Maxi Dresses
Maxi dresses are the ultimate mix of chic and effortless, perfect for everything from date night to semi-formals or fall wedding guest looks. A-line silhouettes keep it timeless, while fit and flare styles bring a flirty edge. Cowl-neck and strapless designs add allure, and fabrics like buttery soft jersey knit or printed mesh keep it fresh. With shades of brown, black, burgundy, and rust, plus florals and abstract swirl prints, these maxi dresses are the go-to for polished yet trendy style.
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Maxi Dresses
Product Recommendations
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.
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Vineyard Floral Slit Maxi Dress
Wine tasting anyone? This floral maxi is perfect for sipping on your fav red or white! It features a sleeveless, off-the-shoulder neckline, a form-fitting silhouette, and dual front slits for a sultry show of leg. Complete the look in wedges and a floppy hat.
Fit & Features
- Sleeveless, off-the-shoulder neckline
- Flutter sleeve cuffs
- Form-fitting silhouette
- Dual front slits, maxi-length hem
- Floral pattern
- Stretch-knit fabric
- Runs true to size
Style Number/Barcode: 05102-4554
Category Name: Maxi Dresses
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Zen Floral Chiffon Dress
Special Occasion
Bring the romance with a formal dress that shows off your sweet side at prom. Zen features a gorgeous floral print, a sleeveless square neckline, and adjustable spaghetti straps that lead to a cross-back design. Her slim-fit bodice leads to a flowy A-line silhouette accented with a stunning high side slit. She is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete your look with duster earrings.
Fit & Features
- Sleeveless square neckline, adjustable spaghetti straps
- Adhesive bra friendly
- Cross-back strap design
- A-line silhouette, side slit
- Floral print
- Lined chiffon fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 05002-1845
Category Name: Maxi Dresses
Price: $14.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chasing Sunsets Floral Maxi Dress
This floral maxi dress is perfect for sunset dinners while on vacay! It features sleeveless, v-neck, sleek spaghetti straps, and a slim-fit silhouette with a front side slit to showcase some skin. Complete the look in trendy sandals.
Fit & Features
- Sleeveless, V-neck, sleek spaghetti straps
- Slim-fit silhouette
- Front side slit
- Maxi-length hem
- Floral pattern
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1393
Category Name: Maxi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Boldly Chic Abstract Cowl Neck Maxi Dress
Bold, body-hugging, and ready to break hearts—this halter maxi dress brings the drama with an abstract print and deep cowl neckline, perfect for sunset dinners and cocktails!
Fit & Features
- Abstract print, mesh-lined fabric
- Cowl halter neckline, tie closure
- Curve-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000315
Category Name: Maxi Dresses
Price: $45.90
Availability: In Stock
Available Color: RED
Available Size: S, M, L
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Jade One Shoulder Ruched Formal Dress
Special Occasion
Alluring and chic, the Jade One Shoulder Ruched Formal dress never disappoints to create an eye-catching entrance on your next evening affair! She features a one-shoulder, long-sleeve bodice on a curve-hugging silhouette and a front ruching with a tie so you can customize the fit. Her sultry side slit shows some skin while elongating your figure on the floor-length hem. Composed of a slinky knit-lined fabric with plenty of stretch. Finish your look in a memorizing hairpiece.
Fit & Features
- One-shoulder asymmetrical neckline, single long fitted sleeve
- Adhesive bra recommended
- Front ruching with adjustable tie
- Side slit, floor-length hem
- Slinky knit-lined fabrication
- Curve-hugging silhouette, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-2218
Category Name: Maxi Dresses
Price: $14.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Shaylee Chiffon A-Line Slit Formal Dress
Special Occasion
Look ravishing in the Shaylee chiffon A-line formal dress for your next fancy soiree, wedding, or formal dance. She captivates in an alluring wrap, pleated V-neckline atop the empire waist. Shaylee features sleeveless, adjustable spaghetti straps that shape the strappy back detail. Her floor-length A-line silhouette is designed to flatter and give you a curvy appearance while the front slit shows off some leg. This formal dress is composed of an airy chiffon fabric with a full knit lining. Complete your stunning look in rhinestone stiletto heels.
