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.

  • The Hole Package Sweater Mini Dress

    Babe, you'll be looking stunning from all angles in this sweater mini dress featuring a crew neck, long sleeves, front keyhole cutouts, button accents, and a bodycon silhouette on rib-knit fabric. Style with knee-high boots to complete the look.

    Fit & Features

    • Crew neck, long sleeves
    • Front keyhole cutouts
    • Button accents
    • Bodycon silhouette
    • Mini-length hem
    • Rib-knit sweater fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1542

    Category Name: Sweater Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twist It Up Sweater Midi Dress

    Spice up your everyday look with this sweater midi dress that brings eye-catching detail! It features long sleeves, a v-neck, a twisted bust and cutout, a side slit, and a form-hugging silhouette. Complete the look in a crop denim jacket for lunch!

    Fit & Features

    • Long sleeves
    • V-neck
    • Twisted bust and cutout
    • Form-hugging silhouette
    • Side slit, midi-length hem
    • Sweater rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1517

    Category Name: Sweater Dresses

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • You're The One Tie-Front Midi Dress

    This rib knit midi dress will be the one you'll adore for casual outings and more! The dress features long sleeves, a surplice v-neckline, a faux wrap bust atop a flirty cutout bodice with a tie-front closure, and a bodycon silhouette. Style with faux suede booties for the perf autumn look!

    Fit & Features

    • Long sleeves
    • Surplice v-neckline
    • Faux wrap bust
    • Cutout bodice, tie-front closure
    • Bodycon, midi-length hem
    • Rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4843

    Category Name: Sweater Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Step It Up Collared Mini Sweater Dress

    Step up your everyday fall 'fits with this trendy mini sweater dress. It features a johnny collar, a V-neckline with a partial button-down front, long fitted sleeves, and a short, form-hugging silhouette. The ribbed knit fabric offers a moderate stretch. Style with sleek hoop earrings and knee-high boots.

    Fit & Features

    • Johnny collar
    • V-neckline, partial button-down front
    • Long fitted sleeves
    • Mini-length hem
    • Fitted bodycon silhouette
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1534

    Category Name: Sweater Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Perfection Mock Neck Sweater Dress

    Showcase chic perfection in this classic ribbed knit sweater dress. It features a mock neckline, long fitted sleeves with puff accents at the shoulders, and a short, curve-hugging silhouette. The knit fabric offers plenty of stretch. Style with knee-high boots.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Puff shoulders
    • Mini-length hem
    • Form-hugging silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1681

    Category Name: Sweater Dresses

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Style Cutout Sweater Dress

    Show off a fab trendy style in this long sleeve sweater dress! It features a scoop neckline, a bold cutout at the bust with a tie-front design, dual front cutouts at the waist, and a short, curve-hugging silhouette. The knit fabric offers a moderate stretch. Pair with knee-high boots for a cute everyday 'fit.

    Fit & Features

    • Long fitted sleeves
    • Scoop neckline
    • Bust cutout, tie-front design
    • Dual front cutouts at the waist
    • Mini-length hem, form-hugging fit
    • Sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1596

    Category Name: Sweater Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Tie-Front Mini Sweater Dress

    Wrap yourself in the cozy elegance of this long-sleeve mini sweater dress. The dress features a flattering wrap design with a side tie that cinches at the waist, enhancing your silhouette. Crafted from a soft ribbed knit fabric, it offers both warmth and style, making it perfect for chilly days. The plunging V-neckline adds a touch of allure, while the Dolman-shaped sleeves maintain a chic and sophisticated look. Ideal for any autumn or winter occasion, this sweater dress pairs beautifully with boots or heels for a stylish seasonal ensemble.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Wide V-neckline
    • Long sleeves
    • Backstrap accent
    • Wrap front and back
    • High waist seam with tie-front detail
    • Short, form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1555

    Category Name: Sweater Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chain Effect Midi Dress With Belt

    You'll make a chain reaction by stepping out in this rib knit tank midi dress featuring a sleeveless square neck, tank shoulder straps, a detachable chain belt with lobster clasp closure, and a form-hugging silhouette. Complete the look in a chic blazer for happy hour!

    Fit & Features

    • Sleeveless square neck
    • Tank shoulder straps
    • Detachable chain belt with lobster clasp closure
    • Form-hugging silhouette
    • Midi-length hem
    • Double-lined rib knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4882

    Category Name: Sweater Dresses

    Price: $19.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall For Surplice Sweater Dress

    This autumn, you'll fall for this surplice sweater dress that's cozy and stylish! The mini dress features long sleeves, a plunge v-neckline, a bodycon silhouette, and a side ruched seam leading to the asymmetrical wrap hem. Complete the look in tall boots and a coat for a perf fall vibe.

    Fit & Features

    • Long sleeves
    • Plunge v-neckline
    • Surplice bodice
    • Side ruched seam, bodycon fit
    • Asymmetrical wrap mini hem
    • Smooth knit nylon-blend fabric
    • Runs true to size

    Style Number/Barcode: 06005-1473

    Category Name: Sweater Dresses

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snap It Scoop Neck Sweater Dress

    Getting ready will be a snap with this rib-knit sweater dress featuring long fitted sleeves, a scoop neck, a bodycon silhouette, and an asymmetrical mini-length hem with a faux button trim. Complete your sassy look in a butterfly choker for a dinner date!

    Fit & Features

    • Long fitted sleeves
    • Scoop neck
    • Bodycon silhouette
    • Asymmetrical mini-length hem
    • Faux snap-button trim
    • Rib-knit sweater fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1607

    Category Name: Sweater Dresses

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Eyes For One Shoulder Sweater Dress

    Everyone will only have eyes for you in this one-shoulder sweater dress featuring a long sleeve, flirty choker neck, a side waist cutout, and a form-hugging midi hem with a slit. Pair with strappy stiletto heels to complete the look!

    Fit & Features

    • One-shoulder, long sleeve
    • Choker neck
    • Side waist cutout
    • Form-hugging silhouette
    • Slit midi-length hem
    • Soft sweater-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1495

    Category Name: Sweater Dresses

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Autumn Chic Mini Sweater Dress

    This form-hugging sweater dress will give you that autumn chic vibe! It features a crew neckline, long fitted sleeves, asymmetrical ruched detailing with an adjustable drawstring, and a short, fitted silhouette. The stretchy ribbed knit fabric has a trendy space-dye design for an eye-catching look. Style with knee-high boots.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Asymmetrical ruching, side drawstring
    • Mini-length hem, form-hugging fit
    • Stretchy ribbed sweater knit fabric
    • Space-dye design
    • Runs true to size

    Style Number/Barcode: 06005-1584

    Category Name: Sweater Dresses

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweetly Glam Sweater Mini Dress

    This sweater mini dress showcases your sweet glam side! It features a sleeveless, halter neckline, bodycon silhouette, and asymmetrical side cutout with rhinestone trim. Complete the look in statement earrings.

    Fit & Features

    • Sleeveless, halter neckline
    • Bodycon silhouette
    • Asymmetrical side cutout, rhinestone trim
    • Mini-length hem
    • Smooth sweater knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1568

    Category Name: Sweater Dresses

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leave Em' Breathless Sweater Dress

    Leave your crush breathless when they see you in this spicy sweater mini dress! It features an off-the-shoulder neckline, long sleeves, a cutout bust, and a bodycon silhouette. Complete the look in thigh-high boots for everyday slay! 

    Shop More Sweater Styles: The Sweater Collection

    Fit & Features

    • Off-the-shoulder neckline
    • Long sleeves
    • Cutout bust
    • Bodycon silhouette
    • Mini-length hem
    • Ribbed-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1456

    Category Name: Sweater Dresses

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Cable Knit Tie-Front Mini Dress

    Bring all the cozy vibes this season in this adorable cable knit mini dress! It features a V-neck and back with wrap designs, long balloon sleeves with tapered hems, a high waist with a tie-front accent, and a short, form-hugging fit. Style with knee-high boots.

    Fit & Features

    • V-neck and back, wrap design
    • Long balloon sleeves, tapered hems
    • High waist seam, tie-front
    • Mini-length hem, form-hugging fit
    • Cable knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4842

    Category Name: Sweater Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Cutout Mini Sweater Dress

    This elevated mini sweater dress is a trendy staple for this fall season! It features a mock neckline, long fitted sleeves, waist cutouts that lead to the back, and a short, curve-hugging, bodycon silhouette. Style with strappy heels.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Waist cutouts that lead to the back
    • Mini-length hem
    • Fitted bodycon silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1469

    Category Name: Sweater Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All Business Sweater Mini Dress

    All business with some pleasure! Take this sweater mini dress from office hours to happy hour. It features a sleeveless, v-neck, and a form-fitting silhouette. Complete the look with a chic clutch.

    Shop More Styles: The Sweater Collection

    Fit & Features

    • Sleeveless, v-neck
    • Form-fitting silhouette
    • Mini-length hem
    • Sweater rib-knit
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1529

    Category Name: Sweater Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Highly Sophisticated Sweater Dress

    This sleeveless sweater dress brings sultry-sophistication to every occasion! It features a halter neckline, side cutouts on the bodice, and a form-fitting silhouette on a mini-length hem. Complete the look in a classy blazer and heels.

    Fit & Features

    • Sleeveless, halter neckline
    • Side cutouts
    • Form-fitting silhouette
    • Mini-length hem
    • Soft sweater knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1377

    Category Name: Sweater Dresses

    Price: $3.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Good For You Sweater Maxi Dress

    Cause you like looking good for yourself! This sweater maxi dress is the perfect staple for your seasonal closet. It features long sleeves, a collared v-neckline, a form-hugging silhouette, and a flirty front cutout slit. Style with booties for an afternoon lunch.

    Fit & Features

    • Long sleeves
    • Collared v-neckline
    • Form-hugging silhouette
    • Front cutout slit
    • Maxi-length hem
    • Ribbed knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1482

    Category Name: Sweater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Knit Your Average Sweater Dress

    Level up in this curve-flaunting sweater dress featuring a sleeveless, scoop neckline, spaghetti straps, a bodycon silhouette, and a mini-length hem on ribbed knit fabric with plenty of stretch. Complete the look in a crop cardigan and booties.

    Shop More Styles: The Sweater Collection

    Fit & Features

    • Sleeveless, scoop neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Ribbed knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1450

    Category Name: Sweater Dresses

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Coffee Date Ribbed Knit Midi Dress

    This soft ribbed knit midi dress is perfect for fall coffee dates! It features a collared V-neckline, long fitted sleeves, a partial faux button-down front, a midi-length hem with a high front slit, and a form-hugging fit. Style with knee-high boots for a chic autumn look.

    Fit & Features

    • Collared V-neckline
    • Long fitted sleeves
    • Partial faux button-down front
    • Midi-length hem, front slit
    • Fitted silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4740

    Category Name: Sweater Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Cute Cable Knit Mini Dress

    Keep it cute and light in this cable knit mini dress perfect for a casual day date! It features a sleeveless scoop neckline, spaghetti straps, a lower back cutout, underbust trim, and a bodycon silhouette. The cable knit fabric offers a moderate stretch. Complete the look in a dainty necklace and heels.

    Fit & Features

    • Sleeveless scoop neckline, spaghetti straps
    • Lower back cutout
    • Underbust trim
    • Bodycon silhouette
    • Mini-length hem
    • Cable knit design, knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1412

    Category Name: Sweater Dresses

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Set The Tone Rib Sweater Dress

    Set the tone for the new season in this fresh two-tone sweater dress for all the autumn vibes! It features long sleeves, a mock neck, a bodycon silhouette, and a mini-length hem on stretchy ribbed knit fabric. Complete the look in dainty linear earrings.

    Fit & Features 

    • Long fitted sleeves
    • Mock neck
    • Bodycon silhouette
    • Two-tone pattern
    • Mini-length hem
    • Stretchy ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1432

    Category Name: Sweater Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Take A Trip Sweater Halter Dress

    Taking a trip somewhere fab? You're gonna need this sweater halter dress perfect for looking chic on the go! It features a sleeveless bodice, cross straps with neck-tie closure, a bodycon silhouette, and a mini-length hem. Complete the look in linear earrings.

    Shop More Styles: The Sweater Collection

    Fit & Features

    • Sleeveless halter neck
    • Cross straps, neck-tie closure
    • Bodycon silhouette
    • Mini-length hem
    • Rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1605

    Category Name: Sweater Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance