Sweater Dresses

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Trendy & Lightweight Sweater Dresses for Every Season

Who says sweater dresses are just for chilly days? Windsor’s sweater dresses are designed to be effortlessly stylish year-round, featuring breathable fabrics like ribbed knits, cotton blends, and lightweight textures perfect for layering. Whether you're heading out for a casual weekend or styling a chic office look, these mid-length and mini styles keep you looking polished while feeling comfortable.

For an everyday vibe, pair a sleeveless or off-the-shoulder trendy casual dress with sneakers and a tote for a cool, effortless look. Brunch plans? A figure-hugging midi sweater dress with side slits or cutouts adds just the right touch of elevated flair. For the office, layer a ribbed knit dress with a blazer from our women’s workwear collection for a polished yet comfortable ensemble.

From strappy mini dresses to sleek midis and maxi styles with open-back details, Windsor’s sweater dresses offer stylish versatility. Shop Windsor dresses online, in-app, or in over 350 Windsor stores across the U.S. and Canada to find your perfect fit.

How Do You Dress Up a Sweater Dress?

Elevate your sweater dress with stylish accessories and on-trend pairings. Add layered lariat necklaces and rhinestone duster earrings for instant glamour, or opt for heeled mules or block heels for a polished finish. Love a little sparkle? Glitter or rhinestone-embellished heels are perfect for date night. If your sweater dress is a solid shade like burgundy or ivory, faux suede or nubuck booties add a chic textural contrast. To define your waist, cinch it with a statement belt—metallic, rhinestone, or layered chain styles all add trendy flair. For an office-ready look, layer a boyfriend blazer over your dress and finish with gold hoop earrings and strappy heels.

How Can You Style a Sweater Dress?

Sweater dresses are a go-to for any occasion. Here are a few ways to wear them year-round:

  • Brunch or Workwear: A scoop-neck sweater dress with ankle booties creates a chic, effortless look.
  • Date Night: Style a fitted sweater dress with thigh-high boots and a statement belt for a sleek, sultry vibe.
  • Casual Cool: Pair a long-sleeve sweater dress with chunky boots and layering rings for a relaxed yet stylish outfit.
  • Layered Looks: Wear a cropped sweater over a knit midi dress for an on-trend, cozy outfit in cooler months.
  • Day to Night: A short-sleeve sweater dress can be dressed down with simple jewelry for the day or styled with a faux leather jacket and statement heels for a night out.

With endless ways to style them, sweater dresses are a must-have for effortless, on-trend dressing in any season.

  • Like An Hourglass Bandage Corset Mini Dress

    Sculpt your curves with this bandage corset mini dress to achieve a sexy and snatched figure! Designed on seamless bandage knit fabric that fits like a glove, it features a strapless sweetheart neckline, a padded bust, and non-slip grip lining that ensures a secure fit while the corset-style trim detail along the bodycon silhouette accentuates your natural shape down to the mini-length hem. Complete the look in strappy heels.

    Fit & Features

    • Strapless sweetheart neckline
    • Non-slip grip lining
    • Back zipper and hook-eye closure
    • Padded bust, corset-style trim
    • Bodycon silhouette, mini-length hem
    • Bandage seamless knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1815

    Category Name: Sweater Dresses

    Price: $3.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gift Of Curves Bandage Striped Midi Dress

    Show off your curves in this bandage midi dress to gift everyone with your divine hourglass figure! This flattering midi-length dress features a contrast striped V-neckline, adjustable spaghetti straps, a bodycon silhouette, and a center back slit along the midi-length hem. Curve-enhancing contrast striped pattern highlights your best assets while the luxurious bandage seamless knit fabric is designed to fit like a glove. Style with sleek pumps for a cocktail party!

    Fit & Features

    • Sleeveless contrast striped V-neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette, center back slit, midi-length hem
    • Contrast striped pattern
    • Bandage seamless knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1813

    Category Name: Sweater Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Staple Tie-Front Ribbed Knit Midi Dress

    This adorable tie-front midi dress is a stylish staple for an effortlessly chic look! It features a crew neckline, long fitted sleeves, a tie-front design at the waist, a mid-length hem with a high side slit, and a bodycon silhouette. The ribbed knit fabric offers plenty of stretch. Pair with ankle booties!

