Sweater Dresses
Nothing says Fall like a chic sweater dress that does it all. From short and midi silhouettes to long and maxi styles, these looks take you from brunch to date night with ease. Long sleeve fits keep it polished, while sleeveless cuts add versatility. Super soft ribbed knits are made for comfort that still looks chic, whether you’re snapping fall photos, pairing with tall boots for a day vibe, or slipping into heels for a polished night-out look.
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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.
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Cozy Love Mock Neck Midi Dress
This midi dress is what dreams are made of! It features a cozy brushed rib-knit fabric designed with a mock neck, fitted long sleeves, and a bodycon silhouette. The knit fabric offers a moderate stretch. Style with a crop denim jacket to complete the look!
Fit & Features
- Mock neck
- Fitted long sleeves
- Bodycon silhouette
- Midi-length hem
- Super soft brushed rib-knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5035
Category Name: Sweater Dresses
Price: $19.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Always A Good Time Long Sleeve Midi Dress
A basic midi dress every fashionista needs to create bold looks. The dress features side ruched seams and a bodycon silhouette to accentuate your curves while the midi-length hem makes it perfect for styling with boots or heels.
Fit & Features
- Rib knit fabric, stretchy knit lining
- Fitted long sleeves
- Square neckline
- Side ruched seams
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-5940
Category Name: Sweater Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Many Admirers Open Back Bodycon Midi Dress
Crafted in a smooth knit fabric that hugs every curve, this cap sleeve midi dress will leave your admirers speechless! The dress boasts a showstopping open back while the bodycon silhouette flaunts your figure along the slit midi-length hem. Pair with stiletto heels.
Fit & Features
- Smooth knit stretchy fabric
- Cap sleeves
- Scoop neckline
- Open back
- Bodycon silhouette
- Midi-length hem, side slit
- Runs true to size
Style Number/Barcode: 05102-5984
Category Name: Sweater Dresses
Price: $14.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Basic Cutie Long Sleeve Knit Midi Dress
The perfect cute and basic midi dress for all of your styling needs! The dress is designed with a flattering square neckline that shapes the form-hugging fit and flattering midi-length hem. Pair with a dainty necklace.
Fit & Features
- Stretchy rib knit fabric
- Fitted long sleeves
- Square neckline
- Form-hugging fit
- Relaxed midi-length hem
- Runs true to size
Style Number/Barcode: 05102-5933
Category Name: Sweater Dresses
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Contemporary Sleek Bodycon Midi Dress
Made in a soft rib knit fabric that snatches your figure, this sleeveless midi dress offers a contemporary and sleek style with a sleeveless square neckline and a bodycon silhouette. Pair with hoop earrings and a blazer.
Fit & Features
- Soft rib knit fabric, moderate stretch
- Square neckline
- Wide angled shoulder straps
- Bodycon silhouette
- Center back slit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-5951
Category Name: Sweater Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Made To Impress Long Sleeve Bodycon Midi Dress
Make a lasting impression in this long sleeve midi dress that fits like a glove! Cut from a stretchy rib knit fabric, this dress is designed to flaunt your curves in a bodycon silhouette and show some skin with the cutout neckline with a chic insert. Pair with pointed-toe heels.
Fit & Features
- Stretchy rib knit fabric
- Fitted long sleeves
- Cutout neckline with insert
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 06005-2218
Category Name: Sweater Dresses
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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
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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
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The One You Need Mini Dress
Step out in style with this sexy ribbed knit mini dress, perfect for brunch with your besties or a relaxed weekend outing. Its minimalist bodycon silhouette pairs effortlessly with an oversized denim jacket or a fitted blazer for a look that's polished yet effortlessly chic. The dress's flattering V-neckline is ideal for showcasing delicately layered necklaces, adding a sweet and enchanting touch to your ensemble.
Fit & Features
- Sleeveless V-neckline
- Thin bungee straps
- Strapless bra recommended
- Mini-length bodycon silhouette
- Ribbed knit fabric
- Figure-hugging fit, plenty of stretch
- Runs true to size
Style Number/Barcode: 06002-0500
Category Name: Sweater Dresses
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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
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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: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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
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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
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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
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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: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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
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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
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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: $18.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Upscale Sparkle Sequin Low Back Maxi Dress
Turn heads with this knit maxi dress, designed to flatter with a sleek bodycon fit and a daring low back. The side slit adds a touch of allure, while shimmering sequins catch the light for unforgettable sparkle!
Fit & Features
- Sequin knit sweater fabric, sewn-in knit lining, moderate stretch
- Scoop neckline, tank shoulder straps
- Low back design
- High side slit
- Bodycon silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06005-000064
Category Name: Sweater Dresses
Price: $49.90
Availability: Out of Stock
Product Badge:- Ships Free
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Effortlessly Chic Ribbed Knit Skater Dress
When your outfit says polished but still playful, this is the skater dress. The mock neck and fit-and-flare silhouette keep it chic, flirty, and ready for any plans on your calendar.
Fit & Features
- Ribbed sweater knit fabric, moderate stretch
- Sleeveless mock neckline
- Tank shoulder straps
- Short skater silhouette
- Runs true to size
Style Number/Barcode: 06005-000085
Category Name: Sweater Dresses
Price: $36.90
Availability: Out of Stock
Product Badge:- Ships Free
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Casually Flirty Off-The-Shoulder Mini Dress
Your new go-to mini dress for laidback plans with a flirty twist. Soft ribbed knit and an off-the-shoulder neckline make it equal parts comfy and casually flirty.
Fit & Features
- Ribbed sweater knit fabric, high stretch
- Off-the-shoulder straight-across neckline
- Long fitted sleeves
- Faux button-down design, short front slit
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 06005-000122
Category Name: Sweater Dresses
Price: $42.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
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She's Stylish Mock Neck Cable Knit Midi Dress
A stylish sleeveless midi dress featuring a mock neck, a flattering form-hugging fit, and a side slit for movement. Complete the look with strappy heels.
Fit & Features
- Cable knit fabric, stretchy knit lining
- Mock neck
- Side slit
- Form-hugging fit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-5897
Category Name: Sweater Dresses
Price: $29.90
Availability: In Stock
Available Color: OLIVE
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Soft Focus Cable Knit Midi Dress
Knits, but make it chic—this tube cable knit midi dress hugs your shape while keeping it cozy. Perfect for layering with a jacket or going solo for an effortlessly polished vibe.
Fit & Features
- Cable knit fabric, stretchy knit lining
- Tube strapless neckline
- Form-hugging silhouette
- Center back slit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-000203
Category Name: Sweater Dresses
Price: $28.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Wrapped Up Cute Off-The-Shoulder Dress
Serving soft girl vibes with a flirty edge, this off-the-shoulder sweater dress hugs just right. Perfect for latte runs, weekend plans, or anytime you want cozy and cute in one move.
Fit & Features
- Soft cable knit fabric with stretch
- Off-the-shoulder folded neckline
- Fitted long sleeves
- Skater silhouette
- Short-length hem
- Runs true to size
Style Number/Barcode: 06005-000153
Category Name: Sweater Dresses
Price: $42.90
Availability: In Stock
Available Color: TAUPE
Available Size: XS, S, M, L
Product Badge:- New Arrival