Fit & Features
- Wrap, pleated V-neckline, adjustable spaghetti straps
- Adhesive bra recommended
- Strappy back, zipper and hook and eye closure, high front slit
- Empire waist
- Floor-length A-line silhouette
- Sheer chiffon fabric, full knit lining
- Flowy fit, minimal stretch
- Runs true to size
Style Number/Barcode: 05002-1787
Category Name: Maxi Dresses
Price: $29.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortless Mood Ribbed Knit Midi Dress
Keep it lowkey in a dress that brings those casual vibes! The dress features a crew neckline, short sleeves, and a sexy open back with a tie-back accent. The midi dress is composed of a lined ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with sneakers and a denim jacket for those girl next door vibes!
Fit & Features
- Crew neckline
- Short sleeves
- Open back
- Tie-back accent
- Midi-length, high side slit
- Lined ribbed knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4526
Category Name: Maxi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Silvia Chiffon A-Line Formal Dress
Special Occasion
Look and feel enchanting in a long prom dress that captivates from the moment you enter the room. The Silvia formal prom dress features a delicate, sleeveless pleat v-neckline that draws the eye to the fitted empire waist. Her high-cut slit gracefully flows into an a-line silhouette that kisses the floor. The dress is composed of chiffon-lined fabric with no stretch. Complete your look with a statement bracelet.
Fit & Features
- Sleeveless, pleat v-neckline
- Adjustable spaghetti straps
- Fitted empire waist
- High-cut slit, a-line silhouette
- Zipper closure
- Chiffon-lined fabric, no stretch
- Fits true to size
Style Number/Barcode: 05002-1649
Category Name: Maxi Dresses
Price: $19.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Erika Floral Chiffon Wrap A-Line Formal Dress
Special Occasion
Effortless beauty perfectly describes the Erika formal dress in all her floral glory. Charm the room in her sleeveless, surplice v-neck design with a wrap front tie on a fitted empire waist and criss-cross back straps. She features a flattering a-line silhouette with a high-cut slit on a floor-length hem perfect for twirling the evening away! The formal dress is composed of a chiffon-lined fabric with no stretch. Complete your stunning look with sparkly duster earrings.
Fit & Features
- Sleeveless, adjustable spaghetti straps
- Padded v-neckline, surplice accent
- Wrap tie-front, empire waist, criss-cross back straps
- A-line silhouette, high-cut slit
- Floor-length hem, zipper closure
- Floral chiffon-lined fabric, no stretch
- Fits true to size
Style Number/Barcode: 05002-1474
Category Name: Maxi Dresses
Price: $29.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Haylee Sequin Rose Mermaid Formal Dress
Special Occasion
Will you accept this rose sequin dress? Fall for the Haylee formal dress and her elegant allure! She features a one-shoulder design with strappy detail, built-in bust support, an empire waist, and a high-cut front slit on her mermaid silhouette. Zipper closure on the back. Complete the look in lace-up heels and dangly earrings.
Fit & Features
- One-shoulder design, strappy detail, built-in bust support
- Empire waist, high-cut slit
- Mermaid silhouette, zipper closure
- Sequin rose knit-lined fabric
- Minimal stretch
- Fits true to size
Style Number/Barcode: 05002-2115
Category Name: Maxi Dresses
Price: $14.97 $96.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lizzy Velvet Corset Mermaid Formal Dress
Special Occasion
Sophisticated and modern, the Lizzy formal dress is a chic choice for any event. She features long sleeves, a mock neck on a fitted corset-mesh bodice with flexible boning. Her high-cut slit shows some skin and shapes the elegant mermaid, floor-length silhouette. The dress is composed of a luxe velvet-lined fabric with a moderate stretch. Complete your look in stiletto heels.
Fit & Features
- Long sleeves, mock neck
- Corset-mesh bodice, flexible boning
- High-cut slit, mermaid silhouette
- Luxe velvet-lined fabric, moderate stretch
- Zipper closure
- Runs true to size
Style Number/Barcode: 05002-1733
Category Name: Maxi Dresses
Price: $19.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Shakira Cowl Neck Lace Mermaid Formal Dress
Special Occasion
The Shakira formal dress is destined to make a grand entrance at your next event! She features a sleeveless cowl neckline with a display of delicate lace to add a romantic touch to her mermaid silhouette. The dress is composed of a smooth silk-like fabric that effortlessly hugs your curves into a floor-length mermaid silhouette. Complete your look with a rhinestone necklace and earrings.
Fit & Features
- Sleeveless, cowl neckline
- Lace insert with padded cups
- Spaghetti straps
- High waist
- Mermaid silhouette
- Smooth silk fabric
- Form hugging fit, minimal stretch, runs true to size
Style Number/Barcode: 05002-1393
Category Name: Maxi Dresses
Price: $14.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Petals and Plans Floral Lace-Up Maxi Dress
For date nights, rooftop drinks, or weddings, this floral maxi dress is perfect for every event! The curve-hugging fit, flirty slit, and open lace-up back effortlessly flatters your figure and makes heads turn.
Fit & Features
- Floral print, mesh fabric, stretchy knit lining
- Square neckline
- Spaghetti straps
- Lace-up open back
- High front slit
- Curve-hugging fit, maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-4160
Category Name: Maxi Dresses
Price: $49.90
Availability: In Stock
Available Color: TAUPE
Available Size: XS, S, M, L, XL
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Jess Glitter Cowl Neck Maxi Formal Dress
Special Occasion
It's your time to sparkle in the jess formal dress that glistens under the dance floor lights. She's designed in a sleeveless, cowl neckline with spaghetti straps and a fitted, empire waist. Her high-cut side slit flaunts some legs while the bodycon-maxi silhouette effortlessly hugs your curves. Composed of glitter knit-lined fabric with a moderate stretch. Perfect for styling with a sleek clutch and duster earrings.
Fit & Features
- Sleeveless, spaghetti straps
- Cowl neckline, empire waist
- High-cut side slit
- Bodycon, maxi length
- Glitter knit-lined fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05002-1812
Category Name: Maxi Dresses
Price: $14.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Catalina Twist Front Maxi Formal Dress
Special Occasion
Sultry and sophisticated, the Catalina formal dress leaves little to the imagination. She features an off-the-shoulder neckline with a twist front accent that effortlessly shapes the fitted, empire waist. Her curves have a moment in the form-fitting silhouette with side ruching, and a sexy slit for a show of skin along the maxi-length hem. Complete your show-stopping look with sparkly duster earrings and heels.
Fit & Features
- Off-the-shoulder neckline, twist front
- Fitted empire waist
- Side ruching, slit accent
- Maxi-length hem
- Smooth knit-lined fabric
- Moderate stretch
- Fits true to size
Style Number/Barcode: 05002-1972
Category Name: Maxi Dresses
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Presley Formal Halter A-Line Dress
Special Occasion
Make a head-turning entrance with a formal dress that brings radiance to your special occasion. Presley features a halter neck with a racer-style bust, a built-in padded bust, bungee spaghetti straps that cross at the back, ruching at the lower back, and a high side slit along the floor-length, A-line silhouette. The dress is composed of a lined crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels and a sphere clutch.
Fit & Features
- Halter neck, racer-style bust
- Built-in padded bust
- Bungee spaghetti straps, strappy open back
- Back ruched seam, high side slit
- A-Line silhouette
- Lined crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-1708
Category Name: Maxi Dresses
Price: $14.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Mckenzie Velvet Heat Stone Formal Dress
Special Occasion
Radiate the night in the Mckenzie formal dress! She's simply stunning in long sleeves, a V-neckline, and a wrapped slit skirt for a sexy show of leg. The luxe-lined velvet fabric offers a moderate stretch and features heat stone insets that glimmer under the light. Complete your look in dressy heels.
Fit & Features
- Long fitted sleeves, V-neckline
- Wrapped skirt, high cut slit
- Floor-length hem
- Form-fitting design
- Back zipper and hook and eye closure
- Lined velvet fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-1672
Category Name: Maxi Dresses
Price: $14.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Britt Off-The-Shoulder Chiffon Formal Dress
Special Occasion
Effortlessly chic, the Britt off-the-shoulder chiffon formal dress will create a gorgeous flowy A-line silhouette. She features a wrap-front V-neckline, long sheer bishop sleeves, a high-rise elastic banded waist with a tie-front accent, and a floor-length relaxed fit with a high side slit. The sheer chiffon fabric has a mini-length knit lining. Style this dress with block heels.
