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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Worth The Wait Chain Detail Maxi Dress
The kind of dress that changes the whole plan. This abstract print maxi dress combines a plunging cowl neckline, draped chain detail, and an open-back silhouette for a look that's both art exhibit and dinner reservation.
Fit & Features
- Mesh fabric with knit lining, high stretch
- Abstract print
- Sleeveless plunging cowl neckline, triple chain strap accents
- Tie-back halter straps, open back
- Maxi-length hem, high-cut back slit
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-000370
Category Name: Maxi Dresses
Price: $22.97 $48.90
On Sale: Yes
Availability: In Stock
Available Color: PLUM
Available Size: XS, S, M
Product Badge:- Sale
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Weekend Away Strapless Maxi Dress
This chevron maxi dress hugs in all the right places with a sleek strapless neckline and leg-baring side slit that was practically made for resort dinners, sunset cocktails, and strolling the beachside town.
Fit & Features
- Chevron pattern, crochet fabric, smooth knit lining
- Strapless neckline
- Side slit
- Form-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000595
Category Name: Maxi Dresses
Price: $46.90
Availability: In Stock
Available Color: MULTI
Available Size: XS, S, M, L
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Midnight Coast Halter Maxi Dress
This dress makes every head turn. The sleek halter neckline, hardware detail, and curve-skimming silhouette bring allure to weddings, cocktail parties, and dressy date nights.
Fit & Features
- Slinky knit fabric, smooth knit lining
- Halter neckline, tie straps, hardware insert, cutout accent
- Partial open back
- Curve-hugging maxi silhouette
- Runs true to size
Style Number/Barcode: 05101-001469
Category Name: Maxi Dresses
Price: $54.90
Availability: In Stock
Available Color: NAVY-2
Available Size: XS, S, L
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Rynlee Strapless Mermaid Formal Dress
Special Occasion
Made for the kind of evening that lingers long after the last dance, Rynlee slinky knit mermaid gown blends sleek glamour with striking detail. The strapless neckline, wooden hoop insert cutout bust, and flowing center front sash create a sculpted silhouette that feels equal parts polished and unforgettable.
Fit & Features
- Slinky knit fabric, knit lining
- Strapless neckline
- Wooden hoop insert, cutout, center front sash
- Mermaid floor-length silhouette
- Runs true to size
Where to Wear:
Destination weddings, engagement parties, vacations, honeymoons, resort getaways, cocktail parties, date nights, birthday dinners, formal celebrations
Style Number/Barcode: 05002-001603
Category Name: Maxi Dresses
Price: $69.90
Availability: In Stock
Available Color: SAGE, BROWN
Available Size: XS, S, M, L, XL
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Rooftop In Santorini Maxi Dress
The dress equivalent of a first class upgrade. With a plunging halter neckline, statement bead details, and a low open back, this maxi dress was made for resort dinners, oceanfront cocktails, and making every entrance feel a little more unforgettable.
Fit & Features
- Mesh fabric, knit lining
- Plunge halter neckline
- Open back design, lower zipper and hook-eye closure
- Front colored stone button accents
- Ruched drop waist panel
- Side slit
- Flowy maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-001163
Category Name: Maxi Dresses
Price: $48.90
Availability: Out of Stock
Product Badge:- Ships Free
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Make Them Stare Mesh Slit Maxi Dress
This is the dress that captures all the attention on vacations and weekend escapes. Featuring a bold floral print, curve-hugging fit, and a leg-baring side slit, it's equal parts sultry and unforgettable.
Fit & Features
- Statement floral print, mesh-lined fabric
- Strapless tube neckline
- High side slit
- Curve-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-001170
Category Name: Maxi Dresses
Price: $42.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L, XL
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Center Of Attention Floral Maxi Dress
This is the dress that gets the double-take. Designed with a curve-hugging mermaid silhouette and oversized floral print, it brings major romance with a little bit of drama.
Fit & Features
- Statement floral print, lined mesh fabric, high stretch
- Strapless tube neckline
- Curve-hugging, mermaid fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000593
Category Name: Maxi Dresses
Price: $42.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L, XL
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Coconut Coast Cutout Maxi Dress
Booked the trip and packed this tropical maxi dress that brings vacay vibes with a smocked fit, breezy skirt, and just the right amount of skin-baring detail. Pair with sandals and sunnies.
Fit & Features
- Tropical palm print, gauze-woven fabric
- Strapless sweetheart neckline
- Ruched drawstring tie-front bodice
- Cutout accent
- Flowy maxi silhouette
- Runs true to size
Style Number/Barcode: 05102-000601
Category Name: Maxi Dresses
Price: $59.90
Availability: In Stock
Available Color: NATURAL
Available Size: S
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Rare Find Animal Print Maxi Dress
A little wild, a little glamorous, and impossible to scroll past. This animal print mesh maxi dress pairs a sweetheart neckline, cutout details, hardware accents, and a dramatic front sash for the kind of entrance people remember.
