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.

  • Daphne Formal Ruffled Mermaid Dress

    Special Occasion 

    Bring the romance with a frilly ruffled dress that is perfect for weddings and engagement shoots! Daphne features an off-the-shoulder neckline, a sweetheart bust with ruffled overlay, sleek vertical seams, and a flared mermaid silhouette. The dress offers a form-hugging fit. Complete look with neutral heels and a rhinestone cuff

    Fit & Features

    • Off the shoulder neckline
    • Sweetheart bust, ruffled overlay
    • Vertical seams
    • Flared mermaid silhouette 
    • Form hugging fit, moderate stretch
    • Crepe fabric 
    • Runs true to size

    Style Number/Barcode: 05002-1654

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

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  • Larsa Formal Velvet And Lace Mermaid Dress

    Special Occasion 

    Radiate elegance in our luxe Larsa formal mermaid dress! She features an off-the-shoulder neckline with a sweetheart bust, long fitted sheer lace sleeves, and a mermaid silhouette accented with a high-side slit on the long-length hem. The dress is composed of a lined velvet fabric that offers a moderate stretch. Complete the look in this long dress with rhinestone earrings and a sleek clutch.

    Fit & Features

    • Off-the-shoulder neckline
    • Sweetheart bust
    • Long fitted sheer lace sleeves
    • Mermaid silhouette, form-hugging fit
    • High side slit, long-length hem
    • Velvet fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-1306

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Quinn Formal Off The Shoulder Midi Dress

    Mesmerize in a formal dress from the moment you enter the room! The dress features an off-the-shoulder neckline with a sweetheart bust, ruched bodice, short sleeves, and a midi-length silhouette. Complete look with rhinestone heels and a rhinestone bracelet

    Fit & Features

    • Off the shoulder neckline
    • Sweetheart bust
    • Ruched bodice 
    • Short sleeves
    • Midi length silhouette
    • Crepe fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05001-0727

    Category Name: Off The Shoulder Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off The Shoulder Eyelet Skater Dress

    Create a fashionable moment with a skater dress that is all the rage! The dress features an off-the-shoulder neckline, short puff sleeves, an eyelet pattern, and a skater silhouette. Complete look with wedges

    Fit & Features

    • Off the shoulder neckline
    • Short puff sleeves
    • Eyelet pattern 
    • Skater silhouette
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-1051

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ravishing Ruffles A-Line Mini Dress

    Keep it ravishing with a ruffled mini dress! The dress features an off-the-shoulder neckline, ruffled sleeves, and a mini-length A-line silhouette with tiered ruffles. The dress is composed of a lightweight woven fabric that offers a fitted bodice with a flowy silhouette. Complete look with heels.

    Fit & Features

    • Off-the-shoulder neckline
    • Ruffled sleeves
    • Hidden back zipper and hook and eye closure
    • Mini-length A-line silhouette
    • Tiered ruffles
    • Woven fabric
    • Runs true to size

    Style Number/Barcode: 05101-1225

    Category Name: Off The Shoulder Dresses

    Price: $6.97

    Availability: Out of Stock

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  • Bring The Heat Maxi Dress

    Bring the heat to your next vacay in this tropical printed maxi dress! It features an off-the-shoulder neckline, a flowy overlay with short sleeves, a high waist, a floor-length silhouette with a relaxed fit, and a thigh-high side slit. The all-over tropical palm leaf print is perf for your summer getaway! Style this dress with strappy sandals.

    Fit & Features

    • Off-the-shoulder neckline
    • Flowy overlay with short sleeves
    • High waist
    • Floor-length silhouette, relaxed fit, high side slit
    • Knit fabric, tropical palm leaf print
    • Runs true to size

    Style Number/Barcode: 05102-0778

    Category Name: Off The Shoulder Dresses

    Price: $22.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet And Stylish Off-The-Shoulder Mini Dress

    Keep it sweet and stylish in a mini dress that brings pretty details to your outfits. The dress features an off-the-shoulder neckline, long sheer sleeves, scalloped lace throughout, and a mini-length silhouette. Complete look with wedges.

    Fit & Features

    • Off-the-shoulder neckline
    • Long fitted sheer sleeves
    • Sheer scalloped lace fabric, lined body
    • Mini-length silhouette
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-0987

    Category Name: Off The Shoulder Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mesmerizing Beauty Puff Sleeve Eyelet Skater Dress

    Mesmerize with a skater dress that is perf for your next photoshoot! The dress features a square neckline, short puff sleeves, an eyelet pattern, and a skater silhouette. The dress is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with wedges

    Fit & Features

    • Square neckline
    • Short puff sleeves
    • Eyelet pattern 
    • Skater silhouette 
    • Lightweight woven fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4073

    Category Name: Off The Shoulder Dresses

    Price: $19.97

    Availability: Out of Stock

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  • Flared And Flirty Off-The-Shoulder Midi Dress

    Keep it flirty with a midi dress that brings the flare! The dress features an off-the-shoulder neckline with a sweetheart bust and a midi-length silhouette with a trumpet hem. The dress is composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Complete the look with wedges.

    Fit & Features

    • Off-the-shoulder neckline
    • Sweetheart bust 
    • Midi-length silhouette
    • Trumpet hem
    • Crepe fabric 
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2389

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

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  • Floral Frenzy Off The Shoulder Skater Dress

    Start a frenzy with a floral dress that brings the romance! The dress features an off-the-shoulder neckline with a sweetheart bust, quarter-length short sleeves, a floral print, and a skater-length silhouette. Complete look with wedges and a floppy hat. 

    Fit & Features

    • Off the shoulder neckline
    • Sweetheart bust
    • Quarter-length short sleeves
    • Floral print 
    • Skater length silhouette
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4179

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Londyn Formal High Slit Convertible Dress

    Special Occasion 

    Showcase your unique style with a convertible formal dress that allows you to show off multiple styles! Londyn features a large slit at the bodice that allows you to create a one-shoulder neckline, boat neckline, halter neck, or an off-the-shoulder neckline. The slim-fit bodice leads to a curve-hugging A-line silhouette with a high side slit. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with heels and a clutch.

    Fit & Features

    • Large slit at the bodice
    • Multiple ways to wear neckline
    • A-line silhouette 
    • High side slit
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1301

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Lace Affair High Low Skater Dresses

    Make it a lace affair with a skater dress that brings elegance! The dress features an off-the-shoulder neckline with pop-over detail, a high-low skater silhouette, and composed of floral lace fabric. Complete the look with wedges and a dainty necklace. 

    Fit & Features

    • Off the shoulder
    • Pop over detail
    • High-low silhouette
    • Floral lace fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-0585

    Category Name: Off The Shoulder Dresses

    Price: $22.97

    Availability: Out of Stock

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  • So Sweet Puff Sleeve Mini Dress

    Rock a look that's so sweet this season! The mini dress features an off-the-shoulder neckline with a sweetheart bust, short puff sleeveless, ruching at the bodice, and a mini-length silhouette. Complete your look with statement earrings and wedges

    Fit & Features

    • Off the shoulder neckline, sweetheart bust
    • Short puff sleeves
    • Ruching
    • Mini length silhouette
    • Knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

     

    Style Number/Barcode: 05102-1551

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy And True Eyelet Mini Dress

    Keep true to your love of trendy finds in this mini dress! The dress features an off-the-shoulder neckline with a sweetheart bust, short puff sleeves, a ruched center, an eyelet design, and a mini-length silhouette. Complete look with clear mules

    Fit & Features

    • Off the shoulder neckline, sweetheart bust
    • Short puff sleeves
    • Ruched center
    • Eyelet pattern 
    • Mini length silhouette
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 05102-0762

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
  • Flirty Vibes Linen Mini Dress

    Channel those flirty vibes with a mini dress that brings those girly details! The dress features an off-the-shoulder neckline, a tiered ruffle popover, a smocked waist, and an A-Line silhouette. The dress is composed of a linen knit fabric that offers a relaxed fit with minimal stretch. Complete look with wedges and hoops.

    Fit & Features

    • Off the shoulder neckline
    • Tiered ruffle popover
    • Smocked waist
    • Mini length silhouette
    • A-Line
    • Linen knit fabric
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 05101-1058

    Category Name: Off The Shoulder Dresses

    Price: $22.97

    Availability: Out of Stock

    Product Badge:
  • Swept Away Off-The-Shoulder Ruched Mini Dress

    Get swept away with this glam mini dress that brings chic details! The dress features an off-the-shoulder neckline with short flutter sleeves, a sweetheart bust with a drawstring, a ruched body, and a mini-length silhouette. The dress is composed of a lined smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with wedges.

    Fit & Features

    • Off-the-shoulder neckline, short flutter sleeves
    • Sweetheart bust with a drawstring
    • Ruched body
    • Mini-length silhouette
    • Lined smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-1167

    Category Name: Off The Shoulder Dresses

    Price: $6.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leslie Off-The-Shoulder Mermaid Dress

    Special Occasion

    Showcase elegance and glamour in the Leslie crepe mermaid dress. She features an off-the-shoulder neckline with a chic detailed overlay, short puff sleeves, a high waist seam with side pleated detailing, and a faux wrap floor-length skirt with a front slit and a mermaid silhouette. Style this dress with rhinestone earrings and new heels.

    Fit & Features

    • Off-the-shoulder neckline, detailed overlay
    • Short puff sleeves
    • Strapless or adhesive bra recommended
    • High waist seam, side pleated detailing, back zipper, hook and eye closure
    • Faux wrap floor-length skirt, front slit
    • Mermaid silhouette
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1229

    Category Name: Off The Shoulder Dresses

    Price: $14.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Major Mesh Mini Dress

    Have a major fashion moment in this trendy mini dress! The dress features a sweetheart neckline with a supportive underwire, sheer short sleeves, a ruched body, and a mini-length silhouette. The dress is composed of a lined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with heels and a dainty charm necklace.

    Fit & Features

    • Sweetheart neckline
    • Sheer short sleeves
    • Underwire
    • Ruched body
    • Mini-length silhouette
    • Lined mesh fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-0965

    Category Name: Off The Shoulder Dresses

    Price: $19.97

    Availability: Out of Stock

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  • Ruffle Romance Floral Off The Shoulder Dress

    Fall for florals with a mini dress that radiates your natural beauty! The dress features an off-the-shoulder neckline with ruffled trim, sweetheart bust, a ditsy floral print, a ruched body, and a mini-length silhouette. Complete look with mules

    Fit & Features

    • Off the shoulder neckline
    • Ruffled trim 
    • Sweetheart bust, padded cups, no slip strip
    • Ditsy floral print
    • Ruched body
    • Mini length silhouette 
    • Lined mesh, form-hugging fit, runs true to size 

    Style Number/Barcode: 05101-0966

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
  • Bring The Romance Mini Dress

    Bring the romance to date night in this gorgeous mini dress. It features a lined lace top with an off-the-shoulder square neckline, sheer short fitted sleeves, a front cutout at the waist, and a floral-printed knit skirt with a high waist and a mini-length, curve-hugging silhouette. Complete the look with clear heels and a sleek clutch.

    Fit & Features

    • Lined lace top
    • Off-the-shoulder square neckline
    • Sheer short fitted sleeves
    • Front waist cutout, sheer scalloped trim
    • Floral-printed scuba knit skirt
    • High waist, short, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-0594

    Category Name: Off The Shoulder Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
  • Alluring And Chic Off-The-Shoulder Mini Dress

    Create an alluring and chic look in this gorgeous mini dress. It features an off-the-shoulder neckline with a cross-over design, short fitted sleeves, and a mini-length, curve-hugging silhouette. The smooth knit fabric provides plenty of stretch for comfortable wear. Complete the outfit with statement earrings and a sleek clutch.

    Fit & Features

    • Off-the-shoulder neckline
    • Cross-over design
    • Short fitted sleeves
    • Ruching
    • Short, form-hugging fit
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-0984

    Category Name: Off The Shoulder Dresses

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Olivia Formal Off The Shoulder Crepe Dress

    Special Occasion 

    Keep it sophisticated and glam with a formal dress that captivates from the moment you enter the room. Olivia features an off-the-shoulder neckline with a pleated overlay, a sheer mesh V-shaped insert, and a curve-hugging mermaid silhouette. The dress is composed of a lined crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels and a clutch.

    Fit & Features

    • Off the shoulder neckline with a pleated overlay 
    • Sheer mesh V-shaped insert
    • Mermaid silhouette
    • Lined crepe fabric 
    • Form hugging fit 
    • Moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1137

    Category Name: Off The Shoulder Dresses

    Price: $14.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Blooming Beauty High-Low Skater Dress

    You'll bloom with beauty in this stunning floral skater dress! It features a fitted bodice with an off-the-shoulder square neckline, short fitted sleeves, a high waist, and a flowy, high-low skater skirt. Style this dress with sleek earrings and new heels to attend a summer wedding.

    Fit & Features

    • Off-the-shoulder square neckline
    • Short fitted sleeves
    • High waist
    • Flowy high-low skater skirt
    • Scuba knit fabric, floral print
    • Runs true to size

    Style Number/Barcode: 05101-0209

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Enchanting Beauty High-Low Dress

    Showcase your enchanting beauty in this stunning high-low dress! It features a fitted lace top with an off-the-shoulder neckline, sheer short sleeves, a small front waist cutout, and a satin high waist skirt with a flowy, high-low, mid-length silhouette. Complete the look with rhinestone earrings and new heels.

    Fit & Features

    • Fitted lace top
    • Off-the-shoulder neckline
    • Sheer short sleeves
    • Front waist cutout
    • Satin high waist skirt
    • Flowy, high-low, mid-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-0601

    Category Name: Off The Shoulder Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge: