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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Keep It Sleek Asymmetric Maxi Dress
Keep your look sleek and on-trend with this chic sweater maxi dress. It features a one-shoulder neckline with a tank shoulder strap and a curve-hugging maxi silhouette with a dramatic asymmetric hem creating a sultry side slit. Pair this sweater knit dress with clear heels and a new purse.
Shop More Sweater Dresses: Sweater Dress Collection
Fit & Features
- One-shoulder neckline
- Tank shoulder strap
- Form-hugging maxi silhouette
- Asymmetric hem creating a side slit
- Sweater knit fabric
- Runs true to size
Style Number/Barcode: 06005-1295
Category Name: Maxi Dresses
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Effortless Flowy Woven Maxi Dress
Create an effortless and pretty look with this flowy woven maxi dress! It features dual adjustable spaghetti straps that lead to a cross-back design, a sheer detailed lace bust with lined cups, a V neckline, and a floor-sweeping silhouette. Complete the outfit with hoop earrings and strappy sandals.
Fit & Features
- Dual adjustable spaghetti straps
- Cross-back design
- Sheer lace bust with lined cups
- V neckline
- Smocked back
- Flowy floor-length silhouette
- Woven fabric
- Runs true to size
Style Number/Barcode: 05101-0531
Category Name: Maxi Dresses
Price: $21.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortlessly Stunning Crochet Waist Maxi Dress
You'll look effortlessly stunning in this flowy maxi dress that is perfect for the warmer months. It features spaghetti straps that lead to a cross-back design, a lace top with a V neckline, a sheer crochet high waist, and a flowy floor-length gauze skirt with a side slit. Complete the look with on-trend wedges.
Fit & Features
- Spaghetti straps
- Cross back design
- Lace top, V neckline
- Sheer crochet high waist
- Floor-length gauze skirt, side slit
- Flowy silhouette
- Runs true to size
Style Number/Barcode: 05102-0754
Category Name: Maxi Dresses
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Taylor Satin Floral High-Slit Dress
Special Occasion
Dress to impress this season in the stunningly chic Taylor satin floral dress! She features a sleeveless V-neckline, adjustable spaghetti straps, and a slim-fit bodice with cinched details that flows out to a floor-length skirt with a thigh-high front slit. The satin fabric showcases an all-over floral print for a romantic vibe. Complete your look with gold hoop earrings and new heels.
Fit & Features
- V-neckline
- Adjustable spaghetti straps
- Back zipper and hook and eye closure
- Slim-fit bodice
- Cinched details at the waist
- Floor-length skirt, high front slit
- Stretch satin fabric, short knit lining, floral print
- Runs true to size
Style Number/Barcode: 05002-1177
Category Name: Maxi Dresses
Price: $29.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Romance Chiffon Maxi Dress
Fall for florals in this maxi dress that brings the charm! The dress features a gorgeous floral print, a sleeveless V-neckline, spaghetti straps, a floral lace back with a lower back keyhole, and a maxi-length silhouette. The dress is composed of chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with wedges.
Fit & Features
- Sleeveless V-neckline with spaghetti straps
- Floral lace back, lower back keyhole
- Floral print
- Maxi length silhouette
- Chiffon fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-0677
Category Name: Maxi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Leilani Formal One-Shoulder Open Back Dress
Special Occasion
Make a captivating entrance in the breathtaking Leilani formal dress. She features a daring one-shoulder neckline, a tank-like shoulder strap that leads to an asymmetrical back, a sexy open back design, and a mermaid silhouette. The dress is composed of a lined smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with chandelier earrings and heels.
Fit & Features
- One-shoulder neckline
- Tank-like shoulder strap
- Asymmetrical strap at the back
- Open back design
- Mermaid silhouette
- Ruched detailing on the back
- Smooth knit fabric, form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-1180
Category Name: Maxi Dresses
Price: $19.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Basic Vibes Cutout Maxi Dress
Rock those basic vibes with a maxi dress that keeps its lowkey. The dress features a sleeveless scoop neckline, adjustable spaghetti straps, a sexy lower back cutout, and a maxi-length silhouette. The dress is composed of a lined cotton knit fabric that offers a relaxed fit with a moderate stretch. Complete look with t-strap sandals.
Fit & Features
- Sleeveless scoop neckline
- Adjustable spaghetti straps
- Lower back keyhole
- Maxi length silhouette with a high side slit
- Cotton knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-1961
Category Name: Maxi Dresses
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Wrapped In Romance Floral Chiffon Maxi Dress
Wrap yourself in a floral maxi dress that brings romance. The dress features a sleeveless V-neckline, tank-like straps, a cinching tie waist belt, and a wrap-high low silhouette. The dress features a gorgeous floral print that ushers the romance. The dress is composed of a lined airy chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with mules.
Fit & Features
- Sleeveless, v-neckline, wide straps
- Bra-friendly design
- Tie-waist belt, back zipper closure
- High-low silhouette, flowy hem
- Floral print
- Chiffon-lined fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 05101-0666
Category Name: Maxi Dresses
Price: $6.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Total Sweetheart Floral High Slit Maxi Dress
Show off your sweet side with a floral dress that brings the romance! The dress features a sleeveless V-neckline, spaghetti straps, a floral print, and a maxi length silhouette accented with a high side slit. The dress is composed of a smooth knit fabric that offers a relaxed fit with a moderate stretch. Complete look with wedges.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Floral print
- Maxi length silhouette
- High side slit
- Smooth knit fabric
- Relaxed fit, moderate stretch
Style Number/Barcode: 05102-0773
Category Name: Maxi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Romantic Ruched Knit Maxi Dress
Get a gorgeous look for a romantic date night in this sultry ruched maxi dress. It features spaghetti straps, a square neckline, ruched side detailing, and a maxi length with a high side slit. The knit fabric offers plenty of stretch and provides a curve-hugging fit. Style this dress with a new pair of earrings and strappy heels.
Fit & Features
- Spaghetti straps
- Square neckline
- Ruched side detailing
- Maxi length
- High side slit
- Stretchy knit fabric with a short lining
- Form-hugging fit
Style Number/Barcode: 05102-0331
Category Name: Maxi Dresses
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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A Casual-Chic Moment Maxi Dress
Have a major casual-chic moment in this must-have maxi dress! It features short sleeves, a V neckline, and a flowy silhouette with a rounded hem and side slits. Tie the front hem in a knot to add a trendy detail. Pair this maxi dress with adorable new sandals for a laidback look.
Fit & Features
- Short sleeves
- V neckline
- Flowy silhouette
- Rounded hem and side slits
- Knit fabric with plenty of stretch
Style Number/Barcode: 05102-1072
Category Name: Maxi Dresses
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chloe Lace-Up Back Formal Dress
Special Occasion
Showcase a simply stunning look for your next fancy night out in the gorgeous Chloe formal dress. She features a sleeveless bodice, spaghetti straps, a V-neckline with a built-in padded bust - if a push-up look is desired explore lingerie accessories. She has a sexy backless lace-up design and a lower back zipper closure. Her high waist seam leads to a floor-length skirt with a slim silhouette and a sultry thigh-high front slit. Complete your outfit with radiant statement earrings and a sparkly clutch.
Fit & Features
- V-neckline, spaghetti straps
- Padded cups, no bra required
- Backless lace-up design
- Lower back zipper and hook and eye closure
- Floor-length slim silhouette
- High front slit
- Scuba crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-2191
Category Name: Maxi Dresses
Price: $19.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Elisabeth Pleated Tulle Formal Dress
Special Occasion
Dress as the princess you are with our breathtaking Elisabeth dress! She is a floor-length evening gown with a plunging V-neckline and thin adjustable straps that create a cross-back design. Her wide empire waist leads to a floor-length skirt that dances around your ankles. She is composed of pleated tulle fabric with a sheer appearance and a thin knit lining that features two front slits. Elisabeth offers a moderate stretch and includes a hidden zipper. Complete the look with a rhinestone clutch and a dainty rhinestone bracelet.Fit & Features
- Sleeveless V-neckline, adjustable spaghetti straps
- Cross-back straps
- Empire waist, two high-front slits
- Floor-length silhouette
- Lined tulle fabric
- Flowy fit, moderate stretch
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05002-4997
Category Name: Maxi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Jennifer Floral Wrap Chiffon Dress
Special OccasionHere's looking at you blushing beauty! Keep your look effortlessly gorgeous in our Jennifer dress! She features an unlined bodice with a plunging wrap V neckline, long unlined bishop sleeves with a triple row gold button cuff and an elastic waist detail and tie waist belt. Her bodice flows to a sweeping floor length skirt that makes for the perfect snapshot moment! Her all over floral print feature soft pink florals over a sheer chiffon fabric. She offers a relaxed fit minimal stretch. Includes a mini skirt length knit lining.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-5403
Category Name: Maxi Dresses
Price: $42.87 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Get Knit Right High Slit Maxi Dress
Get your look right in a knit dress that is perfect for keeping it casual! The dress features a sleeveless crew neckline and a maxi length silhouette with a high side slit. Complete your look with chunky sneakers for a cute coffee run outfit.
Fit & Features
- Crew neckline
- Sleeveless
- Maxi length silhouette
- High side slit
- Smooth knit fabric
- Relaxed fit, moderate stretch
Style Number/Barcode: 05102-0883
Category Name: Maxi Dresses
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Good Vibes Basic Ribbed Knit Maxi Dress
Bring the good vibes in a maxi dress that can be dressed up for a chic day out. The dress features a scoop neckline, sleek bungee straps, and a maxi length silhouette with a high side slit. Style dress with chunky sneakers and sleek hoops.
Fit & Features
- Sleeveless scoop neckline
- Bungee spaghetti straps
- Maxi length silhouette
- High side slit
- Ribbed knit fabric
- Form hugging fit
Style Number/Barcode: 05102-0863
Category Name: Maxi Dresses
Price: $12.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweet Intentions Embroidered Floral Mesh Maxi Dress
Let this mesh dress show off your sweet side. Make a statement for your next date night in a sheer mesh dress that features a crew neckline, fitted long sleeves, an embroidered floral design, and a sweeping maxi length silhouette. Complete your look with a black bodysuit and mules.
Fit & Features
- Crew neckline
- Fitted long sleeves
- Embroidered floral design
- Unlined sheer mesh fabric
- Maxi length silhouette
- Bodysuit pictured not included, linings sold separately
- Relaxed fit, moderate stretch
Style Number/Barcode: 06003-0918
Category Name: Maxi Dresses
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ruffled Romance Off The Shoulder Maxi Dress
Spark romance in a ruffled dress that is too gorgeous! The maxi dress is perfect for your next date night with bae. The dress features an alluring off the shoulder neckline, a ruffled bodice, and a tiered ruffle maxi length silhouette. Complete your stunning date night outfit with clear heels and duster earrings.
Fit & Features
- Off the shoulder neckline
- Ruffled bodice
- Off the shoulder straps that cascade shoulders
- Tiered maxi length silhouette, partially sheer
- Mini skirt length knit lining
- Lightweight woven fabric
- Relaxed fit, minimal stretch
Style Number/Barcode: 05102-1007
Category Name: Maxi Dresses
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Brie Double Slit A-Line Formal Dress
Bring the romance in the gorgeous sweeping Brie Double Slit A-line Formal Dress! She features a sleeveless bodice with spaghetti straps with a cross-back design, a plunging V-neckline, and sultry thigh-high dual front slits. Pair with a cascading lariat necklace and sparkly heels for a glamorous look for your next elegant evening out.
Fit & Features
- Spaghetti straps that lead to a cross-back design
- Deep V-neckline
- Adhesive bra recommended
- High waist
- Floor-length A-line skirt, dual thigh-high front slits
- Smooth knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-0945
Category Name: Maxi Dresses
Price: $29.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ruched To The Maxi Knit Dress
This sultry long summer-ready dress is ruched to the max! It features a sleeveless bodice, spaghetti straps, a square neck and back, a front and back waist cutout, ruched detailing along the sides, and a floor-length hem with a knee-high side slit. The dress is composed of a stretchy knit with a short knit skirt lining and offers a flattering, curve-hugging fit. Complete your look with wedges and statement earrings.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Front and back cutouts
- Ruched dealing
- Maxi length silhouette
- Knee-high slit
- Form hugging fit, stretchy knit fabric
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-0886
Category Name: Maxi Dresses
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Brighter Vibes Lace-Up Chiffon Maxi Dress
Bring on brighter vibes in this maxi dress that brings a burst of color this season. The maxi dress features a plunging v-neckline, sexy waist cutout to show off a hint of skin, a lace-up back, and a high side slit. Complete your look with fab cork wedges and sunnies for those ultimate summer vibes.
Fit & Features
- Sleeveless v-neckline with spaghetti straps
- Waist cutouts
- Lace-up back
- High side slit
- Maxi length silhouette
- Chiffon fabric
Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05101-0505
Category Name: Maxi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Breanne Printed Floral Chiffon A-Line Dress
Special Occasion
Give our gorgeous Breanne dress a twirl with her flowy floral A-line skirt! She features a wrap front V neckline, a flattering high waist, and a sheer skirt with a short lining. Stun as the guest of honor at your next fall wedding and pair with some sleek heels and gold hoop earrings.
Fit & Features
- Thin shoulder straps
- Wrap front
- Deep V neck and back with a zipper closure
- High waist
- Flowy overlap A-line skirt
- Short lining
- Floral printed chiffon fabric
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0703
Category Name: Maxi Dresses
Price: $9.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ribbed Knit Crew Neck Maxi Dress
This simple yet stunning ribbed knit maxi dress is a must for your fab fall look. Featuring a high crew neckline and a flattering curve-hugging silhouette, this dress can easily be dressed up with some strappy heels or down with a pair of chunky sneakers. Wear on a casual date night with bae.
Fit & Features
- High crew neckline
- Tank-like shoulder straps
- Form-hugging fit
- Side slit
- Maxi length
- Ribbed knit fabric
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0870
Category Name: Maxi Dresses
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Button Down Beauty Maxi Dress
Button-down in a casual maxi dress for a cute day-out outfit the next time you're picking up a must-have iced coffee! This maxi dress features a plunging sweetheart neckline with a tie-front accent, mini cutout at the bodice, and a button-down front with a high center slit. Complete your look with sleek sandals for those low-key vibes.
Fit & Features
- Plunging sweetheart neckline
- Tie-front accent with a small cutout at the bodice
- Adjustable spaghetti straps
- Multi-button down front
- High center slit
- Maxi length silhouette
- Ribbed knit fabric, form-hugging fit
Navy Dress: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Mustard Dress: Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0746
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free