Fit & Features
- Off-the-shoulder design, elastic banded back
- Wrap-front V-neckline
- Long sheer bishop sleeves, elastic cinched hems
- High-rise elastic banded waist, tie-front
- Floor-length A-line silhouette, side slit
- Sheer chiffon fabric, mini-length knit lining
- Runs true to size
Style Number/Barcode: 05002-1759
Category Name: Maxi Dresses
Price: $14.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sophia High-Slit Mermaid Dress
Special Occasion
Radiate chic elegance in the simply stunning Sophia formal dress. She features a sleeveless V-neckline with a center keyhole cutout, spaghetti straps that lead to an open back with a cross-strap design, a high waistband, back ruched detailing, and a floor-length fitted mermaid silhouette with a thigh-high side slit. Complete the look with shimmering rhinestone earrings.
Fit & Features
- Sleeveless V-neckline, princess seams, center keyhole cutout
- Spaghetti straps
- Open back, cross-strap design
- High waistband
- Back ruched detailing
- Floor-length mermaid silhouette, high side slit
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-1795
Category Name: Maxi Dresses
Price: $14.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Silhouette Long Sleeve Maxi Dress
Create a chic silhouette in this curve-hugging maxi dress. It features a crew neckline, long fitted sleeves, a stylish cutout at the lower back, and a floor-length form-hugging fit with a side slit. Style this dress with clear heels.
Fit & Features
- Crew neckline
- Long fitted sleeves
- Cutout at the lower back
- Floor-length, form-hugging fit
- Side slit
- Cotton fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4137
Category Name: Maxi Dresses
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Serving Curves Keyhole Maxi Dress
Serving curves and confidence—this dress eats every time. The keyhole cutout and body-hugging silhouette? A certified head-turner for nights that don’t end early.
Fit & Features
- Stretchy textured knit fabric
- Scoop neckline with spaghetti straps
- Front keyhole cutout at bust
- Form-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000166
Category Name: Maxi Dresses
Price: $14.97 $35.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M
Product Badge:- Sale
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New Heights Chiffon Cutout Maxi Dress
Take your look to new heights in a maxi dress that slays your look! The dress features a plunging V-neckline with padded cups, a large O-Ring at the center of the bodice, dual cutouts at the waist, long sleeves with elastic cuff, a double-row of tie-back ties, and a flowy A-line silhouette with a high side slit. The dress is composed of a lined chiffon fabric that offers a minimal stretch. Complete look with wedges and a snake charm necklace.
Fit & Features
- V-neckline, padded cups
- O-Ring, dual waist cutouts
- Long sleeves with elastic cuff
- Double-row of tie-back ties
- A-line silhouette, high side slit
- Lined chiffon fabric, mini skirt length knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-1265
Category Name: Maxi Dresses
Price: $26.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stephanie One-Shoulder Cutout Formal Dress
Special Occasion
Sleek and sexy, the Stephanie formal dress will have all eyes on you. She features an asymmetrical one-shoulder neckline with a single short cap sleeve, a chic waist cutout, and a fitted floor-length silhouette with a sultry thigh-high side slit. Style this dress with hoop earrings and clear heels.
Fit & Features
- Asymmetrical one-shoulder neckline
- Single cap sleeve
- Waist cutout
- Fitted floor-length silhouette
- High side slit
- Runs true to size
Style Number/Barcode: 05002-1652
Category Name: Maxi Dresses
Price: $14.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Isla Formal High Slit Floral Dress
Special Occasion
Bring the romance with a formal floral dress that makes an enchanting entrance. Isla features a gorge floral print, a sleeveless V-neckline, adjustable spaghetti straps, ruching, a high side slit, and an A-line silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with nude heels and a clear clutch for your special event.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps
- Floral print
- Ruching
- High side slit, A-line silhouette
- Smooth knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05002-1425
Category Name: Maxi Dresses
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale