Sweater Dresses

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Product Recommendations

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.

  • Vacay Escape Halter Bodycon Crochet Midi Dress

    Escape on vacay in this must-have halter crochet midi dress perfect for enjoying a sunset dinner and drinks!

    Fit & Features

    • Crochet fabric, stretchy knit lining
    • Halter neckline, tie-back
    • Front bust tie with keyhole accent
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6060

    Category Name: Sweater Dresses

    Price: $19.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Easily Gorgeous Strapless Cable Knit Midi Dress

    Flaunt your gorgeous curves in this chic cable knit midi dress for brunch or a casual party. The dress boasts a flattering bodycon silhouette and a center back slit for movement.

    Fit & Features

    • Cable knit design, soft stretchy knit lining
    • Strapless neckline
    • Bodycon silhouette
    • Center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5898

    Category Name: Sweater Dresses

    Price: $19.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cute Ease Cap Sleeve Cutout Midi Dress

    This cap sleeve midi dress is ready to elevate any casual day look to a cute level! Designed in a flattering bodycon silhouette, this dress boasts a flirty cutout back and a back slit for effortless movement. 

    Fit & Features

    • Stretchy rib knit fabric
    • Cap sleeves
    • Scoop neck
    • Cutout back
    • Center back slit
    • bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5908

    Category Name: Sweater Dresses

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Charm Striped Knit Strapless Midi Dress

    Show up with that chic charm in this striped knit midi dress designed with a strapless straight neckline and a curve-hugging bodycon fit.

    Fit & Features

    • Ribbed knit fabric, high stretch
    • Striped print
    • Strapless straight neckline
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06005-2222

    Category Name: Sweater Dresses

    Price: $7.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweetest Poise Button Bodycon Midi Dress

    Polished and poised, this sweet sleeveless midi dress will elevate your everyday style with chic button accents and a bodycon fit.

    Fit & Features

    • Stretchy rib knit fabric
    • Square neckline
    • Wide shoulder straps
    • Button accents, front faux pockets
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2261

    Category Name: Sweater Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Retro Vision Halter Striped Crochet Midi Dress

    The perfect blend of modern and retro! This halter striped crochet midi dress can easily be styled with sandals for the day and heels for night.

    Fit & Features

    • Striped design, crochet fabric, short stretchy knit lining
    • Halter neckline, spaghetti strap tie
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2264

    Category Name: Sweater Dresses

    Price: $8.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Radiant Cutie Halter Rib Knit Skater Mini Dress

    You'll be a radiant cutie in this sleeveless mini dress at casual backyard parties or hangs! Featuring a halter neckline with spaghetti strap ties, a flattering skater silhouette, and a flared mini-length hem for a touch of playfulness. Complete the look in platform sneakers.

    Fit & Features

    • Rib knit fabric, moderate stretch
    • Halter neckline, spaghetti strap ties
    • Skater silhouette
    • Flared mini-length hem
    • Runs true to size

    Style Number/Barcode: 06005-1992

    Category Name: Sweater Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strolls In The Sand Halter Bodycon Mini Dress

    Stroll the beach in this halter mini dress while on vacation or enjoying the warm weather! The dress is designed in a unique texture knit that hugs your curves in a bodycon silhouette.

    Fit & Features

    • Texture knit fabric, stretchy knit lining
    • Halter V-neckline, button closures
    • O-ring metal insert
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6080

    Category Name: Sweater Dresses

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Total Attraction Cutout Bodycon Midi Dress

    Look and feel like a babe in this bodycon midi dress with a flirty cutout twist back design and side slit for effortless movement! Pair with cute sandals.

    Fit & Features

    • Texture knit fabric, stretchy knit lining
    • Scoop neckline, spaghetti straps
    • Twist cutout back design
    • Side slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2281

    Category Name: Sweater Dresses

    Price: $42.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Carefree Energy Halter Bodycon Mini Dress

    Be a cute sight in this halter mini dress boasting a flattering bodycon fit that perfectly flaunts your curves on vacay or a chic staycation!

    Fit & Features

    • Texture knit stretchy fabric
    • Halter neckline, spaghetti strap ties
    • Knotted bust accent
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2302

    Category Name: Sweater Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sea Salt Vibes Halter Crochet Midi Dress

    Your next vacay is calling, and this crochet midi dress will set the vibes! Embrace the sand and sun in this stylish dress designed with a flattering high neckline and form-hugging fit.

    Fit & Features

    • Crochet knit fabric, stretchy knit lining
    • High halter neckline, spaghetti strap ties
    • Form-hugging fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000028

    Category Name: Sweater Dresses

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free