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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$54.90

5 star rating

A denim woven maxi dress featuring a flowy ruffled silhouette, square neckline, and spaghetti straps.

$54.90

4.403509 star rating

A stunning mauve satin gown with a cowl neck, high slit, and sleek spaghetti straps.

$39.90

4 star rating

A curve-flaunting black floral mesh maxi dress with a lace-up strappy back and flared hem.

$44.90

4.6 star rating

A gold metallic knit maxi dress featuring a plunge cowl halter neckline and adjustable strappy open back.

$38.90

4.5 star rating

A curve-hugging black maxi dress crafted from partially sheer mesh fabric with a sweetheart neckline.

$49.90

5 star rating

A burgundy floral mesh maxi dress featuring a plunge halter neckline and curve-enhancing mermaid silhouette.

$44.90

5 star rating

A black floral maxi dress featuring sheer mesh, a lace-up strappy back, and a form-hugging silhouette.

Sale

$20.97 $46.90 55% off

4.75 star rating

An abstract red knit maxi dress featuring a cowl neckline with hoop trims and a high side slit.

$34.90

5 star rating

A black rib-knit maxi dress featuring a crew neck and form-hugging, stretchy silhouette for versatile styling.

$59.90

4 star rating

An ivory A-line maxi dress featuring gauze fabric, sheer lace insets, and a faux leather belt.

Sale

$30.97 $68.90 55% off

4.666667 star rating

A denim maxi dress featuring ruffled tiers, bold cutouts, a hoop insert, and adjustable spaghetti straps.

$44.90

5 star rating

A sultry black floral maxi dress with a V-neckline and form-hugging silhouette, perfect for vacations.

$39.90

3 star rating

A strapless black mesh maxi dress featuring a floral print, high side slit, and form-hugging silhouette.

$49.90

5 star rating

A brown mesh maxi dress featuring a bold floral print, drapey cowl halter neckline, and curve-hugging fit.

$49.90

5 star rating

A brown floral mesh maxi dress featuring a curve-hugging fit and flirty strappy open back.

$52.90

5 star rating

A burgundy floral maxi dress featuring a draped cowl neckline, mesh-lined fabric, and a dramatic front slit.

$38.90

5 star rating

An olive green maxi dress featuring a low back with tie, cowl neckline, and stretchy knit fabric.

$35.90

5 star rating

A black knit maxi dress featuring a front keyhole cutout and a curve-hugging, textured silhouette.

$49.90

A sultry brown leopard-print maxi dress featuring sheer mesh, lace details, and daring high side slits.

$44.90

A strapless burgundy mesh maxi dress featuring a bold floral print and a dramatic high side slit.

Sale

$24.97 $54.90 55% off

A breezy natural linen-blend maxi dress featuring a halter neckline, open tie back, and high side slit.

$49.90

A taupe floral maxi dress featuring mesh fabric, a lace-up open back, and a flirty front slit.

Sale

$19.97 $34.90 43% off

A light blue strapless maxi dress featuring bold floral mesh, stretchy knit lining, and a curve-hugging fit.

$34.90

4.5 star rating

A chic brown strapless maxi dress with a high slit and flattering bodycon silhouette.

$42.90

3.5 star rating

An abstract print maxi dress with a ruched bodycon silhouette and sheer off-the-shoulder sleeves.

$34.90

3 star rating

A chic wine maxi dress with a strapless neckline, high slit, and form-hugging knit fabric.

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Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black-2
(121) 4.8099174 star rating

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

Windsor Jamie Lace-Up Satin Formal Column Dress in Red
(70) 4.785714 star rating

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

Windsor Marjorie Formal Chiffon Sleeve Midi Dress in White
(42) 4.571429 star rating

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

Chic Staple Ribbed Knit Skater Dress in Black
(39) 4.6923075 star rating

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

Gwendolyn Glitter Knit Bow-Back Mermaid Dress in Black
(36) 4.5833335 star rating

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

Windsor Saige Formal Sequin Lace-Up Mermaid Dress in Lavender
(34) 4.7352943 star rating

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

Lucille Formal Satin Mermaid Dress in Coral
(29) 4.827586 star rating

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

Marylou Lace Mesh Plunge Neck Formal Dress in Black
(26) 4.8076925 star rating

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

Windsor Alicia Off-The-Shoulder Mermaid Formal Dress in Green
(25) 4.84 star rating

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

Emmie Lace-Up Mermaid Satin Formal Dress in Brown
(22) 4.590909 star rating

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

Classic Maxi Dresses

Let’s talk about the kind of dress that never lets you down: the classic maxi dress. She’s the ultimate wardrobe ride-or-die—effortlessly glam, endlessly versatile, and always ready to make you feel like the main character. There’s just something about slipping into a long classic dress that transforms the vibe, whether you’re headed out for a night under city lights, brunching with your besties, or gliding through an afternoon garden party. The beauty of a windsor maxi dress is all in the details: sweeping hemlines, dreamy fabrics that move with you, and silhouettes that flatter every curve. It’s no wonder these styles have become the go-to for anyone who wants to look put-together with zero stress. If you’re building your closet with forever pieces, classic dresses like these are your style foundation—think of them as your fashion safety net, always there to catch you when you need a quick confidence boost.

Shopping for a windsor maxi dress is basically an act of self-love, but don’t sleep on their gift potential, either. Imagine wrapping up a windsor brown maxi dress for your sister’s birthday, your best friend’s engagement, or that cousin who’s impossible to shop for. Maxi dresses are the ultimate “I get you” present—they work for every height, every vibe, and every occasion. Whether she lives for bold prints or keeps it sleek and neutral, there’s a style out there that’ll make her feel seen. And let’s be real: there’s nothing like the feeling of unwrapping a dress you know you’ll wear on repeat, from rooftop cocktails to spontaneous road trips. For anyone who loves a little drama (the good kind), these long classic dresses bring the perfect amount of wow factor with zero effort required. And if you’re the kind of girl who likes to keep her options open, collecting a few windsor maxi dresses means you’ll always have something to wear, no matter what’s on the calendar.

When it comes to styling, classic maxi dresses are your blank canvas. Dress one down with sneakers and a denim jacket for that “I woke up like this” energy, or go full glam with strappy heels and statement jewelry for your next big event. The windsor maxi dress is basically your wardrobe’s secret weapon, ready to step up for last-minute dinner plans, date night, or even just a day when you want to feel a little extra. The best part? These dresses are all about movement and comfort, so you can dance, twirl, or just lounge around and still look like you’ve got your life together. If you’re ready to level up your style game, check out the Popular Maxi Dresses page for inspo that’ll have your closet (and your confidence) thanking you. Whether you’re shopping for yourself or searching for the perfect gift, classic dresses like these are always a good idea—because when you look good, you feel unstoppable.