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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Into The Sun V-Neck Maxi Dress
Sun goddess maxi dress boasting a V-neckline with a unique metal accent and a body-skimming silhouette. Style with strappy sandals for a sunset dinner.
Fit & Features
- Textured knit fabric, soft knit stretchy lining
- V-neckline with metal accent
- Spaghetti straps
- Body-skimming silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000002
Category Name: Maxi Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Gorgeous Soul Floral Halter Bodycon Maxi Dress
This floral maxi dress is here to accentuate your gorgeous self for sunset cocktails while on vacation! The halter V-neck and bodycon silhouette accentuate your curves while the maxi-length hem adds a chic touch with a pair of sandals.
Fit & Features
- Floral print, mesh fabric lined with stretchy knit
- Halter V-neckline, tie straps
- Bodycon silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-4135
Category Name: Maxi Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
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Vacay Muse Floral Mesh Maxi Dress
You'll be a gorgeous vacay muse in this curve-flaunting maxi dress designed with a large floral print on airy mesh fabric. Perf for pairing with wedges!
Fit & Features
- Sheer mesh fabric, full-length knit lining, high stretch
- Large floral print
- Sleeveless V-neckline
- Spaghetti straps
- Maxi-length hem
- Form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05101-000056
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vacay Beauty Strappy Back Floral Maxi Dress
Aim to charm effortlessly in this floral maxi dress while on vacation for a sunset dinner! With its stunning strappy back and curve-hugging fit, this dress is a must to pack.
Fit & Features
- Floral print, mesh fabric, stretchy knit lining
- Square neckline, padded bra cups
- Spaghetti straps
- Strappy back, lower zipper and hook-eye closure
- Curve-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000026
Category Name: Maxi Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
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Now In Bloom Open Back Floral Maxi Dress
A sultry open back you'll adore with chic floral blooms! This maxi dress captures attention with its flattering cowl neckline and curve-hugging silhouette, perfect for shower celebrations and dressy events!
Fit & Features
- Floral print, mesh-lined fabric
- Cowl neckline
- Spaghetti strap ties
- Open back
- Curve-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000023
Category Name: Maxi Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Melany Formal Dual Slit A-Line Dress
Special Occasion
Bring the fire and desire in the Melany formal dress to make every jaw drop! Stun at black-tie weddings, galas, and award banquets. She features a sleeveless one-shoulder neckline with a cutout bust and a cutout back tank strap, an empire waist, and a flattering A-line silhouette with sexy dual front slits along her faux wrap-style long hem. The formal dress is composed of a slinky and smooth knit fabric with moderate stretch. Complete the look with lace-up heels and earrings.
Fit & Features
- Sleeveless one-shoulder neckline, cutout bust
- Cutout back tank strap
- Empire waist
- A-line silhouette, dual front slit, floor-length hem
- Slinky and smooth knit fabric, moderate stretch
- Strapless bra, sticky bra, or pasties recommended
- Runs true to size
Style Number/Barcode: 05002-6898
Category Name: Maxi Dresses
Price: $29.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sultry Mode Halter Cutout Maxi Dress
Amp up the sultry vibes of your summer 'fits with this sleek knit maxi dress featuring a halter square neck, an asymmetric waist cutout, and a curve-hugging silhouette.
Fit & Features
- Smooth knit fabric with knit lining, high stretch
- Sleeveless square neckline
- Tie-back halter spaghetti straps, partially open back
- Asymmetric side cutout
- Ruching
- Maxi-length form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05102-000051
Category Name: Maxi Dresses
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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With Love Lace Cutout Floral Slit Maxi Dress
Slip into this sultry floral maxi dress designed with a romantic lace sweetheart bust and bold back cutout with a flirty high side slit.
Fit & Features
- Floral print, mesh-lined fabric
- Lace sweetheart bust, cutout accent, lace shoulder straps
- Back cutout with hook closure
- Form-hugging silhouette
- High side slit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000043
Category Name: Maxi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Breath Of Fresh Air Smocked Maxi Tube Dress
Step out looking like a breath of fresh air in this maxi tube dress on vacay or weekend plans! The strapless, stretchy, smocked bodice ensures a perfect and comfortable fit that flatters your figure while the flowy, maxi-length hem creates an effortless look.
Fit & Features
- Woven fabric, bust knit lining
- Strapless V-wired neckline
- Stretchy smocked bodice
- Flowy maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-6076
Category Name: Maxi Dresses
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Slay All Day Paisley Mesh Maxi Dress
Look good from every angle—this paisley mesh dress understood the assignment. The halter square neckline and high side slit bring all the heat for a night out or glam rooftop vibes.
Fit & Features
- Paisley print, mesh-lined fabric, moderate stretch
- Halter square neckline with spaghetti straps
- Form-hugging silhouette
- High side slit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-6099
Category Name: Maxi Dresses
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Vacay Scandal Tropical Cutout Maxi Dress
Booked the trip? Now bring the drama in this tropical maxi dress! With metal hardware and skin-baring cutouts, this maxi is not for blending in—it's bold, body-hugging, and built for after-hours.
Fit & Features
- Tropical print, mesh fabric, smooth stretchy knit lining
- Halter neckline with hardware accents, spaghetti strap tie
- Bandeau-style cutout bodice with center metal U-ring
- Ruched high waist with hardware accent
- High front slit on a body-hugging maxi silhouette
- Runs true to size
Style Number/Barcode: 05102-000032
Category Name: Maxi Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sun And Spritz Tropical Cutout Maxi Dress
Just add sun and a spritz—this tropical print maxi is made for main character getaways. With side cutouts and breezy vibes, it’s giving effortlessly hot in every snap.
Fit & Features
- Lightweight woven fabric with tropical print, bust lining
- Square neck
- Cutout sides on the bodice
- Fitted bodice with trim detailing
- Bust tie, tank shoulder straps, back zipper and hook-eye closure
- Flowy maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000246
Category Name: Maxi Dresses
Price: $24.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Arianna Sleeveless Cutout Long Slim Formal Dress
Special Occasion
Achieve endless elegance in the gorgeous Arianna sleeveless long formal dress as a bridesmaid, wedding guest, or attending a banquet! Featuring a square neckline and adjustable spaghetti straps for a customizable fit. The cutout front and back design with an elasticized back strap with hook closure provides a perfect fit, while the high side slit and slim silhouette flatter your figure. Complete the look with earrings, a clutch, and heels!
Fit & Features
- Smooth knit fabric, stretchy knit lining
- Square neckline, adjustable spaghetti straps
- Cutout front and back
- Elasticized back strap with hook closure, zipper and hook-eye closure
- High side slit
- Slim silhouette
- Runs true to size
Style Number/Barcode: 05002-8535
Category Name: Maxi Dresses
Price: $9.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ella Cowl Neck Satin Dress
Special Occasion
Enchant the room instantly in this gorgeous floor-length gown! Ella features a stunning sleeveless cowl neck, flattering high slit, and sleek spaghetti straps.With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.
Fit & Features
- Stretch satin lined fabric
- Cowl neck, sleek spaghetti straps
- Form-fitting silhouette, high-side slit
- Floor-length hem
- Runs true to size
Where to Wear:
Prom, weddings, bridesmaids, fancy date nights, cocktail parties, engagement parties, rehearsal dinners
Style Number/Barcode: 05002-1728
Category Name: Maxi Dresses
Price: $29.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Untamed Nights Zebra Print Maxi Dress
Go full wild mode in this zebra mesh dress—plunging cowl neckline, open back with tie straps, and a daring thigh-high slit. The hardware trim at the waist adds just the right amount of edge for a dress that owns every room.
Fit & Features
- Zebra print, mesh fabric, stretch knit lining
- Plunge halter cowl neckline
- Open back with ties
- Hardware waist trim
- High front slit
- Curve-hugging maxi silhouette
- Runs true to size
Style Number/Barcode: 05102-000292
Category Name: Maxi Dresses
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Garden Glam Floral Maxi Dress
This isn’t your garden-variety maxi dress, floral abstract print meets daring cutouts and sleek hardware trim for a look that’s equal parts sultry and statement. Perfect for casual celebrations, destination nights, or when you’re ready to own the room.
Fit & Features
- Floral Abstract print, mesh-lined stretch fabric
- Strapless sweetheart neckline, hardware trim
- Cutout bodice
- Side ruched seams
- Curve-hugging, maxi-length silhouette
- Runs true to size
Style Number/Barcode: 05102-000209
Category Name: Maxi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Blush Hour Floral Ruffle Maxi Dress
Floaty, flirty, and made for golden-hour moments—this floral maxi is pure romance. With its V-neckline, layered ruffles, and breezy mesh, it’s made for weddings or any RSVP soiree.
Fit & Features
- Floral print, mesh fabric, sewn-in partial knit lining
- V-neckline
- Adjustable spaghetti straps
- Curve-hugging silhouette
- Layered ruffles
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000589
Category Name: Maxi Dresses
Price: $19.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Into the Wild Leopard Maxi Dress
Wild but make it chic—this mesh maxi dress drapes effortlessly with a sheer animal print finish. The sleek straps and body-skimming silhouette make it perfect for layering or styling with heels.
Fit & Features
- Leopard print, mesh-lined fabric
- V-neckline
- Spaghetti straps
- Curve-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000407
Category Name: Maxi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Untamed Beauty Floral Halter Maxi Dress
Bring the drama—this halter maxi dress mixes fierce animal print with bold florals for a look that’s equal parts wild and romantic. With its plunging neckline and curve-skimming fit, it’s ready for dinner downtown, rooftop hotel cocktails, or every moment you want to own.
Fit & Features
- Floral print design, mesh-lined stretchy fabric
- Plunge halter neckline
- Cutout bodice
- Curve-hugging silhouette with high slit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000685
Category Name: Maxi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Untamed Nights Halter Slit Maxi Dress
Glam meets wild in this sultry halter maxi dress. With its curve-hugging fit, statement hardware, and bold slit, it’s made for spotlight entrances and after-dark drama.
Fit & Features
- Animal print, knit-lined fabric with stretch
- Halter neckline, hardware insert, spaghetti strap tie
- Bodice cutout with hardware insert
- High front slit
- Form-hugging silhouette, maxi hem
- Runs true to size
Style Number/Barcode: 05102-000294
Category Name: Maxi Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Sleek Strappy Back Maxi Dress
A dress that does the flirting for you—sleek, slinky, and unforgettable. With a curve-loving fit and sultry strappy back, it’s your go-to for nights that demand a little drama.
Fit & Features
- Slinky knit fabric, high stretch
- Sleeveless V-neckline
- Dual bungee spaghetti straps
- Open back, cross-back strappy design
- Maxi-length form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05101-000368
Category Name: Maxi Dresses
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Slinky knit fabric, high stretch
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Bloom Season Floral Mesh Maxi Tube Dress
Meet your new obsession for dinner dates and chic soirées. This floral mesh maxi dress hugs in all the right places with a strapless neckline that feels effortlessly elevated.
Fit & Features
- Sheer mesh fabric with knit lining, high stretch
- Floral print
- Strapless straight-across neckline
- Ruching
- Maxi-length hem, back slit
- Form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05101-000252
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ocean Eyes Halter Maxi Dress
Serving sultry mermaid vibes, this maxi dress is pure liquid allure. With its daring plunge, bold hardware detail, and sleek fit, it’s the statement dress that makes every entrance unforgettable.
Fit & Features
- Abstract tie-dye print, mesh-lined stretchy fabric
- Plunge halter cowl neckline with hardware insert
- Open back with tie closure
- Curve-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000674
Category Name: Maxi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Painted Muse Tube Slit Maxi Dress
Like wearing a work of art, this strapless maxi dress stuns with a marbled print and a curve-hugging silhouette. The sleek side slit adds just the right touch of drama for gallery nights, rooftop hotel bars, or dinner downtown.
Fit & Features
- Marbled print stretchy mesh fabric, sewn-in lining
- Tube strapless neckline
- High side slit
- Curve-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000247
Category Name: Maxi Dresses
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free