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.
$44.90
A black floral maxi dress featuring sheer mesh, a lace-up strappy back, and a form-hugging silhouette.
$44.90
A black one-shoulder tropical maxi dress with a ruffled slit and metal-accented strap.
$34.90
A black rib-knit maxi dress featuring a crew neck and form-hugging, stretchy silhouette for versatile styling.
$39.90
A curve-flaunting black floral mesh maxi dress with a lace-up strappy back and flared hem.
$49.90
A burgundy floral mesh maxi dress featuring a plunge halter neckline and curve-enhancing mermaid silhouette.
$38.90
A tropical print maxi dress in black with sheer mesh fabric and a high side slit.
$34.90
A chic strapless brown maxi dress with a high slit and flattering bodycon silhouette.
$39.90
A strapless tropical maxi dress with a palm print, mesh fabric, and a high side slit.
$44.90
A sultry brown maxi dress with a halter cowl neck and curve-hugging mermaid silhouette.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette for vacations.
$59.90
A strapless red brown knit maxi dress featuring a cutout bodice, metal accent, and high front slit.
$32.90
A versatile black maxi dress in soft knit fabric with a crew neckline and flirty side slit.
$49.90
A brown mesh maxi dress featuring a bold floral print, cowl halter neckline, and curve-hugging fit.
$44.90
A rust-colored one-shoulder maxi dress with a tropical print, side cutout, and high slit.
$59.90
An ivory A-line maxi dress with gauze fabric, sheer lace insets, and a faux leather belt.
$39.90
A strapless black mesh maxi dress featuring a floral print, high side slit, and form-hugging silhouette.
$46.90
An abstract red knit maxi dress featuring a cowl neckline, hoop trims, strappy back, and high side slit.
$48.90
A brown gauze maxi dress featuring a halter neckline, lace-up back, cutouts, and a high front slit.
$52.90
A pink mesh maxi dress featuring a tie-dye print, cowl halter neckline, and dramatic open back.
$49.90
A brown floral mesh maxi dress featuring a curve-hugging fit and flirty strappy open back.
$38.90
An olive green maxi dress featuring a low back with tie, cowl neckline, and stretchy knit fabric.
$54.90
A denim woven maxi dress featuring a flowy ruffled silhouette, square neckline, and spaghetti straps.
$39.90
A bold orange abstract maxi dress featuring a strapless tube neckline, stretchy knit fabric, and high side slit.
$42.90
A royal blue tropical print maxi dress featuring a lace-up back, high side slit, and stretchy knit fabric.
$42.90
A taupe tropical print maxi dress featuring mesh fabric, a one-shoulder neckline, and chic O-ring detail.
$42.90
A coral mesh maxi dress featuring a bold floral print, ruched bust, and thigh-high side slit.
$44.90
A black tropical print maxi dress featuring a cutout bodice, sweetheart neckline, and high side slit.
$35.90
A black knit maxi dress featuring a scoop neckline, spaghetti straps, and a front keyhole cutout.
$44.90
A natural striped knit maxi dress featuring a halter crew neck, lace-up back, and bodycon fit.
$45.90
An olive green abstract maxi dress featuring a halter neckline, cutout bodice, and high side slit.
$42.90
A black knit maxi dress featuring a draped cowl neckline, side slit, and flattering ruching.
$34.90
A light blue floral mesh maxi dress featuring a strapless neckline and curve-hugging, elegant silhouette.
$49.90
A taupe floral maxi dress featuring mesh fabric, a lace-up open back, and a flirty front slit.
$68.90
A denim maxi dress featuring ruffled tiers, bold cutouts, a hoop insert, and adjustable spaghetti straps.
$39.90
A natural floral print maxi dress featuring a strapless neckline, mesh-lined fabric, and flirty cutout bodice.
$42.90
A strapless black knit maxi dress featuring a pleated waist and curve-hugging, slinky silhouette.
$44.90
A strapless burgundy mesh maxi dress featuring a bold floral print and a high side slit.
$39.90
A chic black crepe wrap dress with a plunging V-neckline and high front slit.
$14.97 $56.90 74% off
A glamorous green formal dress featuring a backless design, thigh-high slit, and stretchy knit fabric.
$46.90
A bronze knit maxi dress featuring a trendy lace-up back and flattering bodycon silhouette.
$46.90
A black mesh maxi dress with a floral print, cowl neckline, and halter tie-back straps.
$46.90
A pink knit maxi dress featuring a halter neckline, bodycon fit, and an alluring lace-up back.
$59.90
A mauve mesh mermaid dress featuring a lace-up back, sweetheart neckline, and elegant ruching.
$42.90
A strapless black floral mesh maxi dress with a bodycon fit and high-side slit.
$38.90
A curve-hugging black maxi dress crafted from partially sheer mesh fabric with a sweetheart neckline.
$42.90
An abstract print maxi dress with a ruched bodycon silhouette and sheer off-the-shoulder sleeves.
$25.97 $56.90 54% off
A floral chiffon maxi dress with a flattering A-line silhouette and flowy hem in white.
$46.90
A natural knit maxi dress featuring a bold tropical leaf print, one-shoulder cutout, and gold hardware.
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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
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: M | Stretchy Fabric/Rhinestone
Enchant the room instantly in this gorgeous floor-length gown! Ella features a stunning sleeveless cowl neck, flattering high slit, and sleek spaghetti straps. Fit & FeaturesStretch satin lined fabric, Cowl neck, sleek spaghetti straps, Form-fitting silhouette, high-side slit, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, fancy date nights, cocktail parties, engagement parties, rehearsal dinners Free Shipping on All Orders Over $75. | Windsor Ella Cowl Neck Satin Dress in Mauve-2 | Size: S | Satin Fabric
A floral print adds to the dreamy charm of this flowy maxi dress boasting an open tie back design and ruffled silhouette perfect for beachside strolls or day parties. Fit & FeaturesFloral print, woven fabric, short woven lining, Sweetheart neckline with bust tie, Spaghetti straps, Open tie back design, Ruffled flowy silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunshine Dream Open Tie Back Floral Maxi Dress in White | Size: M | Woven Fabric
Perfect for your vacay in Tulum, this one-shoulder tropical maxi dress was made for sunset dinners and dancing! Fit & FeaturesTropical print, smooth knit fabric with short stretchy lining, One-shoulder neckline, One shoulder strap with metal accents, Front ruffled slit, Bodycon silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor In Tulum One-Shoulder Tropical Maxi Dress in Black | Size: M | Knit Fabric
Evoke chic romance on date night in this gorgeous floral maxi dress designed with an open lace-up strappy back and floor-length form-hugging silhouette. Style with a sleek handbag and stiletto heels. Fit & FeaturesSheer mesh fabric with knit lining, high stretch, Large floral print, Sleeveless deep V-neckline, Spaghetti straps, Open cross-back lace-up strappy design, Maxi-length hem, form-hugging silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Romance Floral Lace-Up Maxi Dress in Black | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Achieve a glowing radiance in this metallic knit maxi dress for vacation or sunset cocktails! Featuring a seductive plunge cowl halter neckline and a form-hugging silhouette, this dress accentuates your curves with effortless elegance while the back slit offers easy movement. Fit & FeaturesMetallic knit fabric, knit lining, moderate stretch, Plunge cowl halter neckline, Adjustable strappy open back, Form-hugging silhouette, Back slit, maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glow Goddess Strappy Back Metallic Knit Maxi Dress in Gold | Size: XS | Knit Fabric
Your new laid-back fave tank maxi dress for styling up or down for any occasion! Crafted from rib knit fabric, this crew neck dress offers a form-hugging fit and a maxi-length hem for a flattering silhouette. Complete the look in cute sandals and sunnies! Fit & FeaturesRib-knit stretchy fabric, Crew neck, Form-hugging maxi silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Laid Back Fave Crew Neck Tank Maxi Dress in Black | Size: M | Knit Fabric/Stretchy Fabric
Enjoy a sunset dinner and drinks in this floral maxi dress along the Amalfi Coast! With sultry details and a mermaid silhouette that flaunts your curves, this dress will turn heads. Fit & FeaturesFloral print, mesh fabric lined with stretchy knit, Plunge halter cowl neckline, tie closure, Mermaid silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Amalfi Coast Plunge Neck Mermaid Floral Maxi Dress in Burgundy | Size: S | Mesh Fabric/Mesh Fabric
Perfect for any occasion, this floral maxi dress will make a statement! The strapless neckline and maxi hem create a flattering silhouette, while the vibrant floral print and side slit add a touch of playful elegance. Fit & FeaturesFloral print, mesh fabric, soft knit stretchy lining, Strapless neckline, Side slit, Form-hugging fit, Relaxed maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Statement Blooms Strapless Floral Maxi Dress in Taupe | Size: L | Knit Fabric/Mesh Fabric/Mesh 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.