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.

  • 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
  • Spring It On Floral Mini Dress

    Bring on the sunny, spring weather! Look fresh in florals with the Spring It On mini dress! Wear your sleeves up or soak up some vitamin C by wearing it off the shoulder! 

    Fits & Features 

    • Short Sleeves With Elastic Shoulders & Cuffs I Can Be Worn Off Shoulder
    • V Neckline I Square Back 
    • Keyhole Opening With Adjustable Ties 
    • Mini Length Silhouette 
    • Stretchy Woven Textured Mesh I Floral Prints
    • Form Hugging Fit I Moderate Stretch 

    Model is 5'6" with a 31" bust, 26" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 05102-0392

    Category Name: Off The Shoulder Dresses

    Price: $12.97

    Availability: Out of Stock

    Product Badge:
  • Puff Sleeve Leopard Print Mini Dress

    Puff sleeves and leopard print - this mini dress couldn't get any trendier!

    Fit & Features

    • Off the shoulder neckline
    • Short puff sleeves
    • High waist seam
    • Short, form hugging fit
    • Leopard print
    • Knit fabric | Plenty of stretch
    • Form hugging fit

    Style Number/Barcode: 05102-0521

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Estella Sequin Off Shoulder Two Piece Satin Dress

    Special Occasion

    Dazzling sequins adorn the off-shoulder crop top and is complemented with Estella's gorgeous satin skirt. This shining combination makes her a showstopper for any special event. Give her a pop of sparkle by showing off those rhinestone heels! 

    Fits & Features

    • Sequin Mesh Lined Crop Top 
    • Off Shoulder Design I Wire V Trim I Padded Bust
    • Back Zipper With Hook & Eye Closure
    • Floor Length Hemline I A-Line Silhouette I Overlap Design Opens To Slit
    • Hidden Hand Pockets I Back Zipper With Hook & Eye Closure 
    • Heavyweight, Satin-Lined Skirt 

    Model is 5'6" with a 31" bust, 26" waist and 36" hips. She is wearing a size small. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05006-0530

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flow With The Floral Skater Dress

    Go with the flow of this pretty floral skater dress! Pair with some everyday sandals for an effortless, spring ready vibe.

    Fit & Features

    • Off the shoulder elastic banded neckline
    • Three quarter length flowy sleeves
    • High waist seam
    • Skater skirt
    • Sheer chiffon fabric | Knit lining
    • Rose print

    Model is 5'6" with a 31" bust, 26" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0410

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vacay Vibes Skater Dress

    Escape on vacay in this gorg tropical printed skater dress! Pair with some heels and accessorize with a cute woven bag and live it up!

    Fit & Features

    • Off the shoulder square neckline | Ruffle trim
    • Long sleeves | Elastic banded hems
    • High rise elastic banded waist
    • Tie front belt
    • Flowy skater skirt | Woven lining
    • All over colorful palm print

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

    Style Number/Barcode: 05102-0603

    Category Name: Off The Shoulder Dresses

    Price: $16.97

    Availability: Out of Stock

    Product Badge:
  • Colleen Ruffle Off Shoulder Crepe Dress

    Special Occasion

    You'll be an absolute showstopper in our beautiful Colleen! Her ruffles add an extra oomph to your whole look! 

    Fits & Features

    • Ruffle-Trim Off Shoulder Neckline
    • Back Zip With Hook & Eye Closure 
    • Floor Length Hemline | High Side Slit 
    • Crepe Fabric 
    • Form Hugging Fit 
    • Moderate 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: 05002-0784

    Category Name: Off The Shoulder Dresses

    Price: $22.97

    Availability: Out of Stock

    Product Badge:
  • Marzia Scroll Sequin Mesh Mermaid Dress

    Special Occasion 

    Mesmerize everyone as you step out in our elegant Marzia dress! Featuring an off-shoulder V-neckline, a floor-sweeping mermaid silhouette, a thigh-high slit, and stunning all-over sequin embroidery in a chic scroll pattern, she brings drama everywhere she goes! Complete the look with block heels.

    Fit & Features 

    • Deep V-neckline, off-shoulder straps
    • Back zipper and hook and eye closure
    • High waist seam
    • Floor-length hem, mermaid silhouette, high front slit
    • Lined mesh fabric, sequin embroidery, scroll pattern
    • Curve-hugging fit
    • Runs true to size

    Style Number/Barcode: 05002-0819

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brush It Off Shoulder Crepe Midi Dress

    Brush away those negative vibes, throw on this poppin' midi, and hit the town with your girls! Accessorize with some sparkling gems to really amp up your look.