Fit & Features
- Multi-animal print, lined mesh fabric
- Strapless sweetheart neckline
- Hardware bust insert with cascading sash
- Cutout bodice
- Curve-hugging, maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000803
Category Name: Maxi Dresses
Price: $54.90
Availability: In Stock
Available Color: MULTI
Available Size: L
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Sleek Hardware Cutout Halter Maxi Dress
Consider this your shortcut to a sharper going-out look. Metallic ring accents and angled front openings give this body-skimming dress a sculpted finish made for dressy occasions.
Fit & Features
- Lined smooth stretch knit fabric
- Halter tie neckline
- Front cutouts with metal hardware accents
- Body-skimming fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000807
Category Name: Maxi Dresses
Price: $44.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Sunkissed Chic Cutout Crochet Maxi Dress
Resort plans just got a plot twist. This beaded crochet maxi dress serves sculpted curves with a sweetheart neckline, waist cutout, and chic bead details made for walking in and turning heads.
Fit & Features
- Crochet knit fabric with knit lining, moderate stretch
- Sleeveless sweetheart neckline, U-wired metal insert, beaded fringe design
- Padded bust, waist cutout
- Adjustable spaghetti straps
- Back zipper with hook-eye closure
- Maxi-length hem, bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-001474
Category Name: Maxi Dresses
Price: $59.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M
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Alison Striped Chiffon Formal Dress
Special Occasion
When the invite calls for something light, polished, and memorable, this one understands the assignment. The striped halter dress moves in airy chiffon with a front slit, open tie back, and A-line maxi shape. It gives your plans a statement finish while keeping the look effortless.
Fit & Features
- Striped chiffon fabric, knit lining, built-in knit shorts lining
- A-line maxi silhouette
- Halter neckline with open tie back, zipper and hook-eye closure
- Side cutouts and ruched waist
- Front thigh-high slit detail
- Runs true to size
Where to Wear:
Destination weddings, vacations, honeymoons, resort getaways, birthday dinners, date nights, brunch celebrations, cocktail parties, bachelorette trips, cruises
Style Number/Barcode: 05002-001688
Category Name: Maxi Dresses
Price: $79.90
Availability: In Stock
Available Color: GREEN
Available Size: XS, S, M, L, XL
Product Badge:- Ships Free
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After Hours Bloom Halter Maxi Dress
Dinner plans just got dangerously well dressed. This halter maxi dress hugs through the hips with sleek ruching, a statement floral accent, and a high slit made for entrances and exit shots.
Fit & Features
- Smooth stretch knit fabric
- Plunging V-neckline with halter straps
- Open back with adjustable tie closure
- Ruched hip with floral applique
- High side slit
- Maxi length silhouette
- Runs true to size
Style Number/Barcode: 05102-000822
Category Name: Maxi Dresses
Price: $52.90
Availability: Out of Stock
Product Badge:- Ships Free
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Untamed Animal Print Halter Maxi Dress
Mixed animal print brings bold impact with a strappy open back. The plunging neckline and front slit add movement and shape, making this maxi dress ready for dinner dates, parties, and standout vacation looks.
Fit & Features
- Mixed animal print, lined chiffon fabric
- Plunging halter neckline
- Adjustable spaghetti straps
- Open back with adjustable straps, lower zipper and hook-eye closure
- Front high slit detail
- Flowy A-line floor-length maxi silhouette
- Runs true to size
Style Number/Barcode: 05103-001046
Category Name: Maxi Dresses
Price: $69.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M
- Mixed animal print, lined chiffon fabric
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Penny Crochet Mermaid Formal Dress
Special Occasion
The crochet texture gives this formal dress its handcrafted, standout feel. This crochet mermaid formal dress pairs floral openwork panels with beaded multi-strap detail and a floor-length silhouette for a dimensional finish. The fitted mermaid shape keeps the look sleek from neckline to hem.
Fit & Features
- Floral openwork crochet fabric, partial mesh lining
- Halter V-neckline with tie straps
- Side zipper and hook-eye closure
- Beaded multi-strap detail
- Fitted mermaid silhouette
- Floor-length hem
- Runs true to size
Where to Wear:
Bridal celebrations, bachelorettes, vacations, honeymoons, destination celebrations, birthday dinners, resort getaways, cruises, brunch celebrations, summer date nights
Style Number/Barcode: 05002-001733
Category Name: Maxi Dresses
Price: $89.90
Availability: In Stock
Available Color: NATURAL
Available Size: XS, S, M, L
Product Badge:- Ships Free
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Escape Plan Tropical Satin Halter Maxi Dress
Vacation mode starts here. This tropical satin maxi dress pairs a draped cowl halter neckline with a curve-skimming silhouette and a lace-up open back for sunset dinners and destination plans.
