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.

  • Everyday Slay Ribbed Knit Midi Dress

    Showcase an everyday slay in this curve-hugging midi dress! It features a sleeveless square neckline, spaghetti straps, an open back with a double strap design, a midi-length hem with a bodycon silhouette, and a thigh-high side slit for a sultry accent. The ribbed knit fabric offers plenty of stretch. Style with clear mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Open back, double strap design, tie closure
    • Midi-length hem, bodycon silhouette
    • High side slit
    • Ribbed knit fabric, lining at the bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4770

    Category Name: Sweater Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Getaway Midi Sweater Dress

    This adorable retro print sweater dress is giving major weekend getaway vibes! It features a sleeveless scoop neckline, a front O-ring accent with a small keyhole cutout, tank shoulder straps, a scoop-back design, a midi-length hem, and a form-hugging silhouette. The sweater knit fabric features a trendy retro-inspired multi-print pattern. Style with espadrille sandals.

    Fit & Features

    • Sleeveless scoop neckline
    • Front O-ring accent, small keyhole cutout
    • Tank shoulder straps, scoop-back design
    • Midi-length hem, form-hugging fit
    • Retro-inspired multi-print pattern
    • Sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1642

    Category Name: Sweater Dresses

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leave An Impression Halter Sweater Mini Dress

    Leave an impression in this sweater mini dress for dates or weekend getaways! The rib knit dress features a sleeveless halter neckline, a partially open back, a bodycon silhouette, and a mini-length hem with a flirty slit. Complete the look in heeled sandals.

    Fit & Features

    • Sleeveless halter neckline
    • Partially open back
    • Bodycon silhouette
    • Mini-length hem, slit accent
    • Rib-knit sweater fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1424

    Category Name: Sweater Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Spring The Fun Sweater Midi Dress

    Spring into this sweater midi dress for daytime outings! It features a sleeveless square neck, adjustable spaghetti straps, contrast trim along the bodice, and a bodycon silhouette. Style with trendy mules to complete the look!

    Fit & Features

    • Sleeveless square neck
    • Adjustable spaghetti straps
    • Contrast trim bodice
    • Bodycon silhouette
    • Midi-length hem
    • Sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1640

    Category Name: Sweater Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Whatever Rib Takes Cutout Mini Dress

    Take on the day in style wearing this mini dress featuring a trendy, sleeveless, high neck, bodycon silhouette, and a cutout accent for a flash of skin. Complete the look in sunnies and sandals for the perf day date look.

    Fit & Features

    • Sleeveless, high neck
    • Bodycon silhouette
    • Cutout accent
    • Mini-length hem
    • Rib-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1270

    Category Name: Sweater Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • One More Moment Sweater Dress

    Make a lasting impression leaving the pool party in this chic cover-up sweater dress! It features a sleeveless square neck, spaghetti straps that lead to an open back with lace-up closure, a form-fitting silhouette, and a high side slit atop the midi-length hem. Complete the look with sandals and sunglasses.

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Open back, lace-up closure
    • Form-fitting silhouette
    • Side slit, midi-length hem
    • Sweater knit fabric, slightly sheer, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1688

    Category Name: Sweater Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Everyday Style Midi Dress

    This form-fitting midi dress is perfect for creating that chic everyday style! It features a sleeveless V-neckline with a matching V-back design, tank shoulder straps, a fitted silhouette that will hug your curves, and a midi-length hem. The ribbed knit fabric offers plenty of stretch. Complete the look with strappy mules.

    Fit & Features

    • Sleeveless V-neckline, V-back design
    • Tank shoulder straps
    • Form-hugging fit
    • Midi-length hem
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4844

    Category Name: Sweater Dresses

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Babe Cutout Sweater Dress

    You'll be such a trendy babe in this adorable cutout sweater dress! Featuring a sleeveless high neckline with a racerback design, a front keyhole cutout at the bust, alluring side cutouts at the waist, a midi-length hem, and a curve-hugging silhouette, this dress is a perfect pick for a night out with the girls. Style with platform heels and a chic handbag.

    Fit & Features

    • Sleeveless high neckline, racerback design
    • Front keyhole cutout at the bust
    • Dual side cutouts at the waist
    • Midi-length hem, curve-hugging fit
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1633

    Category Name: Sweater Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Limelight Lace-Up Bandage Dress

    Look back at it. Flaunt your hourglass in this lace-up bandage dress featuring a sleeveless, boat neckline, spaghetti straps, a mini bodycon silhouette, and an open-back with an alluring lace-up design with tie-closure. Composed of a seamless bandage-knit fabric with minimal stretch. Finish the look in stiletto heels for a night out. 

