Off The Shoulder Dresses

Embrace elegance with our breathtaking collection of off-the-shoulder dresses, available in a variety of lengths from short to maxi. Each piece, whether fitted with a corset or with a flowy skirt, is designed to enhance your silhouette with a flattering display of an open neckline. Our dresses come in bodycon styles for a figure-hugging look or more relaxed, flowy designs for a breezy aesthetic.

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Discover Your Perfect Off-the-Shoulder Dress for Fall and Winter at Windsor

Refresh your seasonal style with Windsor's collection of Off-the-Shoulder Dresses, perfect for fall and winter occasions. Our curated selection blends contemporary fashion with cold-weather functionality, ensuring you look stylish at every event, whether it's a holiday party, winter wedding, or cozy night out.

Your Perfect Fit for Every Winter Moment

As the weather cools, off-the-shoulder dresses offer a stylish way to showcase your neckline while staying on-trend for the season. For formal events or winter weddings, our off-the-shoulder wedding guest dresses strike the right balance between style and comfort. Looking for something more glamorous? Explore our collection of off-the-shoulder cocktail dresses, ideal for evening parties and work holiday gatherings, where you’ll make a memorable impression.

Rich, Seasonal Colors That Speak Volumes

Explore a palette of colors designed to complement the rich tones of fall and winter. From the timeless appeal of black dresses to deep, luxurious shades like burgundy, chocolate brown, and forest green, you'll find hues that suit your seasonal style. Embrace the warmth of jewel tones like emerald and sapphire, or opt for classic neutrals in shades of beige and ivory to create a sophisticated look perfect for any occasion.

Unveil Your Unique Style With The Right Details

Choose the length and style that best suits your fall and winter wardrobe. Off-the-shoulder maxi dresses offer a dramatic, flowy look perfect for formal occasions or winter galas, while an off-shoulder midi dress strikes a balanced look that's ideal for Winter Formal or holiday parties. For a playful and flirty vibe, a mini dress with an off-shoulder sleeve is your go-to option, paired with tights and boots for a chic winter ensemble.

Our collection emphasizes versatility and seasonal vibes, featuring off-the-shoulder dresses with long sleeves to keep you cozy during cooler evenings. Opt for an elegant off-the-shoulder long sleeve dress for formal gatherings, or choose a dress with three-quarter sleeves for a versatile look that transitions from day to night effortlessly.

Stand out with unique seasonal details like dark floral prints and ruffle accents on hems and sleeves, adding a touch of romance to your fall and winter wardrobe. This collection features luxurious fabrics like velvet, satin, and sequin, ensuring you have a dress that not only looks stunning but feels incredible to wear.

As we embrace the fall and winter seasons, off-shoulder dresses are perfect for everything from holiday parties to cozy evenings by the fire. Whether you're looking for a statement evening dress for a night out or something stylish and warm for a daytime event, Windsor has you covered.

Explore the Off-the-Shoulder Dresses collection now and find your perfect look for any occasion. Visit Windsor online or in-store today to discover the latest in women's fashion and elevate your wardrobe with stylish, seasonally-appropriate styles.

How do I style an off-the-shoulder dress for a wedding?

Styling an off-the-shoulder dress for a wedding is all about balancing elegance with personal flair. Start with accessories: delicate jewelry like a simple necklace and matching earrings can enhance the neckline without overpowering the dress. Opt for a pair of stylish heels or strappy sandals to complete the look. For a daytime wedding, choose lighter colors and softer fabrics like chiffon or lace, paired with a floral print or pastel shade. For an evening affair, consider richer colors like burgundy or navy and fabrics such as satin or velvet. Don’t forget to bring a shawl or wrap to stay warm during cooler evening hours.

What type of bra should I wear with an off-the-shoulder dress?

Finding the right bra for an off-the-shoulder dress can make all the difference in comfort and appearance. A strapless bra is the most common choice, providing support without visible straps. For added security, consider a longline strapless bra, which extends further down the torso for extra support. If you need more lift, a strapless push-up bra can enhance your silhouette. Alternatively, adhesive bras or stick-on cups can offer support without any visible hardware. Some off-the-shoulder dresses also come with built-in support, eliminating the need for a bra altogether.

Can off-the-shoulder dresses be worn in colder weather?

Yes, off-the-shoulder dresses can be styled for colder weather with a few clever additions. Layering is key: pair your dress with a chic, fitted jacket, bolero, or a stylish tie-front top that complements the dress without covering its distinctive neckline. A wrap or shawl can also provide warmth while maintaining the elegance of the off-the-shoulder design. Opt for long-sleeved off-shoulder dresses made from warmer fabrics like velvet or knit. Complete the look with tights and closed-toe shoes or boots to keep warm. Adding accessories like scarves and gloves can also enhance your outfit while keeping you cozy.

  • Give It A Spin Off Shoulder Pleated Skater Dress

    Look chic and cute in this twirl-worthy skater dress! Her best features are def the hidden hand pockets  Make sure you get a pair of block heels to complement this dress! 

    Fits & Features

    • Dual Off Shoulder Bar Straps 
    • V Neckline I Elastic Square Back 
    • Hidden Hand Pockets
    • Mini Length Silhouette I Pleated Skirt I Skater Silhouette
    • Crepe Fabric 
    • Form Hugging Fit I Moderate Stretch 
    • Zipper Not Featured

    Style Number/Barcode: 05101-0783

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vanessa Formal Crepe Midi Dress

    Special Occasion

    Keep it classically chic in our elegant Vanessa midi dress! Her off the shoulder neckline is perfect for pairing with a statement necklace and midi length showcases glowing gams! 

    Fit & Features 

    • Off The Shoulder Neckline 
    • Wrap Sweetheart Bust 
    • Princess Seams 
    • Midi Length Silhouette | Wrap Style
    • Lined Crepe Fabric 
    • Form Hugging Fit 
    • Moderate Stretch 


    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0397

    Category Name: Off The Shoulder Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
  • Dalilah High Slit Sequin Dress

    Special Occasion 

    Shine on like the goddess you are in our Dalilah sequin dress! She elevates the evening with her elegant scroll print pattern and showcases curves with her mermaid silhouette! Pair her with dangling rhinestone earrings for a sophisticated look!  

    Fit & Features

    • Off The Shoulder Neckline 
    • Wired V-Neck Bust | Padded Cups
    • Off The Shoulder Strap Accents
    • Sequin Scroll Print
    • Lined Mesh Fabric 
    • Mermaid Silhouette | High Side Slit
    • Form Hugging Fit | Minimal Stretch 

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0836

    Category Name: Off The Shoulder Dresses

    Price: $47.97

    Availability: Out of Stock

    Product Badge:
  • Soni Off Shoulder Floral Applique Ball Gown

    Special Occasion

    Dazzling rhinestones and floral appliques adorn her fitted bodice, making Soni an absolute showstopper. Exuding a pretty luster when the light hits, her voluminous satin ball gown makes her a twirl-worthy dress. Don a smokey eye and a pair of rhinestone duster earrings for an absolutely gorgeous look! 

    Fits & Features

    • Mesh Lined Bodice With Floral Appliques & Rhinestone Accents
    • Off Shoulder Straps I Sweetheart Neckline 
    • Sheer Back I Back Zipper With Hook & Eye Closure
    • Hidden Hand Pockets
    • Floor Length Satin Skirt I Ball Gown Silhouette I Petticoat
    • Form Hugging Fit I Moderate Stretch 

     

    Model is 5'8" with a 32" bust, 24" waist and 36.5" hips. She is wearing a size 3. 

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05004-0095

      Category Name: Off The Shoulder Dresses

      Price: $105.97

      Availability: Out of Stock

      Product Badge:
    • Fresh Start Floral Off Shoulder Dress

      Spring is here and it's time for a fresh start on that wardrobe! Wear this gorgeous chiffon dress out for all those sunny affairs! 

      Fits & Features

      • Off Shoulder Elastic Neckline & Long Sleeves
      • Elastic Cuffs 
      • Mini Length Silhouette 
      • Chiffon Fabric | Full Knit Lining 
      • Floral Print Design 
      • Moderate Stretch 

      Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

      Style Number/Barcode: 05102-0450

      Category Name: Off The Shoulder Dresses

      Price: $9.97

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Cassia Lace-Up Back Off Shoulder Satin Dress

      Special Occasion

      Sleek satin fabric add an element of luxury to this stunning dress. With chic details like her pleated off-shoulder sleeves, lace-up back, and front slit, Cassia is an elegant choice for any of your special events. 

      Fits & Features

      • Off Shoulder Sleeves With Pleated Accents | Adjustable Spaghetti Straps
      • Sweetheart Neckline | Padded Bust
      • Lace-Up Back | Back Zipper With Hook & Eye Closure
      • Floor Length Hemline | A-Line Silhouette | Front Slit
      • Fully Lined, Satin-Like Fabric  
      • Moderate Stretch 

      Model is 5'8" with a 32" bust, 24" waist and 36.5" hips. She is wearing a size 3. 

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-0632

      Category Name: Off The Shoulder Dresses

      Price: $19.97

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Petra Crepe Off Shoulder Midi Dress

      Special Occasion

      With a fold-over, off-shoulder neckline and fitted long sleeves, our Petra exudes class and elegance. Her midi-length hem features a back center slit for you to glide around with ease. Accessorize her with a gorge envelope clutch and a fab pair of heels! 

      Fits & Features

      • Off Shoulder Fold-Over Neckline 
      • Back Zipper Closure
      • Fitted Long Sleeves
      • Midi Length Hemline | Fitted Skirt 
      • Center Back Slit 
      • Crepe Fabric | Fully Lined
      • Form Hugging Fit | Plenty Of Stretch 

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-0398

      Category Name: Off The Shoulder Dresses

      Price: $31.97

      Availability: Out of Stock

      Product Badge:
    • Katie Formal Off The Shoulder Mermaid Dress

      Special Occasion

      Stride with beauty in each and every step in our gorgeous Katie formal mermaid dress! Her flattering thigh high slit gives you a chance to showcase your stunning heels.

      Fit & Features

      • Off the shoulder sweetheart neckline | Wired front | Overlay
      • Lightly padded bust | Princess seam detailing
      • Adjustable spaghetti straps
      • Back zipper closure
      • High waist seam
      • Floor length mermaid skirt | Thigh high slit
      • Glitter woven fabric | Short knit lining

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-0636

      Category Name: Off The Shoulder Dresses

      Price: $14.97

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Chiffon Tropical Floral Maxi Dress

      You are bronzed and ready for vacay in this goddess-like tropical maxi dress!

      Fit & Features

      • V-neckline
      • Spaghetti straps
      • Drop shoulder detailing
      • Long maxi hemline
      • Chiffon material | Minimal stretch
      • Tropical floral pattern

      Model is 5'7" with a 34" bust,  24" waist and 34" hips. She is wearing a size small.  

      Style Number/Barcode: 05101-0036

      Category Name: Off The Shoulder Dresses

      Price: $9.97

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Playful Petals Floral Chiffon Off Shoulder Mini Dress

      Let your feminity show and flow in this darling mini dress! 

      Fits & Features 

      • Off Shoulder, Foldover Neckline 
      • Back Zipper With Hook & Eye Closure 
      • Mini Length Silhouette I Detachable Waist Tie I Wrap Skirt 
      • Chiffon Lined Fabric 
      • Moderate Stretch 

      Style Number/Barcode: 05101-0464

      Category Name: Off The Shoulder Dresses

      Price: $9.97

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Josie High Slit Satin Dress

      Special Occasion 

      Show off your affinity for the glam life in our luxe Josie satin dress! She pairs well with rhinestones for an icy glam feel! 

      Fit & Features 

      • Off The Shoulder Neckline 
      • Pleated Overlay At Bust 
      • Padded Cups | Princess Seams 
      • High Side Slit 
      • Lined Satin Stretch Fabric
      • Form Hugging Fit | Moderate Stretch 

       

      Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size 3.

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-0565

      Category Name: Off The Shoulder Dresses

      Price: $33.97

      Availability: Out of Stock

      Product Badge:
    • Lisi Off Shoulder Mermaid Dress

      Special Occasion 

      Made from a sleek and smooth fabric, Lisi will mold your every curve and let you move around effortlessly. Her ruched off-shoulder sleeves and small front slit are playful features to this glamorous dress. 

      Fits & Features

      • Square Neckline I Padded Bust
      • Ruched Off Shoulder Sleeves
      • Back Zipper With Hook & Eye Closure
      • Floor Length Hemline I Mermaid Silhouette I Front Slit
      • Smooth, Midweight Tricot Fabric I Fully Lined I Pretty Sheen Finish 
      • Form Hugging Fit I Plenty Of Stretch 

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-0609

      Category Name: Off The Shoulder Dresses

      Price: $9.97

      Availability: Out of Stock

      Product Badge:
    • Flora Floral Two Piece Dress

      Special Occasion 

      Bring the romance in florals as you make an entrance in our enchanting Floral two-piece dress! Pair her with classic stilettos for a twirl-worthy look! 

      Fit & Features 

      • Off The Shoulder Crepe Bodice | Padded Cups
      • Lace-Up Back | Cropped Hem 
      • High Waist Wrap Skirt
      • Floral Print 
      • Lined Chiffon  
      • Relaxed Fit | Minimal Stretch 

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05006-0240

      Category Name: Off The Shoulder Dresses

      Price: $40.97

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Everylynn Formal Wrap Mermaid Dress

      Special Occasion 

      Wrap yourself in our luxe Everlynn dress! Her mermaid silhouette highlights curves into a flattering hour-glass illusion! She pairs perfectly with glam heels and a rhinestone clutch for an elevated look!  

      Fit & Features 

      • Off The Shoulder Neckline 
      • Wired V-Bust | Fold Over Accent 
      • Vertical Princess Seams 
      • Ruched Side Seam 
      • Wrap Mermaid Silhouette 
      • Lined Crepe Fabric 
      • Form Hugging Fit | Moderate Stretch 

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-0650

      Category Name: Off The Shoulder Dresses

      Price: $9.97

      Availability: Out of Stock

      Product Badge:
    • Andrina Iridescent Sequin & Tulle Off Shoulder Mermaid Dress

      Special Occasion

      Stunning and speechless go hand-in-hand when you walk in with our gorgeous Andrina! Her arrangement of iridescent sequins wrap lovingly around her body and fall down to a dramatic tulle hem. Pair her with sparkling duster earrings and a cuff to highlight all of that shine! 

      Fits & Features

      • Off Shoulder Design I Plunging Wire Trim V Neckline I Padded Bust 
      • Back Zipper With Hook & Eye Closure 
      • Mesh Lined Iridescent Sequined Bodice & Skirt 
      • Sweeping Floor Length Tulle Hem I Mermaid Silhouette
      • Form Hugging Fit I Moderate Stretch 

      Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-0568

      Category Name: Off The Shoulder Dresses

      Price: $14.97

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Nothin' But A Sweet Thing Floral Mini Dress

      Honey you ain't nothin' but a sweet thannng when you step out in this floral mini ruched dress. We are already dreaming of that spring wardrobe!

      Fit & Features

      • Modest v-neckline
      • Lace up bust detailing
      • Tank straps | Off- shoulder straps
      • Form fitting silhouette | Mini hemline
      • Brushed knit material
      • Ruched down the center
      • Floral pattern | Slight stretch

      Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small. 

        Style Number/Barcode: 05102-0431

        Category Name: Off The Shoulder Dresses

        Price: $9.97

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Kalel Off The Shoulder Mermaid Dress

        Special Occasion 

        Create an ethereal moment in our breathtaking Kalel formal dress! Put simply her elegance is showcased with her mermaid silhouette and dainty off the shoulder straps to radiate an unforgettable impression! 

        Fit & Features 

        • Off The Shoulder Neckline | No-Slip Strip
        • Sweetheart Bust 
        • Sheer Mesh Off The Shoulder Strap Accents 
        • Vertical Princess Seams
        • Mermaid Silhouette 
        • Fully Lined Crepe Fabric 
        • Form Hugging Fit | Moderate Stretch 

         

        Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

        Special Occasion products cannot be returned to any retail locations.

        Style Number/Barcode: 05002-0610

        Category Name: Off The Shoulder Dresses

        Price: $29.97

        Availability: Out of Stock

        Product Badge:
      • Be Amazed Ruched Off Shoulder Mini Dress

        Not your typical LBD. They're going to be amazed once they see you strutting in with this mini dress! Dust your neckline with some sparkling rhinestone accents to go for that extra glow! 

        Fits & Features

        • Off Shoulder Neckline I Elastic Interior Band 
        • Fitted Long Sleeves
        • Drawstring Bust 
        • Back Zipper With Hook & Eye Closure 
        • Mini Length Silhouette I Mesh Lined Fabric 
        • Ruching Throughout I Ruffle Trim Neckline & Hem 
        • Form Hugging Fit I Moderate Stretch 

        Style Number/Barcode: 05101-0767

        Category Name: Off The Shoulder Dresses

        Price: $9.97

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Smocked Sweetheart Gingham Mini Dress

        Yes girl, it's the perfect daytime date dress! Perfectly pair the look with some clean white sneakers or heeled sandals! 

        Fits & Features

        • Elastic Sweetheart Neckline & Cuffs 
        • Tie Design & Cut Out At The Bust
        • Woven Short Sleeves I Can Be Worn Off Shoulder
        • Smocking Throughout 
        • Mini Length Hemline With Ruffle Trim 
        • Gingham Print Design 
        • Form Hugging Fit I Plenty Of Stretch 

        Style Number/Barcode: 05102-0688

        Category Name: Off The Shoulder Dresses

        Price: $9.97

        Availability: Out of Stock

        Product Badge:
        • Online Only
      • Brook High Slit Midi Dress

        Special Occasion 

        Make it a formal affair in our cocktail ready Brook midi dress! Her high slit brings the drama, perfectly pairs with sleek stilettos and rhinestone accents!

        Fit & Features 

        • Off The Shoulder Neckline | Fold Over Accent
        • Slim Fit Bodice
        • Lined Smooth Knit Fabric
        • High Side Slit
        • Midi Length Silhouette 
        • Form Hugging Fit 
        • Moderate Stretch 

         

        Special Occasion products cannot be returned to any retail locations.

        Style Number/Barcode: 05001-0372

        Category Name: Off The Shoulder Dresses

        Price: $22.97

        Availability: Out of Stock

        Product Badge:
      • Cairo Glitter Off-Shoulder Wrap Dress

        Special Occasion

        Our stunning Cairo woven glitter dress is such a show-stopper! Her remarkable shine will have you second-guessing what hue she is. She features an off-the-shoulder V-neckline with a wrap-front design, short fitted sleeves, ruching at the waist, and a floor-length asymmetrical wrap skirt creating a sultry side slit. Complete the look with sleek hoop earrings.

        Fit & Features

        • Off-the-shoulder V-neckline, wrap-front design, short sleeves
        • Back zipper closure
        • Ruched detailing at the waist
        • Floor-length asymmetrical wrap hem, side slit
        • Glitter woven fabric, fully lined, two-tone shine
        • Form-fitting silhouette, moderate stretch
        • Runs true to size

        Style Number/Barcode: 05002-0769

        Category Name: Off The Shoulder Dresses

        Price: $9.97

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Bring The Romance Off Shoulder Long Sleeve Skater Dress

        Date night calls for a sweet and pretty look! Style with some soft curls, a cute crossbody, and sparkly finishing touches and you'll be ready for the night! 

        Fits & Features

        • Elasticized, Off Shoulder Neckline I Tie At Center Front 
        • Off Shoulder Long Sleeves I Elastic Cuffs 
        • Crochet Waist Design 
        • Mini Length, Skater Style Skirt 
        • Brushed Knit Design I Floral Print 
        • Plenty Of Stretch 

        Style Number/Barcode: 05101-0401

        Category Name: Off The Shoulder Dresses

        Price: $9.97

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Baby Just Ask Tie Front Knit Mini Dress

        Babe, prepare yourself, because they will all be asking where you copped this knit mini dress! Style with heels, or do what we are loving right now and throw on some sneaks and a scrunchy for an effortless cool!

        Fit & Features

        • Off shoulder neckline
        • Eyelet lattice tie front detail
        • Long sleeves that puff at the wrist
        • Form fitting silhouette0
        • Mini hemline
        • Ribbed knit material
        • Moderate stretch

        Style Number/Barcode: 06005-0541

        Category Name: Off The Shoulder Dresses

        Price: $6.97

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Ready For Tonight Chiffon Blouson Mini Dress

        Ooh girl, you look so ready for a night out! Bring the drama with its off-shoulder neckline and fit-and-flare blouson sleeves! 

        Fits & Features 

        • Ruffle-Trim Square Neckline, Cuffs, Hem
        • Sheer Blouson Sleeves With Circle Embroidery Detail
        • Mini Length Silhouette With Drawstring At Center Front 
        • Smocking All Over 
        • Bodycon Fit I Ample Stretch

        Style Number/Barcode: 05102-0560

        Category Name: Off The Shoulder Dresses

        Price: $9.97

        Availability: Out of Stock

        Product Badge:
        • Clearance