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!

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$44.90

5 star rating

An elegant black knit midi dress featuring an off-the-shoulder neckline and a pleated wrap-front slit.

Best Seller

$36.90

4.617647 star rating

An elegant natural off-the-shoulder midi dress with a stretchy knit fabric and flared hem.

$39.90

5 star rating

A mauve floral off-shoulder bodycon dress crafted from stretchy knit fabric with a flared midi hem.

$39.90

4.8125 star rating

A sultry black one-shoulder bodycon midi dress crafted from smooth, stretchy double-lined knit fabric.

$59.90

4.466667 star rating

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

$48.90

4.9 star rating

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

$59.90

4.6 star rating

A green satin off-the-shoulder midi dress with a sweetheart neckline and ruched wrap design.

$49.90

5 star rating

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

$49.90

5 star rating

A pink floral mesh bodycon midi dress featuring off-the-shoulder sleeves, ruching, and a sweetheart neckline.

$54.90

4.857143 star rating

A sage faux pearl midi dress with an off-the-shoulder design and bodycon silhouette.

$54.90

5 star rating

A mauve mesh and knit mermaid dress featuring an off-shoulder neckline and elegant floral print.

$69.90

5 star rating

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

$39.90

5 star rating

An ivory lace skater dress with an off-the-shoulder neckline and sheer long fitted sleeves.

$49.90

4 star rating

A wine-colored mesh and knit midi dress featuring cold shoulders, ruched seams, and a bodycon silhouette.

Sale

$15.97 $59.90 73% off

A black off-the-shoulder crepe dress with a sweetheart neckline and ruffled front slit.

$59.90

5 star rating

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

$49.90

5 star rating

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

$89.90

4.84 star rating

A black knit mermaid dress featuring an off-the-shoulder neckline and dramatic high front slit.

$74.90

4.428571 star rating

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

$39.90

4.454546 star rating

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

$54.90

4.5 star rating

An elegant white mesh midi dress featuring faux pearl embellishments and an off-the-shoulder bodycon silhouette.

$49.90

5 star rating

An off-the-shoulder black midi dress featuring mesh-lined fabric, ruched bodycon silhouette, and a bold side slit.

Sale

$29.97 $59.90 50% off

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

$89.90

4.75 star rating

A chic teal satin formal dress featuring a cold shoulder design and high front wrap slit.

$44.90

2.714286 star rating

A breezy white chiffon skater dress featuring a cold-shoulder design, sweetheart neckline, and ruched bodice.

$56.90

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

$49.90

A navy blue mesh midi dress featuring cold shoulder cutouts, adjustable straps, and a bodycon silhouette.

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Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black-2
(121) 4.8099174 star rating

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-2 | Size: S | Rhinestone/Velvet Fabric

Windsor Jamie Lace-Up Satin Formal Column Dress in Red
(70) 4.785714 star rating

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

Windsor Marjorie Formal Chiffon Sleeve Midi Dress in White
(42) 4.571429 star rating

Sophistication meets sultry on the Marjorie formal dress perfect for cocktail parties and dressy family get-togethers. She features sheer chiffon peasant long sleeves, a square neckline, a bodycon silhouette, and a front ruched seam leading to the skin-flaunting slit along her midi-length hem. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style with a chic clutch and heels to complete the look! Fit & FeaturesSheer chiffon peasant long sleeves, square neckline, Front ruched seam, slit detail, Bodycon silhouette, Midi-length hem, Lined crepe fabric, moderate stretch, Bra-friendly design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marjorie Formal Chiffon Sleeve Midi Dress in White | Size: S | Chiffon/Crepe Fabric

Chic Staple Ribbed Knit Skater Dress in Black
(39) 4.6923075 star rating

A chic staple skater dress featuring a flirty off-the-shoulder folded neckline and a short-length perfect for styling with boots or heels. Fit & FeaturesRibbed knit fabric with plenty of stretch, Off-the-shoulder neckline, fold-over accent, Long fitted sleeves, Short-length hem, Skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Staple Ribbed Knit Skater Dress in Black | Size: M | Knit Fabric

Gwendolyn Glitter Knit Bow-Back Mermaid Dress in Black
(36) 4.5833335 star rating

The Gwendolyn glitter knit bow-back mermaid dress will have you sparkling up the night with a glamorous allure! Make your entrance in this floor-length gown designed to turn heads with a curve-flaunting mermaid fit and backless design. Fit & FeaturesGlitter knit fabric, moderate stretch, Square neckline, spaghetti straps, Backless design, high waist seam, Bow-back accent, floor-length train, Floor-sweeping hem, mermaid silhouette, Runs true to size, Extra glitter for maximum sparkle - may have some natural fallout, Where to Wear:Weddings, black tie galas, formal dances, big birthday events, rehearsal dinners, engagement parties, red carpet occasions, upscale glam parties Free Shipping on All Orders Over $75. | Windsor Gwendolyn Glitter Knit Bow-Back Mermaid Dress in Black | Size: L | Knit Fabric

Windsor Saige Formal Sequin Lace-Up Mermaid Dress in Lavender
(34) 4.7352943 star rating

A sparkling sequin scroll pattern adds beauty and shine to the glamorous Saige formal long dress! With a lace-up back that turns heads, a curve-hugging mermaid silhouette, and a high slit for a gorgeous look. Fit & FeaturesSequin scroll pattern, mesh fabric, stretchy full knit lining, Sleeveless plunge V-neckline, padded bust, Spaghetti straps, open lace-up back detail, Back zipper and hook-eye closure, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, black-tie events, glam functions, and parties. Free Shipping on All Orders Over $75. | Windsor Saige Formal Sequin Lace-Up Mermaid Dress in Lavender | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric

Lucille Formal Satin Mermaid Dress in Coral
(29) 4.827586 star rating

The Lucille formal satin dress will have you looking and feeling radiant and luxe! The dress captivates with a lace-up back, mermaid silhouette, and high front slit for effortless allure. Fit & FeaturesLined satin knit fabric, minimal stretch, Sleeveless square neckline, padded bust, adjustable spaghetti straps, Open lace-up back design, zipper and hook-eye closure, Fitted bodice, front ruched seam, high-cut slit, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, black tie galas, red-carpet events, nights at the opera or theatre, big milestone celebrations Free Shipping on All Orders Over $75. | Windsor Lucille Formal Satin Mermaid Dress in Coral | Size: L | Knit Fabric/Satin Fabric

Marylou Lace Mesh Plunge Neck Formal Dress in Black
(26) 4.8076925 star rating

Bring the romantic allure to the evening affair in the Marylou lace mesh plunge formal dress! She embodies flirtatious style in a sleeveless plunge V-neckline with a built-in padded bust and adjustable spaghetti straps on her empire waist bodice. The sparkly embroidered lace mesh fabric effortlessly flows into a floor-length silhouette with a high-side slit to showcase some legs. She also features a curve-conscious silhouette to flaunt your stunning figure! Complete the look in an elegant hair clip. Fit & FeaturesPlunge V-neckline, adjustable spaghetti straps, Adhesive bra recommended, built-in padded bust, High side slit, back zipper, hook and eye closure, Empire waist, form-fitting silhouette, Floor-length hem, Sparkly embroidered lace mesh fabric, full knit lining, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marylou Lace Mesh Plunge Neck Formal Dress in Black | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Alicia Off-The-Shoulder Mermaid Formal Dress in Green
(25) 4.84 star rating

Spend an evening in the timeless elegance of the Alicia floor-length formal dress and feel like a work of art! The side ruched seams accentuate your curves along the mermaid silhouette, and the high front slit adds a touch of drama to the floor-length hem. Fit & FeaturesSmooth knit fabric lined with stretchy knit, Padded bra cups, Back zipper and hook-eye closure, High front slit, Mermaid silhouette, Runs true to size, Where to Wear:Prom, galas, black tie parties, weddings, bridesmaids, nights at the theatre and opera, red-carpets Free Shipping on All Orders Over $75. | Windsor Alicia Off-The-Shoulder Mermaid Formal Dress in Green | Size: XS | Knit Fabric

Emmie Lace-Up Mermaid Satin Formal Dress in Brown
(22) 4.590909 star rating

Sleek and sophisticated! The Emmie satin formal dress exudes elegance with a lace-up back and flattering mermaid silhouette that accentuates your figure. Fit & FeaturesStretchy satin-knit fabric, lined bust, Spaghetti straps, V-neckline, Lace-up back, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, black-tie galas, weddings, bridesmaids, formal parties, and red-carpet events. Free Shipping on All Orders Over $75. | Windsor Emmie Lace-Up Mermaid Satin Formal Dress in Brown | Size: L | Satin Fabric

Off Shoulder Midi Dresses

Oh, honey, let’s talk about the unsung hero of your wardrobe that’s just waiting to make you feel like the queen you are—the off shoulder midi dress. These beauties are the perfect blend of sass and class, making them a go-to for any season, but especially as we step into the breezy vibes of spring. Imagine this: the sun’s out, you’ve got your favorite sunglasses perched, and you’re rocking a Windsor off the shoulder dress. Girl, you’re not just walking; you’re owning every step with a flirtatious charm that only a shoulder-baring number can offer.

Now, whether you’re eyeing that off the shoulder formal midi dress for a garden wedding or a casual Windsor off shoulder dress for brunch with the girls, each piece invites a level of elegance and freedom that feels like a celebration of your style. These dresses are not just garments; they’re your secret weapon to feeling unstoppable. Picture yourself in a flowy, floral off shoulder midi that dances around your calves as you twirl through your day, or a sleek, solid color number that screams sophistication at any evening event. Each dress is a canvas for your personality, allowing you to accessorize with bold earrings, a daring clutch, or killer heels that say, “I came to slay.”

And let’s not forget, these stunners make unforgettable gifts. Got a bestie’s birthday coming up or looking to surprise your sister with something special? An off shoulder midi dress from Windsor is like gifting confidence wrapped in fabric. It’s more than just a dress; it’s a mood, a vibe, a statement. And for those days when you’re feeling a bit more daring, why not switch things up with something shorter? Check out our collection of Off Shoulder Mini Dresses that are sure to add a little extra spice to your wardrobe. Whether it’s for you or for someone fabulous in your life, these dresses are about embracing the moment and feeling gorgeous while doing it. So, embrace the off shoulder trend and let your dress do the talking. After all, when you look good, you feel good, and the world is yours to take on!