    Fit & Features

    • Sleeveless, boat neckline
    • Spaghetti straps
    • Open-back, lace-up design with tie-closure
    • Mini bodycon silhouette
    • Seamless bandage-knit fabric
    • Fits true to size, minimal stretch

    Style Number/Barcode: 06005-1302

    Category Name: Sweater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Only The Best Cutout Sweater Dress

    Treat yourself to the best sweater midi dress to have this season! It features fitted long sleeves, an asymmetrical neckline with contrast trim, a form-hugging silhouette, and a flirty side waist cutout with contrast trim. Style with block heels to complete the look!

    Fit & Features

    • Fitted long sleeves
    • Asymmetrical neckline, contrast trim
    • Form-hugging silhouette
    • Side waist cutout, contrast trim
    • Midi-length hem
    • Rib-knit sweater fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1639

    Category Name: Sweater Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Contemporary Girl Sweater Midi Dress

    Breeze in looking like a chic contemporary girl in this sweater midi dress! It features an on-trend cold shoulder with adjustable halter spaghetti straps, fitted long sleeves, a bodycon silhouette, and a front-side slit accent. Complete the look with lace-up heels for a dinner date!

    Fit & Features

    • Cold shoulder
    • Adjustable halter spaghetti straps
    • Fitted long sleeves
    • Bodycon silhouette
    • Front side slit, midi-length hem
    • Sweater rib-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1613

    Category Name: Sweater Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wonderful Winter Sweater Midi Dress

    Slay all season no matter the weather in this sweater midi dress perfect for casual or dressy events! It features fitted long sleeves, a mock neck, a bust cutout, and a form-hugging silhouette with a flirty front slit. The dress is composed of a stretchy rib-knit fabric. Pair with booties to complete the look.

    Fit & Features

    • Fitted long sleeves, mock neck
    • Bust cutout
    • Form-hugging silhouette
    • Front slit accent
    • Midi-length hem
    • Rib-knit sweater fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1579

    Category Name: Sweater Dresses

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Put A Ring On It Sweater Midi Dress

    A sultry take on a classic staple! This sweater midi dress features fitted long sleeves, a v-neckline, a front cutout with a ring hoop insert, and a form-hugging silhouette with a flirty front slit. Style with pointed-toe booties to complete the look!

    Fit & Features

    • Fitted long sleeves
    • V-neckline
    • Front cutout with a ring hoop insert
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Rib-knit sweater fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1612

    Category Name: Sweater Dresses

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Winter Chic Style Midi Sweater Dress

    You'll adore the winter chic style of this midi sweater dress! Featuring a mock neckline, long fitted sleeves, a midi-length hem, and a form-hugging silhouette, this sweater dress is a perfect choice for casual holiday parties. The cozy brushed ribbed knit fabric offers plenty of stretch for comfortable wear. Style with ankle booties.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Midi-length hem
    • Form-hugging fit
    • Brushed ribbed knit fabric, knit lining down the body
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5039

    Category Name: Sweater Dresses

    Price: $19.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Perfection Ribbed Knit Mini Dress

    This ribbed knit mini dress will create perfect casual 'fits! It features a square neckline, long fitted bell sleeves with cute flared-out hems, and a mini-length, form-hugging silhouette. The lined knit fabric offers plenty of stretch for comfortable wear. Style with knee-high boots.

    Fit & Features

    • Square neckline
    • Long fitted bell sleeves, flared hems
    • Mini-length hem, form-hugging fit
    • Ribbed knit fabric, knit lining, plenty of stretch
    • Style runs small

    Style Number/Barcode: 05102-5217

    Category Name: Sweater Dresses

    Price: $5.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pearl-Fect Pick Sweater Maxi Dress

    Forever a perfect pick for your next chic soiree! This sweater maxi dress features long fitted sleeves, a plunge V-neckline, a center front faux pearl button-down along the bodycon silhouette, and a slit accent. The ribbed knit fabric offers a moderate stretch. Complete the look with pointed-toe booties.

    Fit & Features

    • Sweater ribbed knit fabric, moderate stretch
    • Long fitted sleeves
    • Plunge V-neckline
    • Center front faux pearl button-down
    • Bodycon fit
    • Front slit
    • Runs true to size

    Style Number/Barcode: 06005-1525

    Category Name: Sweater Dresses

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrap It Up Cable Knit Sweater Dress

    Wrap yourself up in style this season! Cue compliments whenever you're in this cable knit sweater midi dress featuring long balloon sleeves, a v-neckline, and a surplice bodice with a tie-front waist belt and a bodycon silhouette. Style with pointed-toe booties to complete the look!

    Fit & Features

    • Long balloon sleeves
    • V-neckline
    • Surplice bodice
    • Tie-front waist belt
    • Bodycon silhouette
    • Midi-length hem
    • Cable knit fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05102-4818

    Category Name: Sweater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seasonal Surprise Color Block Dress

    Mix it up this season! Step out in this trendy color block mini dress featuring fitted long sleeves, a scoop neck, and a bodycon silhouette on stretchy rib-knit fabric. Style with over-the-knee boots to complete the look!

    Fit & Features

    • Fitted long sleeves
    • Scoop neck
    • Bodycon silhouette
    • Mini-length hem
    • Color block pattern
    • Rib-knit fabric, double-lined, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4952

    Category Name: Sweater Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirty In Fall Cable Knit Dress

    Stay flirty and cozy this fall in this cable knit midi dress! It features long sleeves, a mock neck, a bodycon silhouette, and a sultry open-back design. Perfect for styling with faux suede booties for your weekend plans!

    Fit & Features

    • Long sleeves
    • Mock neck
    • Bodycon silhouette
    • Open-back design
    • Midi-length hem
    • Soft cable knit sweater fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1614

    Category Name: Sweater Dresses

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • First Pick Henley Knit Maxi Dress

    Cute and stylish, this maxi dress will be your first pick for looking good always! It features fitted long sleeves, a v-neckline with button front closures, a bodycon silhouette, and is composed of stretchy rib-knit fabric. Style with booties to complete the look!

    Fit & Features

    • Fitted long sleeves
    • V-neckline
    • Button-front closures
    • Bodycon silhouette
    • Maxi-length hem
    • Rib-knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5036

    Category Name: Sweater Dresses

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Warm Up Sweater Knit Dress

    Cozy up this season in style! This sweater mini dress is the best of both worlds featuring cozy dolman sleeves, a surplice v-neckline, belted tie-front waist, and a bodycon silhouette. The dress is composed of soft cable and rib-knit fabric that offers plenty of stretch. Style with knee-high boots to complete the look!

    Fit & Features

    • Dolman sleeves
    • Surplice v-neckline
    • Belted tie-front waist, belt loop accents
    • Bodycon silhouette, mini-length
    • Cable and rib-knit sweater fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1572

    Category Name: Sweater Dresses

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In The Knit Cable Sweater Dress

    A fashionista like you needs to set the trends! Step it up this season in this staple cable knit sweater dress featuring a ribbed mock neck and long sleeves, a bodycon silhouette, and a short-length hem. Style with knee-high boots and a jacket to complete the look!

    Fit & Features

    • Ribbed mock neck and long sleeves
    • Bodycon silhouette
    • Short-length hem
    • Cable knit design
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1564

    Category Name: Sweater Dresses

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Winter Chic Off-The-Shoulder Sweater Dress

    This adorable ribbed knit sweater dress will give you a chic look for the winter season! It features an off-the-shoulder neckline with a fold-over design, long fitted sleeves, a midi-length, curve-hugging silhouette, and a high front slit. The knit fabric offers a moderate stretch for comfortable wear. Style with knee-high boots.

    Fit & Features

    • Off-the-shoulder neckline, fold-over design
    • Long fitted sleeves
    • Midi-length hem, fitted bodycon silhouette
    • High front slit
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1578

    Category Name: Sweater Dresses

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

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

    This classic chic sweater dress is perfect for styling up or down this winter season. It features an on-trend mock neckline, long fitted sleeves, a short, curve-hugging silhouette, and a front slit accent. The knit fabric offers plenty of stretch. Pair with knee-high boots and sleek hoops.

    Fit & Features

    • Ribbed mock neckline
    • Long fitted sleeves
    • Mini-length hem, front slit
    • Curve-hugging silhouette
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1616

    Category Name: Sweater Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free