Maxi Dresses

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.

  • Fierce And Refined Leopard Cowl Maxi Dress

    Fierce meets refined with this leopard maxi dress made to command attention. Designed with a plunge cowl neckline and a daring high slit, it turns every step into a moment- finished with an open back and sleek hoop that makes it unforgettable from every angle.

    Fit & Features

    • Leopard print, mesh-lined fabric, moderate stretch
    • Plunge cowl neckline, tie closure
    • Open back with hoop insert
    • High front slit
    • Curve-hugging silhouette, maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000319

    Category Name: Maxi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

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  • Strike Again Snake Print Maxi Dress With Texture

    Maxi dress allure meets a wild edge in this snake print halter maxi dress, designed with a sultry scoop neckline and daring open back for late-night plans.

    Fit & Features

    • Soft stretch knit fabric, snake print, clear sequin embellishments
    • Cowl halter neckline with tie closure
    • Open back with strap detail
    • Body-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000565

    Category Name: Maxi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spotlight Moment Open Back Maxi Dress

    Elegant, effortless, and made for the spotlight. This maxi dress flows with quiet confidence. Crafted from soft jersey knit, it features a draped cowl neckline and an open tie-back design that catches every eye from the moment you walk in.

    Fit & Features

    • Slinky knit-lined stretch fabric
    • Plunge halter neckline
    • Open back with tie
    • Curve-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000675

    Category Name: Maxi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Effortless Allure Satin Polka Dot Maxi Dress

    Smooth, silky, and made to move. This satin polka dot maxi drapes beautifully with a soft cowl neckline, adjustable straps, and a curve-hugging silhouette that flatters every figure. Perfect for dressy occasions or a chic brunch.

    Fit & Features

    • Silky smooth satin fabric, chiffon lining
    • Cowl neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Curve-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000687

    Category Name: Maxi Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Easy Elegance A-Line Maxi Dress

    Chic, minimal, and made for any moment. This strapless maxi dress keeps it effortless with a fitted bodice and flowy skirt that moves with you—perfect for everything from beach strolls to brunch dates.

    Fit & Features

    • Smooth knit stretch fabric
    • Strapless tube neckline
    • Fitted bodice
    • Side pockets
    • A-line silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000281

    Category Name: Maxi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Midnight Mischief Chain Maxi Dress

    Made to steal the spotlight, this dress is designed to stun with a strapless bandeau bodice with an O-ring center and cascading chain details that frame the waist, finishing with a curve-hugging maxi skirt and side slit for that perfect mix of edge and allure.

    Fit & Features

    • Sleek knit fabric, short knit stretch lining
    • Strapless sweetheart bandeau top, padded bra cups
    • Hoop insert
    • Detachable cascading chains
    • High side slit
    • Form-hugging fit, long-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000555

    Category Name: Maxi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marlyne Halter Open Back Formal Dress

    Special Occasion

    Effortless and ethereal, the Marlyne formal dress moves like a warm breeze. Designed in airy organza fabric with a halter neckline and chic O-ring accent, its free-flowing A-line silhouette and open back create an easy elegance that’s perfect for sunset dinners or coastal soirées.

    Fit & Features

    • Lightweight organza shimmer woven fabric, woven lining
    • Halter neckline with hoop insert, tie straps
    • Open back design
    • Hidden side pockets
    • Flowy A-line silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Destination weddings, garden ceremonies, sunset dinner parties, resort vacations, cocktail events, bridal showers, wedding showers, rehearsal dinners, birthday celebrations

    Style Number/Barcode: 05002-000751

    Category Name: Maxi Dresses

    Price: $79.90

    Availability: In Stock

    Available Color: BROWN, BEIGE

    Available Size: S

    Product Badge:
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  • Moonlit Muse Cutout Halter Maxi Dress

    Sway in the moonlight in this striking halter maxi dress that reveals an open back to make impressive exits and a curve-hugging silhouette to flaunt your figure effortlessly. 

    Fit & Features

    • Slinky knit lined stretchy fabric
    • Cowl plunge halter neckline
    • Open back with tie closure
    • Curve-hugging silhouette, hoop insert
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000725

    Category Name: Maxi Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: EGGPLANT

    Available Size: S, M, L, XL

  • Golden Spotlight Plunge Long Sleeve Maxi Dress

    Bring the drama and the dazzle. This luxe long sleeve maxi dress mixes a sultry plunge with a draped overlay and a bold statement hardware accent that instantly steals the spotlight.

    Fit & Features

    • Smooth knit stretch fabric
    • Plunge cowl neckline
    • Halter bralettes accent with hardware insets
    • Fitted long sleeves
    • Curve-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000784

    Category Name: Maxi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Untamed Glam Mesh Maxi Dress

    For nights when subtle just isn’t in your vocabulary, this mesh maxi dress delivers full-throttle confidence. The abstract animal print, plunging neckline, and hardware detail hit that perfect mix of daring and glam, while the bodycon fit keeps the silhouette sleek and unforgettable.

    Fit & Features

    • Abstract animal print, mesh fabric, short knit lining
    • Plunging neckline with hardware detail
    • Fitted long sleeves
    • Bodycon maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000391

    Category Name: Maxi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Bold Curve One-Shoulder Maxi Dress

    Sleek, sculpted, and a little daring—this one-shoulder maxi dress turns heads with its bold cutout and dramatic draped sash. The soft stretch fabric hugs just right, giving you that effortlessly confident, made-for-the-spotlight at parties or cocktail soirees!

    Fit & Features

    • Slinky knit stretch fabric
    • One-shoulder neckline
    • Side and back cutout detail
    • Draped wrap sash at the hip
    • Curve-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000718

    Category Name: Maxi Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Coastal Crush Cutout Crochet Maxi Dress

    A dress that does the flirting for you. The cutout crochet shows just enough, while the shell and sequin details add that subtle shimmer that catches light—and attention—without trying. This is your out-all-day, glow-all-night kind of maxi dress.

    Fit & Features

    • Sheer crochet knit fabric, mini-length knit lining, moderate stretch
    • Sleeveless ruched knit top, no-slip strip, wired V-neckline
    • Tie-back halter spaghetti straps, eyelet trim, shell and sequin embellishments
    • Partially open back
    • Maxi-length hem, high-cut side slit
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000360

    Category Name: Maxi Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Sultry Flow Plunge Halter Maxi Dress

    This dress does subtle the bold way—sleek metallic shimmer, a daring plunge, and an open back that knows exactly what it’s doing. It’s the effortless kind of sexy that turns a simple walk into a slow-motion moment.

    Fit & Features

    • Metallic knit fabric with a subtle shimmer finish
    • Halter neckline with dramatic plunging cowl drape
    • Open-back design with a low scoop cut
    • Ruched detail at the back waist for a flattering silhouette
    • Form-fitting bodice that transitions into a sleek, floor-length skirt
    • Maxi hemline with a soft, flowy finish
    • Runs true to size

    Style Number/Barcode: 05101-000692

    Category Name: Maxi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Soft Spark Confidence Lurex Halter Maxi Dress

    This is the kind of dress that does the talking while you keep it effortless. The plunging cowl neckline and subtle shimmer hug in all the right places, made for nights that start low-key and end way past midnight.

    Fit & Features

    • Lurex knit fabric with subtle shimmer
    • Plunging cowl neckline
    • Halter silhouette with open strappy back
    • Fitted maxi length with a back slit
    • Runs true to size

    Style Number/Barcode: 05101-000779

    Category Name: Maxi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • After Hours Bloom Floral Maxi Dress

    Sleek, sculpted, and made to linger in the memory. This mesh maxi dress features a square neckline and a curve-hugging fit that feels elevated enough for dressy occasions and vacay.

    Fit & Features

    • Stretch mesh fabrication with smooth lining, floral print
    • Spaghetti straps with a square neckline
    • Fitted bodice through the hips
    • Curve-hugging fit, flared maxi hem
    • Runs true to size

    Style Number/Barcode: 05101-000721

    Category Name: Maxi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L, XL

  • Rosé Nights Floral Halter Maxi Dress

    Romantic without feeling try hard. This floral mesh maxi dress skims the body with a soft stretch fit, finished with delicate sparkle details that make it perfect for weddings, date nights, or dressed-up evenings that call for something extra.

    Fit & Features

    • Floral print, mesh-lined fabric, rhinestone embellished
    • V-neckline with lace trim and spaghetti halter straps
    • Defined waist seam
    • Floor-length maxi skirt
    • Straight hem
    • Runs true to size

    Style Number/Barcode: 05101-000730

    Category Name: Maxi Dresses

    Price: $28.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Midnight Intentions Glitter Halter Maxi Dress

    This is the kind of dress that doesn’t rush the moment—it owns it. With a plunging cowl neckline, subtle shimmer, and an open back, this maxi brings a slow-burn kind of drama that feels effortless and unforgettable.

    Fit & Features

    • Glitter knit fabric
    • Cowl halter neckline
    • Revealing open back with tie back design
    • High side slit
    • Curve-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000813

    Category Name: Maxi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • All Eyes Lace Trim Mermaid Maxi Dress

    This dress is pure drama in the best way. The deep V lace bodice sets a sultry tone, while the smooth, body-hugging fit flows into a sleek mermaid hem that moves with you. Perfect for dressy occasions and special date nights.

    Fit & Features

    • High-stretch fabric for a flexible fit
    • Spaghetti straps with adjustable lace-up back
    • Plunging V-neckline with lace trim
    • Sheer mesh overlay with smooth knit lining
    • Mermaid silhouette with floor-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001242

    Category Name: Maxi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M

  • Kendra O-Ring Cutout Bandage Formal Dress

    Special Occasion

    Built for the nights when confidence deserves a spotlight, the Kendra sculpted bandage formal dress turns every step into a head-turning entrance. The sleek silhouette flows around an alluring cutout traced in bold O-ring detailing—made to captivate from rooftop parties to chic nights out.

    Fit & Features

    • Strapless neckline
    • Asymmetrical O-ring trim cutout detail
    • Cutout leads to high side slit
    • Back zipper with hook-eye closure
    • Sculpting bandage knit fabric with stretch
    • Runs true to size

     

    Where to Wear:

    Rooftop parties, birthday celebrations, bachelorette parties, and nights out.

    Style Number/Barcode: 05002-001693

    Category Name: Maxi Dresses

    Price: $89.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M, L, XL

    Product Badge:
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  • Late Bloom Energy Floral Mesh Maxi Dress

    This is the kind of dress that makes the plan feel official. A floral mesh maxi dress with a sleek V-neck and open back moment that moves with you from drinks to dinner.

    Fit & Features

    • Lightweight floral mesh fabric with soft lining
    • V-neckline with spaghetti straps
    • Open back design
    • Body-skimming maxi dress silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001252

    Category Name: Maxi Dresses

    Price: $20.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS

    Product Badge:
    • Sale
  • Golden Hour Drama Strapless Cutout Maxi Dress

    The kind of dress that does the talking before you even say a word. This strapless maxi brings sculpted lines and bold hardware together for a look that feels elevated, confident, and ready for sunset dinners on destination getaways.

    Fit & Features

    • Smooth stretch fabrication, knit lining
    • Strapless neckline with structured support
    • Front cutout detail with sculptural hardware accents
    • Body-skimming maxi length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000791

    Category Name: Maxi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Soft Spoken Stunner Floral Mesh Maxi Dress

    Soft, sculpting, and quietly unforgettable. This floral mesh maxi dress hugs in all the right places with a sleek mermaid shape that looks dressed up without trying too hard.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, high stretch
    • Large floral print throughout
    • Sweetheart neckline, pleated bust
    • Adjustable spaghetti straps
    • Side zipper and hook-eye closure
    • Open back, lower back twisted bar strap design
    • Mermaid silhouette with maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000832

    Category Name: Maxi Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • All Eyes On You Floral Ruffle Maxi Dress

    Romantic, confident, and made to be noticed. This floral mesh maxi dress flows effortlessly with soft ruffles, an open back, and a silhouette that feels bold without feeling overdone—perfect for parties, vacations, or sunset dates that turn into stories.

    Fit & Features

    • Lined floral mesh fabric
    • V-neckline with ruffle trim at bust
    • Adjustable spaghetti straps
    • Open back design
    • Fitted through bodice and hips
    • Tiered ruffle hem with maxi length
    • Runs true to size

    Style Number/Barcode: 05101-000775

    Category Name: Maxi Dresses

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Love Language Floral Lace Slit Maxi Dress

    Romantic at first glance, unforgettable once you turn around. This floral mesh maxi dress mixes delicate lace with a subtle cutout that feels equal parts soft and confident—perfect for dinner dates, dressy celebrations, and brunch with the girls.

    Fit & Features

    • Mesh fabric with floral print, lined
    • V-neckline with lace trim bust detail
    • Tank straps with open back accent
    • Front cutout detail at bust
    • Body-skimming maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000585

    Category Name: Maxi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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