High Low Midi Dresses
High low midi dresses are the ultimate fashion statement for our Windsor girl who's ready to turn heads and break hearts. Whether you're strutting into a rooftop soirée or dancing under the stars, these dresses bring the perfect blend of elegance and edge. With their playful hemlines and flirty silhouettes, they effortlessly capture that carefree vibe while keeping you chic and sophisticated. From brunch dates to evening escapades, high low midi dresses are your go-to for making unforgettable entrances and leaving a trail of admirers in your wake. Embrace the spotlight and let your style take center stage!
$69.90
An ivory floral mesh formal dress featuring a halter neckline, ruched bodice, and ruffled side slit.
$38.90
A white sleeveless ribbed knit midi dress with a V-neckline and chic high front slit.
$14.97 $59.90 75% off
A green satin wrap midi dress with a sleeveless cowl neckline and high-side slit.
$59.90
A green satin midi dress featuring a cowl neckline, pleated bodice, high side slit, and twist-back detail.
$46.90
A burgundy knit midi dress featuring a sweetheart neckline, cowl overlay, ruched waist, and high side slit.
$139.90
A navy blue satin high-low gown featuring an embroidered sequin corset and elegant lace-up back.
$139.90
A wine satin high-low A-line gown featuring an embellished strapless corset bodice and lace-up back.
$42.90
A sleek pink knit midi dress featuring a cowl neckline, spaghetti straps, and a high front slit.
$36.90
An elegant rose knit midi dress featuring an off-the-shoulder neckline, bodycon fit, and flared hem.
$59.90
A navy blue satin wrap midi dress with a cowl neckline and adjustable spaghetti straps.
$44.90
An enchanting yellow floral lace midi dress featuring ruffled trim, ruched front, and a flirty front slit.
$38.90
A mauve knit midi dress featuring a sleeveless square neckline, flattering ruching, and a chic hanky hem.
$39.90
A white ribbed knit halter midi dress featuring a tie-back, open back, and curve-hugging silhouette.
$64.90
A vintage-inspired ivory floral midi dress featuring a halter neckline, corset bodice, and lace-up back.
$64.90
An ivory cotton midi dress featuring a watercolor floral print, structured corset bodice, and voluminous A-line skirt.
$65.90
An ivory cotton midi dress featuring soft florals, a halter neckline, and a lace-up smocked back.
$39.90
A striking red knit midi dress featuring a strapless sweetheart neckline, twist bust, and sultry cutouts.
$39.90
A vibrant yellow rib knit midi dress featuring a halter neckline, open back, and side slit detail.
$44.90
A sage lace midi dress featuring a low-cut back, square neckline, and form-hugging trumpet silhouette.
$32 $45.90 30% off
A red brown knit midi dress featuring a halter cowl neckline, open back, and flattering slit accent.
$44.90
A black crepe midi dress featuring a square neckline, tank straps, and an open tie-back cutout.
$37 $52.90 30% off
A strapless green floral midi dress featuring ruffle trim, a high front slit, and airy woven fabric.
$46.90
A sage green gingham midi dress in woven fabric featuring a strapless neckline and smocked back.
$64.90
A white floral midi dress featuring a flowy A-line silhouette, high halter neckline, and open back.
$46.90
A green floral knit midi dress featuring an off-shoulder neckline, ruched body, and front slit.
$64.90
A striking red satin midi dress featuring a cowl neckline, waist cutout, and thigh-high front slit.
$29.97 $59.90 50% off
A navy blue satin-knit midi dress featuring a high front slit, pleated cowl neckline, and lace-up back.
$39.90
A banana yellow ribbed knit midi dress featuring a halter neckline, ruched bust, and keyhole cutout.
$28.90
A form-hugging ivory midi dress in soft rib knit with a twist cutout back and side slit.
$42.90
A brown mesh halter midi dress featuring a plunging cowl neckline, bold cutouts, and a ruffled slit.
$52.90
A strapless plum mesh midi dress featuring ruched detailing and an uneven ruffle hem for dramatic flair.
$46.90
A striped ivory knit midi dress featuring a ribbed bodycon fit, front cutout, and dual side slits.
$39.90
A yellow ribbed knit midi dress featuring a scoop neckline, spaghetti straps, open back, and side slit.
$64.90
An ivory floral midi dress with a square neckline, adjustable straps, and lace trim on woven fabric.
$52.90
A wine-colored strapless midi dress featuring velvet flocked floral mesh, ruching, and a bodycon silhouette.
$79.90
A black polka dot midi dress in linen-like woven fabric with an open tie back and pockets.
$19.97 $44.90 56% off
A black ribbed knit midi dress featuring an off-shoulder foldover neckline and a chic side slit.
$39.90
A multi-colored striped midi dress featuring a halter neckline and soft, stretchy bodycon silhouette.
$42.90
A strapless blue knit midi dress with an asymmetrical ruffle and subtle sheen for chic occasions.
$35.90
A white floral eyelet knit midi dress featuring a strapless neckline and bodycon silhouette for a chic look.
$42.90
A yellow ribbed knit midi dress featuring halter tie-back straps, waist cutouts, and an open back.
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Achieve a perfectly stylish everyday look with this sleeveless ribbed knit midi dress! Designed with a comfortable ribbed knit fabric offering plenty of stretch, it features a V-neckline, spaghetti straps, a midi-length hem with a chic high front slit, and a form-hugging silhouette. Pair with a cropped denim jacket and clear mules. Fit & FeaturesStretchy ribbed knit fabric, V-neckline, Spaghetti straps, High front slit, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Perfectly Stylish Sleeveless Ribbed Knit Midi Dress in White | Size: L | Knit Fabric
Sleek, soft, and made to flatter. This mock neck midi dress hugs in all the right places with side ruching and a soft modal blend knit fabric that gives casual polish. Perfect for weekday styling and weekend looks! Fit & FeaturesSoft modal-blend knit fabric, knit lining, moderate stretch, Sleeveless mock neck, Side ruched seams, Bodycon fit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Curve Flow Bodycon Midi Dress in Black | Size: XS | Knit Fabric
Flirty, fitted, and effortlessly classic. This halter midi dress features a plunging neckline and all-over polka dot print for that perfect mix of vintage charm and modern polish. Perfect for brunch, celebrations, or date night! Fit & FeaturesPolka dot print, mesh-lined fabric, moderate stretch, Halter V-neckline, Curve-hugging fit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Retro Romance Halter Midi Dress in Black | Size: S
Soft curves, no effort. This ribbed knit midi dress hugs just right with a bodycon fit that moves from dinner plans to late-night photos without missing a beat. Fit & FeaturesSoft rib knit fabric, sewn-in stretch lining, Sweetheart neckline with twisted bust detail, Spaghetti straps, Fitted bodice through the waist, Bodycon silhouette through the hips, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Soft Focus Moment Ribbed Knit Midi Dress in Pink | Size: M | Knit Fabric
Sun goddess maxi dress boasting a V-neckline with a unique metal accent and a body-skimming silhouette. Style with strappy sandals for a sunset dinner. Fit & FeaturesTextured knit fabric, soft knit stretchy lining, V-neckline with metal accent, Spaghetti straps, Body-skimming silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Into The Sun V-Neck Maxi Dress in Natural | Size: M | Knit Fabric
Moonlit Bloom Abstract Floral Maxi Dress in Brown
$35 $49.90
30% off
Slip into something sleek—this mesh maxi dress flaunts an abstract floral print that gives the illusion of an hourglass figure for an effortless allure at every event you're seen at! Fit & FeaturesAbstract floral print, mesh-lined stretch fabric, Scoop neckline, Spaghetti straps, Curve-hugging silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Moonlit Bloom Abstract Floral Maxi Dress in Brown | Size: L | Mesh Fabric
This midi is your secret weapon—clean, sculpting, and quietly commanding. The ribbed knit dress smooths and contours while the mock neck adds that cool, editorial structure that never tries too hard. Fit & FeaturesRib knit fabric, Mock neckline, Smooth bodycon fit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Effortless Impact Mock Neck Midi Dress in Green | Size: S | Knit Fabric
Soft florals, a cinched corset, and a skirt made to twirl—this one’s pure heart-eyes. The structured bodice keeps everything snatched while the skater silhouette brings effortless movement for brunch dates, parties, and photo-ready plans. Fit & FeaturesPoplin cotton fabric with a structured feel, floral print, tulle and woven linings, Square neckline with dainty ruffled trim, thin tank shoulder straps, Corset-inspired bodice with lace-up front detail, boning inserts, Back zipper closure, Drop waist silhouette, Flared skater silhouette, pleated detailing, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Picture Perfect Floral Corset Skater Dress in Pink | Size: L | Cotton
Show off pretty vibes in this adorable layered skater dress made with breezy eyelet knit fabric. Pair with sneakers for a cute casual look or wedges for a dressier style. Fit & FeaturesStretchy sheer eyelet knit fabric, partial knit lining, Square neckline, Spaghetti straps, Double-layered skater skirt, Short fit-and-flare silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Pretty Vibes Eyelet Knit Layered Skater Dress in White-2 | Size: L | Knit Fabric
That “did she just walk in?” kind of dress. The bodycon knit dress hugs in all the right places with a lace-up back that does the flirting for you. Fit & FeaturesTexture knit fabric, knit lining, High neckline, Spaghetti straps, Lace-up back, Bodycon fit, maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor It Girl High Neck Lace Up Maxi Dress in Mustard | Size: M | Knit Fabric