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.

SHOW FILTER

SORT:

FEATURED
SIZE
COLOR
PRICE
ALL FILTERS
SORT
×
×
×
×



SEE RESULTS
Loading...
×
OFF THE SHOULDER DRESSES
All Filters
Sort By:
FEATURED
SEE RESULTS

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.

  • Allison Formal Off The Shoulder Dress
    Special Occasion 

    Make an entrance they'll never forget in our breath taking Allison dress! She features an off the shoulder neckline with a plunging wired V bust, an unlined mesh inset and princess seams. Her slim fit bodice leads to a sweeping floor length wrap silhouette. Dress is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-6635

    Category Name: Off The Shoulder Dresses

    Price: $29.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Megan Taffeta Off The Shoulder Ball Gown

    Special Occasion 

    Arrive to your next event as the bell of the ball in our enthralling Megan dress! She features and off the shoulder neckline, a fold over cold shoulder accent that creates a sweetheart neckline and princess seams. Her bodice leads to a lightly pleated ball gown skirt that is accented with side pockets and a high off center slit. She is composed of a taffeta fabric that offers a relaxed fit with minimal stretch. Includes a partial skirt length knit lining. Includes a back zipper closure with a fish hook clasp. 

    Model is 5'7 with a 32" bust, 24" waist and 37" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05004-0462

    Category Name: Off The Shoulder Dresses

    Price: $10.00

    Availability: Out of Stock

    Product Badge:
    • 50% Off
  • Arianne Lattice Back Chiffon Gown
    Special Occasion

    Simply stunning, our diaphanous Arianne gown will have you floating on air. She features adjustable spaghetti straps, an off-the-shoulder neckline, a seamed sweetheart bodice with elegant lattice-tie back, and a full A-line skirt with a front slit and back zip. Arianne is made from a lightweight chiffon-like material with little to no stretch. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0225

    Category Name: Off The Shoulder Dresses

    Price: $29.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tonya Sequin Scroll Mini Dress
    Special Occasion

    Glam it up and amplify your shine factor when you slip into our shimmering Tonya dress. She features all-over sequin embroidery atop a mesh overlay, an off-the-shoulder neckline, short sleeves, a bodice with back zip, and a gently pleated A-line skirt. Tonya is fully lined and made from a mesh polyester with little to no stretch. 

    Model is 5'7" with a 32" bust, 23" waist, and 34.5" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0072

    Category Name: Off The Shoulder Dresses

    Price: $29.97

    Availability: Out of Stock

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

    Special Occasion

    Captivate them all as you make a head-turning entrance in our Ria dress! She features an off-the-shoulder neckline with ruched off-shoulder strap accents, a slim-fit bodice that leads to a curve-hugging floor-length silhouette, and a ruched off-center high slit detail. The dress is composed of a double-lined smooth knit fabric that offers a moderate stretch. Complete your stunning look in sparkly heels.

    Fit & Features

    • Sleeveless off-the-shoulder neckline, strap accents
    • Strapless bra recommended
    • Slim-fit bodice, ruching, high-cut side slit
    • Curve-hugging floor-length silhouette
    • Double-lined knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-0034

    Category Name: Off The Shoulder Dresses

    Price: $14.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jess Off The Shoulder Dress

    Special Occasion

    You're known for your moves—make 'em in our dynamite satin Jess dress! She features an off-the-shoulder neckline, seamless sleeveless bodice with fold-over detail and back zip, and an A-line flared mini with pockets at either hip. Jess is made from a smooth, shiny material with moderate stretch.

    Model is 5’7” with a 32” bust, 23” waist, and 34.5” hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0033

    Category Name: Off The Shoulder Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gloria Glitter Mini Dress
    Special Occasion

    You shine naturally, but a little extra sparkle never hurt. Take our glitter-bonded Gloria mini for a spin! She features an off-the-shoulder neckline, seamed V bodice with lightly padded cups, back zip with hook-and-eye closure, and a gently pleated, A-line skirt with pockets at either hip. Gloria is lined and made from a woven material with little to no stretch.

    Model is 5’9” with a 32” bust, 24.5 waist, and 35” hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-4144

    Category Name: Off The Shoulder Dresses

    Price: $29.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flora Crepe Slit Gown
    Special Occasion

    A dramatic thigh-high slit serves as the natural focal point of our lovely yellow Flora gown. She features an off-the-shoulder seamed bodice, a back zip, and a gently fluted skirt with front slit. Flora is made from a woven crepe material and has moderate stretch. 

