Classic Maxi Dresses
Step into the world of timeless elegance with classic maxi dresses that effortlessly blend grace and style. These floor-sweeping beauties are your go-to for any occasion, whether you're twirling under the stars at a summer soirée or strutting through city streets on a breezy afternoon. Perfectly versatile, they exude an air of sophistication while keeping it comfy and chic. With their flowing silhouettes and endless charm, classic maxi dresses are your ultimate wardrobe staple, ready to make you feel like the queen you truly are—no crown required!
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- Price - High to Low
$19.97 $34.90 43% off
A black rib-knit maxi dress featuring a crew neck and form-hugging, stretchy silhouette for versatile styling.
$59.90
A brown chiffon maxi dress featuring cascading ruffles, sultry cutouts, and a flowy front slit.
$49.90
A sultry brown leopard-print maxi dress featuring sheer mesh, lace details, and daring high side slits.
$44.90
A red floral print mesh maxi dress with a sleeveless sweetheart neckline and bodycon silhouette.

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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 Wine | Size: XS | 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: M | Rhinestone
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
Addison Glitter Mesh Formal Dress in Black
$29.97 $69.90
57% off
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:Formal dances, black-tie events, formal weddings, and upscale parties. Free Shipping on All Orders Over $75. | Windsor Bethanie Formal Sequin V-Neck Mermaid Dress in Pink-2 | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
Look your best for a fancy night in the stunning Amirah formal glitter dress! Fashioned with an eye-catching cross back, this dress will make you feel like the star of the evening with a high slit and floor-length column silhouette. Fit & FeaturesGlitter knit fabric, moderate stretch, Sleeveless cowl neckline, Spaghetti straps, cross back, Side pleated seam, slim silhouette, high front slit, Floor-length column silhouette, Runs true to size, Extra glitter for maximum sparkle - may have some natural fallout, Where to Wear:Prom, black-tie weddings, galas, and upscale birthday events. Free Shipping on All Orders Over $75. | Windsor Amirah Formal Glitter Cowl Neck Column Dress in Green | Size: XS | Knit 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 Brown | Size: XS | Knit Fabric/Mesh 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 Brown | Size: S | Knit Fabric/Satin Fabric
Designed to be eyed up and down, the Shayla long formal dress brings the sultry heat to any black-tie occasion! A curved neckline and sheer mesh lace corset bodice create a sophisticated silhouette, while the lace-up back provides a personalized fit. Fit & FeaturesSheer mesh, smooth knit fabric, Lace corset bodice, flexible boning, padded bra cups, Lace-up, back zipper with hook-eye closure, Floor-length fitted silhouette, high front wrap slit, Runs true to size, Where to Wear:Formal dances, black-tie galas, red-carpet occasions, and big birthday events, weddings, bridal showers, engagement parties, rehearsal dinners. Free Shipping on All Orders Over $75. | Windsor Shayla Strapless Corset Lace Formal Dress in Black | Size: XL | Knit Fabric/Sheer Mesh Fabric
Classic Maxi Dresses
Classic maxi dresses have a way of making every entrance feel effortless—no matter the season or the setting. In December, when the calendar is packed with everything from cozy dinners to winter weddings, a timeless maxi silhouette is the answer to so many of those “what do I wear?” moments. There’s something about the sweeping lines of a well-cut maxi that instantly elevates your look—an elongated A-line skirt that moves with you, a subtle empire waist that flatters every shape, or a column cut that channels quiet confidence. The beauty of classic maxi dresses is their versatility: they’re just as at home layered under a cropped jacket for chilly evenings as they are paired with strappy heels for a festive night out. Think of them as your wardrobe’s secret weapon—ready to transform with the swap of a shoe or a statement earring, and always photo-ready. The right maxi dress doesn’t just fit your body; it fits your life, adapting to last-minute plans and changing moods. It’s the piece you reach for when you want to feel polished but never overdone, whether you’re hosting a holiday brunch or heading out for a spontaneous road trip with friends.
When you’re shopping for classic maxi dresses, fabric and fit are everything. Look for pieces in soft chiffon, luxe velvet, or breathable jersey—materials that drape beautifully and hold their shape through every wear. Details like a defined waist, subtle pleats, or a gentle v-neck add dimension without overpowering your look. Windsor maxi dresses are designed with real life in mind, offering silhouettes that move with you and styles that feel current but never fleeting. Whether you gravitate toward long sleeves for extra warmth or prefer a sleeveless cut for all-season layering, there’s a maxi dress Windsor style that feels just right. These dresses also make thoughtful gifts—especially for anyone who loves a blend of comfort and elegance. Picture gifting a classic maxi to your sister who’s always on the go, or your best friend who’s planning her next getaway; it’s a gesture that says you see her style and want her to feel her best, wherever she’s headed. And if you’re shopping for yourself (as you should), consider how a Windsor maxi dress can carry you from day to night with a simple change of accessories—a cozy scarf for morning errands, a sparkling necklace for evening plans, or even a pair of boots to brave the winter chill in style.
Maxi dresses Windsor collections are known for their versatility, making them a smart investment for anyone looking to streamline their closet without sacrificing options. These are the pieces you’ll pack for a weekend away, wear to a last-minute event, or slip on when you want to feel instantly put together. If you’re drawn to the idea of classic style with a twist, you’ll find even more inspiration in our curated selection of Unique Maxi Dresses—perfect for when you want your look to stand out in the best way. Ultimately, Windsor dresses maxi styles are about celebrating your individuality, giving you the freedom to express yourself while feeling comfortable and confident. With so many ways to style and wear them, classic maxi dresses aren’t just a seasonal staple—they’re a year-round essential, ready to make every occasion feel a little more special.











