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.

  • Summer Dreams Halter V-Neck Boho Chiffon Maxi Dress

    Summer dreams are made of this boho chiffon maxi dress perfect for your vacation or weekend getaway! The halter V-neckline and spaghetti strap tassel ties provide an effortlessly chic touch, while the stretchy smocked bodice and hidden side pockets offer convenience. The flowy ruffled silhouette adds a touch of romance! Complete the look in sandals and a bracelet.

    Fit & Features

    • Bohemian print, chiffon fabric with woven lining, no stretch
    • Halter V-neckline
    • Spaghetti strap tassel ties
    • Stretchy smocked bodice
    • Hidden side pockets
    • Flowy ruffled maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5777

    Category Name: Maxi Dresses

    Price: $6.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Passion V-Neck Color Block Maxi Dress

    Dress to impress in this V-neck maxi dress to make a chic impression at parties or rehearsal dinners! The flowy silhouette and color block panels give you a stunning look, while the spaghetti straps and neck tie add a trendy touch. Complete the look with a clutch and heels.

    Fit & Features

    • Woven fabric, no stretch
    • V-neck
    • Spaghetti straps, spaghetti strap neck tie
    • Color block panels, flowy silhouette
    • Maxi length
    • Runs true to size

    Style Number/Barcode: 05102-5803

    Category Name: Maxi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Breezy Look Ruffled Cutout Woven Maxi Dress

    Create a breezy-chic look with this woven maxi dress that will prove to be a summer staple! Designed with a lightweight woven fabric accented with ruffled trims, the long dress features a sleeveless square neckline with a keyhole cutout and tie-front detail, adjustable spaghetti straps for a customized fit, and dual cutouts at the stretchy smocked waist that lead to an open lower back. The tiered flowy A-line silhouette will give you an effortlessly pretty look. Style with strappy sandals.

    Fit & Features

    • Woven fabric, ruffled trims, short knit stretchy lining
    • Square neckline, keyhole cutout with tie-front
    • Adjustable spaghetti straps
    • Stretchy smocked waist
    • Dual cutouts leading to open lower back
    • Tiered flowy A-line fit
    • Runs true to size

    Style Number/Barcode: 05102-5729

    Category Name: Maxi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Morgan Formal Flocked Velvet Dress

    Special Occasion

    Enchant in this long tulle formal dress featuring a sultry plunge V-neckline and empire waist that leads to dual high front slits along the sweeping floor-length silhouette. Perfect for weddings or black tie soirees.

    Fit& Features

    • Floral flocked velvet, semi-sheer mesh with lining
    • Plunge V-neckline, adjustable spaghetti straps, cross-back design
    • High front slits, pleat details, back zipper, hook and eye closure
    • Empire waist
    • Sweeping floor-length silhouette
    • Runs true to size

    Style Number/Barcode: 05002-6274

    Category Name: Maxi Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Paradise Pick V-Neck Cutout Tropical Maxi Dress

    Enjoy the fun and sun on your paradise vacay in this tropical maxi dress! This flowy maxi silhouette features adjustable spaghetti straps, a flirty V-neckline with a keyhole, and a sultry cutout back. With a front slit, you'll steal the show with every step. Complete the look with sunnies and a straw handbag.

    Fit & Features

    • Tropical print, mesh fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • V-neckline, keyhole
    • Cutout back
    • Front slit
    • Flowy maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5692

    Category Name: Maxi Dresses

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feel The Romance Sweetheart Button Lace Trim Maxi Dress

    Instantly feel the romance of this sleeveless maxi dress for a chic and breezy look at showers or parties! It has a sweetheart neckline, adjustable straps, and a ruched bust, so it effortlessly highlights your figure. The button accents and sheer lace trims add delicate touches, while the high waist and flowy maxi silhouette create a flattering and ethereal look. Style this maxi dress with trendy sandals and earrings.

    Fit & Features

    • Airy woven fabric, short woven lining, no stretch
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Button and sheer lace trim accents
    • Flowy maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5706

    Category Name: Maxi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Own the Night One-Shoulder Cutout Maxi Dress

    This dress isn’t subtle—and that’s the point. The sleek one-shoulder cut and bold side cutout bring drama, while the curve-hugging fit guarantees eyes on you at weddings, dressy parties, or date night!

    Fit & Features

    • Slinky knit-lined stretchy fabric
    • One-shoulder neckline
    • Side waist cutouts
    • Form-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000249

    Category Name: Maxi Dresses

    Price: $40.90

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S, M, L

  • Covetable Charm V-Neck Ruffled Maxi Dress

    You'll covet the charm of this sleeveless maxi dress all season!  With a flattering V-neckline and adjustable spaghetti straps, this dress will hug you in all the right places. The crisscross and smocked back add a trendy touch, while the flowy silhouette and ruffled long-length hem offer a breezy style. Complete the look in sandals.

    Fit & Features

    • Woven fabric, bust lining, no stretch
    • Adjustable spaghetti straps
    • Crisscross and smocked back
    • Flowy silhouette
    • Ruffled hem
    • Runs true to size

    Style Number/Barcode: 05102-5546

    Category Name: Maxi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Destination Paradise Tropical Slit Maxi Dress

    Make a statement in this tropical maxi dress on your next visit to paradise! This stunning strapless maxi dress features an alluring side cutout and flirty side slit that creates movement with every step.

    Fit & Features

    • Tropical print, smooth knit stretchy fabric
    • Strapless neckline
    • Side cutout with adjustable drawstring
    • High side slit
    • Form-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000138

    Category Name: Maxi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Island Style Tropical Halter Mesh Maxi Dress

    Get that tropical feeling whenever you wear this halter mesh maxi dress! The cowl neckline adds a touch of elegance while the form-hugging fit flatters your curves, perfect for vacations or beach days.

    Fit & Features

    • Tropical print, mesh-lined fabric
    • Cowl halter neckline
    • Form-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4081

    Category Name: Maxi Dresses

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Layne Off-The-Shoulder Mermaid Formal Dress

    Special Occasion

    Flaunt your figure and showcase your stunning curves in the Layne mermaid formal dress, perfect for weddings! Bare your shoulders in her off-the-shoulder neckline with a fold-over design that shapes the fitted bodice leading to a form-hugging mermaid silhouette. She features ruched side seams and a floor-sweeping hem. Composed of sleek and smooth knit fabric with plenty of stretch. Style this formal long dress with rhinestone hoops.

    Fit & Features

    • Off-the-shoulder neckline, fold-over design
    • Empire waist, fitted bodice
    • Ruched side seams 
    • Floor-sweeping hem, mermaid silhouette
    • Stretchy smooth knit fabric
    • Strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-1885

    Category Name: Maxi Dresses

    Price: $29.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kensie Formal Surplice V-Neck Dress

    Special Occasion

    To make a grand entrance, all you need to do is wear the Kensie formal dress! She showcases style and grace with a hint of sultry in her sleeveless, surplice V-neck atop a form-fitting silhouette with a front slit. The formal dress is composed of a sleek knit fabric with moderate stretch. Complete the look in rhinestone heels for a glam touch.

    Fit & Features

    • Sleeveless, surplice V-neck, spaghetti straps
    • Bra-friendly design
    • Form-fitting silhouette
    • Front high slit
    • Floor-length hem
    • Sleek knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2300

    Category Name: Maxi Dresses

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kimberly Formal Flocked Mesh A-Line Dress

    Special Occasion

    Beautifully bold and stunning! The Kimberly formal dress will capture every heart at galas and black tie functions! She stuns in a sleeveless V-neckline with a sheer mesh insert, a padded and pleated bust, adjustable spaghetti straps that cross along the open back, and an empire waist that leads to her flattering A-line silhouette with a floor-length hem. The formal dress is composed of a flocked velvet pattern mesh fabric with a stretchy knit lining and dual front slits. Complete the look with dangly rhinestone earrings.

    Fit & Features

    • Sleeveless V-neckline, sheer mesh insert
    • Padded and pleated bust, back zipper and hook-eye closure
    • Adjustable spaghetti straps, open back, cross back straps
    • Empire waist, A-line silhouette, floor-length hem
    • Flocked velvet pattern on sheer mesh
    • Stretchy knit lining, dual front slits
    • Runs true to size

    Style Number/Barcode: 05002-6819

    Category Name: Maxi Dresses

    Price: $29.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes On You Strapless Maxi Dress

    Effortlessly sleek, this strapless maxi is giving luxe with zero effort. The body-hugging fit and flowy hem make it your go-to for dinner dates or rooftop hotel bars.

    Fit & Features

    • Rib knit stretchy fabric
    • Strapless neckline
    • Bodycon fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000088

    Category Name: Maxi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • Best Seller
  • Vacay Vibes High Slit Tropical Knit Maxi Dress

    Give off effortless vacay vibes in this high slit tropical knit maxi dress. The tropical palm leaf print on the lightweight knit fabric will have you looking like you're ready for a getaway, even if you're just grabbing drinks at a local happy hour! The dress is shaped with a sleeveless V-neckline and spaghetti straps, and features a high-cut side slit to showcase some leg on the form-hugging mid-length silhouette. Style with gold hoops and strappy wedges!

    Fit & Features

    • Stretchy knit fabric with a bust lining
    • Tropical print
    • Sleeveless V-neckline
    • Spaghetti straps
    • High side slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-5537

    Category Name: Maxi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Falling For You Tropical Floral Slit Maxi Dress

    Get the golden hour glow in this tropical floral maxi dress while on vacation! Featuring a chic square halter neckline and a form-hugging fit with a high side slit, this dress beautifully accentuates your silhouette.

    Fit & Features

    • Tropical floral print, mesh-lined fabric
    • Square halter neckline, adjustable spaghetti straps
    • Criss cross back
    • Form-hugging silhouette
    • High side slit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6113

    Category Name: Maxi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jessica Formal Lace Slit Long Dress

    Special Occasion

    Delightfully alluring and effortless! Unveil your beauty in the Jessica formal lace dress for your walk down the aisle as a bride or graduate! She brings the romance in her sleeveless V-neckline with scallop trim, adjustable spaghetti straps, a lightly padded bust, and a slim curve-hugging silhouette with a sultry high side slit and long hem. The formal dress is composed of a lace fabric with a stretchy knit lining. Style with earrings and simple block heels.

    Fit & Features

    • Sleeveless V-neckline, scallop trim
    • Adjustable spaghetti straps, lightly padded bust
    • Slim, curve-hugging silhouette
    • High side slit, long hem
    • Lace fabric, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05002-5577

    Category Name: Maxi Dresses

    Price: $29.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Statement Blooms Strapless Floral Maxi Dress

    Perfect for any occasion, this floral maxi dress will make a statement! The strapless neckline and maxi hem create a flattering silhouette, while the vibrant floral print and side slit add a touch of playful elegance.

    Fit & Features

    • Floral print, mesh fabric, soft knit stretchy lining
    • Strapless neckline
    • Side slit
    • Form-hugging fit
    • Relaxed maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4098

    Category Name: Maxi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Garden Party Glow Floral Mesh Maxi Dress

    Serving garden goddess vibes you can wear past golden hour. This floral mesh maxi dress hugs every curve with just the right amount of drama for your next big moment.

    Fit & Features

    • Sheer mesh fabric with full-length brushed knit lining, high stretch
    • Floral print
    • Sleeveless square neckline, spaghetti straps
    • Ruching
    • Maxi-length hem, high-cut side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000522

    Category Name: Maxi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: NATURAL

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

  • Weekend Plans Ribbed Knit Maxi Dress

    This casual-chic maxi dress is perfect for your upcoming weekend plans. It features a sleeveless one-shoulder neckline for an effortless and trendy vibe, a single tank shoulder strap, an open back with a dual strap design, a fitted, maxi-length silhouette, and a high side slit. Style this dress with hoop earrings.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single tank shoulder strap
    • Open back, dual strap design
    • Maxi-length hem, form-hugging fit, side slit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4737

    Category Name: Maxi Dresses

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jetset Babe One Shoulder Tropical Maxi Dress

    Jetset off on vacation like a babe in this tropical maxi dress! With a flirty and flattering one-shoulder neckline, ruched seams, and a bodycon silhouette, you'll be turning heads. Plus, the side slit and maxi-length hem add a touch of allure. Complete the look in sandals and sunglasses.

    Fit & Features

    • Tropical palm leaf print, stretchy knit
    • One shoulder neckline
    • Bodycon silhouette
    • Side slit
    • Runs true to size

    Style Number/Barcode: 05102-5702

    Category Name: Maxi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beauty So Unique Lace-Up Floral Chiffon Maxi Dress

    Give off undeniable grace and beauty in this floral chiffon maxi dress on vacation or at parties! Featuring delicate adjustable spaghetti straps, a V-neckline, and a stunning lace-up back, this dress will accentuate your curves and create a flattering silhouette with a front slit and maxi-length hem. Complete the look in heeled sandals and earrings!

    Fit & Features

    • Floral print, chiffon fabric, stretchy knit lining
    • Adjustable spaghetti straps
    • V-neckline
    • Lace-up back, zipper and hook-eye closure
    • Front slit
    • Maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3389

    Category Name: Maxi Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunset Beauty Tropical Print Maxi Dress

    Show off your beauty at sunset happy hour in this tropical print maxi dress designed with sheer mesh fabric and a mini-length lining. The high-cut side slit adds an alluring detail to turn heads.

    Fit & Features

    • Sheer knit fabric with mini-length knit lining, high stretch
    • Tropical print
    • Sleeveless cowl neckline
    • Spaghetti straps, cross-back design
    • High side slit
    • Maxi-length fitted silhouette
    • Runs true to size

    Style Number/Barcode: 05102-6074

    Category Name: Maxi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Blissful Aura Floral Ruffle Maxi Dress

    Serve a blissful aura in this floral maxi dress while on vacation or for weekend fun! The delicate V-neckline accentuates your figure, while the form-hugging fit flatters your curves with a bold ruffled design.

    Fit & Features

    • Floral print, mesh fabric, sewn-in knit lining
    • V-neckline, spaghetti straps
    • Form-hugging bodice
    • Ruffled maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000054

    Category Name: Maxi Dresses

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free