Fit & Features
- Smooth satin woven fabric
- Draped cowl halter neckline
- Tropical palm leaf pattern
- Lace up open back with adjustable ties
- Maxi length hem
- Runs true to size
Style Number/Barcode: 05101-001302
Category Name: Maxi Dresses
Price: $64.90
Availability: In Stock
Available Color: NATURAL
Available Size: S, M, L
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Floral Moment Halter High Slit Maxi Dress
Fit & Features
- Floral printed mesh fabric with high stretch
- Sleeveless deep V-neckline
- Tie-back halter straps, open back
- Ruched front design
- Maxi-length asymmetric hem, high-cut front slit
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 05101-001446
Category Name: Maxi Dresses
Price: $46.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
- Floral printed mesh fabric with high stretch
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Scene Set High Slit Maxi Dress
Plans just got a lot more interesting. This halter maxi dress hugs through the bodice, then falls into a fluid asymmetric hem with ruching and a high slit that knows exactly what it’s doing.
Fit & Features
- Sleek knit fabric, high stretch
- Sleeveless deep V-neckline
- Tie-back halter straps, open back
- Form-hugging fit through the bodice, ruched detailing
- High-cut front slit
- Asymmetric maxi-length hem, flowy fit
- Runs true to size
Style Number/Barcode: 05101-001346
Category Name: Maxi Dresses
Price: $39.90
Availability: In Stock
Available Color: FUCHSIA
Available Size: XS, S, M, L
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Lush Floral Print Strapless Maxi Dress
Summer plans just found their dress. The floral print maxi dress pairs a softly draped strapless neckline with a high side slit for an effortless statement. Wear it to destination celebrations, cocktail parties, and on vacation dinners.
Fit & Features
- Floral print, mesh fabric, brushed knit lining
- Strapless draped neckline
- High side slit
- Sleek curve-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-001634
Category Name: Maxi Dresses
Price: $46.90
Availability: In Stock
Available Color: OLIVE
Available Size: XS, S, M, L, XL
- Floral print, mesh fabric, brushed knit lining
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Make An Entrance Halter Maxi Dress
Consider this your cue to make plans. This ruched mesh maxi dress brings the drama with a plunging halter neckline, open back, sculpting ruching, and a sweeping mermaid silhouette that knows exactly how to make an entrance.
Fit & Features
- Mesh fabric with knit lining, high stretch
- Sleeveless plunging V-neckline
- Tie-back halter straps
- Open back
- Ruched waist, front sash accent
- Maxi-length mermaid silhouette
- Runs true to size
Style Number/Barcode: 05101-001522
Category Name: Maxi Dresses
Price: $48.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M, L, XL
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Swirled Abstract Maxi Dress
The print does all the talking. This abstract print maxi dress pairs a high halter neckline and close-fitting silhouette with an open back finished by a twist accent. The result is sleek, graphic, and made to stand out.
Fit & Features
- Abstract multi-print, mesh fabric, knit lining
- Sleeveless high halter neckline with tie straps
- Curve-hugging fit
- Open back with twist accent
- Maxi length hem
- Runs true to size
Style Number/Barcode: 05101-001485
Category Name: Maxi Dresses
Price: $49.90
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek Silhouette Butterfly Print Maxi Dress
Butterflies, but make it sleek. This high-stretch mesh maxi dress hugs the figure with a bodycon fit, while the abstract butterfly print and mock neckline keep the look artful, elevated, and ready for plans.
Fit & Features
- Mesh fabric, high stretch
- Abstract butterfly print
- Sleeveless mock neckline
- Tank shoulder straps
- Maxi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-000847
Category Name: Maxi Dresses
Price: $42.90
Availability: In Stock
Available Color: GRAY
Available Size: XS, S, M, L
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Ruffle Romance Lace-Trim Chiffon Maxi Dress
Pretty, layered, and a little dramatic. This lace-trim chiffon maxi dress flows with a tiered ruffle silhouette, adjustable spaghetti straps, and a tie-front V-neckline for an easy dressed-up feel.
Fit & Features
- Lined chiffon fabric, lace trim
- Sleeveless V-neckline, tie-front detail
- Adjustable spaghetti straps
- Back zipper closure
- Tiered ruffled silhouette
- Maxi-length A-line fit
- Runs true to size
Style Number/Barcode: 05101-001413
Category Name: Maxi Dresses
Price: $64.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M, L
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Sash Statement One-Shoulder Bodycon Maxi Dress
The sash understood the assignment. This one-shoulder maxi dress sculpts the frame with waist ruching and a bodycon fit, then brings the drama with an open back and pleated trumpet hem.
Fit & Features
- Smooth knit fabric with lining, high stretch
- Sleeveless asymmetric one-shoulder neckline
- Tank strap, long sash accent
- Asymmetric open back
- Ruched detailing at the waist, bodycon silhouette
- Maxi-length pleated trumpet hem
- Runs true to size
Style Number/Barcode: 05101-001720
Category Name: Maxi Dresses
Price: $50.90
Availability: In Stock
Available Color: HUNTER
Available Size: XS, S, M, L, XL