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.

  • Valeria Formal Off-The-Shoulder Crepe Midi Dress

    Special Occasion 

    Bring the sophistication in our Valeria dress to your elegant affair. Valeria features a charming off-the-shoulder neckline with short sleeves, sleek spaghetti straps, a pleated sweetheart bust, and a curve-hugging midi-length silhouette with a back center slit for an alluring detail. She is composed of a form-fitting crepe fabric that offers retention and a moderate stretch. Complete your formal outfit with clear heels.

    Fit & Features

    • Off-the-shoulder, short sleeves, spaghetti straps
    • Sweetheart pleated bust, adhesive bra recommended
    • Back center slit, zipper closure
    • Form-fitting silhouette
    • Midi-length hem
    • Crepe fabric, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05001-0472

    Category Name: Off The Shoulder Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amara Formal High Slit Ruched Dress

    Special Occasion 

    Make a mesmerizing impression in a dress that commands attention. Amara features a plunging off the shoulder neckline with a sweetheart bust, off the shoulder strap accents, a ruched silhouette, and a high center slit. Complete your formal evening outfit with dazzling rhinestone earrings

    Fit & Features

    • Off the shoulder neckline with a sweetheart bust
    • Off the shoulder strap accents 
    • Ruched silhouette 
    • High center slit
    • Crepe fabric
    • Form hugging fit
    • Moderate stretch 

     

    Special Occasion products cannot be returned to any retail locations. 

    Style Number/Barcode: 05002-0864

    Category Name: Off The Shoulder Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
  • Keeping Knit Casual Off the Shoulder Ribbed Mini Dress

    Keep it casual and fab in a mini dress that is so easy to style for your next day out with the squad. The dress features an off the shoulder neckline with a popover detail and composed of a ribbed knit fabric that enhances curves with a moderate stretch. Complete your casual outfit with ankle booties and hoop earrings

    Fit & Features

    • Off the shoulder neckline
    • Popover detail 
    • Mini length silhouette
    • Ribbed knit fabric
    • Form hugging fit
    • Moderate stretch

    Style Number/Barcode: 05102-0859

    Category Name: Off The Shoulder Dresses

    Price: $12.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sierra Formal Off the Shoulder Glitter and Lace Dress

    Special Occasion 

    Stun in a gleaming dress from the moment you walk in, as you create a head-turning moment in our Sierra glitter and lace dress. She features a glitter lace bodice with scalloped lace trim, short unlined sleeves, and an alluring off the shoulder neckline. Her slim fit bodice leads to a curve-hugging crepe skirt complemented with lace godet panels that enhances curves with providing a moderate stretch. Complete your formal outfit with a sleek clutch

    Fit & Features

    • Glitter floral lace bodice
    • Off the shoulder neckline with scalloped lace trim
    • Unlined short sleeves
    • Crepe mermaid skirt
    • Lace godet panels
    • Unlined lace back
    • Form hugging fit, moderate stretch 


    Special Occasion products cannot be returned to any retail locations. 

    Style Number/Barcode: 05002-1092

    Category Name: Off The Shoulder Dresses

    Price: $29.97

    Availability: Out of Stock

    Product Badge:
  • Elle Glitter Off The Shoulder Wrap Dress

    Special Occasion 

    Bring the glow in our Elle dress that shimmers under the spotlight for your next evening out. She features an off the shoulder neckline with a fold-over accent at the bodice, a shimmering glitter fabric throughout and a wrap silhouette with a high side slit. Complete your formal outfit with a dainty bracelet and strappy block heels

    Fit & Features

    • Off the shoulder neckline
    • Fold over accent at the bodice
    • Glitter knit fabric
    • Floor-length wrap silhouette 
    • High side slit
    • Form hugging fit 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0885

    Category Name: Off The Shoulder Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off The Shoulder Ribbed Cutout Mini Dress

    Stun in a mini dress that showcases curves in all the right places. Perfect for your next date night, this ribbed dress is a must! The dress features an off the shoulder neckline, fitted long sleeves, and a mid-drift cutout to show off a hint of skin. The dress is composed of a ribbed knit fabric with vertical seams that streamline the silhouette. Complete your night out outfit with hoop earrings

    Fit & Features

    • Off the shoulder neckline
    • Fitted long sleeves
    • Mid-drift cutout
    • Vertical seams
    • Ribbed knit fabric
    • Form hugging fit

    Style Number/Barcode: 05102-0820

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flowy Fall Feels Off The Shoulder Tunic

    Get those fall feels in this adorable flowy off the shoulder tunic! It features long flowy flared sleeves and a cinched elastic waist. The lightweight woven fabric features a gorgeous allover bohemian floral print. Pair this tunic with some heeled mules for the perfect date night look.

    Fit & Features

    • Off the shoulder boat neckline
    • Long flowy flared sleeves
    • Cinched elastic waist
    • Short, ruffle hem
    • Woven fabric with allover floral print

    Style Number/Barcode: 06003-1017

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tia Formal Off The Shoulder Scalloped Lace Dress

    Special Occasion

    Impress in lace! This formal dress elevates your formal evening with gorgeous detail. Tia features a soft off the shoulder neckline, short unlined sleeves, a pretty tie waist ribbon belt, and a scalloped lace body with a subtle glittery finish. Complete your formal outfit with duster earrings and block heels

    Fit & Features

    • Off the shoulder neckline
    • Short unlined sleeves
    • Tie waist ribbon belt 
    • Scalloped lace fabric 
    • Form-hugging fit
    • Mermaid silhouette

     

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-1057

    Category Name: Off The Shoulder Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • First Impression One-Shoulder Glitter Mini Dress

    Make an impression in a glitter dress that brings the glam to your night-out looks. This dazzling mini dress features a one-shoulder neckline with an off-the-shoulder bust, a short sleeve, a mini side slit, and is composed of a shimmering glitter knit fabric. Complete your glam outfit with trendy clear heels.

    Fit & Features

    • One-shoulder neckline
    • Off-the-shoulder bust with a short sleeve
    • Mini-length silhouette
    • Mini side slit
    • Glitter knit fabric, moderate stretch
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05103-3646

    Category Name: Off The Shoulder Dresses

    Price: $6.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet And Sultry Off-The-Shoulder Mini Dress

    Keep it sweet and sultry in this adorable off-the-shoulder mini dress! Featuring a flattering sweetheart neckline and all over curve-hugging fit, this dress is perf for a nice date night with bae. Pair with some gold statement earrings for a gorgeous look.

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Sheer mesh short sleeves
    • Vertical front seam detailing
    • Back zipper closure
    • High waist
    • Short, form-hugging fit
    • Crepe and mesh fabric
    • Runs true to size

    Style Number/Barcode: 05101-0882

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mackenzie Off The Shoulder Lace Party Dress

    Special Occasion

    Our Mackenzie party dress will have you feeling oh so elegant and gorgeous! She features an off-the-shoulder neckline with delicate scalloped lace detail and a tie-front ribbon to accentuate your waist. Perf for a formal party, add on some rhinestone earrings and chic heels.

    Fit & Features

    • Off-the-shoulder, short-sleeve cuffs
    • Adhesive bra recommended
    • Back zipper closure
    • Empire waist with tie front ribbon
    • Fit and flare silhouette
    • Sheer lace-lined fabric
    • Fits true to size

    Style Number/Barcode: 05001-0439

    Category Name: Off The Shoulder Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruffled Romance Off The Shoulder Maxi Dress

    Spark romance in a ruffled dress that is too gorgeous! The maxi dress is perfect for your next date night with bae. The dress features an alluring off the shoulder neckline, a ruffled bodice, and a tiered ruffle maxi length silhouette. Complete your stunning date night outfit with clear heels and duster earrings

    Fit & Features

    • Off the shoulder neckline
    • Ruffled bodice
    • Off the shoulder straps that cascade shoulders
    • Tiered maxi length silhouette, partially sheer
    • Mini skirt length knit lining
    • Lightweight woven fabric
    • Relaxed fit, minimal stretch 

    Style Number/Barcode: 05102-1007

    Category Name: Off The Shoulder Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Off The Shoulder Button Down Mini Dress

    This adorable off the shoulder button down mini dress is perfect for transitioning to the cooler fall months! Featuring long fitted sleeves and a curve-hugging fit, pair this knit dress with some chunky sneakers for a trendy chic look.

    Fit & Features

    • Off the shoulder neckline
    • Long fitted sleeves
    • Button-down front
    • Short, form-hugging fit
    • Ribbed knit fabric

    Style Number/Barcode: 05102-0828

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Every Day Knit Mini Dress

    Keep it cute in a basic mini dress that is perfect to wear any day! The dress features an off the shoulder neckline with a boat neck bust, short sleeves, and composed of a flattering knit fabric. Complete your outfit with sleek stilettos and a cute crossbody.

    Fit & Features

    • Off the shoulder neckline
    • Short sleeves
    • Boat neckline
    • Mini length silhouette
    • Knit fabric 
    • Form hugging fit, moderate stretch

    Style Number/Barcode: 05102-0892

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Calyspa Fold Over Off Shoulder Dress

    Elegant and minimalistic, our Calyspa is such a chic mini dress! Her skirt is accented by a petticoat that gives her a full and robust look. The best part is her slant hand pockets for stowing away essentials for the night. 

    Fits & Features

    • Fold Over, Off Shoulder Neckline & Sleeves
    • Padded Bust I Princess Seams
    • Back Zipper With Hook & Eye Closure
    • Slant Hand Pockets 
    • Mini Length Silhouette I Petticoat
    • Fully Lined Crepe Fabric 
    • Moderate Stretch 

     

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0356

    Category Name: Off The Shoulder Dresses

    Price: $29.97

    Availability: Out of Stock

    Product Badge:
  • Paige Formal Off-The-Shoulder Scalloped Lace Dress

    Special Occasion 

    Enchant in our captivating Paige dress that brings elegance and grace to your special events! Perfect for the bride-to-be's Bridal Shower, Paige's scalloped lace fabric brings the charm. Paige features an off-the-shoulder neckline with scalloped lace trim, sheer short sleeves, a ribbon tie-waist belt, and a midi-length silhouette. Complete look with radiating rhinestone earrings.

    Fit & Features

    • Off-the-shoulder neckline with lace trim
    • Sheer short sleeves
    • Strapless or adhesive bra recommended
    • Tie-waist ribbon belt
    • Midi-length silhouette
    • Floral lace pattern
    • Relaxed fit
    • Runs true to size

     

    Style Number/Barcode: 05001-0441

    Category Name: Off The Shoulder Dresses

    Price: $14.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stripe It Down Ribbed Button Down Midi Dress

    Keep it stunning in a striped dress that wows. Step out for brunch in this midi dress that features an off the shoulder neckline with a sweetheart bust, short sleeves, a button-down front, and narrow horizontal stripes. Complete your look with strappy mules and sleek hoops

    Fit & Features

    • Off the shoulder neckline
    • Sweetheart bust
    • Short sleeves
    • Button-down front
    • Narrow horizontal stripes
    • Midi length silhouette with center front slit
    • Ribbed knit fabric, form-hugging fit


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

    Style Number/Barcode: 05102-0795

    Category Name: Off The Shoulder Dresses

    Price: $12.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stuck on Floral Maxi Dress

    Have a floral moment in this flowy maxi dress! Style it with hoops and wedges for the perfect day date look.

    Fit & Features

    • Off the Shoulder
    • Double Front Slits
    • Maxi Length

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

    Style Number/Barcode: 05101-0632

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Show 'Em Off Shoulder Smocked Mini Dress

    Show off those shoulders in this cute mini dress! For a cute daytime look, pair it with your fave denim jacket and some white sneakers! 

    Fits & Features

    • Off-shoulder neckline, short sleeves
    • Keyhole opening with self-ties at front
    • Mini length silhouette 
    • Woven textured fabric, smocked back, ruffle trim detail
    • Curve hugging fit, plenty of stretch 

    Style Number/Barcode: 05102-0472

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oh So Dainty Ruffle Trim Off Shoulder Ruched Mini Dress

    Step right into sunnier days with this charming mini dress! Opt for block heels and a cute mini purse for an eyecatching ensemble! 

    Fits & Features

    • Ruffle Trim Off Shoulder Design 
    • Tie Front 
    • Ruching Throughout
    • Mini Length Hem I Full Knit Lining
    • Form Hugging Fit I Plenty Of Stretch 

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

    Style Number/Barcode: 05102-0657

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Romanced in Ruffles A-Line Mini Dress

    Fall for this ruffled dress as you have em' fall for you girl! Step out for a day-date in this mini dress that features a ruffled off the shoulder neckline with a sweetheart bust, a cute tie-front accent, and an A-line mini length silhouette with ruffled hem. Complete your look with sunnies and wedges

    Fit & Features

    • Ruffled off the shoulder neckline
    • Sweetheart bust with tie-front accent
    • Mini length A-line silhouette
    • Ruffled hem 
    • Form hugging fit

     

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0811

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Kiki Formal Off The Shoulder Sequin Dress

    Special Occasion 

    Glow in our shimmering Kiki dress that elevates your formal evening with her enchanting sequins. Kiki features a flattering off the shoulder neckline with off shoulder straps, glitzy sequins throughout and a mini length silhouette with a mini side slit detail. Complete your A-list worthy evening outfit with a rhinestone hairpin to style hair with and metallic platform heels

    Fit & Features

    • Off the shoulder neckline with off shoulder straps 
    • Sweetheart neckline
    • Relaxed fit waist 
    • Sequins
    • Mini length silhouette 
    • Mini side slit
    • Form hugging fit

     

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

    Special Occasion products cannot be returned to any retail locations

    Style Number/Barcode: 05001-0402

    Category Name: Off The Shoulder Dresses

    Price: $30.97

    Availability: Out of Stock

    Product Badge:
  • Off The Shoulder Ruched Dotted Mini Dress

    Bring the charm in a dotted mini dress to make a flirty impression. The dress features an off the shoulder neckline, sheer long sleeves with a swiss dot pattern and a ruched silhouette throughout. Complete your date night ready look with extra-large hoops and sleek stilettos

    Fit & Features

    • Off the shoulder neckline
    • Sweetheart bust with tie front accent
    • Long sheer sleeves with swiss dot pattern
    • Ruched body
    • Mini length silhouette
    • Form hugging fit

     

    Blue: Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.

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

    Style Number/Barcode: 05101-0801

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Prettiest Pick Sweetheart Ruched Mini Dress

    Girl, this dress is the right pick for that girl's brunch you got planned! Add a pair of statement-making earrings and some cute strappy heels.

    Fits & Features

    • Off Shoulder Sleeves I Elastic Shoulders & Back
    • Lace-Up Design At Center Front Bodice 
    • Ruching Throughout
    • Mini Length Silhouette
    • Woven Fabric With Mesh Lining
    • Ruffle-Trim At The Cuffs & Hem
    • Minimal Stretch 

    Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.

      Style Number/Barcode: 05102-0604

      Category Name: Off The Shoulder Dresses

      Price: $9.97

      Availability: Out of Stock

      Product Badge:
      • Clearance