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!
$34.90
A black rib-knit maxi dress featuring a crew neck and form-hugging, stretchy silhouette for versatile styling.
$52.90
A coral mesh maxi dress featuring abstract tie-dye print, sultry cutouts, and a high front slit.
$32.90
A black textured knit maxi dress featuring a strapless neckline, high side slit, and fitted silhouette.
$54.90
A stunning mauve satin gown with a cowl neck, high slit, and sleek spaghetti straps.
$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.
$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.
$38.90
A curve-hugging black maxi dress crafted from partially sheer mesh fabric with a sweetheart neckline.
$39.90
A strapless tropical maxi dress with a palm print, mesh fabric, and a high side slit.
$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.
$25.97 $56.90 54% off
A floral chiffon maxi dress with a flattering A-line silhouette and flowy hem in white.
$42.90
A black tropical floral maxi dress featuring a square halter neckline, criss-cross back, and high side slit.
$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.
$46.90
An abstract red knit maxi dress featuring a cowl neckline with hoop trims and a high side slit.
$39.90
A strapless black mesh maxi dress featuring a floral print, high side slit, and form-hugging silhouette.
$49.90
A brown mesh maxi dress featuring a bold floral print, drapey cowl halter neckline, and curve-hugging fit.
$39.90
A multicolor striped knit maxi dress featuring a sheer finish, halter neckline, open back, and high slit.
$48.90
A brown gauze maxi dress featuring a halter neckline, lace-up back, cutouts, and a high front slit.
$52.90
A burgundy floral maxi dress featuring a draped cowl neckline, mesh-lined fabric, and a dramatic front slit.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette, perfect for vacations.
$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.
$35.90
A black knit maxi dress featuring a front keyhole cutout and a curve-hugging, textured silhouette.
$42.90
A strapless black knit maxi dress featuring a pleated waist and curve-hugging, slinky silhouette.
$42.90
A taupe tropical print maxi dress featuring mesh fabric, a one-shoulder neckline, and chic O-ring detail.
$49.90
A brown floral mesh maxi dress featuring a curve-hugging fit and flirty strappy open back.
$52.90
A burgundy floral maxi dress featuring a strappy plunge halter neckline, open back, and mesh-lined fabric.
$34.90
A light blue strapless maxi dress featuring bold floral mesh, stretchy knit lining, and a curve-hugging fit.
$44.90
A strapless burgundy mesh maxi dress featuring a bold floral print and a dramatic high side slit.
$56.90
A tropical multi-print woven maxi dress in natural with a belted waist, side slit, and hidden pockets.
$52.90
A pink tie-dye mesh maxi dress featuring a cowl halter neckline, hoop details, and an open back.
$44.90
A black tropical print maxi dress featuring a cutout bodice, sweetheart neckline, and high side slit.
$49.90
An airy ivory mesh maxi dress with a large floral print and a striking cross-back strappy design.
$44.90
A natural striped knit maxi dress featuring a halter crew neck and chic lace-up open back.
$59.90
A pink satin maxi dress featuring a large floral print, strappy open back, and flowy silhouette.
$46.90
A bold ivory maxi tube dress in lightweight woven fabric, featuring a geometric print and fringe trim.
$42.90
A coral strapless maxi dress featuring sheer floral mesh, ruched bust, and a thigh-high side slit.
$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.
$54.90
A breezy natural linen-blend maxi dress featuring a sleek halter neckline, open tie back, and high side slit.
$39.90
A natural floral print maxi dress featuring a strapless neckline, mesh-lined fabric, and flirty cutout bodice.
$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.
Now Trending
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
Classic Maxi Dresses
When you slip into a classic maxi dress, you’re not just getting dressed—you’re making an entrance. These timeless, floor-grazing silhouettes have the kind of effortless magic that turns a regular day into a main character moment. Whether you’re headed to a rooftop brunch, a candlelit dinner, or a spontaneous road trip with your ride-or-die crew, a windsor maxi dress is always the right call. There’s something about the way a long classic dress moves with you—catching the breeze, skimming your curves, and making you feel like you’re walking a red carpet, even if you’re just grabbing coffee. Maxi dress Windsor styles are legendary for their versatility: dress them up with strappy heels and bold earrings for that “I’m here to slay” energy, or keep it low-key with sneakers and a denim jacket when you’re feeling chill but still want to look like you’ve got your life together.
The beauty of Windsor long dresses is how they fit into every chapter of your life. Picture this: you’re shopping for a bestie’s birthday, and you want to gift her something that’ll make her light up—something she’ll reach for whenever she wants to feel unstoppable. Enter the classic maxi dress, aka the ultimate “you got this” present. It’s the go-to for bridesmaids who want to look iconic without stealing the bride’s thunder, for grads who want to toss their cap and keep the party going, and for anyone who believes a little drama (the good kind) belongs in every closet. These dresses work for every body, every vibe, and every last-minute plan. Trust, there’s nothing like twirling in a windsor maxi dress and catching your reflection, realizing you’re *that* girl. And if you’re someone who loves options, check out the Popular Maxi Dresses page for inspo that’ll have you adding to cart faster than you can say “add to my wishlist.”
Maxi dresses are more than a trend—they’re a lifestyle. They’re for the girl who wants to dance all night without worrying about a wardrobe malfunction, the one who likes her outfit to say “I woke up like this” even when she spent hours getting ready, and the friend who’s always down for a spontaneous adventure. With windsor maxi dresses, it’s all about embracing your confidence and letting your style speak for itself. Whether you’re gifting one to your favorite person or treating yourself (because hello, self-love is real), these dresses deliver on comfort, elegance, and that little spark of mischief that makes every day feel special. From romantic date nights to backyard hangs, from big milestones to casual catch-ups, a long classic dress is the piece you’ll reach for again and again. Because when you look good, you feel unstoppable—and that’s exactly the energy we’re manifesting every single day.