Maxi Dresses
Your fall calendar called—it wants a maxi dress for every occasion. Go casual to formal in mesh, knit satin, silky woven satin, slinky jersey knit, or ribbed knit with long sleeves, short sleeves, mock neck, wide-neck, off the shoulder, and plunging v-necklines. Cut outs with luxe gold hardware and sheer illusion panels add an unexpected edge. Chocolate brown, burgundy, deep plums, vampy printed florals, and moody abstract swirl prints make every floor-sweeping look feel perfectly timed for the season.
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Maxi Dresses That Go Wherever the Season Takes You
Maxi dresses make an instant outfit feel anything but basic. This fall and winter, Windsor’s maxi-length dresses move from laid-back days to elevated nights with adjustable fits, flowing layers, sleek shapes, and statement details that make the look your own. Think long-sleeve styles for cooler plans, or long sundresses you can pack when winter calls for a warm-weather escape.
How Do I Wear a Maxi Dress in Colder Weather?
Layer without losing what makes the dress special. Add a cropped jacket or fitted coat over a flowy maxi, or choose long sleeves when you want more coverage built into the look. Boots give casual styles a seasonal switch, while polished outerwear can take a sleek maxi straight into a holiday dinner or evening plans. For the season’s dressier moments, explore Maxi Holiday Dresses with festive details that do more of the styling for you.
Which Maxi Dress Details Make the Biggest Statement?
Start with the feature you want people to notice. Asymmetrical hems and cutouts create unexpected shape, while stones, beads, metallic hardware, or shell accents turn simple silhouettes into conversation starters. A plunge or cowl neckline can bring drama up top, and adjustable straps or backs let you fine-tune the fit. If you want the print to lead, Maxi Floral Dresses range from moody blooms to brighter patterns perfect for a honeymoon or holiday getaway.
Can I Wear a Maxi Dress to a Wedding?
Yes—match the mood to the venue and dress code. A sleek maxi with elevated details can feel right for an evening celebration, while a softer print or flowing silhouette works beautifully for more relaxed settings. Browse maxi wedding guest dresses when you want floor-skimming options already curated with the occasion in mind.
From neutral black and creamy ivory to chocolate brown and seasonal color, the right maxi can feel relaxed, polished, or full main-character. The fun part is deciding which version of you is showing up.
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Shaliee Formal Mesh Strapless Mermaid Dress
Special Occasion
If you love to make a dramatic entrance, the Shailee formal mesh dress can make that happen! She features a strapless neckline, side ruching to accentuate your figure, a flattering mermaid silhouette, and a sheer floor-length hem. The formal dress is designed from an airy mesh fabric with a short sewn-in knit lining. Complete the look in earrings and stiletto heels for a gala dinner or black tie party!
Fit & Features
- Strapless neckline
- Side ruching
- Mermaid silhouette
- Sheer floor-length hem
- Mesh fabric, sewn-in knit lining, minimal stretch
- Sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-7813
Category Name: Maxi Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Eyes On You Lace-Up Slit Maxi Dress
Not just a dress—this is the moment. From date nights to rooftop dinner parties, this linen maxi dress boasts a cutout bodice and leg-baring slit that does all the flirting for you!
Fit & Features
- Gauze linen-blend woven fabric, stretchy knit lining
- Halter neckline, spaghetti strap ties
- Lace-up back
- Cutout accents
- High front slit
- Flowy maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000053
Category Name: Maxi Dresses
Price: $19.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Colorful Sensation Abstract Print Maxi Dress
Be the colorful sensation in whatever room you walk into wearing this abstract print midi dress! It features a sleeveless square neckline, spaghetti straps, a bodycon silhouette, and an adjustable ruched drawstring atop a sultry slit. Complete the look with a chic handbag for an art gallery opening or sunset cocktails!
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Bodycon silhouette
- Adjustable ruched drawstring, high slit
- Maxi-length hem
- Abstract print, stretchy knit fabric
- Runs true to size
Style Number/Barcode: 05102-5279
Category Name: Maxi Dresses
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Saint Tropez Chic Floral Mesh Maxi Dress
Perfect for a trip to Saint Tropez or embracing a Parisian vibe, this chic floral mesh maxi dress is exactly what you need! The long dress features a sleeveless square neck, bungee spaghetti straps, side ruched seams to accentuate your curves, a flattering bodycon silhouette, and a maxi-length hem. The maxi dress is designed with a dreamy floral print on airy mesh fabric with a stretchy knit lining. Complete the look with a dainty bracelet and sandals.
Fit & Features
- Sleeveless square neck
- Bungee spaghetti straps
- Side ruched seams
- Bodycon silhouette
- Maxi-length hem
- Floral print, mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05102-5315
Category Name: Maxi Dresses
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Artsy Dreamer One Shoulder Abstract Maxi Dress
Dreaming of an artsy wardorbe? Look no further than this abstract print maxi dress perfect for an art show or gallery opening! It features a sleeveless one-shoulder neckline, tank strap, a bodycon silhouette, and a side ruched seam atop a sultry high slit to show some skin. Complete the look with a rhinestone bracelet and heels.
Fit & Features
- Sleeveless one-shoulder neckline, tank strap
- Bodycon silhouette
- Side ruched seam, high side slit
- Maxi-length hem
- Abstract print, stretchy knit fabric
- Runs true to size
Style Number/Barcode: 05102-5258
Category Name: Maxi Dresses
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Curve Allure Mock Neck Maxi Dress
Bring the allure to your look in this curve-flaunter maxi dress perfect for a dinner out with friends or date night! It features a sleeveless mock neck, bodycon silhouette, and side slit accent, and is crafted from smooth knit fabric with lining. Complete the look with a cute crop jacket.
Fit & Features
- Sleeveless mock neck
- Bodycon silhouette
- Side slit accent
- Maxi-length hem
- Smooth knit fabric, lined, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5232
Category Name: Maxi Dresses
Price: $5.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Curve-Hugging Chic Sheer Lace Maxi Dress
Flaunt your stunning silhouette in this casual curve-hugging sheer lace maxi dress. It features a crew neckline, short sleeves, dainty ruffled trims, a maxi-length hem with a back slit accent, and a bodycon fit. The sheer textured lace fabric offers a moderate stretch. Style with clear heels.
Fit & Features
- Crew neckline, short sleeves
- Back zipper and hook-eye closure
- Ruffled trims
- Maxi-length hem, back slit
- Bodycon silhouette
- Sheer textured lace fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5228
Category Name: Maxi Dresses
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cathy Formal V-Neck High Slit Long Dress
Special Occasion
Sophistication is bliss on the effortless Cathy formal long dress that radiates a timeless beauty! She features a sleeveless surplice V-neckline, a padded bust, spaghetti straps, a curve-hugging slim silhouette, side ruched seams that accentuate your figure, and a high side slit to show some leg. The formal dress is composed of a smooth and stretchy knit fabric with a bust lining. Complete the look with platform rhinestone heels for a wedding or dressy event!
Fit & Features
- Sleeveless surplice V-neckline, spaghetti straps
- Padded bust
- Side ruched seam, high side slit
- Curve-hugging slim silhouette, long hem
- Smooth and stretchy knit fabric, bust lining
- No bra required
- Runs true to size
Style Number/Barcode: 05002-7246
Category Name: Maxi Dresses
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Romance Floral Lace-Up Maxi Dress
Evoke chic romance on date night in this gorgeous floral maxi dress designed with an open lace-up strappy back and floor-length form-hugging silhouette. Style with a sleek handbag and stiletto heels.
Fit & Features
- Sheer mesh fabric with knit lining, high stretch
- Large floral print
- Sleeveless deep V-neckline
- Spaghetti straps
- Open cross-back lace-up strappy design
- Maxi-length hem, form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05101-000111
Category Name: Maxi Dresses
Price: $7.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Island Love Tropical Print Maxi Dress
Fall in love with the island you're vacationing on in this breezy tropical maxi dress perfect for sunset cocktails and dinners! It features a sleeveless V-neckline, adjustable spaghetti straps, a stretchy smocked bust, and a flowy maxi-length silhouette with a flirty front slit. Complete the look in wedge sandals.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps
- Stretchy smocked bust
- Flowy maxi-length hem
- Front slit
- Tropical palm leaf print, airy woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 05102-5111
Category Name: Maxi Dresses
Price: $5.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Set The Curve Square Neck Maxi Dress
Set the tone for flaunting your curves in this essential maxi dress perfect for day or night styling! It features a sleeveless square neck, spaghetti straps, a bodycon silhouette, and a sexy center-back high slit on double-lined knit fabric with a buttery soft feel. Complete the look with a crop denim jacket and sandals for a sunset dinner date!
Fit & Features
- Sleeveless square neck, spaghetti straps
- Bodycon silhouette
- Center back high slit
- Maxi-length hem
- Double-lined knit fabric
- Buttery soft and stretchy
- Runs true to size
Style Number/Barcode: 05102-5200
Category Name: Maxi Dresses
Price: $5.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Vacay Beauty Abstract Cutout Maxi Dress
Embrace your vacation looking like beauty in this abstract print maxi dress destined for sunset dinners and cocktails by the pool! It features a sleeveless square neck, sleek bungee spaghetti straps, a sassy cutout waist with a hoop insert, a slim form-hugging silhouette, and a high front slit on lined smooth knit and stretchy fabric. Complete the look in cute sandals and earrings.
Fit & Features
- Sleeveless square neck
- Bungee spaghetti straps
- Cutout waist, hoop insert
- Slim form-hugging silhouette
- High front slit, maxi-length hem
- Abstract print, smooth knit fabric, short knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5101
Category Name: Maxi Dresses
Price: $5.97 $43.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Unforgetable Moments Strapless Maxi Dress
Unforgettable moments are to be made in this flawless knit maxi dress featuring a strapless neckline, a lightly padded bust with a cowl draping, a high side slit, and side ruched seams that accentuate your curves along the bodycon silhouette. Complete the look in this maxi-length dress with rhinestone stiletto heels for a glam style!
Fit & Features
- Strapless neckline
- Lightly padded bust, cowl draping
- High side slit
- Side ruched seams, bodycon silhouette
- Maxi-length hem
- Slinky knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2518
Category Name: Maxi Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Elite Summer Style Marble Print Maxi Dress
Show off an elite summer style in this eye-catching marble print maxi dress! It features a sleeveless scoop neckline, spaghetti straps, an alluring lower back cutout, a maxi-length hem with a thigh-high side slit to showcase some leg, and a bodycon silhouette that will hug your curves. The stretchy knit fabric features a trendy multi-colored marble print pattern. Complete the look with strappy heels for sunset happy hour.
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps, lower back cutout
- Maxi-length hem, high side slit
- Bodycon silhouette
- Multi-colored marble print
- Slinky knit fabric, short knit lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5261
Category Name: Maxi Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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It's The Vibe Satin Cutout Maxi Dress
This maxi dress is the vibe for tonight! Going out has never looked so chic than on this sleeveless dress featuring a V-neckline, spaghetti straps, cutout sides and back, and a form-hugging silhouette with a flattering high side slit. Complete the look in lace-up stiletto heels.
Fit & Features
- Sleeveless V-neckline, spaghetti straps
- Cutout sides and back
- Form-hugging silhouette
- High side slit
- Maxi-length hem
- Smooth knit stretchy fabric
- Runs true to size
Style Number/Barcode: 05102-5218
Category Name: Maxi Dresses
Price: $5.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Kelly Formal V-Neck Wrap Slim Long Dress
Special Occasion
You'll be a vision in the Kelly formal long dress as the guest of honor or bridesmaid! She features a sexy and sleeveless V-neckline, a surplice bust, spaghetti straps, and a side ruched seam that accentuates your curves, a slim bodycon silhouette, and a wrap-style long hem that creates the front slit. The formal dress is composed of a smooth knit fabric with moderate stretch. Complete the look with a bracelet for a touch of glamour!
Fit & Features
- Sleeveless V-neckline, surplice bust
- Spaghetti straps
- Side ruched seam, slim bodycon silhouette
- Wrap-style long hem, front slit
- Smooth knit fabric, moderate stretch
- Strapless bra or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-7322
Category Name: Maxi Dresses
Price: $29.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Whirlwind Romance Floral Abstract Maxi Dress
This maxi dress is giving goddess in the wild. The sheer mesh and abstract floral print bring soft drama to any scene, whether it's brunch or rooftop party soirees!
