Maxi Dresses

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Product Recommendations

Maxi Magic for Sunny Socials

Own every summer 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 summer dresses deliver breezy comfort with layered ruffles and flowy silhouettes in seasonal hues like sunset orange and soft ivory. Maxi‑length floral styles shine in exclusive large‑bloom prints and vibrant patterns, making every photo op pop. Discover lightweight 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 summer statement.

  • Coastal Chic Linen Halter Maxi Dress

    Meet your vacay soulmate. This breezy maxi serves minimal effort with major impact thanks to its sleek halter neckline, open tie back, and flowy fit made for golden hour strolls or rooftop cocktails.

    Fit & Features

    • Linen-blend woven fabric
    • High halter neckline, spaghetti strap tie
    • Open back with spaghetti strap tie, lower zipper and hook-eye closure
    • High side slit
    • Flowy maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000026

    Category Name: Maxi Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: XS, S, M, L

  • Serve Sultry Vibes Halter Cowl Neck Maxi Dress

    Serve sultry vibes only in this sleek knit maxi dress at your next rooftop party. The halter cowl neckline, alluring open back, and curve-hugging mermaid silhouette will steal all the glances.

    Fit & Features

    • Slinky knit fabric, high stretch
    • Sleeveless cowl neckline, halter strap
    • Open back
    • Ruching
    • Maxi-length hem
    • Curve-hugging mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05101-4110

    Category Name: Maxi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BROWN

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

  • Island Hottie Tropical Halter Slit Maxi Dress

    Look hot to trot around the island on vacation in this tropical maxi dress! This stunning maxi features a crisscross halter neckline for a touch of elegance and a front slit to show off those curves.

    Fit & Features

    • Tropical palm print, stretchy knit fabric, bust knit lining
    • Crisscross halter neckline, beaded
    • Front slit
    • Curve-hugging fit
    • Flowy maxi length hem
    • Runs true to size

    Style Number/Barcode: 05102-6117

    Category Name: Maxi Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

    Product Badge:
    • Sale
  • Going Places Lace-Up Knit Maxi Dress

    A knit maxi dress to pack in your suitcase for vacations or weekend escapes! The dress is designed with a trendy lace-up back and a bodycon silhouette that hugs your curves.

    Fit & Features

    • Texture knit fabric, knit lining
    • High crew neckline
    • Spaghetti straps
    • Lace-up back
    • Bodycon silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2297

    Category Name: Maxi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BRONZE

    Available Size: S

  • Sheryl Formal Floral Chiffon Ruffle Dress

    Special Occasion

    Get swept away into the dreamy romance of the Sherly formal dress showcasing a vibrant floral pattern perfect for outdoor weddings, garden parties, and formal soirees! She features a sleeveless sweetheart neckline with a padded bust, ruched elastic straps, and a ruffle-tiered A-line silhouette with a front slit and long hem. The special occasion dress is composed of an airy chiffon fabric with a stunning floral print and a smooth woven lining with no stretch. Complete the look with a beaded clutch and lace-up heels.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Ruched elastic straps, back zipper and hook-eye closure
    • Ruffled, tiered A-line silhouette
    • Front slit, long hem
    • Vibrant floral print, airy chiffon fabric, smooth woven lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-7124

    Category Name: Maxi Dresses

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Mode Buckle Cutout Slit Maxi Dress

    A must-have maxi dress for any fashion-forward traveler! Featuring a sweetheart neckline with a trendy buckle accent, a sultry cutout bodice, and a high side slit, this dress will hug your curves and make you feel stylish on your vacation.

    Fit & Features

    • Texture knit fabric, smooth knit stretchy lining
    • Sweetheart neckline with buckle accent
    • Spaghetti straps
    • Cutout bodice
    • High side slit
    • Form-hugging fit, maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6082

    Category Name: Maxi Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In Tulum One-Shoulder Tropical Maxi Dress

    Perfect for your vacay in Tulum, this one-shoulder tropical maxi dress was made for sunset dinners and dancing! 

    Fit & Features

    • Tropical print, smooth knit fabric with short stretchy lining
    • One-shoulder neckline
    • One shoulder strap with metal accents
    • Front ruffled slit
    • Bodycon silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6073

    Category Name: Maxi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Lovely Look Floral Mesh Maxi Dress

    Create a lovely look in this airy mesh maxi dress accented with a large floral print pattern. The open back features a cross-back strappy design that will turn heads. 

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, high stretch
    • Large floral print
    • Sleeveless V-neckline
    • Dual spaghetti straps
    • Open back, cross-back strappy design
    • Maxi-length hem, fitted silhouette
    • Runs true to size

    Style Number/Barcode: 05101-4119

    Category Name: Maxi Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Island Style One-Shoulder Slit Tropical Maxi Dress

    Get that tropical feeling when you're in this one-shoulder maxi dress, whether you're on vacay or having some weekend fun! The curve-hugging silhouette offers a show of skin with a side cutout and high slit.

    Fit & Features

    • Tropical print, stretchy knit fabric, short knit lining
    • One-shoulder neckline
    • Side cutout
    • High side slit
    • Curve-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6089

    Category Name: Maxi Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RUST

    Available Size: S

    Product Badge:
    • Sale
  • Vacay Attitude V-Neck Floral Tropical Maxi Dress

    Book those tickets and pack a bag cause vacation is calling and this floral tropical maxi dress is ready to answer! Made from an airy floral tropical printed chiffon fabric with a short woven lining, this dress is perfect for summer days. Featuring spaghetti strap tassel ties and V-neckline, cutout sides add a touch of flirty fun, while the flowy maxi-length silhouette and front slit provide style. Complete the look with a straw tote bag and sandals!

    Fit & Features

    • Tropical floral print, chiffon fabric, short woven lining
    • Spaghetti strap tassel ties
    • V-neckline
    • Cutout sides
    • Front slit
    • Flowy maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3446

    Category Name: Maxi Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dinner With A View Abstract Open Back Maxi Dress

    You'll be a gorgeous view at dinner in this abstract maxi dress!  The cowl halter neckline with hoop insert adds a touch of elegance, while the open back design highlights your figure.

    Fit & Features

    • Abstract print, mesh fabric lined with stretchy knit
    • Cowl halter neckline, hoop insert, tie straps
    • Open back
    • Form-hugging silhouette
    • Floor-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000114

    Category Name: Maxi Dresses

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Island Glow Floral Satin Maxi Dress

    Looking like a postcard, feeling like a getaway. This floral satin maxi dress brings paradise to the party with a silky flow, vacay-approved vibes, and a strappy open back that says “catch flights and feelings.”

    Fit & Features

    • Premium satin fabric
    • Large floral print
    • Sleeveless V-neckline
    • Spaghetti straps
    • Open cross-back strappy design, tie closure
    • Fitted flowy silhouette, maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000172

    Category Name: Maxi Dresses

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Chic On Vacay Geometric Print Maxi Tube Dress

    You'll be chic on vacay in this trendy maxi tube dress designed with a lightweight woven fabric with a bold geometric print. The strapless bodice features a V-shaped front overlay with a fringe trim, leading to a long-length fitted silhouette with a thigh-high side slit to show off some leg.

    Fit & Features

    • Woven fabric with woven lining, no stretch
    • Geometric print
    • Strapless straight-across neckline, no-slip strip
    • V-shaped front overlay, fringe trim
    • Tie-back design, lower open back, hidden zipper with hook-eye closure
    • High-cut side slit
    • Maxi-length fitted silhouette

    Style Number/Barcode: 05102-000142

    Category Name: Maxi Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Radiate Romantic Vibes Strapless Floral Chiffon Maxi Dress

    Radiate romantic vibes in this strapless floral chiffon maxi dress at garden parties or showers! The long ruffled silhouette adds flow and movement while the floral chiffon fabric adds a touch of femininity. Perfect for any occasion, this dress will make you stand out with its playful and flirty style! Complete the look with teardrop earrings.

    Fit & Features

    • Floral printed chiffon fabric with stretchy knit lining
    • Strapless neckline
    • Back zipper and hook-eye closure
    • Ruffled flowy silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3044

    Category Name: Maxi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beachy Breeze Strapless Slit Maxi Dress

    Enjoy a sunset dinner by the beach in this chic strapless maxi dress showcasing a high slit for effortless movement and a flattering bodycon silhouette.

    Fit & Features

    • Texture knit fabric, stretchy knit lining
    • Strapless sweetheart neckline, twist accent
    • Bodycon silhouette
    • High side slit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000052

    Category Name: Maxi Dresses

    Price: $34.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

  • Irresistibly Sweet V-Neck Floral Chiffon Maxi Dress

    You'll be irresistibly sweet in this floral chiffon maxi dress at showers, graduations, or semi-formal events! The V-neckline and spaghetti strap tie accentuate your frame while the flowy maxi silhouette adds a touch of elegance. With a front slit and floor-length hem, this dress is perfect for any occasion. Complete the look in espadrille wedges.

    Fit & Features

    • Floral print, chiffon fabric lined with woven fabric
    • V-neckline
    • Spaghetti strap ties
    • Front slit
    • Flowy maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3301

    Category Name: Maxi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunshine Dream Open Tie Back Floral Maxi Dress

    A floral print adds to the dreamy charm of this flowy maxi dress boasting an open tie back design and ruffled silhouette perfect for beachside strolls or day parties.

    Fit & Features

    • Floral print, woven fabric, short woven lining
    • Sweetheart neckline with bust tie
    •  Spaghetti straps
    • Open tie back design
    • Ruffled flowy silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3912

    Category Name: Maxi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: S, M

  • Life's A Breeze Floral Cutout Midi Dress

    This floral cutout maxi dress makes getting ready a breeze! It features short puff sleeves, a ruched sweetheart bodice with a flirty waist cutout that leads to a flowy, maxi silhouette with a slit accent. Composed of a chiffon-lined fabric with no stretch. Style with a trendy mini tote.

    Fit & Features

    • Short puff sleeves
    • Ruched sweetheart bust
    • Waist cutout, smocked back
    • Maxi silhouette with slit accent
    • Floral pattern
    • Chiffon fabric, inner lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-3193

    Category Name: Maxi Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Swept Off Your Feet Button Ruffle Maxi Dress

    Oh-so-breezy! Sweep the room off their feet when you enter in this maxi dress featuring a sleeveless V-neckline, adjustable spaghetti straps, button-down front closures, and a flowy ruffled hem with a skin-flaunting front slit. The dress is composed of a smooth woven fabric with a sewn-in knit stretchy lining. Complete the look in espadrille wedges for a trip to the coast!

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Button-down front closures
    • Front slit design
    • Flowy ruffled maxi-length hem
    • Smooth woven fabric, sewn-in knit stretchy lining
    • Runs true to size

    Style Number/Barcode: 05102-5061

    Category Name: Maxi Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring Sensation Halter Open Back Maxi Dress

    Wherever your summer takes you, this maxi dress will look sensational against any tropical or beach background! This dress features a striking cowl halter neckline, a sleek hoop insert, and a captivating form-hugging silhouette, while the open back adds a daring touch.

    Fit & Features

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

    Style Number/Barcode: 05101-000124

    Category Name: Maxi Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Vacay Mode Tropical Print One-Shoulder Maxi Dress

    You'll be on vacay mode in this sultry tropical print maxi dress featuring a one-shoulder neckline with a chic O-ring accent and an alluring bust cutout. The floor-length fitted silhouette will flaunt your stunning curves.

    Fit & Features

    • Mesh fabric, high stretch, knit lining
    • Tropical print
    • Sleeveless one-shoulder neckline, O-ring accent
    • Asymmetric bust cutout
    • Asymmetric back strap
    • Maxi-length hem, form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000050

    Category Name: Maxi Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TAUPE

    Available Size: S

    Product Badge:
    • Sale
  • Flawlessly Chic Strapless High Slit Maxi Dress

    You'll look flawlessly chic in this textured knit maxi dress featuring a strapless neckline and high-cut side slit. Style with stiletto heels for a rooftop bar!

    Fit & Features

    • Sheer knit fabric, textured pattern, full-length lining
    • Strapless straight neckline
    • Back zipper closure
    • High side slit
    • Maxi-length fitted silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000141

    Category Name: Maxi Dresses

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

    Product Badge:
    • Sale
  • Kim Mesh Corset Tulle Formal Dress

    Special Occasion

    Impress in the best dress, introducing the Kim tulle formal dress! She features adjustable straps, a square neckline on a corset-style bodice with flexible boning to enhance your natural shape. Her flare-lined-tulle maxi skirt is perfect for looking elegant on the dance floor. Complete your look in statement heels and a clutch.

    Fit & Features

    • Adjustable spaghetti straps
    • Square neckline
    • Corset-style mesh bodice, flexible boning
    • Flare, lined-tulle skirt
    • Zipper closure
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1815

    Category Name: Maxi Dresses

    Price: $19.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Delightful And Sweet Cowl Neck Floral Maxi Dress

    Create delightful memories looking sweet in this floral maxi dress at garden parties to brunch! With spaghetti straps and a playful cowl neckline, this dress effortlessly hugs your form and features a flowy maxi-length hem for a touch of chic. Complete the look with hoop earrings and sandals.

    Fit & Features

    • Floral print, smooth knit fabric, moderate stretch
    • Cowl neckline
    • Spaghetti straps
    • Form-hugging, maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3184

    Category Name: Maxi Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale