Maxi Dresses
Embrace versatility and style with our collection of maxi dresses, designed for every occasion. Our assortment features relaxed, breezy styles perfect for casual beach days to romantic A-line dresses for formal weddings. Our maxi dresses come in various styles, including dreamy bohemian looks with flutter sleeves, romantic off-the-shoulder designs, and elegant halter necklines. Whether you’re dressing for a laid-back afternoon or a formal evening, find a maxi dress that combines comfort with chic appeal, ensuring you look effortlessly stylish no matter the setting.
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Maxi Dresses
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.
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Time To Escape Tropical Print Maxi Dress
Get ready to escape on a gorgeous getaway in this sultry tropical print maxi dress! It features a sleeveless asymmetric one-shoulder neckline with a spaghetti strap, a bold and alluring asymmetric waist cutout with a trendy O-ring accent, a hip-hugging fit that will hug your natural curves, and a floor-length hem with a thigh-high side slit to showcase some leg. The all-over palm leaf print on the stretchy knit fabric captures those tropical oasis vibes. Style with strappy sandals.
Fit & Features
- Sleeveless asymmetric one-shoulder neckline
- Single adjustable spaghetti strap
- Asymmetric waist cutout, O-ring accent
- Hip-hugging fit, floor-length hem, high side slit
- Tropical palm leaf print
- Knit fabric, mini-length lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5016
Category Name: Maxi Dresses
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Summer Daydream Ruffled Chiffon Maxi Dress
You'll look like a stunning summer daydream in this airy chiffon maxi dress perfect for bridal showers or weekend outings! It features a V-neckline, short layered sleeves with a fluttery design, an open back with tie-back straps, a high waist silhouette, a faux button-down front leading to a chic slit, a floor-length hem with a ruffled seam, and a flowy, A-line fit. The sheer chiffon fabric includes a mini-length knit lining. Style with espadrille sandals.
Fit & Features
- V-neckline
- Short layered sleeves, fluttery design
- Open back, tie-back straps
- High waist silhouette, stretchy smocked back detail
- Faux button-down front, slit
- Floor-length hem, ruffled seam, A-line fit
- Sheer chiffon fabric, mini-length knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-2335
Category Name: Maxi Dresses
Price: $5.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vacation Mode Tropical Print Maxi Dress
Activate vacation mode with this sultry tropical print maxi dress! It features a sleeveless V-neckline, spaghetti straps that lead to a cross-back design, ruching down the side seam leading to an alluring thigh-high slit, an asymmetric maxi-length hem, and a bodycon silhouette that will hug your curves. The stretchy knit fabric features an all-over bold tropical palm leaf pattern. Style with strappy sandals.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps, cross-back design
- Ruched side seam, high side slit
- Asymmetric maxi-length hem, bodycon silhouette
- Tropical palm leaf print
- Smooth knit fabric, lined bust, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5055
Category Name: Maxi Dresses
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Showcase Your Charm Sheer Lace Maxi Dress
Showcase your charm in this airy sheer lace flowy maxi dress. It features a V-neck and back with wrap designs, tie-back straps, short billowy bell sleeves with slit accents, a stretchy smocked high waist, a partial button-down design leading to a high front slit, a maxi-length silhouette with an adorable ruffled hem, and an A-line fit. The dainty sheer lace fabric includes a partial mini-length woven lining. Complete your look with espadrille wedges for a summer party.
Fit & Features
- V-neck and back, wrap designs, tie-back straps
- Short bell sleeves, slit accents
- Stretchy smocked high waist
- Partial button-down design, high front slit
- Maxi-length silhouette, ruffed hem, A-line fit
- Sheer lace fabric, partial mini-length woven lining, no stretch
- Runs true to size
Style Number/Barcode: 05102-5003
Category Name: Maxi Dresses
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Out Of Office Tropical Print Maxi Dress
Packing this gorgeous tropical print maxi dress in your carry-on is a must for your vacay getaway! It features a sleeveless V-neckline with an O-ring accent at the bust, a sultry waist cutout at the front, adjustable spaghetti straps, a fitted, flowy, floor-length hem, and a thigh-high front slit. The smooth knit fabric showcases a tropical palm leaf print. Style with cute wedges.
