Maxi Dresses

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Maxi Magic for Socials

Own every social moment in a Windsor maxi dress. Bold tropical prints and pastel florals set the scene for brunch dates, beach days, and nights out, while adjustable straps and high front slits keep things easy and effortless.

Casual long dresses and maxi-length dresses deliver breezy comfort with layered ruffles and flowy silhouettes in seasonal hues like burnt orange and soft ivory. Maxi‑length floral styles shine in exclusive large‑bloom prints and vibrant patterns, making every photo op pop. Discover sundresses that feel airy and breathable, with playful shapes and flirty details to keep you cool and confident.

Formal maxi dresses and sleek maxi‑length designs in soft mesh fabrics, tiered ruffle accents, and curve‑hugging fits elevate backyard weddings and rooftop soirées—blending chic style with total comfort.

Looking for styling inspo? Dive into brunch dresses, vacation dresses, and more on the Windsor blog: Get Insta-ready In Your Maxi Dress. Shop online, in‑app, or at your nearest Windsor store to find your next social statement.

  • Wildly Fierce Leopard Floral Maxi Dress

    Warning: this dress doesn’t do low profile. The leopard floral mesh print fabric and plunge halter neckline with bead inset sculpt a form-hugging maxi silhouette that’s made for vacations, birthday dinners, and any plan that deserves a little drama.

    Fit & Features

    • Floral, leopard print mesh-lined fabric
    • Plunge halter neckline with tie and bead
    • Form-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000365

    Category Name: Maxi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Out Of Office Abstract Maxi Dress

    Booked, busy, and dressed for it. This abstract mesh strapless tube maxi dress hugs your curves with a sleek fit and side slit that brings just enough drama for vacations and sunset dinners with a view.

    Fit & Features

    • Abstract print, knit fabric
    • Strapless neckline
    • High side slit
    • Form-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000305

    Category Name: Maxi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Island After Hours One Shoulder Maxi Dress

    This is what you pack when the itinerary says “sunset drinks,” and you plan on being the view. The one-shoulder neckline with hardware detail gives elevates the look, while the tropical floral print and front slit keep it flowy, flirty, and very camera-ready.

    Fit & Features

    • Tropical floral print knit fabric
    • One-shoulder neckline
    • Statement hardware strap detail
    • Front slit with ruffle accent
    • Maxi length hem
    • Runs true to size

    Style Number/Barcode: 05102-000419

    Category Name: Maxi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, XL

  • Bloom Agenda Floral Mesh Halter Maxi Dress

    RSVP secured and outfit handled. This floral mesh halter maxi dress sculpts with high-stretch comfort, features a statement flower hardware accent, and serves a partially open back that’s perfect for photo ops.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, high stretch
    • Large floral print
    • Sleeveless halter neckline, tie-back design
    • Metal flower hardware accent
    • Partially open back
    • Maxi-length form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000881

    Category Name: Maxi Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M, L

  • 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: $64.90

    Availability: In Stock

    Available Color: BLACK, WHITE

    Available Size: S, M

  • Adriane Beaded Floral Lace-Up Formal Dress

    Special Occasion

    A gown made to captivate, the Adriane floor-length dress boasts delicate straps, a plunging neckline, and sculpted beaded floral embroidery that draws the eye. Finished with a lace-up open back, it’s the perfect balance of allure and elegance.

    Fit & Features

    • Mesh-lined fabric, moderate stretch
    • Plunge V-neckline, spaghetti straps, padded bra cups
    • Beaded floral embroidery
    • Lace-up open back detail
    • Curve-hugging silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, black-tie galas, formal celebrations, red-carpet events, fancy cocktail parties, dressed-up anniversaries, nights at the theatre, birthday events

    Style Number/Barcode: 05002-001327

    Category Name: Maxi Dresses

    Price: $64.90

    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: $49.90

    Availability: In Stock

    Available Color: ORANGE

    Available Size: XS, S, M, L

  • 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: $46.90

    Availability: In Stock

    Available Color: LIGHT, BLUE

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

  • 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

  • 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: $46.90

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M, L

  • 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: $64.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XXS, XS, S, M

  • 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: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: M, L, XL

  • 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: $52.90

    Availability: In Stock

    Available Color: PINK

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

  • 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: $52.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • 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: $54.90

    Availability: In Stock

    Available Color: PINK

    Available Size: M, L, XL

  • 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: In Stock

    Available Color: BROWN

    Available Size: XS, S

  • 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: $42.90

    Availability: In Stock

    Available Color: NATURAL

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

  • 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: $52.90

    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: $46.90

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, M, L

  • 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: $49.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • 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: $54.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M, L

  • 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: $42.90

    Availability: In Stock

    Available Color: ORANGE

    Available Size: XS, S, M, L

  • 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

  • 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: 05102-000664

    Category Name: Maxi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L