Summer Evening Maxi Dresses
Summer Evening Maxi Dresses are your ticket to turning every sunset into a showstopper. When the night calls for a little drama and a lot of glam, you know exactly where to find it—right here. From rooftop parties to spontaneous late-night adventures, these maxi dresses have your back, making sure all eyes are on you (as they should be). Slip into something unforgettable and let your confidence do the talking—because you’re not just attending the party, babe, you *are* the party.
$39.90
A sultry black formal dress with rhinestone straps, cowl neckline, and a high slit.
$44.90
A black one-shoulder tropical maxi dress with a ruffled slit and metal-accented strap.
$59.90
A brown chiffon maxi dress featuring cascading ruffles, sultry cutouts, and a flowy, slit silhouette.
$34.90
A black rib-knit maxi dress featuring a crew neck and form-hugging, stretchy silhouette for versatile styling.
$44.90
A black floral maxi dress featuring sheer mesh, a lace-up strappy back, and a form-hugging silhouette.
$46.90
A pink knit maxi dress featuring a halter neckline, lace-up back, and curve-hugging bodycon fit.
$49.90
A black sequin knit maxi dress featuring a bodycon fit, low back, and high side slit.
$54.90
A denim woven maxi dress featuring a flowy ruffled silhouette, square neckline, and spaghetti straps.
$49.90
A burgundy floral mesh maxi dress featuring a plunge halter neckline and curve-hugging mermaid silhouette.
$46.90
A natural crochet maxi dress featuring a bodycon fit, V-neckline, and open lace-up back.
$38.90
A curve-hugging black maxi dress crafted from partially sheer mesh fabric with a sweetheart neckline.
$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 black floral maxi dress crafted from mesh and knit fabric with a high side slit.
$39.90
A strapless tropical maxi dress with a palm print, mesh fabric, and a high side slit.
$32.90
A sleeveless black knit maxi dress featuring a crew neckline, bodycon silhouette, and flirty 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.
$49.90
A brown mesh maxi dress featuring a bold floral print, drapey cowl halter neckline, and curve-hugging fit.
$46.90
An abstract red knit maxi dress featuring a cowl neckline, hoop trims, strappy back, and high side slit.
$44.90
A black floral mesh maxi dress featuring delicate lace trim, spaghetti straps, and a curve-hugging silhouette.
$49.90
A brown floral mesh maxi dress featuring a curve-hugging fit and flirty strappy open back.
$42.90
A coral strapless mesh maxi dress featuring a bold floral print, ruched bust, and thigh-high slit.
$38.90
An olive green maxi dress featuring a low back with tie, cowl neckline, and stretchy knit fabric.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette, perfect for vacations.
$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.
$42.90
A black knit maxi dress featuring a draped cowl neckline, side slit, and flattering ruching.
$59.90
A pink satin maxi dress featuring a large floral print, strappy open back, and flowy silhouette.
$79.90
A pink floral mesh maxi dress featuring a strapless neckline, ruched sides, and a mermaid silhouette.
$32.90
A black textured knit maxi dress featuring a strapless neckline, high side slit, and fitted silhouette.
$45.90
An olive green abstract maxi dress featuring a halter neckline, cutout bodice, and high side slit.
$34.90
A light blue strapless maxi dress featuring bold floral mesh, stretchy knit lining, and a curve-hugging fit.
$52.90
A burgundy floral maxi dress featuring a draped cowl neckline, mesh lining, and a dramatic front slit.
$49.90
A brown mesh maxi dress featuring a tropical floral print, strappy open back, and form-hugging fit.
$44.90
A natural striped knit maxi dress featuring a halter crew neck, lace-up back, and bodycon fit.
$39.90
A strapless natural floral maxi dress featuring a mesh-lined cutout bodice and form-hugging silhouette.
$46.90
A brown floral mesh maxi dress featuring a plunging cowl neckline and strappy open back.
$46.90
A natural knit maxi dress featuring a bold tropical leaf print, one-shoulder cutout, and gold hardware.
$42.90
A brown floral mesh maxi dress featuring a tube neckline and curve-hugging, lined silhouette.
$49.90
A taupe floral mesh maxi dress featuring a lace-up open back, high slit, and curve-hugging fit.
$54.90
A breezy natural linen-blend maxi dress featuring a halter neckline, open tie back, and high side slit.
$42.90
A pink floral mesh maxi dress featuring a cowl halter neckline, low back, and curve-hugging silhouette.
$49.90
A mauve sheer mesh maxi dress featuring an abstract floral print, sweetheart neckline, and ruched bust.
$52.90
A brown chiffon maxi dress featuring a strapless smocked bodice and a flowy floral print silhouette.
$48.90
A strapless brown mesh maxi dress featuring a floral print, back cutout, and mermaid silhouette.
$68.90
A denim maxi dress featuring ruffled tiers, bold cutouts, a hoop insert, and adjustable spaghetti straps.
$54.90
A mesh-lined maxi dress featuring a cowl halter neckline, open back, and abstract multi-color tie-dye print.
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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: M | 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: L | Woven Fabric
Giving island goddess IRL. This floral satin maxi features a draped cowl neckline, crisscross back, and curve-skimming fit—perfect for destination weddings, summer soirées, or any RSVP that calls for a slay. Fit & FeaturesFloral print, satin fabric, Cowl neckline, Spaghetti straps, Open strappy back tie, Curve-hugging fit, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunset Muse Floral Satin Maxi Dress in Yellow | Size: XS | Satin 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: XS | 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
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
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
Love to make an entrance? Nail it with this chiffon maxi dress! With cascading ruffles, sultry cutouts, and a leggy slit, this chiffon maxi brings the drama every time. Fit & FeaturesChiffon fabric, lined with stretchy knit, Sweetheart halter neckline with tie straps, padded bra cups, Cutout back and sides, Cascading ruffle trims, Flowy silhouette, front slit, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Ruffle and Ready Chiffon Halter Maxi Dress in Brown | Size: S
Summer Evening Maxi Dresses
When the sun dips low and the city lights flicker on, there’s just something magical about slipping into a maxi dress designed for those unforgettable summer evenings. Picture this: you’re gliding into an outdoor rooftop soiree, the air is buzzing with laughter, and your dress flows with every step—effortlessly chic, totally you. That’s the power of a great evening maxi. Whether you’re heading out for spontaneous late-night adventures with your crew, RSVPing yes to a glam dinner, or just want to make grocery store runs feel like a main character moment, these dresses are your go-to wingwoman. They’re all about that soft, sweeping drama—think swishy hems, sultry necklines, and details that catch the light just right. And because comfort is non-negotiable, you get the best of both worlds: dreamy silhouettes that let you move (and dance) freely, plus luxe fabrics that feel like a gentle hug. Your confidence? Through the roof. Your Insta stories? About to pop off.
Shopping for a summer evening maxi dress isn’t just about picking a color or a cut—it’s about curating your own vibe for the night. Maybe you’re the friend who loves a little shimmer, or maybe you live for that understated elegance that turns heads without even trying. Either way, you’ll want to look for features that fit your lifestyle and your plans. Adjustable straps, breezy fabrics, and just the right amount of stretch mean you can go from dinner to rooftop after-party without missing a beat. And don’t sleep on the versatility: these dresses are the ultimate plus-one for destination weddings, birthday bashes, or even as a thoughtful gift for your ride-or-die bestie who deserves a little extra sparkle. Add a denim jacket or a leather moto for a little edge, or keep it classic with strappy heels and statement earrings—the possibilities are endless, and the compliments are guaranteed. When you want to switch up your look with a bold, timeless twist, check out our curated collection of Black Evening Maxi Dresses for that next-level glam.
Every Windsor girl knows the right dress can turn a regular night into a legendary one. That’s why our summer evening maxi dresses are all about making you feel unstoppable, whether you’re owning the dance floor or catching golden hour with your favorite people. From romantic date nights to spontaneous road trips that end with stargazing, these maxis are made for memories. They’re not just a wardrobe staple—they’re a mood, a statement, and a little reminder that you deserve to feel gorgeous, inside and out, every single night. So go ahead, pick the one that makes your heart skip a beat, and let’s make some magic.