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.

  • Soft Spoken Statement Linen V Neck Maxi Dress

    Quiet luxury, but make it cool girl. This linen V-neck maxi dress skims the body with an easy drape, delicate straps, and lace panel details that feel effortless for dinner plans, gallery nights, or that last-minute RSVP.

    Fit & Features

    • Lightweight linen blend fabrication
    • Sleeveless v-neckline
    • Adjustable spaghetti straps
    • Lace panel inserts
    • Maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000614

    Category Name: Maxi Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bold And Sleek Abstract Animal Print Maxi Dress

    She’s bold, she’s sleek, and she does not blend in. This abstract animal print maxi dress skims your curves with a draped cowl neckline and open tie-back detail that feels daring yet elevated—perfect for rooftop nights, birthday dinners, or any plan worth dressing up for.

    Fit & Features

    • Mesh fabric with knit lining, high stretch
    • Abstract animal print
    • Sleeveless low cowl neckline
    • Halter tie-back straps, open back, lower tie-back spaghetti straps
    • Maxi-length form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000735

    Category Name: Maxi Dresses

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Golden Glow Strapless Maxi Dress

    Serving sunkissed confidence with every step. The strapless lace maxi dress contours through the bodice, highlights the neckline with hardware detail, and falls into a sleek, elongating shape that feels equal parts elevated and effortless.

    Fit & Features 

    • Striped design, lace-lined fabric
    • Strapless sweetheart neckline, hardware insert, non-slip grip lining
    • Form-hugging
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000425

    Category Name: Maxi Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Vacation Coded Floral Maxi Dress

    This tropical floral print maxi drapes in airy mesh with a soft cowl neck and lace-up back, flowing into a floor grazing hem that moves like you planned this getaway all along. Perfect for weekend and long getaways, where the sun will shine on you in this gorgeous dress!

    Fit & Features

    • Tropical floral print, mesh fabric, soft knit lining
    • Cowl neck, spaghetti straps
    • Lace-up back
    • Curve-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000990

    Category Name: Maxi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Charm Polka Dot Halter Maxi Dress

    A little retro, a lot irresistible. This polka dot halter maxi dress hugs your shape with a plunging neckline and open back that brings effortless drama to dates, celebrations, and weekend brunch.

    Fit & Features

    • Polka dot print, mesh-lined fabric
    • Fitted silhouette with plunging halter neckline
    • Sewn-in padded bra cups
    • Open back, zipper and hook-eye closure
    • Floor length hem
    • Runs true to size

    Style Number/Barcode: 05102-000521

    Category Name: Maxi Dresses

    Price: $45.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Back In Stock
  • Sunset Garden Floral Cowl Neck Maxi Dress

    Serving soft glam with a flirty twist. This floral cowl neck maxi dress drapes effortlessly through the neckline and skims the body for a dreamy silhouette made for weddings, vacations, and any dressy event.

    Fit & Features

    • Floral print, knit-lined fabric
    • Cowl neckline
    • Curve-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001147

    Category Name: Maxi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Soft Drama Chiffon Ruffle A-Line Maxi Dress

    Float through the night like you planned it that way. This chiffon ruffle A-line maxi dress features a ruched sweetheart bust and tiered flowy silhouette that moves beautifully from dinner plans to late-night photos.

    Fit & Features

    • Sheer chiffon fabric with full-length lining
    • Strapless sweetheart neckline, ruched bust
    • Empire waist
    • Back zipper closure
    • Tiered ruffled design with pleating
    • Maxi-length flowy A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000857

    Category Name: Maxi Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XXS, XS, S, M

    Product Badge:
    • Sale
  • Sweet Heat Tube Maxi Dress

    This strapless rib knit bodycon maxi dress hugs you just right and features a side floral crochet accent that feels equal parts flirty and elevated for dinners, birthdays, and any weekend plans.

    Fit & Features

    • Rib knit fabric with stretch
    • Strapless neckline
    • Side floral crochet accent
    • Bdoycon fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000345

    Category Name: Maxi Dresses

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sunset Swirl Lace-Up Maxi Dress

    Serve vacation glow from every angle in this striped maxi dress. This dress hugs your curves while the crisscross lace-up back and flared mermaid hem bring the drama for cocktails and dinners with a view.

    Fit & Features

    • Striped pattern, crochet knit lined fabric
    • V-neckline with tie front detail
    • Spaghetti straps shape the strappy lace-up back
    • Mermaid flared maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000426

    Category Name: Maxi Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bold Moves Fringe Bandage Maxi Dress

    When the invite says dress to impress, this fringe bandage maxi dress understood the assignment. Designed in a sculpting bodycon fit with a strapless neckline and flowy maxi-length fringe, it hugs in all the right places and moves with you from dinner plans to the dance floor.

    Fit & Features

    • Structured bandage knit fabric, moderate stretch
    • Strapless straight-across neckline
    • Bodycon silhouette
    • Mini-length hem
    • Maxi-length fringe design
    • Runs true to size

    Style Number/Barcode: 05103-000865

    Category Name: Maxi Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Double Take Floral Chiffon Ruffle Maxi Dress

    Cue the double takes. This floral chiffon maxi dress brings the drama with ruffles, cutouts, a flirty slit, and breezy movement that shows up beautifully everywhere from brunch plans to sunset parties.

    Fit & Features

    • Sheer chiffon fabric with full-length stretchy knit lining
    • Sleeveless sweetheart neckline, no-slip strip, padded bust, knotted center
    • Halter tie-back straps, stretchy smocked back
    • Asymmetric side cutouts leading to an open lower back
    • Ruffled design, high-cut front slit
    • Maxi-length flowy A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000888

    Category Name: Maxi Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Impact Floral Mesh Maxi Dress

    This floral mesh halter maxi dress features a draped cowl neckline and curve-hugging silhouette that flows into a sleek maxi length, perfect for date nights, vacations, and dressy events.

    Fit & Features

    • Floral print, mesh-lined fabric
    • Cowl halter neckline
    • Open back
    • Curve-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000683

    Category Name: Maxi Dresses

    Price: $49.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Paradise Ready Floral Maxi Dress

    Unlock vacation energy in this floral maxi dress perfect for cocktail dinners, sunset strolls, and looking chic on the beach! This dress is designed in a flattering mermaid fit with a flared hem that brings effortless drama to every step.

    Fit & Features

    • Statement tropical floral print
    • Mesh fabric lined with soft knit
    • Tube strapless neckline
    • Mermaid fit
    • Flared maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001141

    Category Name: Maxi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Petal Drip Plunge Maxi Dress

    Soft glam, but make it unforgettable. This plunging halter maxi dress features a flowy cowl neckline and statement floral detail for your next event or sunset dinner moment.

    Fit & Features

    • Soft floral print, knit fabric
    • Cowl halter neckline with flower inset
    • Strappy tie-back
    • Curve-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000840

    Category Name: Maxi Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild Plans Animal Print Cutout Maxi Dress

    Not a subtle entrance kind of dress. This animal print maxi dress hugs your curves with a flirty open back and lace-up detail that’s made for vacations, sunset dinners, and cocktail bars with the girls.

    Fit & Features

    • Animal print, mesh fabric lined with knit
    • Sweetheart neckline, twist bust
    • Spaghetti straps
    • Strappy open back
    • Cutout bodice
    • Curve-hugging, maxi hem
    • Runs true to size

    Style Number/Barcode: 05103-000611

    Category Name: Maxi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Unforgettable In Floral Cutout Maxi Dress

    This floral maxi dress was made for those nights that turn into memories. The halter neckline and front cutout bring the heat, while the flowy silhouette and thigh-high slit keep it effortlessly pretty.

    Fit & Features

    • Tropical floral print, knit-lined fabric
    • Halter neckline with tie
    • Open back
    • Cutout bodice
    • High front slit
    • Form-hugging maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000729

    Category Name: Maxi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Soft Focus Muse Floral Lace-Up Maxi Tube Dress

    Caught feelings for this one instantly. This floral maxi tube dress hugs just right with a lace-up back that brings a little extra drama for nights out or dressed-up day plans.

    Fit & Features

    • Smooth stretch knit fabrication
    • Sleeveless ruched sweetheart neckline
    • Large floral pattern
    • Lace-up back design
    • Maxi-length hem 
    • Runs true to size

    Style Number/Barcode: 05101-001120

    Category Name: Maxi Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sunset Stunner Mesh Strapless Midi Dress

    Hot plans, zero overthinking—this dress just gets it. A sleek strapless mesh midi that hugs in all the right places and shows up ready for every RSVP on your calendar.

    Fit & Features

    • Lightweight mesh fabric with stretch lining
    • Bodycon midi silhouette
    • Strapless straight neckline
    • Abstract print with contouring effect
    • Runs true to size

    Style Number/Barcode: 05102-000611

    Category Name: Maxi Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Curve Control Mesh Strapless Maxi Dress

    This strapless maxi dress is RSVP ready! The ruched bodycon fit and draped sash contour your shape in all the right places—perfect for dressy plans.

    Fit & Features

    • Mesh-lined fabric
    • Tube strapless neckline
    • Ruched bodycon fit
    • Draped sash detail
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001221

    Category Name: Maxi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

  • Sultry Vibe Paisley Print Bodycon Maxi Dress

    The kind of dress that does all the talking the second you walk in. This paisley print bodycon maxi dress skims your shape with a soft, sculpting stretch—perfect for sultry nights out.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Paisley print
    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • High-cut side slit
    • Maxi-length hem, bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000687

    Category Name: Maxi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: RUST

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

  • Spring Breeze Chiffon Maxi Dress

    Soft, floaty, and a little bit daring—this chiffon maxi dress features a high halter neckline, adjustable strappy open back, while the lace trim and flowy silhouette bring all the dreamy movement.

    Fit & Features

    • Airy chiffon fabric, woven lining
    • High halter neckline with tie straps
    • Side zipper and hook-eye closure
    • Adjustable strappy open back
    • Flowy maxi-length silhouette, lace trim throughout
    • Runs true to size

    Style Number/Barcode: 05101-001323

    Category Name: Maxi Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Vacation Booked Floral Maxi Dress

    Already picturing the dinner plans in this one. This tropical floral maxi dress features a soft cowl neckline and an open back that brings just the right amount of drama for your getaway lineup.

    Fit & Features

    • Tropical floral print, mesh-lined fabric, high stretch
    • Cowl neckline
    • Adjustable spaghetti straps
    • Open strappy back
    • Form-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000189

    Category Name: Maxi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Make An Entrance Maxi Dress

    With its sultry cowl neckline, bold mixed print, and curve-skimming fit, this maxi dress was made for cocktail parties and dressed-up plans. Just heels and let the compliments follow!

    Fit & Features

    • Mixed animal and floral print, knit-lined fabric
    • Cowl halter neckline
    • Open back
    • Curve-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000802

    Category Name: Maxi Dresses

    Price: $14.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Island Afterglow Knit Maxi Dress

    Booked the trip and get to wear this maxi dress. This long sleeve maxi dress brings that getaway glow with its open back and side slit made for sunset dinners and cocktails.

    Fit & Features

    • Texture knit fabric, smooth knit lining
    • Plunge V-neckline, hardware insert
    • Long bell sleeves
    • Cutout bodice, open back
    • High side slit
    • Form-hugging, maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000155

    Category Name: Maxi Dresses

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free