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.
$59.90
An ivory A-line maxi dress with gauze fabric, sheer lace insets, and a faux leather belt.
$19.97 $56.90 65% off
A glamorous green formal dress featuring a backless design, thigh-high slit, and stretchy knit fabric.
$46.90
A black mesh maxi dress with a floral print, cowl neckline, and halter tie-back straps.
$19.97 $44.90 56% off
A sage bodycon maxi dress with a chic cowl halter neckline and open back.
$54.90
A stunning mauve satin gown with a cowl neck, high slit, and sleek spaghetti straps.
$44.90
A red floral print mesh maxi dress with a sleeveless sweetheart neckline and bodycon silhouette.
$19.97 $29.90 33% off
A strapless black floral maxi dress with a ruffle neckline, front slit, and stretchy knit fabric.
$22.97 $49.90 54% off
An airy pink mesh maxi dress with a bold floral print and adjustable spaghetti straps.
$39.90
A curve-flaunting black floral mesh maxi dress with a lace-up strappy back and flared hem.
$59.90
A white floral maxi dress with a ruffled silhouette and charming open tie back design.
$44.90
A black one-shoulder tropical maxi dress with a ruffled slit and metal-accented strap.
$39.90
A strapless tropical maxi dress with a palm print, mesh fabric, and a high side slit.
$32.90
A versatile black knit maxi dress with a sleeveless crew neck and flirty side slit.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette for vacations.
$26.97 $59.90 55% off
A chic black satin maxi dress featuring a halter neckline and a high front slit.
$19.97 $44.90 56% off
A pink floral maxi dress with a form-hugging bodice and flowy hem, perfect for special occasions.
$22.97 $49.90 54% off
A pink floral mesh maxi dress with a mermaid silhouette and adjustable spaghetti straps.
$59.90
A mauve mesh mermaid dress featuring a lace-up back, sweetheart neckline, and elegant ruching.
$22.97 $49.90 54% off
A sage woven maxi dress featuring a flirty bust tie and flowy ruffled silhouette.
$42.90
A strapless black floral mesh maxi dress with a bodycon fit and high-side slit.
$42.90
An abstract print maxi dress with a ruched bodycon silhouette and sheer off-the-shoulder sleeves.
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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 Burgundy | Size: S | Stretchy Fabric/Rhinestone
Ella Cowl Neck Satin Dress in Orange
$19.97 $54.90
64% off
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 Orange | Size: S | Satin Fabric
Charming Presence Strapless Slit Floral Maxi Dress in Black
$19.97 $29.90
33% off
Your presence will always be charming in this ditsy floral maxi dress at wedding showers, brunch, or casual parties! Adorned in a stunning disty floral print, this strapless dress features a ruffle trim neckline and padded bra cups for flattering support. The curve-hugging silhouette, front slit, and maxi-length hem create a captivating look, while the brushed knit stretchy fabric ensures comfort. Pair with earrings and strappy sandals. Fit & FeaturesDitsy floral print, Brushed knit stretchy fabric, Padded bra cups, Front slit, Curve-hugging silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Charming Presence Strapless Slit Floral Maxi Dress in Black | Size: M | Knit Fabric/Stretchy Fabric
Get ready to be on island time in this gorg tropical floral mesh maxi dress perf for vacay. Featuring a strapless neckline and high side slit, style with heels. Fit & FeaturesSheer mesh fabric with full-length knit lining, high stretch, Large tropical floral print, Strapless straight neckline, High-cut side slit, Maxi-length hem, Form-hugging silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Island Time Tropical Floral Mesh Maxi Dress in Pink | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Love Language Floral Print Mesh Maxi Dress in Pink
$22.97 $49.90
54% off
This airy mesh maxi dress speaks your love language designed with a bold floral print and long fitted silhouette. Style with mules for date night. Fit & FeaturesSheer mesh fabric with full-length knit lining, high stretch, Large floral print, V-neckline, Adjustable spaghetti straps, Maxi-length hem, fitted silhouette, Floral print placement may vary, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Love Language Floral Print Mesh Maxi Dress in Pink | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Gorgeous blooms dance across this floral maxi dress making every entrance statement worthy! Perfect for cocktail parties or dressy dinners, this strapless dress boasts a form-hugging fit, a high side slit allowing for movement, and a maxi-length hem. Complete the look with a clutch purse and heels. Fit & FeaturesFloral print, mesh fabric, stretchy knit lining, Strapless neckline, High side slit, Form-hugging fit, Runs true to size, Please note flower placement may vary, Free Shipping on All Orders Over $75. | Windsor Grandeur Blooms Strapless Slit Floral Maxi Dress in Blue | Size: S | Knit Fabric/Mesh Fabric/Mesh 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: L | Woven Fabric
Impress in this floral maxi dress showcasing a sleek strapless neckline and a column silhouette that flatters your figure. Style the dress with a choker. Fit & FeaturesStatement floral print, Mesh fabric lined with soft, stretch knit, Column silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Impressive Blossom Strapless Floral Maxi Dress in Black | Size: L | Mesh 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: S | Knit 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.