchy knit lining, Sleeveless sweetheart neckline, cowl pleating, Adjustable spaghetti straps, crisscross open back, Padded bust, sheer corset bodice, flexible boning, Side ruched seams, fitted column silhouette, High-side slit, floor-length hem, Style runs small, Where to Wear:Prom, weddings, bridesmaids, rehearsal dinners, cocktail soirees, and dressed-up date nights. Free Shipping on All Orders Over $75. | Windsor Rose Formal Mesh Corset Column Dress in Green | Size: M | Knit Fabric/Mesh 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.