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.

  • 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: $54.90

    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: $42.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: S, M, L, XL

  • 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: $52.90

    Availability: In Stock

    Available Color: BLACK

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

  • 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: $49.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

  • Major Fling Flutter Sleeve Maxi Dress

    Fling into the spring season in this maxi dress that has an effortlessly breezy feel, while the V-neck and cutout back give it that easy, getaway-ready charm.

    Fit & Features

    • Airy cotton fabric, woven lining
    • Flutter short sleeves
    • V-neckline
    • Cutout back
    • Ruffled tiered flowy silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000748

    Category Name: Maxi Dresses

    Price: $54.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Island Heat Mesh Maxi Dress

    Booked, busy, and dressed like it. This tropical floral maxi dress is form-hugging with a high side slit that brings just enough drama for your next getaway or sunset dinner.

    Fit & Features

    • Tropical floral print, mesh fabric, brushed knit lining
    • Strapless tube neckline, non-slip grip lining
    • High side slit
    • Form-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000626

    Category Name: Maxi Dresses

    Price: $45.90

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M, L

  • Flirt Factor Floral Mesh Maxi Dress

    When the invite says dress up, this is already in your hands. This flirty floral mesh maxi dress brings a sleek, curve-hugging fit with lightweight stretch that feels as good as it looks all night.

    Fit & Features

    • Sheer mesh fabric, full-length knit lining, high stretch
    • Large floral print
    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Maxi-length hem
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001135

    Category Name: Maxi Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M, L

  • Sunset Muse Ombre Mesh Cutout Maxi Dress

    Serving curves, movement, and just enough drama. This ombre mesh cutout maxi dress hugs in all the right places with a fluid drape that feels effortless but looks unforgettable.

    Fit & Features

    • Ombre sheer mesh fabric with full-length knit lining, high stretch
    • Sleeveless plunging cowl neckline, bar strap detail
    • Halter tie-back straps
    • Asymmetric waist cutouts leading to an open back
    • Maxi-length hem, floor-length center sash accent
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001168

    Category Name: Maxi Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: ORANGE

    Available Size: XS, S, M, L

  • Dinner Plans Sleeveless Maxi Dress

    This crewneck maxi dress hugs your shape with a soft shimmer finish and adjustable side ties atop flirty slits, making it your go-to for dinner plans, vacations, or beach nights.

    Fit & Features

    • Lurex knit fabric
    • Sleeveless crewneck
    • Adjustable side ties and high slits
    • Form-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000854

    Category Name: Maxi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: GOLD

    Available Size: XS, S, M, L

  • Getaway Ready Floral Print Maxi Dress

    Out of office and not checking. This floral hem print maxi dress features a plunge halter neck, front slit, and a cross strap back that brings the drama from every angle. Perfect for packing with you on vacations, honeymoons, or weekend escapes!

    Fit & Features

    • Smooth knit stretchy fabric, knit lining
    • Halter plunge neckline, hardware insert, adjustable cross back straps
    • Open back design
    • Cutout bosdice
    • Flowy maxi-length silhouette with floral hem print
    • Runs true to size

    Style Number/Barcode: 05102-000576

    Category Name: Maxi Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M, L

  • Flirty RSVP Floral Chiffon Maxi Dress

    Romantic plans pending… just add this dress. This flirty floral chiffon maxi dress hugs at the bodice and flows effortlessly, perfect for weddings, date nights, or anywhere you want compliments on repeat.

    Fit & Features

    • Floral printed chiffon fabric with full-length lining
    • Sleeveless V-neckline
    • Pleated underbust design, button closures
    • Adjustable spaghetti straps, partially smocked back
    • Fitted bodice, flowy silhouette
    • Maxi-length hem, godet detailing
    • Runs true to size

    Style Number/Barcode: 05101-001316

    Category Name: Maxi Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: BLUE

    Available Size: S, M, L

  • Undeniable Allure Plunging Cowl Neck Maxi Dress

    Low cut, high impact—this maxi dress doesn’t ask for attention, it owns it. The plunging cowl neck and bodycon fit hug you in all the right places for nights when subtle just isn’t the vibe.

    Fit & Features

    • Sleek knit fabric with full-length knit lining, high stretch
    • Sleeveless plunging cowl neckline
    • Halter straps
    • Open back, lower back bar strap accent
    • Maxi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000682

    Category Name: Maxi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Vacation Glow Floral Satin Maxi Dress

    This is the satin maxi dress that quietly steals the whole moment. Silky, draped, and barely-there in the back, this floral dress moves like you planned the entrance—even if you didn’t.

    Fit & Features

    • Floral print, silky satin fabric
    • Cowl neckline
    • Spaghetti straps
    • Open cross back design
    • Curve-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000811

    Category Name: Maxi Dresses

    Price: $45.90

    Availability: In Stock

    Available Color: PINK

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

  • Vacation Muse Floral Halter Maxi Dress

    This is the dress that makes every plan feel like a getaway. The plunging halter keeps it bold, while the floral appliqué brings that playful, standout detail.

    Fit & Features

    • Statement floral applique, stretch knit fabric
    • Plunge halter neckline
    • Open back design with tie
    • Center back slit
    • Form-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000446

    Category Name: Maxi Dresses

    Price: $45.90

    Availability: In Stock

    Available Color: YELLOW

    Available Size: XS, S, M, L

  • Trina Abstract Animal Print Formal Dress

    Special Occasion

    The Trina abstract leopard print chiffon gown moves with every step and catches the light in all the right ways. Designed with a plunge V-neck with hardware, a cutout bodice, and a flowing A-line fit, it’s the kind of piece that makes the RSVP feel like your moment.

    Fit & features

    • Abstract animal print, chiffon-lined fabric
    • Plunge V-neckline, hardware insert
    • Cutout bodice with beaded strap detail
    • Back zipper and hook-eye closure
    • High front slit
    • A-line floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, destination celebrations, vacations, cocktail dinner party, upscale birthday, resort evening events, engagement parties

    Style Number/Barcode: 05002-001428

    Category Name: Maxi Dresses

    Price: $109.90

    Availability: In Stock

    Available Color: PINK

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

    Product Badge:
    • Ships Free
  • Island Nights Mesh Halter Maxi Dress

    Vacay booked. This tropical mesh maxi dress brings that breezy, curve-skimming fit with a trendy ruffled slit that moves with you from beach cocktails to dinner.

    Fit & Features

    • Tropical print, mesh fabric, soft knit lining
    • Halter V-neckline with hardware insert
    • Tie straps, open back
    • High front ruffled slit
    • Curve-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000607

    Category Name: Maxi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BROWN

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

  • Chic Agenda Plunge Maxi Dress

    From meetings to martinis without missing a beat. This cap sleeve maxi dress with a center drape accent and front slit keeps it polished for work hours and chic for after-hours plans.

    Fit & Features

    • Smooth knit stretch fabric
    • Cao sleeves with shoulder pads for structure
    • Plunge V-neckline
    • Center front drape and slit designs
    • Form-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000784

    Category Name: Maxi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: S, M, L

  • Always Out Animal Open Back Maxi Dress

    Walk in, and suddenly everyone’s paying attention. This cowl neck maxi dress drapes effortlessly with a bold print, open back, and high slit that was made for cocktail hour.

    Fit & Features

    • Animal print, mesh-lined stretchy fabric
    • Cowl halter neckline, tie straps
    • Open tie-back design
    • High side slit
    • Form-hugging maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000342

    Category Name: Maxi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S, M, L

  • Daydream Date Floral Maxi Dress

    This floral maxi dress flows with every step, featuring a square neckline and tiered ruffle layers that feel light, pretty, and ready for any invite and celebration!

    Fit & Features

    • Delicate floral print, chiffon-lined fabric
    • Square neckline, spaghetti straps
    • Tie-back design
    • Tiered ruffled A-line silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001029

    Category Name: Maxi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: WHITE

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

  • Effortless Confidence Sheer Lace Maxi Dress

    A little sheer, a little bold—exactly how you like it. This lace maxi dress skims your body with a soft stretch feel, made for slipping into when the vibe calls for effortless confidence.

    Fit & Features

    • Textured lace fabric with a mini-length knit lining, moderate stretch
    • Sleeveless V-neckline with O-ring accent at the bust
    • Adjustable spaghetti straps
    • Maxi-length hem
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000599

    Category Name: Maxi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Plans Booked Halter Slit Maxi Dress

    This is the dress you slip on when you want all eyes on you! Designed with a sleek halter neckline, curve-hugging fit, and statement front slit with hardware detail, this maxi dress brings the chic drama.

    Fit & Features

    • Knit stretchy fabric
    • Halter neckline, tie straps
    • Drop waist seam
    • High front slit
    • Curve-hugging fit
    • Flowy maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001180

    Category Name: Maxi Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: CHARTREUSE

    Available Size: XS, S, M, L

  • Late Dinner Plans Tube Maxi Dress

    This is what you wear when the evening calls for something a little elevated. This tube maxi dress hugs through the bodice with a ruched finish, then falls into a soft shark hem that moves with every step.

    Fit & Features

    • Soft jersey knit fabric, stretchy lining
    • Strapless tube neckline, non-slip grip lining
    • Ruched fitted bodice
    • Flowy curve-hugging silhouette
    • Shark-cut maxi hem
    • Runs true to size

    Style Number/Barcode: 05102-000787

    Category Name: Maxi Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

  • RSVP Pretty Floral Chiffon Maxi Dress

    If the invite says dress up, this floral chiffon dress is ready to make an entrance. Designed to flow effortlessly with a cinched waist and airy skirt that feels just right for showers, brunches, and every dressy celebration. 

    Fit & Features

    • Floral pattern, chiffon fabric, smooth woven lining
    • Halter neckline with tie straps
    • Ruched bodice detail
    • Back zipper and hook-eye closure
    • Flowy A-line silhouette
    • Handkerchief maxi hem
    • Runs true to size

    Style Number/Barcode: 05101-001393

    Category Name: Maxi Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L

  • Worth The Double Take Halter Maxi Dress

    It’s the kind of dress that speaks before you do. This halter midi dress contours your shape with soft ruching and a ruffled slit that moves with you at parties, date nights, and any dressy celebration.

    Fit & Features

    • Slinky knit-lined stretchy fabric
    • High halter neckline with tie straps
    • Open back
    • Ruched form-hugging silhouette
    • Center front ruffled slit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001400

    Category Name: Maxi Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L