Off Shoulder Midi Dresses

Unleash your inner fashionista with off shoulder midi dresses that scream effortlessly chic and totally you! Whether you're hitting up a brunch with the squad or making waves at a summer soirée, these dresses are your go-to for turning heads and making hearts skip a beat. With just the right amount of sass and sophistication, they offer a flirty peek of shoulder while keeping it classy with that midi length. So go ahead, slip into one of these beauties and let your style do all the talking. You're about to own every room you walk into, Windsor girl!

Show Filters

Sort: Recommended

Size

Color

Price

All Filters

27 results

Sort

Can't Help It Mesh Off-The-Shoulder Midi Dress in Black

$39.90

A black mesh midi dress featuring an off-the-shoulder neckline, ruched details, and a bodycon silhouette.

Lennon Glitter Knit Off-The-Shoulder Midi Dress in Black

Sale

Lennon Glitter Knit Off-The-Shoulder Midi Dress in Black

$14.97 $59.90 75% off

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

Giada Glitter Knit Off-the-Shoulder Column Dress in Black

$59.90

A black glitter knit bodycon dress with an off-the-shoulder neckline and a high slit.

Looking Fab Cold-Shoulder Ruched Bodycon Midi Dress in Pink

$49.90

A pink mesh and knit midi dress featuring cold-shoulder details, ruching, and a bodycon silhouette.

Windsor Airlie Formal Glitter Off-The-Shoulder Dress in Red

$74.90

An elegant red mermaid dress with a glitter knit fabric and off-the-shoulder sweetheart neckline.

Lily Off-The-Shoulder Mermaid Formal Dress in Black

$59.90

A black off-the-shoulder mermaid gown featuring luxe ruching, sheer lace bodice, and smooth knit fabric.

Now Trending

Sale

Windsor Mayra Formal Satin Slit Long Dress in Navy Blue-2

$19.97 $59.90
67% off

(185)

Slip into the luxe vibes of Mayra! Designed to highlight your figure, this formal satin dress delivers a chic form-hugging fit and a high slit for effortless movement. Fit & FeaturesSmooth satin-knit fabric, moderate stretch, Sleeveless square neckline, spaghetti straps, Fitted bodice, side hip pleating, Form-fitting silhouette, high-cut front slit, Floor-length hem, Style runs small, Where to Wear:Homecoming, weddings, black-tie parties, galas, military balls, engagement parties, rehearsal dinners, bridal celebrations, birthday events, milestone celebrations Free Shipping on All Orders Over $75. | Windsor Mayra Formal Satin Slit Long Dress in Navy Blue-2 | Size: XS | Satin Fabric

Sasha Formal High Slit Wrap Dress in Black

$39.90

(175)

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: M | Rhinestone

Windsor Rowena Sequin Mermaid Dress in Navy Blue

$109.90

(168)

Chic and glamorous, the Rowena sequin mermaid long dress will stylishly elevate your formal night-out look. With a lace-up strap design and fitted mermaid silhouette with a high slit, you'll deliver stunning style. Fit & FeaturesSheer mesh fabric, knit lining, moderate stretch, embroidered sequin scroll design, Sleeveless square neckline, padded bust, Spaghetti straps, open back, lace-up strap design, tie closure, Lower back zipper with hook and eye closure, High waist seam, Fitted floor-length mermaid silhouette, high front slit, Runs true to size, Where to Wear:Prom, black-tie parties and galas, fancy engagement parties Free Shipping on All Orders Over $75. | Windsor Rowena Sequin Mermaid Dress in Navy Blue | Size: M | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Sale

Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black

$19.97 $59.90
67% off

(130)

Lavish yourself with a luxe formal dress that elevates your special occasion outfit! Cheyenne features a one-shoulder neckline, a wired V-neck bust, a fitted long sleeve, a high side slit on the floor-length hem, and a curve-hugging A-line silhouette. The long dress is composed of a lined velvet fabric that offers a moderate stretch. Complete the look with rhinestone heels and a sphere clutch. Fit & FeaturesOne-shoulder neckline, wired V-neck bust, Fitted long sleeve, High side slit, floor-length hem, A-line silhouette, Lined velvet fabric, Form-hugging fit, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black | Size: S | Rhinestone/Velvet Fabric

Windsor Bethanie Formal Sequin V-Neck Mermaid Dress in Pink-2

$109.90

(94)

Embellished with light-catching sequins, the Bethanie formal dress is a clear stunner with a lace-up back and a flattering mermaid silhouette with a floor-length hem. Fit & FeaturesSequin-scroll pattern, mesh fabric, stretch knit lining, Sleeveless V-neckline, padded bust, Lace-up back, zipper and hook-eye closure, Mermaid silhouette, Floor-length hem, Runs true to size, Where to Wear:Formal dances, black-tie events, formal weddings, and upscale parties. Free Shipping on All Orders Over $75. | Windsor Bethanie Formal Sequin V-Neck Mermaid Dress in Pink-2 | Size: XXS | Knit Fabric/Mesh Fabric/Mesh Fabric

Shayla Strapless Corset Lace Formal Dress in Red

$159.90

(81)

Designed to be eyed up and down, the Shayla long formal dress brings the sultry heat to any black-tie occasion! A curved neckline and sheer mesh lace corset bodice create a sophisticated silhouette, while the lace-up back provides a personalized fit. Fit & FeaturesSheer mesh, smooth knit fabric, Lace corset bodice, flexible boning, padded bra cups, Lace-up, back zipper with hook-eye closure, Floor-length fitted silhouette, high front wrap slit, Runs true to size, Where to Wear:Formal dances, black-tie galas, red-carpet occasions, and big birthday events, weddings, bridal showers, engagement parties, rehearsal dinners. Free Shipping on All Orders Over $75. | Windsor Shayla Strapless Corset Lace Formal Dress in Red | Size: S | Knit Fabric/Sheer Mesh Fabric

Amirah Formal Glitter Cowl Neck Column Dress in Green

$59.90

(75)

Look your best for a fancy night in the stunning Amirah formal glitter dress! Fashioned with an eye-catching cross back, this dress will make you feel like the star of the evening with a high slit and floor-length column silhouette. Fit & FeaturesGlitter knit fabric, moderate stretch, Sleeveless cowl neckline, Spaghetti straps, cross back, Side pleated seam, slim silhouette, high front slit, Floor-length column silhouette, Runs true to size, Extra glitter for maximum sparkle - may have some natural fallout, Where to Wear:Prom, black-tie weddings, galas, and upscale birthday events. Free Shipping on All Orders Over $75. | Windsor Amirah Formal Glitter Cowl Neck Column Dress in Green | Size: XS | Knit Fabric

Windsor Jamie Lace-Up Satin Formal Column Dress in Red

$89.90

(73)

Dare to stun in the Jamie satin formal dress crafted with silky satin fabric for a gorgeous sheen. The bold plunge halter neckline and open lace-up back will turn heads while the fitted column silhouette flaunts your curves. Fit & FeaturesSilky satin fabric, short knit stretchy lining, Plunge halter V-neckline, shoulder straps, padded bra cups, Lace-up open back, lower zipper with hook-eye closure, High side slit, Fitted column silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, galas, and black-tie soirees. Free Shipping on All Orders Over $75. | Windsor Jamie Lace-Up Satin Formal Column Dress in Red | Size: XS | Knit Fabric/Satin Fabric

Rose Formal Mesh Corset Column Dress in Brown

$54.90

(72)

The Rose formal long column dress is the perfect combination of elegance and glamour with a sheer corset trim and high-side slit for effortless allure! Fit & FeaturesMesh fabric, partial stretchy knit lining, Sleeveless sweetheart neckline, cowl pleating, Adjustable spaghetti straps, crisscross open back, Padded bust, sheer corset bodice, flexible boning, Side ruched seams, fitted column silhouette, High-side slit, floor-length hem, Style runs small, Where to Wear:Prom, weddings, bridesmaids, rehearsal dinners, cocktail soirees, and dressed-up date nights. Free Shipping on All Orders Over $75. | Windsor Rose Formal Mesh Corset Column Dress in Brown | Size: XS | Knit Fabric/Mesh Fabric

Windsor Savannah Formal Crepe Long Dress in Black

$49.90

(66)

Stunning for brides and celebrations, the Savannah formal crepe dress showcases simplicity and chicness! With a form-hugging silhouette and sultry high front slit, this formal dress is perfect for an evening of elegance. Fit & FeaturesLined crepe fabric, moderate stretch, Sleeveless square neckline, tank-style straps, Back zipper and hook-eye closure, Form-hugging silhouette, Front high-cut slit, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, red-carpet events, milestone celebrations Free Shipping on All Orders Over $75. | Windsor Savannah Formal Crepe Long Dress in Black | Size: XS

Off Shoulder Midi Dresses

There’s something about an off shoulder midi dress that instantly transforms an ordinary moment into something a little more cinematic. Maybe it’s the way the neckline skims your collarbones, or how the midi hem manages to feel both classic and just a touch rebellious—refusing to commit to full-length drama or the breezy ease of a mini. February might still be flirting with winter’s chill, but these dresses are already channeling the promise of spring: think dinner reservations that run late, gallery openings, or that friend’s engagement party where you want to look like you made an effort (without looking like you tried too hard). The beauty of a midi dress off the shoulder is its built-in versatility. It’s the kind of piece that works across generations and style preferences, just as at home at a family celebration as it is at a rooftop happy hour. And if you’re shopping for someone else—maybe a sister who’s impossible to buy for, or a best friend who’s always hosting—an off shoulder midi dress is the kind of gift that feels thoughtful, elevated, and totally wearable. It’s the sartorial equivalent of a handwritten note: personal, memorable, and guaranteed to get a second look.

When it comes to occasion dressing, the off the shoulder midi dress is a masterclass in balance. The exposed shoulders add a flirty, unexpected twist, while the midi length keeps things grounded—elegant enough for a dressy event, but never stuffy. For formal events, a sleek off shoulder midi dress formal style in a luxe fabric is your secret weapon: pair with a statement earring and a bold lip, and you’re set for any RSVP that comes your way. If you’re more about understated cool, a cold shoulder midi dress in a soft knit or ribbed texture nails that “effortless but intentional” vibe for date nights or brunches that turn into afternoon adventures. These silhouettes also play well with layers—drape a tailored blazer over your shoulders for a winter-ready look, or let sun-kissed skin steal the show as the weather warms up. And don’t underestimate the power of accessories: a strappy heel for a little height, a slouchy bag for contrast, or even a pair of boots if you’re pushing the boundaries. The right off shoulder midi dress isn’t just about trends—it’s about how you move, how you feel, and how you want to show up in the world.

As you scroll through the collection, consider the details that matter most to you. Maybe it’s a cinched waist that flatters every angle, or a flowy skirt that sways with every step. Perhaps you’re drawn to bold prints that make a statement, or classic neutrals that become your wardrobe’s secret weapon. And if you’re craving a little extra edge, don’t miss the timeless allure of a one-shoulder silhouette—our curated edit of Black One Shoulder Midi Dresses is always a crowd favorite for a reason. Whether you’re updating your closet for the season ahead or searching for that one dress that does it all, these off shoulder midi styles are designed to celebrate every version of you—no matter the mood, the invite, or the forecast.

Reset Your Password

Email Sent

Order Status

Off Shoulder Midi Dresses

Home Off Shoulder Midi Dresses

Now Trending

Off Shoulder Midi Dresses

Related Collections