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.

  • 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
  • Casual Style Icon Cutout Bodycon Midi Dress

    This sultry-chic midi dress will level up your look and make you a casual style icon! It features a sleeveless asymmetric one-shoulder neckline with a tank strap, a bold asymmetric waist cutout for a hint of skin, a midi-length hem, and a bodycon silhouette that will hug your curves. The ribbed knit fabric offers plenty of stretch. Pair with clear mules.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Tank strap
    • Asymmetric waist cutout
    • Midi-length hem
    • Bodycon silhouette
    • Stretchy ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5201

    Category Name: Sweater Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes On You Strapless Maxi Dress

    Effortlessly sleek, this strapless maxi is giving luxe with zero effort. The body-hugging fit and flowy hem make it your go-to for dinner dates or rooftop hotel bars.

    Fit & Features

    • Rib knit stretchy fabric
    • Strapless neckline
    • Bodycon fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000088

    Category Name: Sweater Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • Best Seller
  • Weekend Date Striped Midi Sweater Dress

    This on-trend striped midi sweater dress is perfect for casual weekend dates this season! It features a strapless straight across neckline with an elasticized hem, a striped color block design down the silhouette of the dress with crochet accents in the knit fabric, a midi-length hem, and a curve-hugging fit. The ribbed knit fabric offers plenty of stretch. Style with strappy sandals.

    Fit & Features

    • Strapless straight across neckline, elasticized hem
    • Striped color block design, crochet accents
    • Midi-length hem
    • Curve-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1657

    Category Name: Sweater Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Staple Tie-Front Midi Dress

    This trendy tie-front midi dress is a stylish summer staple! It features a sleeveless V-neckline, a tie-front design at the bust with a small keyhole cutout, spaghetti straps, a midi-length hem, and a bodycon silhouette that will hug your natural curves. The ribbed knit fabric offers plenty of stretch. Pair with espadrille sandals for happy hour.

    Fit & Features

    • Sleeveless V-neckline
    • Tie-front design, small keyhole cutout
    • Spaghetti straps
    • Midi-length hem
    • Bodycon silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5250

    Category Name: Sweater Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunshine Lover Crochet Maxi Coverup

    All you need is the sunshine and this crochet maxi coverup for the perfect beach-day vibe! Features a sleeveless, crew neck, form-fitting silhouette, and a sexy side slit. Complete the look in a bikini set and sunglasses.

    Fit & Features

    • Sleeveless, crew neck
    • Form-fitting silhouette
    • Side slit
    • Maxi-length hem
    • Diamond crochet knit pattern
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 06005-1435

    Category Name: Sweater Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Island Rhythm Halter Sweater Midi Dress

    Shimmy to the island rhythm with a cocktail in hand wearing this sweater midi dress for the cutest vacation look! It features a sleeveless halter neckline with wood bead accents, spaghetti straps that shape the open lace-up back design, and a bodycon silhouette on stretchy rib knit fabric. Complete the look in chic wedges.

    Fit & Features

    • Sleeveless halter neckline, wood bead accents
    • Spaghetti straps, open lace-up back design
    • Bodycon silhouette
    • Miid-length hem
    • Sweater rib knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1698

    Category Name: Sweater Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Style Strappy Back Midi Dress

    Simple yet so alluring, you'll love the sultry style of this strappy back midi dress. It features a sleeveless V-neckline, spaghetti straps that lead to an open back with cross-back lace-up straps, a midi-length hem, and a bodycon silhouette that will hug your natural curves. The ribbed knit fabric offers plenty of stretch. Complete your look with clear heels and a chic handbag.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Open back, cross-back lace-up straps, tie closure
    • Midi-length hem
    • Bodycon silhouette
    • Ribbed knit fabric, full knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4835

    Category Name: Sweater Dresses

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The 'It' Knit Sleeveless Maxi Dress

    Take your trendsetting status to chic summer style with this sleeveless knit maxi dress perfect for styling over your swimsuit! It features a scoop neckline, tank shoulder straps, a form-hugging fit, and a flirty high-side slit on crochet-style knit fabric with a short stretchy lining. Complete the look in sunglasses and sandals!

    Fit & Features

    • Sleeveless scoop neckline
    • Tank shoulder straps
    • Form-hugging fit
    • High side slit
    • Maxi-length hem
    • Crochet-style knit fabric, short stretchy lining
    • Runs true to size

    Style Number/Barcode: 05102-5207

    Category Name: Sweater Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tag You're Knit Bodycon Midi Dress

    Tag you're it to rock this casually cute midi dress all over town! It features a sleeveless scoop neck, spaghetti straps, a flirty bust tie, and a figure-hugging bodycon silhouette with a side slit accent on stretchy rib knit fabric. Complete the look in sparkly teardrop earrings for an outdoor dinner party.

    Fit & Features

    • Sleeveless scoop neck
    • Bust tie, spaghetti straps
    • Bodycon silhouette
    • Side slit accent
    • Midi-length hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5138

    Category Name: Sweater Dresses

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Silhouette High Slit Maxi Dress

    Show off your stunning silhouette in this curve-hugging high-slit maxi dress! It features a sleeveless square neckline, tank shoulder straps, a partially open back with a twist-back design and a lower back cutout, a maxi-length hem with a trendy thigh-high side slit, and a bodycon silhouette. The ribbed knit fabric offers plenty of stretch and has a sewn-in knit lining. Style with clear mules.

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Partially open back, twist-back design, lower back cutout
    • Maxi-length hem, thigh-high side slit
    • Bodycon silhouette
    • Ribbed knit fabric, sewn-in knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4875

    Category Name: Sweater Dresses

    Price: $5.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catching Flights O-Ring Halter Midi Dress

    Catch flights not feelings! This halter midi dress is bringing those getaway vibes. It features a sleeveless halter neckline with a tank strap, an O-ring bust insert with a cutout accent and a form-hugging silhouette. Complete the look in cute flat sandals for a sunset cocktail hour!

    Fit & Features

    • Sleeveless halter neckline, tank strap
    • O-ring bust insert, cutout accent
    • Form-hugging silhouette
    • Midi-length hem
    • Stretchy rib knit fabric, knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5002

    Category Name: Sweater Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • What A Girl Wants V-Neck Mini Dress

    What a girl wants is this casual mini dress perfect for styling up or down! The dress features a sleeveless V-neckline, wide shoulder straps, and a bodycon silhouette on stretchy rib knit fabric. Complete the look in stunning lace-up heels for a party.

    Fit & Features

    • Sleeveless V-neckline
    • Wide shoulder straps
    • Bodycon silhouette
    • Mini-length hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5100

    Category Name: Sweater Dresses

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Easy Decision V-Neck Cutout Maxi Dress

    A maxi dress you can style up or down? That's an easy decision! It features a sleeveless V-neckline, spaghetti straps, a knotted bust with cutout sides and back, and a hip-hugging slim silhouette with a sultry high-side slit on stretchy rib knit fabric. Complete the look in trendy sandals for a beach club or vacation!

    Fit & Features

    • Sleeveless V-neckline, knotted bust, spaghetti straps
    • Side and back cutouts
    • Hip-hugging, slim silhouette
    • High side slit
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5094

    Category Name: Sweater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Staple Ribbed Knit Skater Dress

    A chic staple skater dress featuring a flirty off-the-shoulder folded neckline and a short-length perfect for styling with boots or heels.

    Fit & Features

    • Ribbed knit fabric with plenty of stretch
    • Off-the-shoulder neckline, fold-over accent
    • Long fitted sleeves
    • Short-length hem
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 06005-2291

    Category Name: Sweater Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK, RUST, WINE

    Available Size: S, M, XS, L

    Product Badge:
    • Back In Stock
  • Flirtatious Charm Cutout Midi Dress

    Say hello to this adorable cutout midi dress that will bring those cute and fun vibes! This midi dress features an off-the-shoulder sweetheart neckline and short fitted sleeves. The center knot detail at the bust with a tie-front adds a charming touch, while the dual waist cutouts add a hint of playfulness. The midi-length hem with a high side slit showcases your legs for a sassy look. With its form-hugging silhouette and ribbed knit fabric offering plenty of stretch, this dress ensures both comfort and style. Complete your outfit with a pair of sandals to bring that flirtatious charm!

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Center knot detail at the bust, tie-front design
    • Dual waist cutouts
    • Midi-length hem, high side slit
    • Form-hugging fit
    • Ribbed knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4992

    Category Name: Sweater Dresses

    Price: $6.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casually Stylish Ribbed Knit Midi Dress

    This simple yet chic ribbed knit midi dress is the casually stylish staple you need. It features a sleeveless scoop neckline, thin tank shoulder straps, a midi-length hem, and a curve-hugging silhouette. The lined knit fabric offers plenty of stretch. Complete the look with a denim jacket and clear mules.

    Fit & Features

    • Sleeveless scoop neckline
    • Thin tank shoulder straps
    • Midi-length hem
    • Form-hugging fit
    • Lined ribbed knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5077

    Category Name: Sweater Dresses

    Price: $5.97 $23.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Chic Cutout Midi Sweater Dress

    Create the perfect casual chic look with this of-the-moment sweater dress. It features a sleeveless scoop neckline with contrast piping, thin tank shoulder straps, a front waist cutout with matching contrast piping, a midi-length hem with a front slit, and a curve-hugging silhouette. The ribbed knit fabric offers plenty of stretch. Style with clear mules.

    Fit & Features

    • Sleeveless scoop neckline, contrast piping
    • Thin tank shoulder straps
    • Front waist cutout, contrast piping
    • Midi-length hem, front slit
    • Curve-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1700

    Category Name: Sweater Dresses

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Clearance