Sweater Dresses

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Trendy & Lightweight Sweater Dresses for Fall

Who says sweater dresses are just for winter? Windsor’s sweater dresses are designed to be effortlessly stylish for fall, featuring cozy-yet-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 sweater dress with ankle boots and a crossbody bag for an effortless finish. 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 tailored blazer from our women’s workwear collection for a polished yet comfortable ensemble.

From strappy mini styles to sleek midis and longline sweater dresses with open-back details, Windsor’s fall sweater dresses deliver versatile looks for every plan. 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.

  • Main Style Ribbed Knit Tank Mini Dress

    This adorable tank mini dress will be your new main style to create the cutest everyday looks! Designed with a stretchy ribbed knit fabric for comfortable wear, it features a sleeveless scoop neck and back, thin tank shoulder straps, and a bodycon silhouette to flaunt your figure. Pair this short dress with a denim jacket and sneakers for a coffee date with friends.

    Fit & Features

    • Stretchy ribbed knit fabric
    • Scoop neck and back
    • Thin tank straps
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06005-1975

    Category Name: Sweater Dresses

    Price: $8.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off My Mind Cutout Long Sleeve Ribbed Knit Midi Dress

    Make an unforgettable appearance in this long-sleeved midi dress at brunch or casual parties! The midi dress is designed with an off-the-shoulder neckline, a twisted bust with a sultry cutout, and a bodycon fit on stretchy ribbed knit fabric. Complete the look in strappy heels.

    Fit & Features

    • Ribbed knit fabric with moderate stretch
    • Off-the-shoulder neckline
    • Fitted long sleeves
    • Twisted bust, cutout
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5280

    Category Name: Sweater Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strut And Snap Ribbed Knit Midi Dress

    Strut it out in a knit midi dress that is perf for every day! Designed with a ribbed knit fabric, this dress offers a form-hugging fit with a moderate stretch. It features a sleeveless square neckline, tank shoulder straps, a high side slit accented with glossy metal buttons, and a midi-length hem. Complete the look with mules.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Ribbed knit fabric with moderate stretch
    • Square neckline
    • Tank shoulder straps
    • Metal button accents
    • Side slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-1167

    Category Name: Sweater Dresses

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In Plain Sight Smooth Knit Maxi Dress

    This casual maxi dress will have you looking sultry on your off-duty days! This maxi dress is perfect for layering under your favorite sweaters or jackets for coffee runs and hangouts. It features a sleeveless square neckline, spaghetti straps, and a bodycon silhouette on stretchy, soft, and smooth modal knit fabric with a partial mesh lining. Complete the look in this long dress with an oversized jacket and sneakers.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Maxi-length hem
    • Smooth knit modal fabric, partial mesh lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4897

    Category Name: Sweater Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Done In One Ribbed Knit Bodycon Midi Dress

    Be ready in a flash with this done-in-one bodycon midi dress perfect for styling up or down! Made with stretchy ribbed knit fabric, it's also soft and comfortable to wear all day. It features a flattering scoop neckline and tank shoulder straps for a comfortable and stylish fit. With a bodycon silhouette and midi-length hem, this dress will hug your curves! Complete the look in a crop denim jacket and sandals.

    Fit & Features

    • Ribbed knit fabric, sewn-in knit lining, moderate stretch
    • Scoop neckline
    • Tank shoulder straps
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5666

    Category Name: Sweater Dresses

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • What You Want Strappy Cutout Slit Midi Dress

    This sleeveless midi dress is just what you want to elevate your everyday style! Featuring a flattering square neckline, spaghetti straps, and a strappy cutout twist back, this bodycon dress will make you stand out in any crowd. The side slit adds a touch of sexiness to the midi-length hem. Complete the look in sleek stiletto heels for upcoming weekend plans!

    Fit & Features

    • Double-lined rib knit fabric, moderate stretch
    • Spaghetti straps
    • Square neckline
    • Strappy cutout twist back
    • Side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5663

    Category Name: Sweater Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Allure Long Sleeve Slit Midi Dress

    Your new go-to for looking polished without even trying. This hacci rib knit midi dress serves up a body-skimming fit, cozy texture, and a side slit for just the right amount of edge. Perfect for everything from PSL runs to dinners downtown.

    Fit & Features

    • Soft hacci rib knit stretch fabric
    • Sweetheart neckline
    • Fitted long sleeves
    • Side slit accent
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000301

    Category Name: Sweater Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L, XL

  • Effortlessly Trendy Striped Slit Maxi Dress

    A trendy maxi dress features a flattering square neckline, form-hugging fit, and a high front slit to show off your shoes. Perfect for styling with a denim jacket and sandals.

    Fit & Features

    • Striped pattern, stretchy knit fabric
    • Square neckline, spaghetti straps
    • High front slit
    • Form-hugging maxi-length fit
    • Runs true to size

    Style Number/Barcode: 05102-5867

    Category Name: Sweater Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Allure Sheer Corset Mini Bandage Dress

    Bring all the sultry-chic allure to your next night out in this sheer corset mini bandage dress. It features a sleeveless sweetheart neckline, a sexy corset-style bodice with padded cups, sheer mesh inserts, and piping detailing, adjustable spaghetti straps for a customized fit, a cross-over design at the high waist, a mini-length hem, and a bodycon silhouette that will flaunt your gorgeous figure. The bandage knit fabric provides a smooth and sculpted look with plenty of stretch. Style this short dress with strappy stiletto heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Corset-style bodice, padded cups, sheer mesh inserts, piping detail
    • Adjustable spaghetti straps, hidden back zipper, hook and eye closure
    • Cross-over design at the high waist
    • Mini-length hem, bodycon silhouette
    • Bandage knit fabric, smooth and sculpted look, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1814

    Category Name: Sweater Dresses

    Price: $6.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Deets Cap Sleeve Open Twist Back Midi Dress

    This crew neck midi dress may look basic from the front but the open back reveals sultry deets! Featuring classic cap sleeves and a twisted open back design to flaunt some skin, and a bodycon silhouette that hugs your curves. Complete the look with a clutch for a dinner party!

    Fit & Features

    • Brushed knit fabric lined with stretchy knit
    • Crew neckline
    • Twisted open back
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5754

    Category Name: Sweater Dresses

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Upgrading V-Neck Lace Up Bodycon Mini Dress

    Upgrade your style with this sleeveless mini dress for weekend plans! The sleek V-neckline and spaghetti straps accentuate your feminine figure, while the front lace-up and slit add a touch of allure to the mini-length hem. Complete the look with a sleek layered necklace.

    Fit & Features

    • Stretchy ribbed knit fabric
    • Spaghetti straps
    • V-neckline
    • Lace-up front and slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06005-2004

    Category Name: Sweater Dresses

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple Slay Halter Cowl Neck Ribbed Knit Maxi Dress

    This sleek halter cowl neck maxi dress is a simple chic style that will make your casual outfits slay! Made with a lightweight stretchy ribbed knit fabric, it features a sleeveless draped cowl neckline with tie-back halter spaghetti straps, an alluring open back with a lower tie-back strap, and a form-hugging maxi-length silhouette to flaunt your stunning figure. Pair with slip-on sandals for a relaxing weekend getaway.

    Fit & Features

    • Stretchy ribbed knit fabric, partial front knit lining
    • Cowl neckline, halter spaghetti straps
    • Open back, tie-back strap
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-5685

    Category Name: Sweater Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Set For Cuteness Twist Back Slit Rib Knit Maxi Dress

    You and this maxi dress are set for cuteness all season long! Made with rib knit fabric, this dress is both comfortable and stylish, perfect for any occasion. Featuring a square neckline and shoulder straps, this dress offers a form-hugging fit that will accentuate your curves. The twist-back design adds a trendy touch while the high side slit and maxi-length hem provide an alluring appeal. Complete the look with sandals and sunnies!

    Fit & Features

    • Stretchy rib knit fabric
    • Square neckline
    • Shoulder straps
    • Twist back design
    • High side slit
    • Form-hugging
    • Runs true to size

    Style Number/Barcode: 05102-5577

    Category Name: Sweater Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Flirt Striped Mini Dress

    Cozy yet flirty—this striped sweater mini dress hugs your curves with a snug knit and a sultry off-shoulder neckline. Pair it with boots or heels for the perfect fall night-out look.

    Fit & Features

    • Striped pattern, stretch knit fabric
    • Folded off-the-shoulder neckline
    • Fitted long sleeves
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000119

    Category Name: Sweater Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: XS, S, M, L

  • In A Daze Strapless Cutout Striped Knit Mini Dress

    The perfect striped mini dress for summer dazes and effortless styling! Crafted from a stretchy ribbed knit fabric with a trendy striped print, this dress features a strapless straight-across neckline and cutout design at the waist for an alluring vibe. The bodycon fit on the mini-length silhouette will accentuate your gorgeous curves. Style this dress with sunglasses and sandals!

    Fit & Features

    • Striped pattern
    • Stretchy ribbed knit fabric
    • Strapless straight neckline
    • Waist cutout
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06005-1971

    Category Name: Sweater Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Serve Cutout Strappy Ribbed Knit Midi Dress

    Serve a major attitude in this cutout strappy midi dress to capture the room's attention! This form-fitting midi dress features adjustable spaghetti straps and a strappy cutout bust for a bold and daring look. The front slit adds a trendy vibe, all while keeping you chic in the ribbed knit fabric. Complete the look in sleek earrings for any occasion!

    Fit & Features

    • Stretchy ribbed knit fabric
    • Adjustable spaghetti straps
    • V-neckline, strappy cutout bust
    • Form-fitting silhouette
    • Front slit
    • Runs true to size

    Style Number/Barcode: 06005-1924

    Category Name: Sweater Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Reputation Halter Cutout Ribbed Knit Midi Dress

    It's easy to keep up with your stylish reputation with this ribbed knit midi dress! Perfect for vacation or weekend plans, this midi dress boasts a trendy halter neckline with tie straps, sultry side, and back cutouts that flaunt some skin, and a bodycon silhouette adorned with a front slit. Complete the look with sunglasses and a cute purse!

    Fit & Features

    • Ribbed knit fabric, moderate stretch
    • Halter neckline with tie straps
    • Cutout side and back
    • Front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06005-2000

    Category Name: Sweater Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leaving Impressions Strapless Ribbed Knit Midi Dress

    You'll be leaving chic impressions in this ribbed knit midi dress! It features a strapless neckline, a flirty cutout waist with contrast trim, a flattering bodycon silhouette, and a side slit accent on stretchy rib knit fabric. Complete the look in this mid-length dress with simple hoop earrings for a birthday dinner!

    Fit & Features

    • Strapless neckline
    • Cutout waist, contrast trim
    • Bodycon silhouette, side slit accent
    • Midi-length hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-2042

    Category Name: Sweater Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Cool Girl High Slit Ribbed Knit Maxi Dress

    Showcase a casual cool girl style in this curve-hugging maxi dress. Designed with a stretchy ribbed knit fabric, it features a sleeveless crew neckline, tank shoulder straps, a trendy side cutout at the waist to showcase some skin, and an alluring thigh-high side slit on the maxi-length hem. Complete your look with clear mules.

    Fit & Features

    • Stretchy ribbed knit fabric
    • Crew neckline
    • Tank shoulder straps
    • Side cutout at the waist
    • High side slit
    • Runs true to size

    Style Number/Barcode: 05102-4906

    Category Name: Sweater Dresses

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Resort Paradise Crochet Open Back Maxi Dress

    Escaping to a resort paradise? You're going to need this crochet maxi dress to give you the perfect getaway vibes! It features a sleeveless crew neckline, an open back design that turns heads, and a form-hugging maxi silhouette with dual side slit accents. Complete the look with sandals and your favorite sunnies!

    Fit & Features

    • Sleeveless crew neckline
    • Open back design
    • Form-hugging silhouette
    • Maxi-length, dual side slit accents
    • Sheer crochet fabric
    • Runs true to size

    Style Number/Barcode: 06005-1829

    Category Name: Sweater Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • It Girl High Neck Lace Up Maxi Dress

    That “did she just walk in?” kind of dress. The bodycon knit dress hugs in all the right places with a lace-up back that does the flirting for you.

    Fit & Features

    • Texture knit fabric, knit lining
    • High neckline
    • Spaghetti straps
    • Lace-up back
    • Bodycon fit, maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000108

    Category Name: Sweater Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK, BROWN

    Available Size: XS, S, M, L

  • Hot Take Ribbed Halter Midi Dress

    Turn up the heat in this curve-loving halter midi dress with a sultry side slit and button detail. Easy to style, impossible to ignore with your favorite pair of heels!

    Fit & Features

    • Stretch rib knit fabric
    • Square halter neckline
    • Bodycon silhouette
    • Front slit with button detail
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000111

    Category Name: Sweater Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Leaving An Impression Striped Ribbed Knit Midi Dress

    Leave an impression in this striped knit midi dress everywhere you go! With adjustable spaghetti straps, a sweetheart neckline, a cutout bust, and a form-hugging fit, this dress is both stylish and comfortable. The dual side slits add a trendy flair to the midi-length hem. The ribbed knit fabric offers plenty of stretch. Complete the look in sandals and sunglasses!

    Fit & Features

    • Striped pattern, stretchy ribbed knit fabric
    • Adjustable spaghetti straps
    • Sweetheart neckline
    • Cutout bust
    • Form-hugging fit
    • Dual side slits
    • Runs true to size

    Style Number/Barcode: 06005-1976

    Category Name: Sweater Dresses

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Intentions Sleeveless Knit Mini Dress

    Take your wardrobe to the next level in this little black dress perfect for day or night plans! This mini dress boasts a sleeveless high square neckline and spaghetti straps for a chic and modern look. The bodycon silhouette hugs your curves, while the mini-length hem adds a touch of flirtatiousness. The lightweight knit fabric offers a moderate stretch. Complete the look in a trendy crop jacket, mules, and a purse!

    Fit & Features

    • Knit fabric with moderate stretch
    • High square neckline
    • Spaghetti straps
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06005-1881

    Category Name: Sweater Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale