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!
Home Classic Maxi Dresses
- Recommended
- Most Popular
- Price - Low to High
- 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.
$54.90
A stunning mauve satin gown with a cowl neck, high slit, and sleek spaghetti straps.
$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.

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 Navy Blue-2 | Size: M | 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 | 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 Black | Size: S | Knit Fabric
Rose Formal Mesh Corset Column Dress in Lavender
$19.97 $54.90
64% off
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 Lavender | 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 Red | Size: XS | 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: S | Knit Fabric/Sheer Mesh Fabric
Classic Maxi Dresses
Classic maxi dresses are the secret weapon of any well-rounded wardrobe, effortlessly bridging the gap between timeless sophistication and modern versatility. There’s something about the sweeping silhouette of a windsor maxi dress that just feels right—whether you’re gliding into a winter wedding, layering up for a chilly brunch, or simply elevating your everyday look. January may have you reaching for extra layers, but don’t underestimate the power of a maxi dress windsor style: pair with a tailored coat, sleek boots, and a chunky knit scarf, and suddenly you’re both cozy and impossibly chic. The beauty of classic maxi dresses lies in their adaptability. Clean lines, A-line cuts, and subtle details like a defined waist or elegant drape create an elongated, flattering shape that works for every body type. Flowy chiffon, structured crepe, or luxe jersey—each fabric brings its own vibe, so you can go from understated to glam with just a switch of accessories. Think of a classic maxi as your style canvas: add a leather belt for polish, layer with turtlenecks for warmth, or slip on statement earrings for that after-dark transformation.
Maxi dresses windsor are also the ultimate gifting move. Have a sister who’s impossible to shop for? A best friend who loves a little drama in her look? Or maybe you’re treating yourself (as you absolutely should). Classic maxi dresses make memorable gifts because they’re practical without ever feeling basic. They’re the dress you reach for when you want to feel put-together, even on the days you’re running late or feeling uninspired. For those special occasions—think milestone birthdays, engagement parties, or family gatherings—a windsor maxi dress delivers that “wow” moment without trying too hard. And if your calendar is filling up with winter events, maxi dresses are a no-brainer. Layer with a faux fur wrap for evening glamour, or throw on a moto jacket and sneakers for a spontaneous coffee run. The possibilities are endless, and that’s the point: classic maxis are designed to flex with your life, your mood, and your plans.
When it comes to choosing your next favorite, pay attention to the details. A V-neckline brings a touch of polish, while an empire waist flatters without feeling restrictive. Love a little movement? Look for tiered skirts or subtle pleats that catch the light as you walk. If you’re craving something a little different, don’t be afraid to explore unexpected textures or bold prints—sometimes the best classics are the ones with a twist. And if you’re ready to branch out from the tried-and-true, our collection of Unique Maxi Dresses is packed with fresh takes on the maxi silhouette. At the end of the day, a classic maxi dress isn’t just a piece of clothing—it’s a confidence boost, a style solution, and a reminder that looking great should always feel effortless. Whether you’re dressing up, dressing down, or somewhere in between, maxi dresses windsor have you covered—literally and stylishly.