Fit & Features
- Abstract floral print, mesh lined fabric
- Sweetheart neckline, padded bra cups, ruched bust seam
- Spaghetti straps
- Curve-hugging maxi silhouette
- Runs true to size
Style Number/Barcode: 05101-000242
Category Name: Maxi Dresses
Price: $7.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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: Maxi Dresses
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Definite Yes High Slit Maxi Dress
This sleek high slit maxi dress is a definite yes for leveling up your casual looks! It features a sleeveless cowl neckline, spaghetti straps, a maxi-length hem with a thigh-high front slit to showcase some leg, and a slim-fit silhouette. The smooth knit fabric offers plenty of stretch. Style with strappy sandals for a lunch date!
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- Maxi-length hem
- High front slit
- Slim-fit silhouette
- Smooth and stretchy knit fabric
- Runs true to size
Style Number/Barcode: 05102-5194
Category Name: Maxi Dresses
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Living In Color Chiffon Halter Maxi Dress
Live life in color! Easy and breezy, this chiffon maxi dress is perfect for all of your summer activities. It features a sleeveless halter V-neckline, a unique braided neck strap with tie closure, a stretchy smocked back, and a flowy silhouette. The dress is designed with an airy chiffon fabric showcasing a watercolor print and a woven lining. Complete the look with a sleek arm cuff bracelet.
Fit & Features
- Sleeveless halter V-neckline
- Braided neck strap, tie closure
- Stretchy smocked back
- Flowy silhouette
- Maxi-length hem
- Airy chiffon fabric, watercolor print, woven lining
- Runs true to size
Style Number/Barcode: 05102-5269
Category Name: Maxi Dresses
Price: $9.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All Dolled Up Strappy Back Maxi Dress
This maxi dress gives you a reason to get all dolled up! It features a sleeveless square neckline, adjustable spaghetti straps, an open strappy back with a lower ruched seam atop a sultry high slit, and a bodycon silhouette on slinky knit-lined fabric. Complete the look in rhinestone strappy heels for a cocktail party.
Fit & Features
- Sleeveless square neckline
- Adjustable spaghetti straps
- Open strappy back, lower ruched seam, high slit
- Bodycon silhouette
- Maxi-length hem
- Slinky knit fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2414
Category Name: Maxi Dresses
Price: $9.97 $43.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Next Level Lace-Up Slit Maxi Dress
A next-level maxi dress to elevate your look for upcoming parties or date nights! It features a sleeveless square neckline, spaghetti straps that form the lace-up back with tie closure, a side ruched seam to show off your figure, a bodycon silhouette, and a sexy side slit on smooth knit stretchy fabric. Complete the look with fringe rhinestone earrings for a touch of glamour!
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Lace-up back, tie closure
- Side ruched seam, bodycon silhouette
- High side slit, maxi-length hem
- Smooth knit stretchy fabric
- Runs true to size
Style Number/Barcode: 05102-5147
Category Name: Maxi Dresses
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sun Ready Strapless High Slit Maxi Dress
If sandy beaches are what you seek this maxi dress is ready for fun under the sun! It features a strapless neckline, a side O-ring metal insert atop the sexy high slit, and a flowy long hem on slinky knit fabric. Complete the look in strappy sandals and sunglasses!
Fit & Features
- Strapless neckline
- Side O-ring insert, high side slit
- Flowy maxi silhouette
- Long hem
- Slinky knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5263
Category Name: Maxi Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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A Real Showstopper Lace-Up Maxi Dress
A real showstopper of a maxi dress! Flaunt your best self in this sleeveless dress featuring a square neckline, spaghetti straps, an open lace-up back design, a ruched side seam, and a bodycon silhouette with a flattering high side asymmetrical slit on sleek knit fabric. Complete the look in block heels for a dinner date.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Open lace-up back design
- Ruched side seam, bodycon silhouette
- High side asymmetrical slit, maxi-length fitted hem
- Sleek knit and stretchy fabric
- Runs true to size
Style Number/Barcode: 05102-5346
Category Name: Maxi Dresses
Price: $39.90
Availability: Out of Stock
Product Badge:- Ships Free