    Fits & Features

    • Elastic, Off Shoulder Neckline & Short Sleeves
    • Midi Length Silhouette 
    • Crepe Composition 
    • Form Hugging Fit I Plenty Of Stretch 
    • Zipper Not Featured

    Style Number/Barcode: 05101-0664

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Asha Lace Up Back A Line Dress

    Special Occasion

    Meet our picture & party-perfect Asha! Put your hair in a wispy up-do and pair her with some fabulous duster earrings! 

    Fits & Features

    • Adjustable Spaghetti Straps I Off Shoulder Sleeves
    • Sweetheart Neckline I Padded Bust 
    • Lace-Up Back I Zipper With Hook & Eye Closure 
    • Floor Length Hemline I A-Line Silhouette I Front Slit
    • Chiffon Lined Fabric 
    • Moderate Stretch 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0560

    Category Name: Off The Shoulder Dresses

    Price: $36.97

    Availability: Out of Stock

    Product Badge:
  • Ensley Formal Satin Wrap Dress

    Special Occasion 

    Wrap yourself in luxe satin to make a stunning impression! Ensely stuns with her wrap silhouette, pair with sleek stilettos to take their breath away!

    Fit & Features

    • Off The Shoulder Neckline
    • Ruched Short Sleeves 
    • Wrap V-Neck Bust 
    • Lined Satin Fabric 
    • Asymmetrical Silhouette | Ruched Side Seam 
    • Form Hugging Fit
    • Moderate Stretch 

     

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0778

    Category Name: Off The Shoulder Dresses

    Price: $29.97

    Availability: Out of Stock

    Product Badge:
  • Camilla Sequin Off Shoulder A-Line Dress

    Special Occasion

    You'll be looking like the elegant princess you are in our stunning Camilla! 

    Fits & Features

    • Off Shoulder Design I Plunging Wired V Neckline
    • Padded Cups
    • Back Zip With Hook & Eye Closure 
    • Floor Length Silhouette I Dual Slits At Front I A-Line Silhouette 
    • Mesh Lined Fabric With Damask Sequins 
    • Curve Hugging Fit 

     

    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: 05002-0542

    Category Name: Off The Shoulder Dresses

    Price: $45.97

    Availability: Out of Stock

    Product Badge:
  • Marjorie Glitter Lace Two Piece Satin Dress

    Special Occasion

    Glam and sweetness are two words that come to mind when we think of our gorgeous Marjorie. A pretty off-shoulder, glitter lace top adds a charming touch to the luxe and sultry satin skirt. The best part? Marjorie features hidden hand pockets for storing your beauty essentials so you can look flawless all night!

    Fits & Features

    • Off Shoulder Sweetheart Neckline 
    • No-Slip Interior Strip I Padded Bust I Back Zipper 
    • Sheer Fitted Long Sleeves I Glitter Lace, Lined Crop Bodice I Scallop Hem
    • Floor Length, Lined Satin Skirt I Hidden Hand Pockets 
    • High Rise Waist I Wrap Design Opens To Front Slit 
    • Back Zip With Hook & Eye Closure 
    • 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: 05006-0198

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Franchesca Off Shoulder Satin A-Line Dress

    Special Occasion

    No matter the angle, our beautiful Franchesca will give you a stunning, picture-perfect moment everywhere you go!

    Fits & Features

    • Adjustable Spaghetti Straps I Off Shoulder Sleeves 
    • Sweetheart Neckline I Padded Bust
    • Lace-Up Back I Hidden Zipper
    • Floor Length Hem I High Front Slit 
    • Satin-Like Fabric I Fully Lined
    • Form Hugging Fit I Minimal Stretch

     

    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size 3. 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0559

    Category Name: Off The Shoulder Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Nice To Meet Ya Ruched Off Shoulder Mini Dress

    Slip into a magical mini dress that will have them all dyin' to meet ya.  Flattering ruched arms, and molded cups, give for a flirty fit!

    Fit & Features

    • Off shoulder neckline
    • Long sheer sleeves
    • Form fitting silhouette
    • Molded cup at the bust
    • Mini hemline
    • Zipper center back

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

    Style Number/Barcode: 05103-0813

    Category Name: Off The Shoulder Dresses

    Price: $17.97

    Availability: Out of Stock

    Product Badge:
  • Floral Feeling Chiffon Off Shoulder Mini Dress

    Bloom, baby! Look absolutely stunning in this floral mini dress!

    Fits & Features

    • Adjustable Shoulder Straps 
    • Off Shoulder Neckline & Sleeves
    • Layered Ruffles Along Neckline & Hem 
    • Mini Length Silhouette
    • Chiffon Fabric I Lining
    • Form Hugging Fit I Minimal Stretch

    Style Number/Barcode: 05101-0434

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Classic Ribbed Midi Dress

    Look like an instant classic with this curve-hugging sweater dress! The ribbed fabric creates an instant hour-glass illusion! 

    Fit & Features 

    • Off The Shoulder Neckline
    • Long Sleeves
    • Ribbed Knit Fabric 
    • Midi Silhouette
    • Form Hugging Fit
    • Moderate Stretch  

     

    Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.


    Style Number/Barcode: 06005-0417

    Category Name: Off The Shoulder Dresses

    Price: $6.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Crepe Off Shoulder Fold Over Midi Dress

    You'll be wowing everyone with this timeless dress! Add a pair of accent duster earrings to really elevate your ensemble. 

    Fits & Features

    • Off Shoulder Neckline 
    • Fold Over Design
    • Midi Length Silhouette 
    • Crepe Fabric 
    • Curve Hugging Fit | Ample Stretch
    • Zipper Not Featured

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

    Style Number/Barcode: 05101-0474

    Category Name: Off The Shoulder Dresses

    Price: $13.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Crushin' It Ditsy Smocked Mini Dress

    We are crushing over this adorable mini dress! Wear it off the shoulder for a more boho-feel. 

    Fits & Features

    • Square Neckline I Can Be Worn Off The Shoulder 
    • Sheer, Chiffon Blouson Sleeves
    • Smocked Cuffs & Bodice 
    • Mini Length Silhouette I Pleated, Flowy Chiffon Hem 
    • Woven Fabric With Knit Lining
    • Ample Stretch 

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

    Style Number/Barcode: 05102-0605

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Reese Double Ruffle Off Shoulder Mermaid Dress

    Special Occasion

    Our gorge Reese will flatter your every curve! Pair her with some rhinestone heels and earrings to further elevate your look! 

    Fits & Features

    • Spaghetti Straps I Double Ruffle Off Shoulder Sleeves
    • Plunging V Neckline I Padded Bust I Princess Seams 
    • High Waist Seam I Back Zipper With Hook & Eye Closure 
    • Floor Length Hem I Mermaid Silhouette 
    • Lined Crepe Fabric 
    • Curve Hugging Fit I Moderate Stretch 

     

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0473

    Category Name: Off The Shoulder Dresses

    Price: $34.97

    Availability: Out of Stock

    Product Badge:
  • Major Sweetheart Ruched Mini Dress

    You're a major sweetheart! Showcase your sweet style in this darling ruched LBD! The detachable sleeves give this LBD two looks in one! 

    Fit & Features

    • Off the shoulder sweetheart neckline | No-slip strip
    • Back zipper | Hook and eye closure
    • Short detachable puff sleeves
    • All over ruched detailing
    • Short, curve-hugging fit
    • Woven fabric | Minimal stretch

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

    Style Number/Barcode: 05101-0621

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Velida One Shoulder Mermaid Dress

    Special Occasion

    Look like the glam queen you are in our statement-making Velida! Pair with eye-catching earrings, rock a bold lip, put on your fave heels, and you'll be ready to step out! 

    Fits & Features 

    • Off Shoulder, One Shoulder Fold-Over Design 
    • Mesh Inset At Center Waist 
    • Floor Length, Mermaid Style Skirt I High Slit 
    • Crepe Fabric I Lined 
    • Curve Hugging Fit 
    • Back Zipper With Hook & Eye Closure 

     

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

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0624

    Category Name: Off The Shoulder Dresses

    Price: $36.97

    Availability: Out of Stock

    Product Badge:
  • Crepe Ruffle Off Shoulder Mini Dress

    We are swooning over this adorable ruffled mini dress! Cute and chic, it pairs perf with your fav mules! 

    Fits & Features 

    • Ruffle Sweetheart Neckline & Hem
    • Off Shoulder Design I Interior No-Slip Strip 
    • Ruching At The Bust 
    • Mini Length Silhouette 
    • Crepe Lined Fabric 
    • Curve Hugging Fit I Moderate Stretch 

    Style Number/Barcode: 05103-0806

    Category Name: Off The Shoulder Dresses

    Price: $18.97

    Availability: Out of Stock

    Product Badge:
  • Palmer Formal Satin Wrap Dress

    Special Occasion 

    Bring the elegance to your evening in our breathtaking Palmer dress! Her wrap design is accented with pockets and a flattering A-Line silhouette. 

    • Off The Shoulder Neckline | Sweetheart Bust
    • Fold Over Accent | Padded Cups 
    • Removable Adjustable Spaghetti Straps 
    • Satin
    • Wrap A-Line Silhouette | Pockets
    • Built In Bodysuit Lining 
    • Form Hugging Fit | Minimal Stretch 

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0393

    Category Name: Off The Shoulder Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Clearance