Fit & Features
- Sleeveless V-neckline, center O-ring bust accent
- Front waist cutout
- Adjustable spaghetti straps
- Fitted, flowy, floor-length hem, high front slit
- Tropical palm leaf print
- Knit fabric, short-length knit lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5015
Category Name: Maxi Dresses
Price: $9.97 $43.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trip To Paradise Tropical Print Maxi Dress
This bold and alluring tropical print maxi dress calls for a trip to paradise! It features a sleeveless V-neckline, spaghetti straps that lead to a cross-back design, a floor-length hem with a thigh-high front slit, and a flowy silhouette. The smooth knit fabric showcases a tropical palm leaf print. Style with strappy sandals for sunset drinks.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps, cross-back design
- High waist seam
- Floor-length hem, high front slit, flowy silhouette
- Tropical palm leaf print
- Knit fabric, lined bust, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5025
Category Name: Maxi Dresses
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Blissful Beauty Chiffon Ruffle Trim V-Neck Maxi Dress
Enter every soiree looking blissfully beautiful in this chiffon maxi dress! Featuring a sleeveless V-neck with ruffle trim, adjustable spaghetti straps with a tie-back design, and a flattering babydoll-style silhouette, front slit, and maxi-length hem. Complete the look in lace-up stiletto heels and dainty earrings.
Fit & Features
- Sleeveless V-neckline with ruffle trim
- Adjustable spaghetti straps, tie-back design
- Babydoll-style silhouette
- Front slit accent
- Maxi-length hem
- Airy chiffon fabric, smooth woven lining, no stretch
- Runs true to size
Style Number/Barcode: 05101-2353
Category Name: Maxi Dresses
Price: $5.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Soak Up The Sun Tropical Print Maxi Dress
You'll be ready for those relaxing beachside strolls in this gorgeous tropical print maxi dress. It features a sleeveless V-neckline, spaghetti straps, an alluring backless design, a flowy, floor-length hem, and a thigh-high front slit. The smooth knit fabric showcases a tropical palm leaf print. Style with slip-on sandals.
Fit & Features
- Sleeveless V-neckline
- Bungee spaghetti straps
- Backless design, single lattice strap
- Flowy floor-length hem, high front slit
- Tropical palm leaf print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4997
Category Name: Maxi Dresses
Price: $5.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Looking Sensational Smooth Knit Maxi Dress
Rise to the occasion looking sensational in this basic smooth knit maxi dress perfect for dressing up or down! It features a sleeveless scoop neck, sleek spaghetti straps, a bodycon silhouette, and a flirty back-slit accent composed of double-lined smooth knit fabric. Complete the look in lucite mules for a bridal shower or casual party!
Fit & Features
- Sleeveless scoop neck, spaghetti straps
- Bodycon silhouette
- Back slit accent
- Maxi-length hem
- Double-lined smooth knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5158
Category Name: Maxi Dresses
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Paint Me In Floral V-Neck Maxi Dress
This floral maxi dress will fit like a dream and give off major artsy vibes! It features a sleeveless V-neckline, spaghetti straps, a hip-hugging fit, and a sultry front slit along the flowy hem. Complete the look in dainty earrings for a daytime soiree!
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Hip-hugging fit
- Front slit, flowy maxi-length hem
- Floral watercolor print
- Smooth knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5018
Category Name: Maxi Dresses
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Vacay In Bali One-Shoulder Maxi Dress
Vacation in sultry style wearing this maxi dress! Serve major looks on the island in this dress featuring a sleeveless one-shoulder neckline, a tank strap with a hoop insert, and a form-hugging slim silhouette with a high side slit and ruched seam on textured knit fabric. Complete the look in chic sandals.
Fit & Features
- Sleeveless one-shoulder neckline
- Tank strap, hoop insert
- Form-hugging, slim silhouette
- High side slit, side ruched seam
- Maxi-length hem
- Textured knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4970
Category Name: Maxi Dresses
Price: $5.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Madelyn Formal Chiffon A-Line Dress
Special Occasion
Boho allure with a sprinkle of romance is the hallmark of the Madelyn formal dress perfect for wedding showers and dressy outdoor parties! She features a sleeveless sweetheart neckline, self-tie spaghetti straps for a customizable fit, a padded underwire bust, and a flattering A-line silhouette that creates the high front slit along her floor-sweeping hem. The formal dress is composed of an airy chiffon burnout fabric with a stretchy knit lining. Complete the look in this long dress with statement earrings and clear strap mules for a chic-seamless style!
Fit & Features
- Sleeveless sweetheart neckline, self-tie spaghetti straps
- Padded underwire bust
- Back zipper and hook-eye closure
- A-line silhouette, high front slit, floor-length hem
- Airy chiffon burnout fabric, stretchy knit lining
- No bra required
- Runs true to size
Style Number/Barcode: 05002-7091
Category Name: Maxi Dresses
Price: $19.97 $84.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sippin' On Sultry Off The Shoulder Maxi Dress
Strut your sultry self in this off-the-shoulder maxi dress for sipping on cocktails at sunset! It features a strapless neckline, fitted long sleeves, a bodycon silhouette, and a high-side slit along the hem. The dress is composed of a slinky knit and stretchy fabric. Complete the look with block heels.
Fit & Features
- Strapless neckline
- Off-the-shoulder
- Fitted long sleeves
- High-side slit
- Maxi-length hem
- Slinky knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5124
Category Name: Maxi Dresses
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dream Of Me Long Sleeve Cutout Maxi Dress
They'll be dreaming of you tonight in this sassy maxi dress! Made to be seen, the long dress features a one-shoulder neckline, fitted long sleeve, a cutout bodice, bodycon silhouette, and a flirty hem side slit. The dress is composed of a stretchy double-lined slinky knit fabric. Complete the look in rhinestone earrings for a cocktail party!
Fit & Features
- One-shoulder neckline, fitted long sleeve
- Cutout bodice
- Bodycon silhouette
- Maxi-length, side slit hem
- Double-lined slinky knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2425
Category Name: Maxi Dresses
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Danika Formal Chiffon Floral A-Line Dress
Special Occasion
A gorgeous garden floral print on flowy chiffon leans into effortless elegance on the Danika formal dress - a must-have for outdoor weddings, graduation parties, and dressy baby showers! She features a sleeveless square neckline with a flirty bust tie, adjustable spaghetti straps, and a high-waist seam leading to her flattering A-line silhouette and floor-sweeping hem. The formal dress is composed of an airy sheer chiffon fabric with a lovely garden floral print and includes a full-length lining. Complete the look with this long dress with dainty butterfly earrings.
Fit & Features
- Sleeveless square neckline, adjustable spaghetti straps
- Bust tie accent
- Elasticized high waist seam
- A-line silhouette, floor-length hem
- Garden floral print
- Airy sheer chiffon fabric, full-length knit lining, minimal stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-6808
Category Name: Maxi Dresses
Price: $19.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cheryl High Slit Slim-Fit Formal Dress
Special Occasion
Simple yet oh-so-chic, the Cheryl high slit slim-fit formal dress is perfect for brides for engagement parties, bridal showers, or rehearsal dinners! She features a sleeveless sweetheart neckline with a draped cowl design, spaghetti straps, a floor-length hem with a stylish high side slit, and a flattering slim-fit silhouette. The crepe fabric offers a moderate stretch. Complete the look with rhinestone duster earrings and stiletto heels.
Fit & Features
- Sleeveless sweetheart neckline, draped cowl design
- Spaghetti straps, square back design
- Floor-length hem, thigh-high side slit
- Slim-fit silhouette
- Crepe fabric, moderate stretch, full skirt lining
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-7163
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sheer Beauty Chiffon Slit Maxi Dress
Everyone will marvel at you looking like beauty in this chiffon maxi dress perfect for wedding showers or dressy dates! It features sheer peasant long sleeves, a sweetheart neckline with a padded bust, a smocked back, and a flowy long hem with a front slit. The dress is composed of airy chiffon fabric with a smooth woven lining. Complete the look in chic heeled sandals.
Fit & Features
- Sheer peasant long sleeves, elastic cinched hems
- Sweetheart neckline, padded bust
- Smocked back
- Flowy maxi-length hem, front slit
- Airy chiffon, smooth woven lining
- Runs true to size
Style Number/Barcode: 05101-2240
Category Name: Maxi Dresses
Price: $12.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Idina Formal Chiffon Slit Long Dress
Special Occasion
The Idina formal dress delivers all the romance for bridesmaids, wedding guests, or dressy family parties! She features adorable puff short sleeves, a square neck, a ruched bust with a flirty tie, and a flowy silhouette that creates the wrap-style high slit along her floor-length hem. The formal dress is composed of airy chiffon fabric with a stretchy knit lining. Complete the look in a statement necklace and earrings set.
Fit & Features
- Puff short sleeves, square neck
- Ruched bust with tie
- Back zipper and hook-eye closure
- Flowy, wrap-style high front slit
- Floor-length hem
- Airy chiffon fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05002-6828
Category Name: Maxi Dresses
Price: $9.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Maria Formal Glitter Open Back Mermaid Dress
Special Occasion
Glistening glitter amplifies the shine on the Maria formal long dress perfect for school dances, red carpet events, and fancy soirees! She features a sleeveless one-shoulder neckline, a padded bust, a sleek bungee spaghetti strap that crosses along the open back, and a form-hugging mermaid silhouette with a floor-length hem. The formal dress is composed of a glitter-lined fabric with a moderate stretch. Complete the look with a sparkly bracelet and earrings.
Fit & Features
- Sleeveless one-shoulder neckline, padded bust
- Bungee spaghetti strap
- Open back, zipper and hook-eye closure
- Mermaid silhouette, floor-length hem
- Lined glitter fabric, moderate stretch
- No bra required
- Runs true to size
Style Number/Barcode: 05002-3975
Category Name: Maxi Dresses
Price: $29.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Demi One-Shoulder High Slit Formal Dress
Special Occasion
Chic with a sultry style, the Demi formal dress will level up your look for weddings, parties, or any fancy affair. She features a sleeveless asymmetric one-shoulder neckline, a thin tank shoulder strap, a high waist seam, ruched detailing down one side seam, a floor-length hem with a wrap-front design creating a sexy thigh-high slit, and a curve-hugging silhouette. Style with rhinestone fringe earrings and metallic heels.
Fit & Features
- Sleeveless asymmetric one-shoulder neckline, tank shoulder strap
- High waist seam, ruched side seam
- Floor-length hem, wrap-front, high slit
- Curve-hugging fit
- Knit fabric, lined bust, plenty of stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-6918
Category Name: Maxi Dresses
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Kaisley Strapless High Slit Slim-Fit Formal Dress
Special Occasion
Simply chic, the Kaisley formal dress will bring a stylish sophistication to any special event! She features a strapless straight-across neckline with a fold-over design, princess seam accents, a floor-length hem with a high side slit to showcase some leg, and a curve-hugging silhouette. The crepe fabric includes a full-length knit lining and offers a moderate stretch. Complete the look with strappy stilettos.
Fit & Features
- Strapless straight-across neckline, fold-over design
- Princess seams
- Floor-length hem, high side slit
- Form-hugging fit
- Crepe fabric, knit lining, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-7299
Category Name: Maxi Dresses
Price: $19.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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In Plain Sight Smooth Knit Maxi Dress
This casual maxi dress will have you looking sultry on your off-duty days! This maxi dress is perfect for layering under your favorite sweaters or jackets for coffee runs and hangouts. It features a sleeveless square neckline, spaghetti straps, and a bodycon silhouette on stretchy, soft, and smooth modal knit fabric with a partial mesh lining. Complete the look in this long dress with an oversized jacket and sneakers.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Bodycon silhouette
- Maxi-length hem
- Smooth knit modal fabric, partial mesh lining
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4897
Category Name: Maxi Dresses
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Genevieve Floral Embroidered Formal Dress
Special Occasion
Effortless and stunning, the Genevieve floral embroidered formal dress will enchant at dances, parties, or weddings! She features a sleeveless square neckline, a built-in padded bust, adjustable spaghetti straps, an open back with a strappy lace-up design for a customized fit, a high waist, and a floor-sweeping hem with a high front slit and a flowy A-line silhouette. The lined mesh fabric features a dainty floral embroidered design. Style with block heels.
Fit & Features
- Sleeveless square neckline, padded bust, adjustable spaghetti straps
- Open back, strappy lace-up design, tie closure
- High waist seam, lower back zipper, hook and eye closure
- Floor-length hem, high front slit, A-line silhouette
- Floral embroidered design
- Sheer mesh fabric, full-length knit lining, minimal stretch
- Bra optional
- Runs true to size
Style Number/Barcode: 05002-7018
Category Name: Maxi Dresses
Price: $19.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Beauty So Effortless V-Neck Slit Maxi Dress
Envoke an effortless beauty by slipping into this maxi dress perfect for cocktail hour and dressy dinner dates! The dress features a sleeveless V-neck, dual spaghetti straps that format the caged low-back design, side ruched seams to accentuate your curves, a slim and curve-hugging fit, and a sultry high side slit and long hem. Complete the look with a glitter clutch and heels.
Fit & Features
- Sleeveless V-neck, dual spaghetti straps
- Caged low-back design
- Side ruched seams
- Slim and curve-hugging fit
- High-side slit, maxi-length hem
- Slinky knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2407
Category Name: Maxi Dresses
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance