Feminine Midi Dresses

Feminine midi dresses are the ultimate wardrobe must-have for every Windsor girl ready to make a statement. These dreamy dresses hit that sweet spot between flirty and sophisticated, effortlessly taking you from brunch with your besties to that late-night rooftop party. With a splash of elegance and a dash of playfulness, our collection of feminine midi dresses is designed to keep your style game strong and your confidence even stronger. Whether you're twirling on the dance floor or strutting down the street, these beauties have got your back, making sure you feel fabulous every step of the way.

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$46.90

4.916667 star rating

A brown woven midi dress with a ditsy floral pattern, corset bodice, and high front slit.

$59.90

4.560748 star rating

A navy blue satin wrap midi dress with a cowl neckline and adjustable spaghetti straps.

$36.90

4.597403 star rating

An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.

$59.90

4.5 star rating

A green satin midi dress with a pleated cowl neckline, midriff cutout, and high side slit.

$38.90

4.577778 star rating

A white sleeveless ribbed knit midi dress featuring a V-neckline and chic high front slit.

$44.90

4.571429 star rating

A sophisticated white midi dress featuring chiffon sleeves, a square neckline, and a ruched bodycon silhouette.

$54.90

4.342857 star rating

A wine-colored satin midi dress with a corset seam bodice and pleated faux wrap hem.

Sale

$20.97 $46.90 55% off

4.933333 star rating

A black floral midi dress with a corset bodice, sweetheart neckline, and flirty front slit.

$48.90

4.9 star rating

An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.

$35.90

5 star rating

A pink sleeveless bodycon midi dress crafted from stretchy knit fabric with a square neckline.

$54.90

4.6 star rating

A black crepe glitter knit midi dress with a form-hugging silhouette and chic wrap hem.

$49.90

5 star rating

An ivory mesh midi dress with a dainty floral print, ruched seams, and a draped cowl neckline.

$59.90

3.888889 star rating

A light blue woven midi dress featuring a corset bodice and charming lace-up back detail.

Sale

$29.97 $49.90 40% off

4.777778 star rating

A radiant red satin midi dress with a corset bodice, adjustable straps, and a wrap slit.

$42.90

5 star rating

A navy blue velvet midi dress with a sleeveless sweetheart neckline and pleated bodice.

$36.90

4 star rating

A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.

$45.90

4 star rating

An elegant white satin midi dress with a strapless cowl neckline and form-hugging fit.

$39.90

4 star rating

A captivating black floral mesh maxi dress with a lace-up back and flared hem.

Sale

$9.97 $42.90 77% off

4.6 star rating

A sultry berry knit midi dress with a strapless cowl neckline and asymmetric high slit.

Sale

$19.97 $59.90 67% off

5 star rating

A red velvet midi dress with a corset bodice, cowl neckline, and front wrap slit.

$54.90

4.5 star rating

An elegant white mesh midi dress featuring faux pearl embellishments, off-the-shoulder neckline, and bodycon fit.

$46.90

4 star rating

A burgundy bodycon midi dress featuring floral lace texture, square neckline, and a daring front slit.

$59.90

4.333334 star rating

A chic navy blue midi dress with glitter knit fabric, sweetheart neckline, and lace-up back.

$44.90

4 star rating

A light blue lace midi dress featuring a low-cut back, square neckline, and trumpet hem.

$44.90

3.333333 star rating

A black midi dress with a floral flocked velvet pattern, halter neckline, and high side slit.

$42.90

4.666667 star rating

A vibrant orange knit midi dress featuring a halter neckline, side cutouts, and a flattering bodycon fit.

$44.90

4.666667 star rating

A burgundy lace midi dress featuring a sweetheart neckline, padded cups, and a flattering bodycon silhouette.

$59.90

3.333333 star rating

A green satin wrap midi dress featuring a sleeveless cowl neckline and high-side slit.

$69.90

5 star rating

A glamorous gold satin midi dress with floral applique, faux pearls, and a lace-up back.

Sale

$9.97 $49.90 80% off

3.5 star rating

An elegant black mesh midi dress with ruched sides, sheer sleeves, and a tiered ruffled hem.

$38.90

5 star rating

A pink floral mesh midi dress featuring a strapless neckline and curve-hugging, lined silhouette.

$39.90

5 star rating

A burgundy knit midi dress featuring a one-shoulder neckline, bow trim, and flared hem.

$36.90

5 star rating

A sleek black knit midi dress with a halter neckline and flared mermaid silhouette.

$52.90

3.5 star rating

An ivory woven A-line midi dress featuring a sweetheart neckline, underbust cutout, and adjustable straps.

$42.90

5 star rating

A sleek green knit midi dress featuring a strapless sweetheart neckline, pleated overlay, and back slit.

$49.90

5 star rating

A pink knit midi dress featuring a pleated sweetheart neckline, cutout back, and form-hugging silhouette.

$54.90

5 star rating

A black velvet pattern bodycon midi dress with a flirty bust cutout and ruffled hem.

Sale

$9.97 $39.90 75% off

5 star rating

A black glitter knit midi dress with a cowl neckline and mermaid silhouette for formal occasions.

$46.90

3 star rating

A white stretch lace midi dress featuring a low back, sheer hem, and flirty side slit.

$36.90

4 star rating

A sultry brown knit midi dress featuring a lace-up back, ruched bodycon fit, and side slit.

$36.90

A burgundy tube midi dress crafted from smooth, stretchy knit fabric with a flattering bodycon silhouette.

$44.90

An elegant burgundy velvet midi dress with a lace-trimmed sweetheart neckline and corset bodice.

$39.90

A wine-colored knit bodycon midi dress featuring a sweetheart neckline, bust detail, and sleek silhouette.

$39.90

A brown tropical floral mesh midi dress featuring a strapless neckline, ruched sides, and a sheer flowy hem.

Sale

$29.97 $59.90 50% off

A black glitter knit midi dress with an off-the-shoulder neckline and chic ruched details.

$46.90

1 star rating

A romantic natural floral mesh midi dress featuring a halter V-neck, open back, and ruffled trim.

$56.90

A versatile black knit bodycon midi dress with a convertible neckline for multiple styling options.

$45.90

A natural floral mesh midi dress featuring a strapless neckline, bodycon silhouette, and sultry back slit.

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Perfectly Stylish Sleeveless Ribbed Knit Midi Dress in Black
(45) 4.577778 star rating

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 Black | Size: M | Knit Fabric

Windsor Chic Fall Vibe Ditsy Floral Corset Midi Dress in Brown
(24) 4.9166665 star rating

Channel the chic fall vibe in this ditsy floral woven midi dress featuring a sleeveless sweetheart neckline with a ruched bust and tie-front detail, thin tank shoulder straps, and a corset-style bodice. The high waist leads to a flowy A-line silhouette accented with a high-cut front slit. Fit & FeaturesDitsy floral-printed woven fabric, Sweetheart neckline, ruched bust, tie-front detail, underwire bust, Thin tank shoulder straps, Corset-style bodice with piping, high waist seam, Hidden side zipper and hook-eye closure, High front slit, Midi-length A-line fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Fall Vibe Ditsy Floral Corset Midi Dress in Brown | Size: S | Woven Fabric

Windsor Thriving Blooms Corset Floral Slit Midi Dress in Black
Sale
(15) 4.9333334 star rating

Thrive with sweet energy in this floral midi dress perfect for brunches or dates! With a corset bodice that snatches your waist and a flirty front slit, this a-line dress will captive everyone. Pair with a necklace. Fit & FeaturesDitsy floral print, woven fabric, Wide shoulder straps, sweetheart neckline, Corset bodice, Side pockets, A-line silhouette, front slit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Thriving Blooms Corset Floral Slit Midi Dress in Black | Size: S | Woven Fabric

Sweet Look Eyelet Knit Skater Dress in White
(11) 4.3636365 star rating

Capture hearts with your sweet look in this airy eyelet knit skater dress. You'll adore the flowy feel of the fit-and-flare silhouette. Fit & FeaturesEyelet knit fabric with knit lining, Sleeveless square neckline, underbust seam, Adjustable spaghetti straps, Skater silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Look Eyelet Knit Skater Dress in White | Size: M | Knit Fabric

Picturesque Cutie Corset Lace-Up A-Line Midi Dress in Light Blue
(9) 3.8888888 star rating

Create a cute picturesque 'fit in this corset A-line midi dress! The corset bodice and lace-up back add a touch of allure to the sweet silhouette. Fit & FeaturesWoven fabric lined with stretchy knit, Sweetheart neckline, tie-front detail, Thin adjustable straps, Corset bodice, lace-up back, High waist seam, Midi-length A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Picturesque Cutie Corset Lace-Up A-Line Midi Dress in Light Blue | Size: L | Woven Fabric

Smooth Talker Strapless Bodycon Midi Dress in Light Blue
(9) 4.888889 star rating

Show off your smooth moves in this strapless bodycon midi dress perfect for dressing up or down for any occasion! Fit & FeaturesRib knit fabric, sewn-in knit lining, moderate stretch, Strapless neckline, Side slit, Bodycon silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Smooth Talker Strapless Bodycon Midi Dress in Light Blue | Size: L | Knit Fabric

Toasty Sweetheart V-Neck Bodycon Knit Midi Dress in Chartreuse
(9) 4.111111 star rating

This sleeveless ribbed knit midi dress features a striking V-neckline and bodycon fit with a front slit detail for movement. Perfect for layering with a jacket and heels. Fit & FeaturesStretchy ribbed knit fabric, V-neckline, Spaghetti straps, Front slit, Midi-length bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Toasty Sweetheart V-Neck Bodycon Knit Midi Dress in Chartreuse | Size: L | Knit Fabric

Dinner Downtown Sleeveless Ruched Midi Dress in Brown
(9) 5 star rating

The perfect chic sleeveless midi dress for grabbing dinner downtown! Crafted from smooth knit fabric, this crew neck dress boasts curve-accentuating ruched seams along the bodycon silhouette and a sleek midi-length hem. Pair with kitten heels and a clutch. Fit & FeaturesSmooth knit fabric, stretchy knit lining, Sleeveless crew neck, Side ruched seams, Bodycon silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dinner Downtown Sleeveless Ruched Midi Dress in Brown | Size: M | Knit Fabric

On A Vacay Strapless Tropical Slit Maxi Dress
Sale
(5) 4.2 star rating

From sunny vacations to island getaways, this tropical maxi dress is destined to go with you on your next trip! Fit & FeaturesTropical palm print, mesh fabric lined with stretchy knit, Strapless neckline, Form-hugging silhouette, High side slit, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor On A Vacay Strapless Tropical Slit Maxi Dress | Size: XS | Mesh Fabric/Mesh Fabric

Windsor Blissful Cutie Halter Cutout Skater Dress in Yellow
Sale
(5) 5 star rating

Get swept off your feet in this cute skater dress for any casual occasion! With its halter neckline and cutout bodice, this dress is designed to show off your figure, while the ruffled mini-length hem adds a flirty touch. Fit & FeaturesGauze woven fabric, woven lining, Halter neckline with spaghetti strap ties, Stretchy smocked bust, Cutout bodice, Ruffled skater silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Blissful Cutie Halter Cutout Skater Dress in Yellow | Size: L | Gauze/Woven Fabric

Feminine Midi Dresses

Step into your main character era with midi dresses that bring all the feminine energy and none of the fuss. Whether you’re plotting that jaw-dropping entrance at brunch, twirling through rooftop parties, or just running errands with the confidence of a street style queen, midi dresses are your go-to for instant polish and effortless cool. There’s something about the midi length—it’s flirty, it’s floaty, it’s got just enough drama without ever trying too hard. Think of it as your fashion sweet spot: not too short, never too long, always just right. It’s the dress you reach for when you want to look put-together with zero stress, the one that works for everything from surprise date nights to those “just because” photo ops with your besties. And if you’re in the mood to give a little gift that says “I see you, I love your vibe, and you deserve to feel fabulous,” a feminine midi dress is basically a confidence boost wrapped in a bow—perfect for birthdays, graduations, or just hyping up your ride-or-die.

When you’re shopping for midi dresses Windsor style, it’s all about finding those little details that make you feel like your best self. Are you vibing with soft satins that catch the light, or are you more of a romantic lace lover? Maybe you’re here for bold prints that do all the talking, or subtle ruffles and flirty slits that keep things interesting. Don’t just think about the silhouette—consider the neckline, the sleeve, the way the skirt moves when you walk (or, let’s be real, when you dance it out in your bedroom mirror). Midi dresses are made for mixing it up: dress them down with chunky sneakers and a denim jacket, or go full glam with strappy heels and statement earrings. The best part? They’re as versatile as your plans, ready to take you from a chill coffee run to a spontaneous night out. If you’re gifting, midi dresses are a total win for sisters, best friends, or anyone who deserves a little sparkle in their closet—because every girl needs that one dress that makes her feel unstoppable.

No two Windsor girls are the same, and your midi dress should be as unique as your signature selfie pose. Maybe you’re drawn to soft pastels and delicate florals that give off cottagecore goddess energy, or maybe you want to turn heads in something sleek and body-hugging. Midi dresses are all about options, letting you play with textures, layers, and accessories to create a look that’s 100% you. And if you’re on the hunt for something that stands out from the crowd, check out our curated selection of Unique Midi Dresses for pieces that are anything but basic. At the end of the day, it’s about feeling confident, having fun, and making every moment a little more magical—because life is too short for boring outfits, and you deserve to shine every single day.