    Model is 5'9" with a 32" 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: 05002-0094

    Category Name: Off The Shoulder Dresses

    Price: $29.97

    Availability: Out of Stock

    Product Badge:
  • Plus Maddison Sleeveless Mermaid Dress
    Special Occasion 

    Radiate elegance and grace as you draw them in to your beauty with our Maddison mauve dress! She features a sleeveless bodice, an off the shoulder neckline with large fold over accent and a relaxed fit bodice that flows to a curve hugging mermaid silhouette. She is composed of a crepe fabric that highlights curves while providing a moderate stretch. Includes a back zipper closure with a fish hook clasp. 

    Model is 5'9" with a 38.5" bust, 31" waist and 52" hips. She is wearing a size 1X.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 15002-0130

    Category Name: Off The Shoulder Dresses

    Price: $29.97

    Availability: Out of Stock

    Product Badge:
  • Plus Kathy Formal Off The Shoulder Bandage Dress
    Special Occasion 

    Make an entrance that will wow them all in the captivating Kathy dress! She features an off the shoulder neckline with off the shoulder strap accents, wide shoulder straps, a sweetheart bust and an inverted triangle mesh inset. Her relaxed bodice leads to a curve flattering floor length silhouette that creates an hourglass illusion. Her back features a matching mesh inset on the lower back that leads to a zipper closure. Dress is composed of a crepe fabric that offers a moderate stretch.

    Model is 5'11" with a 38" bust, 37" waist and 48.5" hips. She is wearing a 1X

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 15002-0139

    Category Name: Off The Shoulder Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Floral Fiesta Maxi Dress
    This beautiful floral maxi dress is perfect for your spring and summer occasions! It features a stretchy off the shoulder neckline with a ruffle pop over, a stretchy high waist seam, and a flowy floor-length skirt. Dress is composed of an unlined crepe fabric with no stretch. 

    Model is 5'8 with a 42" bust, 35" waist, and 45" hips. She is wearing a size 1X.

    Style Number/Barcode: 15102-0033

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Ruche AF Mini Dress

    Don't sugarcoat it! Step up with your boss babe personality in this sexy mini dress that has a flattering off the shoulder neckline paired with long fitted sleeves and a curve enhancing, fitted appearance. The mini dress is composed of a full ruched mesh fabric paired with a nude, smooth knit lining.

    Style Number/Barcode: 15103-0023

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Add Some Flair Skater Dress

    Add some flair to your style with this adorable lace skater dress!

    Fits & Features

    • Off Should Neckline With Sheer Lace Overlay
    • High Waist Seam
    • Flowy Skater Skirt With High Low Hem 
    • Sheer Lace Fabric With Full Knit Lining
    • Moderate Stretch 

    Model is 5'9" with a 38.5" bust, 31" waist and 52" hips. She is wearing a size 1X.

    Style Number/Barcode: 15101-0102

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plus Lucy Formal High Slit Dress
    Special Occasion 

    Make an elegant entrance in the ever enchanting Lucy dress! She features a timelessly chic black hue, an off the shoulder neckline with strap accents, a wired sweetheart bust, a built in no slip strip and supportive padded cups. Her relaxed fit bodice leads to a sweeping floor length silhouette accented with  hidden side pockets and a high side slit. Dress is composed of a lined scuba knit fabric that offers a curve hugging fit with a moderate stretch. Includes an additional mini skirt length knit lining.

    Model is 5'9" with a 38.5" bust, 31" waist and 52" hips. She is wearing a 1X

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 15002-0077

    Category Name: Off The Shoulder Dresses

    Price: $29.97

    Availability: Out of Stock

    Product Badge:
  • My Go-To Asymmetrical Dress
    You can't go wrong with this flattering black asymmetrical dress! It features a sweetheart, off the shoulder neckline, a high waist seam, large pleats at the hip that create a wrap skirt with a subtle asymmetrical hem. Dress has an overall slim fit and is composed of an unlined, smooth knit fabric with a moderate stretch. 

    Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05103-3176

    Category Name: Off The Shoulder Dresses

    Price: $10.00

    Availability: Out of Stock

    Product Badge:
  • Blooming Beauty Mini Dress
    Have a cute brunch with your bffs as you bloom with beauty in this floral mini dress! It features an off the shoulder neckline with an overlay, a high waist seam, and a subtle ruffled seam at the hem. The black dress is composed of an unlined lightweight, flowy linen fabric with no stretch and showcases a pretty pink floral print.

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

    Style Number/Barcode: 05102-3981

    Category Name: Off The Shoulder Dresses

    Price: $10.00

    Availability: Out of Stock

    Product Badge:
  • Floral To The Maxi Dress
    This gorgeous printed maxi dress is floral to the max! It features an off the shoulder neckline, short flutter sleeves, a square neckline, a stretchy smocked top, a tie front waist, and a high low wrap front. The mauve dress is composed of a woven fabric with a flowy fit.

    Model is 5'8" with a 32" bust, 24.5" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-3742

    Category Name: Off The Shoulder Dresses

    Price: $17.97

    Availability: Out of Stock

    Product Badge:
  • Stunner In Lace Midi Dress

    Make a stunning entrance in this gorgeous lace midi dress! It features a flattering off-the-shoulder neckline with a sheer lace overlay, a high waist, and a mid-length, curve-hugging silhouette. Style this dress with pretty earrings and new heels for the perf bridal shower look!

    Fit & Features

    • Off-the-shoulder neckline, sheer lace overlay
    • High waist
    • Mid-length, form-hugging fit
    • Sheer lace fabric, full knit lining
    • Moderate stretch
    • Runs true to size

      Style Number/Barcode: 05101-8850

      Category Name: Off The Shoulder Dresses

      Price: $9.97

      Availability: Out of Stock

      Product Badge:
      • Sale
    • What's Up Buttercup Maxi Dress
      You're lookin' like a ray of sunshine in this mustard yellow maxi dress! It has an off the shoulder neckline with draped ruffle sleeves, a high waist seam with a tie belt and back cut out, and a flowy, floor-length wrap skirt that creates a high leg slit. Dress is composed of a gauze fabric. Includes exposed back zipper closures and a short knit lining. 

      Model is 5'8" with a 32" bust, 24.5" waist and 36" hips. She is wearing a size small. 

      Style Number/Barcode: 05101-8658

      Category Name: Off The Shoulder Dresses

      Price: $10.00

      Availability: Out of Stock

      Product Badge:
    • Ready And Ruffled Midi Dress

      She's ready to work it. Cause a commotion in this midi dress!

      Fits & Features 

      • Elastic Off Shoulder Neckline
      • Ruffled Popover Detail
      • Form Hugging Silhouette
      • Midi Length Ruffled Trumpet Hemline
      • Fully Lined & Composed Of Crepe Fabric
      • Moderate Stretch
      • Zipper Not Included 
       
      Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

      Style Number/Barcode: 05101-8114

      Category Name: Off The Shoulder Dresses

      Price: $5.97

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Total Twirl Glitter Skater Dress

      Go ahead and take this dress for a spin! This flirty skater style is made for stealing the spotlight wherever you go. The glitzy dress features a flattering off the shoulder neckline, a twirly high low skater-styled silhouette, and an-all over glitter composition. Complete your glamourous outfit with gleaming rhinestone earrings and metallic heels for head to toe shine. 

      Fits & Features 

      • Off the shoulder neckline
      • Gently pleated skater skirt
      • Hi-low hem 
      • Woven knit composition 
      • Glitter embellishment throughout
      • Moderate stretch
      • Zipper not included

       

      Plum Dress: Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

      Lavender Dress: Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small. 

      Black Dress: Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

      Burgundy Dress: Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

      Style Number/Barcode: 05101-0023

      Category Name: Off The Shoulder Dresses

      Price: $9.97

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Chasing Dreams Ruffle Dress
      Chase your dreams in this flowy blue ruffle dress! It features an off the shoulder neckline with a ruffle pop over, a fitted bodice with a high waist seam and tie belt detail, a hidden side zipper closure, and a flowy skirt with a double-tiered, high-low hem. Dress is composed of a woven fabric with no stretch.

      Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

      Style Number/Barcode: 05101-8202

      Category Name: Off The Shoulder Dresses

      Price: $10.00

      Availability: Out of Stock

      Product Badge:
    • Painted In Florals Midi Dress
      Radiate a romantic aura in soft water colored florals! This midi length dress has an off the shoulder neckline with an elastic hem and short sleeves. Paint yourself in the gorgeous blue and mauve colored blossoms that are complimented with green foliage. Dress is composed of a soft the touch sturdy knit fabric that offers a curve hugging fit with moderate stretch. 

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

      Style Number/Barcode: 05101-7384

      Category Name: Off The Shoulder Dresses

      Price: $19.97

      Availability: Out of Stock

      Product Badge:
    • Sweet Day Dress
      This dress has some class and a whole lot of sass! This darling black dress features a sweetheart neckline with padded cups, wide off the shoulder straps, a hidden back zipper with a hook closure for a seamless appearance and a secure fit. Skater skirt adds some extra flare with layers of tulle. Dress is composed of a lace fabric with a moderate stretch and includes a full lining. 

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

      Style Number/Barcode: 05101-6453

      Category Name: Off The Shoulder Dresses

      Price: $10.00

      Availability: Out of Stock

      Product Badge: