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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Vacay Vibes Crochet Knit Maxi Dress
Channel those vacay vibes with a maxi dress that brings those resort vibes! The dress features a sleeveless V-neckline, adjustable spaghetti straps, a lower back keyhole with tie-back straps, and a maxi length silhouette. The dress is composed of a lined gauze knit fabric that offers a relaxed fit with minimal stretch. Complete look with wedges.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps
- Lower back keyhole with tie-back straps
- Maxi length silhouette
- Lined gauze knit fabric
- Form hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-0297
Category Name: Maxi Dresses
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Take Me Back Tropical Maxi Dress
Get taken back to that dream vacay with a fab maxi dress! The dress features a sleeveless V-neckline, adjustable spaghetti straps that cross at the back, a tropical print, an open back, a smocked waist, and a flowy maxi length silhouette. Complete with wedges.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps, cross at back
- Tropical print
- Open back
- Smocked waist
- Maxi length silhouette
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 05101-0572
Category Name: Maxi Dresses
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pretty Petal Perfection Maxi Dress
Showcase your beauty in this perfect floral maxi dress. It features a sleeveless V-neckline, spaghetti straps that lead to a cross-back design, ruched detailing, and a flowy floor-length silhouette with a thigh-high side slit. The floral printed sheer mesh fabric includes a short lining. Style this dress with classic block heels.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps, cross-back design
- Ruching
- Flowy floor-length silhouette
- High side slit
- Floral printed sheer mesh fabric, short lining
- Runs true to size
Style Number/Barcode: 05101-0968
Category Name: Maxi Dresses
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Londyn Formal High Slit Convertible Dress
Special Occasion
Showcase your unique style with a convertible formal dress that allows you to show off multiple styles! Londyn features a large slit at the bodice that allows you to create a one-shoulder neckline, boat neckline, halter neck, or an off-the-shoulder neckline. The slim-fit bodice leads to a curve-hugging A-line silhouette with a high side slit. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with heels and a clutch.
Fit & Features
- Large slit at the bodice
- Multiple ways to wear neckline
- A-line silhouette
- High side slit
- Smooth knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-1301
Category Name: Maxi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Spring Into Florals Maxi Dress
Spring into the season with a maxi dress that ushers in the romance. The dress features a sleeveless V-neckline, adjustable spaghetti straps that cross at the back, a floral print, and a flowy A-line silhouette. The dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with wedges.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps, cross back
- Floral print
- A-line silhouette, mini skirt length lining
- Floral print
- Lined chiffon fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-0979
Category Name: Maxi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Twist Of Fate Strapless Ruffled Maxi Dress
Because you didn’t plan to look this good... it just happened. Make your way in this breezy maxi dress designed with effortless, dreamy details from the twisted strapless bust to strappy open back and flowy ruffled silhouette.
Fit & Features
- Satin woven fabric, woven lining
- Strapless sweetheart neckline
- Twisted bust, keyhole cutout accent
- Strappy open back
- Ruffled silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000168
Category Name: Maxi Dresses
Price: $24.97 $59.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: S
Product Badge:- Sale
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Dreamy Vacay Vibes Maxi Dress
Bring the dreamy vacay vibes to your next getaway in this gorgeous maxi dress. It features a sleeveless V-neckline, adjustable spaghetti straps, a high waist, and a flowy floor-length silhouette with a chic front slit. The mesh fabric has a tropical floral print, making the maxi dress a perf pick for summer. Complete the look with strappy sandals.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps
- Back zipper closure
- High waist
- Flowy floor-length silhouette, front slit
- Mesh fabric, floral print
- Runs true to size
Style Number/Barcode: 05101-0523
Category Name: Maxi Dresses
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Mesmerizing Beauty Lace-Up Wrap Dress
Mesmerize with a wrap dress that showcases your best angles! The dress features a sleeveless scoop neckline, spaghetti straps, a lace-up back, a high slit, and a wrap silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit, Complete look with mules.
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Lace-up back
- High slit
- Wrap silhouette
- Knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05101-0586
Category Name: Maxi Dresses
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Essential High Slit Ribbed Knit Maxi Dress
Create a chic moment with a maxi dress that brings the chic details! The dress features a crew neckline, short sleeves, dual side cutouts, and a maxi silhouette accented with a high side slit. The dress is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with sneakers for a casual vibe.
Fit & Features
- Crew neckline
- Short sleeves
- Dual side cutouts
- Maxi length silhouette
- High side slit
- Ribbed knit fabric, form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-1420
Category Name: Maxi Dresses
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Greta Formal High Slit Chiffon Dress
Special Occasion
Grace them all with a gorgeous dress that mesmerizes with each twirl! Greta features V-neck and back, vertical princess seams, sheer short flutter chiffon sleeves, and a flowy A-line silhouette with a high slit. Greta is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with heels and a shoulder bag.
Fit & Features
- V-neck and back
- Vertical princess seams
- Back zipper and hook and eye closure
- Sheer short flutter sleeves
- A-line silhouette
- Lined chiffon fabric, relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 05002-1463
Category Name: Maxi Dresses
Price: $19.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Alluring Tropical Floral Maxi Dress
Create a stylish and alluring look for your next vacay in this gorgeous maxi dress! It features a sleeveless V-neckline, spaghetti straps that lead to a lace-up back design, a high waist, a floor-length hem with a chic side slit, and a flowy, relaxed fit. The knit fabric has an all-over tropical floral print, making this dress a perf pick for summer. Complete the outfit with strappy sandals.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Lace-up back design
- High waist
- Floor-length hem, side slit, relaxed fit
- Knit fabric, tropical floral print
- Runs true to size
Style Number/Barcode: 05102-0195
Category Name: Maxi Dresses
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Major Appeal High Slit Maxi Dress
Create major appeal with a maxi dress that wows from all your best angles! The dress features a sleeveless V-neckline, spaghetti straps, and a maxi length silhouette accented with a high side slit. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with heels.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Maxi length silhouette
- High side slit
- Smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-0525
Category Name: Maxi Dresses
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Eleanor Formal High Slit Floral Satin Dress
Special Occasion
Bring the romance with a floral dress that creates an enchanting moment. Eleanor features a sleeveless V-neckline, spaghetti straps, floral lace back with a lower back keyhole, hidden side pockets, a floral print, a high side slit, and an A-line silhouette. The dress is composed of a lined satin fabric that offers a form-hugging fit with minimal stretch. Complete look with heels.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Floral lace back, lower back keyhole
- Hidden side pockets
- Floral print
- High side slit, A-line silhouette
- Satin fabric, form-hugging fit, runs true to size
Style Number/Barcode: 05002-0528
Category Name: Maxi Dresses
Price: $14.97 $109.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Breezy Chic Belted A-Line Maxi Dress
Breezy chic, this A-line maxi dress is made with an airy gauze woven fabric accented with sheer lace insets. The belted waist leads to a long tiered flowy fit for that effortless vibe.
Fit & Features
- Gauze woven fabric with sheer lace insets
- Strapless sweetheart neckline with ruffled trim
- Bust cutout with tie-front detail, ruching, underbust seam
- Faux leather belted waist, gold metal buckle
- Maxi-length hem
- Tiered A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-6106
Category Name: Maxi Dresses
Price: $19.97 $59.90
On Sale: Yes
Availability: In Stock
Available Color: IVORY
Available Size: L
Product Badge:- Sale
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Fab Florals Crochet Waist Maxi Dress
Impress with florals in a maxi dress that takes you to paradise! The dress features a sleeveless V-neckline, adjustable spaghetti straps, a crochet waist, a floral print, a high side slit, and a maxi length silhouette. The dress is composed of a brushed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with wedges.
Fit & Features
- Sleeveless V-neckline, adjustable spaghetti straps
- Crochet waist
- Floral print
- High side slit
- Maxi length silhouette
- Brushed knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05102-0196
Category Name: Maxi Dresses
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Go With The Flow Maxi Dress
Go with the flow of this gorgeous maxi dress! It features a sleeveless deep V-neckline with a lined crochet lace top, adjustable spaghetti straps, a tie-back detail with a lower back cutout, and a flowy, floor-length skirt with pleated detailing and a relaxed fit. Style this dress with new earrings and strappy sandals for your summer vacay.
Fit & Features
- Sleeveless deep V-neckline
- Lined crochet lace top
- Adjustable spaghetti straps
- Tie-back detail, lower back cutout
- Floor-length skirt, pleated detailing
- Relaxed fit
- Gauze fabric
- Runs true to size
Style Number/Barcode: 05102-0295
Category Name: Maxi Dresses
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Gorgeous Getaway Maxi Dress
This stunning printed maxi dress will have you looking absolutely gorgeous for your next weekend getaway! It features a sleeveless square neckline, spaghetti straps, a flowy, floor-length silhouette, and a sultry thigh-high side slit. The knit fabric has an all-over tropical palm leaf print, making the dress a perf option for a summer vacay. Style it with wedges and a chic pair of sunglasses.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Floor-length silhouette, high side slit
- Relaxed fit
- Knit fabric, palm leaf print
- Runs true to size
Style Number/Barcode: 05102-0654
Category Name: Maxi Dresses
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stunning Beauty Tropical Maxi Dress
Showcase your stunning beauty in this tropical maxi dress on your next weekend getaway! It features a sleeveless V neckline, spaghetti straps that lead to an open back with a strappy design, a high waist, and a floor-length hem with a relaxed fit. The knit fabric has an all-over palm leaf print to bring the vacay vibes. Complete the look with strappy sandals.
Fit & Features
- Sleeveless V neckline
- Spaghetti straps
- Open back, strappy design
- High waist
- Floor-length hem, relaxed fit
- Knit fabric, palm leaf print
- Runs true to size
Style Number/Barcode: 05102-0525
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pop Of Floral Mesh Maxi Dress
Add a pop of floral to your summer look with this gorgeous maxi dress. It features a sleeveless wrap-front V neckline, spaghetti straps, a cross-back design with a tie closure, a fitted high waist, and a floor-length skirt with dual front slits and a flowy silhouette. This dress is perfect for attending a summer wedding styled with basic heels and stud earrings.
Fit & Features
- Wrap-front V neckline
- Spaghetti straps
- Cross-back design, tie closure
- Fitted high waist
- Floor-length skirt, dual front slits, flowy silhouette
- Floral printed sheer mesh fabric, short lining
- Runs true to size
Style Number/Barcode: 05101-0544
Category Name: Maxi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Aviva Formal A-Line High Slit Dress
Special Occasion
Make a twirl-worthy entrance in a formal dress that captivates from the moment you enter the room! Aviva features a sleeveless sweetheart neckline, a lace-up front, adjustable spaghetti straps, and a flowy A-line silhouette with a high slit in the lining. Complete outfit with rhinestone heels and a satin clutch.
Fit & Features
- Sleeveless sweetheart neckline, no-slip strip, padded cups
- Lace-up front
- Adjustable spaghetti straps
- A-line silhouette
- High slit in the lining
- Lined mesh fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05002-1231
Category Name: Maxi Dresses
Price: $29.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Forever Gorgeous Floral Chiffon Maxi Dress
Get a forever gorgeous look in this floral chiffon maxi dress. It features a sleeveless deep V neckline, spaghetti straps that lead to a sheer lace back with a zipper closure, a lower back cutout, a high waist, and a floor-sweeping skirt with a flowy silhouette. Style this floral dress with cascading earrings and cute wedges.
Fit & Features
- V neckline
- Spaghetti straps
- Sheer lace back, zipper closure
- Lower back cutout
- High waist, floor-length skirt
- Flowy silhouette
- Floral chiffon fabric
- Runs true to size
Style Number/Barcode: 05101-0593
Category Name: Maxi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Laid Back Fave Crew Neck Tank Maxi Dress
Your new laid-back fave tank maxi dress for styling up or down for any occasion! Crafted from rib knit fabric, this crew neck dress offers a form-hugging fit and a maxi-length hem for a flattering silhouette. Complete the look in cute sandals and sunnies!
Fit & Features
- Rib-knit stretchy fabric
- Crew neck
- Form-hugging maxi silhouette
- Runs true to size
Style Number/Barcode: 05102-5573
Category Name: Maxi Dresses
Price: $34.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Swept Away Crochet Lace Maxi Dress
Get swept away in a crochet dress that keeps it casually cute! The dress features a sleeveless V-neckline, a crochet lace bodice, a double-row of spaghetti straps, an unlined crochet lace waistband, and a flowy maxi length silhouette. The dress is composed of a lined linen knit fabric that offers a relaxed fit with minimal stretch. Complete look with wedges.
Fit & Features
- Sleeveless V-neckline
- Crochet lace bodice
- Double-row of spaghetti straps
- Unlined crochet lace waistband
- Maxi length silhouette with lined skirt
- Linen knit fabric, relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-0195
Category Name: Maxi Dresses
Price: $18.97 $47.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flowy And Chic Floral Chiffon Maxi Dress
Flowy and chic, this effortlessly pretty floral maxi dress is a summer must-have. It features adjustable spaghetti straps, a sweetheart neckline, a ruched fitted bodice, and a flowy fit with a thigh-high side slit with ruffle detailing. The sheer chiffon fabric has a short lining. Style this dress with strappy sandals and cute sunnies.
Fit & Features
- Adjustable spaghetti straps
- Sweetheart neckline, padded cups, no-slip strip
- Back zipper closure
- Ruched fitted bodice
- Flowy fit, thigh-high slit, ruffle details
- Sheer chiffon fabric, short lining
- Ditsy floral print
- Runs true to size
Style Number/Barcode: 05101-0678
Category Name: Maxi Dresses
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale