Stretchy Maxi Dresses
Stretchy maxi dresses are your new go-to for effortless style and comfort, perfect for any occasion where you want to look fabulous without sacrificing ease. These beauties flow with your every move, making them the ultimate wardrobe staple for our Windsor girl who's always on the go. Whether you're hitting up brunch with the squad or dancing the night away, these dresses have got you covered from head to toe. Slip into one and let your inner goddess shine—because when it comes to turning heads, you're already a pro.
$52.90
A pink mesh maxi dress featuring a tie-dye print, cowl halter neckline, and dramatic open back.
$44.90
A gold metallic knit maxi dress featuring a plunge cowl halter neckline and adjustable strappy open back.
$39.90
A curve-flaunting black floral mesh maxi dress with a lace-up strappy back and flared hem.
$34.90
A black rib-knit maxi dress featuring a crew neck and form-hugging, stretchy silhouette for versatile styling.
$39.90
A strapless black mesh maxi dress featuring a floral print, high side slit, and form-hugging silhouette.
$49.90
A brown floral mesh maxi dress featuring a curve-hugging fit and flirty strappy open back.
$19.97 $39.90 50% off
A natural paisley-print maxi dress in mesh with a bodycon fit, square neckline, and high side slit.
$54.90
A stunning mauve satin gown with a cowl neck, high slit, and sleek spaghetti straps.
$49.90
A burgundy floral mesh maxi dress featuring a plunge halter neckline and curve-enhancing mermaid silhouette.
$44.90
A black floral maxi dress featuring sheer mesh, a lace-up strappy back, and a form-hugging silhouette.
$20.97 $46.90 55% off
An abstract red knit maxi dress featuring a cowl neckline, hoop trims, strappy back, and high side slit.
$54.90
A denim woven maxi dress featuring a flowy ruffled silhouette, square neckline, and spaghetti straps.
$30.97 $68.90 55% off
A denim maxi dress featuring ruffled tiers, bold cutouts, a hoop insert, and adjustable spaghetti straps.
$49.90
A brown mesh maxi dress featuring a bold floral print, cowl halter neckline, and curve-hugging fit.
$34.90
A chic strapless brown maxi dress with a high slit and flattering bodycon silhouette.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette for vacations.
$38.90
An olive green maxi dress featuring a low back with tie, cowl neckline, and stretchy knit fabric.
$35.90
A black knit maxi dress featuring a scoop neckline, spaghetti straps, and a front keyhole cutout.
$19.97 $34.90 43% off
A light blue floral mesh maxi dress featuring a strapless neckline and curve-hugging, elegant silhouette.
$49.90
A sultry brown leopard-print maxi dress featuring sheer mesh, lace details, and daring high side slits.
$49.90
A taupe floral maxi dress featuring mesh fabric, a lace-up open back, and a flirty front slit.
$18.97 $44.90 58% off
A natural striped knit maxi dress featuring a halter crew neck, lace-up back, and bodycon fit.
$44.90
A strapless burgundy mesh maxi dress featuring a bold floral print and a high side slit.
$14.97 $56.90 74% off
A glamorous green formal dress featuring a backless design, thigh-high slit, and stretchy knit fabric.
$38.90
A curve-hugging black maxi dress crafted from partially sheer mesh fabric with a sweetheart neckline.
$59.90
A mauve mesh mermaid dress featuring a lace-up back, sweetheart neckline, and elegant ruching.
$59.90
An ivory A-line maxi dress featuring gauze fabric, sheer lace insets, and a faux leather belt.
$44.90
A sleek brown knit maxi dress with a halter cowl neckline and alluring open back.
$42.90
An abstract print maxi dress with a ruched bodycon silhouette and sheer off-the-shoulder sleeves.
$34.90
A chic wine maxi dress with a strapless neckline and high slit in smooth knit fabric.
$46.90
A strapless natural knit maxi dress featuring a twist neckline, open-knit crochet, and curve-hugging fit.
$24.97 $54.90 55% off
A breezy natural linen-blend maxi dress featuring a halter neckline, open tie back, and high side slit.
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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
Stretchy Maxi Dresses
Stretchy maxi dresses are the ultimate ride-or-die for every girl who wants to keep it real and look extra while doing the absolute most (or, let’s be honest, the absolute least). There’s just something about slipping into a long stretch dress that feels like a power move—like, “Yes, I woke up like this, and yes, I’m ready for whatever the day throws at me.” Whether you’re running errands with your besties, headed to a low-key brunch, or living it up at a rooftop party, a stretchy maxi dress brings all the comfort and all the drama in one easy, throw-on-and-go package. The magic is in the fabric: soft, forgiving, and ready to move with you, not against you—so you can dance, twirl, or just chill on the couch and still serve main character energy. And let’s not forget the versatility: a dress with stretchy top details gives you that perfect fit, hugging your curves in all the right places without ever feeling restrictive. It’s the low-maintenance, high-reward wardrobe staple that works for literally every vibe, every body, and every plan you make (or break).
Shopping for a long stretchy dress is basically a love letter to your future self. If you’re hunting for that one-and-done outfit that makes you feel put together without any of the fuss, this is your sign. These pieces are a no-brainer for gifting, too—think birthdays, bachelorette weekends, or just because your bestie deserves to feel like a goddess. Stretch maxi dresses are the ultimate confidence boosters, flattering every curve and letting you breathe easy (literally). They’re the dress you reach for when you want to look like you tried, even if you hit snooze three times and barely made it out the door. Picture yourself lounging barefoot on the grass, iced coffee in hand, or strutting into your next event with a statement necklace and killer heels—the long stretch dress is the blank canvas for all your wildest style dreams. And for those days when you want to channel your inner dark romance, don’t sleep on the power of a classic black option—check out our Black Stretchy Dresses for all the moody, mysterious vibes you crave.
When it comes to stretchy maxi dresses, it’s all about finding that perfect blend of comfort, style, and confidence. Look for details like ruching, side slits, or a dress with stretchy top smocking if you want a little extra texture and support. These dresses are made to move with you, whether you’re catching flights or just catching up with your crew. They’re low-key enough for lounging, but with the right accessories, they’re ready to turn heads at any event. If you’re gifting, you can’t go wrong—long stretch dresses are universally flattering and easy to style, making them a go-to for anyone who loves a little glam without the hassle. And if you’re treating yourself (because self-love is the best kind of love), know that your closet will thank you for adding a piece that’s as flexible and fearless as you are. With stretchy maxi dresses, you’re always ready for a spontaneous adventure, a last-minute invite, or just an excuse to feel fabulous on the regular.