    Fit & Features

    • Stretchy ribbed knit fabric
    • Crew neckline
    • Long fitted sleeves
    • Tie-front waist design
    • High side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5248

    Category Name: Sweater Dresses

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Class Mock Neck Long Sleeve Midi Dress

    Enjoy feeling like a boss in this high-class midi dress! The fitted long sleeves with thumbholes offer protection without compromising style, while the mock neckline, bodycon silhouette, and midi-length hem create a sleek and modern look. The stretchy ribbed knit fabric has a full-length lining. Complete the look with statement booties for a dinner downtown!

    Fit & Features

    • Fitted long sleeves with thumbholes
    • Mock neckline
    • Bodycon silhouette
    • Midi-length hem
    • Stretchy ribbed knit fabric, full-length knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5396

    Category Name: Sweater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Winter Sweetheart Wrap-Front High Slit Midi Dress

    Create an adorable winter 'fit with this wrap-front midi dress you'll want to wear all season long. It features a V-neckline with a chic surplice wrap-front design, long fitted sleeves, a midi-length hem with a high-cut side slit, and a form-hugging silhouette. The ribbed knit fabric offers plenty of stretch. Complete your look with a moto jacket and sleek ankle boots.

    Fit & Features

    • V-neckline, surplice wrap-front design
    • Long fitted sleeves
    • Midi-length hem, high side slit
    • Form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5338

    Category Name: Sweater Dresses

    Price: $5.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twist Perfection Cutout Sweater Midi Dress

    Showcase this perfect twist sweater midi dress all season! With its form-hugging rib knit sweater fabric, V-neckline, twisted bust, cutout bodice, fitted long sleeves, and side slit, you'll look stylish with every step. Complete the look in booties for day or night!

    Fit & Features

    • Fitted long sleeves
    • V-neckline
    • Twisted bust, cutout bodice
    • Form-hugging fit
    • Side slit, midi-length hem
    • Rib knit sweater fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1907

    Category Name: Sweater Dresses

    Price: $7.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorable Style Cable Knit Mini Dress

    You'll fall in love with the adorable style of this cable knit mini dress for the cozy winter season. It features a V-neckline with a surplice design, long sleeves, a faux wrap-front creating an asymmetric mini-length hem, and a form-hugging silhouette. The cable knit fabric offers a moderate stretch. Style with a chic trench coat and knee-high boots.

    Fit & Features

    • V-neckline, surplice design
    • Long sleeves
    • Faux wrap-front design
    • Asymmetric mini-length hem
    • Form-hugging silhouette
    • Cable knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5359

    Category Name: Sweater Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Highly Selective Choker Neck Sweater Midi Dress

    Highly sophisticated and selective, this off-the-shoulder sweater midi dress is an exquisite piece for any occasion! It features a choker neckline, fitted long sleeves, and a bodycon and midi-length hem to ensure you look polished and elegant. Complete the look in booties for dinner and drinks!

    Fit & Features

    • Off-the-shoulder, choker neckline
    • Fitted long sleeves
    • Bodycon silhouette
    • Midi-length hem
    • Sweater ribbed knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1897

    Category Name: Sweater Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fashionable Chic Sweater Maxi Dress

    Perfect for any occasion, this fashion-forward sweater maxi dress delivers the perfect blend of comfort and style. Featuring a flattering bodycon silhouette, tank straps, and a sweetheart neckline for added appeal, this luxuriously soft sweater knit maxi dress will take your look to the next level. Layer on a faux leather jacket for an effortless and cool style!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Maxi-length hem
    • Sweater ribbed knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1898

    Category Name: Sweater Dresses

    Price: $3.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Total Feels Sleeveless Maxi Sweater Dress

    You'll love how you feel in this sleeveless maxi sweater dress perfect for casual day-to-night occasions! The maxi-length dress features a mock neckline, a form-hugging fit, and a flirty high slit along the hem. Complete the look in booties.

    Fit & Features

    • Sleeveless mock neck
    • Form-hugging fit
    • High slit
    • Maxi-length hem
    • Sweater ribbed knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1900

    Category Name: Sweater Dresses

    Price: $3.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twisted Up Long Sleeve Rib Knit Midi Dress

    Get twisted up in this stylish midi dress! The rib knit dress features fitted long sleeves, a V-neckline, a twisted bust accent, and a bodycon silhouette with flattering side ruched seams and a midi-length hem perfect for styling with your favorite booties or heels. Complete the look in best-selling shoes to make a fabulous statement this season! 

    Fit & Features

    • Fitted long sleeves
    • V-neckline
    • Twisted bust accent
    • Bodycon silhouette, side ruched seams
    • Midi-length hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5112

    Category Name: Sweater Dresses

    Price: $5.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Change Of Season Long Sleeve Ribbed Knit Midi Dress

    Step out this season in this casual-chic long sleeve midi dress! It features a V-neckline with a button design at the bust, long fitted sleeves, a midi-length hem with dual high-cut side slits, and a form-hugging fit. The lightweight ribbed knit fabric offers plenty of stretch for comfortable wear. Style this midi dress with a moto jacket and ankle booties for an edgy elevated look.

    Fit & Features

    • Stretchy ribbed knit fabric
    • V-neckline, two-button design
    • Long fitted sleeves
    • Dual side slits
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-5310

    Category Name: Sweater Dresses

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Charmed Mock Neck Bodycon Mini Dress

    This bodycon mini dress would be charmed to make your acquaintance! A short dress that features fitted bell long sleeves and a mock neckline, and is composed of a rib knit fabric with a sewn-in knit lining. Style the mini dress with a chic crossbody bag for a day date!

    Fit & Features

    • Fitted bell long sleeves
    • Mock neckline
    • Bodycon silhouette
    • Mini-length hem
    • Rib knit fabric, sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5204

    Category Name: Sweater Dresses

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Can't Help It Off-The-Shoulder Sweater Dress

    If chic comes naturally, this sweater maxi dress can't help but make your style shine! The maxi dress features an off-the-shoulder folded neckline, fitted long sleeves, a flattering bodycon silhouette, and a side slit on stretchy rib knit fabric. Complete the look in sleek stiletto heels for date nights or holiday parties!

    Fit & Features

    • Off-the-shoulder folded neckline
    • Fitted long sleeves
    • Bodycon silhouette, side slit
    • Maxi-length hem
    • Stretchy rib knit sweater fabric
    • Runs true to size

    Style Number/Barcode: 06005-1793

    Category Name: Sweater Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stroll Along Surplice Tie Waist Mini Dress

    Stroll along the city streets in this casual mini dress perfect for a day out! The mini dress features relaxed long sleeves with banded cuffs, a V-neckline with a surplice accent, a tie-waist belt, and a flattering bodycon fit on stretchy knit fabric. Complete the look with a crossbody bag.

    Fit & Features

    • Relaxed long sleeves, banded cuffs
    • V-neckline, surplice accent
    • Tie-waist belt
    • Bodycon fit
    • Mini-length hem
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5354

    Category Name: Sweater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Make An Appearance Lace-Up Sweater Mini Dress

    Make an appearance in this sweater mini dress for dates to dinners! The mini dress features fitted long sleeves with flared cuffs and eye-catching lace-up packets, a mock neckline, and a flattering bodycon silhouette, on rib knit sweater fabric. Complete the look with simple hoop earrings and heels.

    Fit & Features

    • Fitted long sleeves
    • Flared cuffs, lace-up plackets
    • Mock neckline
    • Bodycon silhouette
    • Mini-length hem
    • Rib-knit sweater fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1741

    Category Name: Sweater Dresses

    Price: $3.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Another Day Long Sleeve Sweater Midi Dress

    Another day, another slay in this sweater midi dress - perfect for pumpkin patches, grabbing a PSL, or meeting up with friends! The knee-length dress features fitted long sleeves, a crew neckline, a bodycon silhouette, and a flirty front slit on soft and stretchy rib knit fabric. Complete the look in booties and a chic crossbody bag.

    Fit & Features

    • Fitted long sleeves
    • Crew neckline
    • Bodycon silhouette
    • Front slit accent
    • Midi-length hem
    • Soft, stretchy sweater rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5305

    Category Name: Sweater Dresses

    Price: $5.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Things Cute Cable Knit Sweater Dress

    Wrap yourself up in this cute and casual cable knit sweater dress perfect for pumpkin patches or festivals! It features long sleeves with banded cuffs, a plunge surplice V-neckline and V-cut back, a tie-waist belt, and a short form-hugging fit. Complete the look in trendy knee-high boots.

    Fit & Features

    • Long sleeves, banded cuffs
    • Plunge surplice V-neckline, V-cut back
    • Tie-waist belt
    • Form-hugging fit
    • Short-length hem
    • Cable knit design, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5370

    Category Name: Sweater Dresses

    Price: $5.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Smooth Silhouette Long Sleeve Bodycon Maxi Dress

    The perfect maxi dress for looking sultry on casual outings! The long dress features fitted long sleeves, a square neckline, a flattering bodycon silhouette, and a fitted maxI-length hem on smooth modal knit fabric with a mesh lining. Complete the look with simple hoop earrings and a choker.

    Fit & Features

    • Fitted long sleeves
    • Square neckline
    • Bodycon silhouette
    • Maxi-length hem
    • Smooth modal knit fabric, mesh lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5339

    Category Name: Sweater Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Knit Talks Mock Neck Sleeveless Sweater Dress

    This knit sweater dress speaks for itself! Flaunt your classic style in this sleeveless dress featuring a ribbed mock neck, a flattering bodycon silhouette, and a mini-length hem with a flirty slit accent. Complete the look with a chic mini handbag and knee-high boots for a daytime outing!

    Fit & Features

    • Sleeveless
    • Ribbed mock neck
    • Bodycon silhouette
    • Slit accent
    • Mini-length hem
    • Stretchy sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1726

    Category Name: Sweater Dresses

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Chic Off-The-Shoulder Mini Dress

    This essential chic off-the-shoulder mini dress is the perfect pick for the new season. It features an off-the-shoulder neckline with a cute fold-over design, long fitted sleeves, a mini-length hem, and a bodycon silhouette. The ribbed knit fabric offers plenty of stretch. Style this mini dress with over-the-knee boots for a fall happy hour!

    Fit & Features

    • Off-the-shoulder neckline, fold-over design
    • Long fitted sleeves
    • Mini-length hem
    • Bodycon silhouette
    • Ribbed knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5376

    Category Name: Sweater Dresses

    Price: $19.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Snap Button Sweater Midi Dress

    Simple yet stylish, this sweater midi dress is essential for everyday styling! The midi dress features a scoop neckline, fitted long sleeves, a bodycon silhouette, gold snap-button detailing, and a flirty hem slit on stretchy rib knit fabric. Complete the look in knee-high boots.

    Fit & Features

    • Scoop neckline
    • Fitted long sleeves
    • Bodycon silhouette
    • Gold snap-button detailing
    • Front slit, midi-length hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1731

    Category Name: Sweater Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Chill Crew Neck Knit Dress

    You'll feel effortlessly chill in this basic midi dress perfect for looking cute on the go! It features short sleeves, a crew neck, a bodycon silhouette, a side slit accent, and a knee-length hem. The dress is composed of a soft hacci rib knit fabric with plenty of stretch. Style with trendy flat sandals for grabbing coffee!

    Fit & Features

    • Short sleeves
    • Crew neck
    • Bodycon silhouette
    • Side slit accent
    • Knee-length hem
    • Hacci rib knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5190

    Category Name: Sweater Dresses

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetting Cutie Cable Knit Lace-Up Dress

    Step out as a trendsetting cutie in this cable knit midi dress perfect for daytime strolls! It features a sleeveless square neck, thin shoulder straps that create the lace-up back design, a tie-waist belt, a bodycon silhouette, a side slit, and a midi-length hem. Complete the look in flat sandals and sunglasses.

    Fit & Features

    • Sleeveless square neck, thin shoulder straps
    • Lace-up back design
    • Tie-waist belt
    • Bodycon silhouette
    • Side slit, midi-length hem
    • Cable knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5155

    Category Name: Sweater Dresses

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale