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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A Real Showstopper Lace-Up Maxi Dress
A real showstopper of a maxi dress! Flaunt your best self in this sleeveless dress featuring a square neckline, spaghetti straps, an open lace-up back design, a ruched side seam, and a bodycon silhouette with a flattering high side asymmetrical slit on sleek knit fabric. Complete the look in block heels for a dinner date.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Open lace-up back design
- Ruched side seam, bodycon silhouette
- High side asymmetrical slit, maxi-length fitted hem
- Sleek knit and stretchy fabric
- Runs true to size
Style Number/Barcode: 05102-5346
Category Name: Maxi Dresses
Price: $39.90
Availability: Out of Stock
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The 'It' Knit Sleeveless Maxi Dress
Take your trendsetting status to chic summer style with this sleeveless knit maxi dress perfect for styling over your swimsuit! It features a scoop neckline, tank shoulder straps, a form-hugging fit, and a flirty high-side slit on crochet-style knit fabric with a short stretchy lining. Complete the look in sunglasses and sandals!
Fit & Features
- Sleeveless scoop neckline
- Tank shoulder straps
- Form-hugging fit
- High side slit
- Maxi-length hem
- Crochet-style knit fabric, short stretchy lining
- Runs true to size
Style Number/Barcode: 05102-5207
Category Name: Maxi Dresses
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Electric Love Chiffon Floral Maxi Dress
Look absolutely electric in this 70s-inspired chiffon maxi dress at parties and vacations! It features a sleeveless V-neckline, adjustable spaghetti straps that cross along the open back, an empire waist, and a flowy maxi-length silhouette on floral print chiffon fabric with a smooth woven lining. Complete the look with a sleek arm cuff bracelet and heels.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps, cross-open back
- Empire waist
- Flowy maxi-length silhouette
- Floral print
- Airy chiffon fabric, smooth woven lining, no stretch
- Runs true to size
Style Number/Barcode: 05102-5264
Category Name: Maxi Dresses
Price: $5.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wanna Getaway Chiffon Geometric Print Maxi Dress
'Tis the season for day trips, weekend getaways, or booking a flight out of town! This chiffon maxi dress will keep you stylish for it all. It features a sleeveless surplice V-neckline, spaghetti straps that crisscross along the open back, a tie-waist design, and a flowy silhouette with a flattering high front slit. Complete the look in statement sandals.
Fit & Features
- Sleeveless surplice V-neckline
- Spaghetti straps, crisscross open back
- Flowy silhouette, tie waist design
- High front slit, back zipper and hook-eye closure
- Maxi-length hem
- Geometric print, airy chiffon fabric, smooth woven lining
- Runs true to size
Style Number/Barcode: 05102-5265
Category Name: Maxi Dresses
Price: $5.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Instant Style Textured V-Neck Maxi Dress
Instant style delivered to you! This perfect sleeveless maxi dress will be your favorite go-to this season. It features a V-neckline, adjustable spaghetti straps, a hip-hugging fit, a back slit accent, and a flowy long-length hem on textured mesh fabric. Complete the look with door-knocker earrings for for a casual dinner.
Fit & Features
- Sleeveless V-neckline, adjustable spaghetti straps
- Back zipper and hook-eye closure
- Hip-hugging fit
- Back slit accent
- Flowy long-length maxi hem
- Textured mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05102-5082
Category Name: Maxi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Love, Wear, Repeat Short Sleeve Maxi Dress
Love, wear, and repeat. You'll adore this maxi dress for all of your styling needs this season! It features short sleeves, a V-neckline, a form-hugging slim silhouette, and a floor-length hem on stretchy rib knit fabric. Complete the look in rhinestone hoop earrings for a dinner date.
Fit & Features
- Short sleeves
- V-neckline
- Form-hugging, slim silhouette
- Floor-length maxi hem
- Stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 05102-5107
Category Name: Maxi Dresses
Price: $5.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stunning Silhouette High Slit Maxi Dress
Show off your stunning silhouette in this curve-hugging high-slit maxi dress! It features a sleeveless square neckline, tank shoulder straps, a partially open back with a twist-back design and a lower back cutout, a maxi-length hem with a trendy thigh-high side slit, and a bodycon silhouette. The ribbed knit fabric offers plenty of stretch and has a sewn-in knit lining. Style with clear mules.
Fit & Features
- Sleeveless square neckline
- Tank shoulder straps
- Partially open back, twist-back design, lower back cutout
- Maxi-length hem, thigh-high side slit
- Bodycon silhouette
- Ribbed knit fabric, sewn-in knit lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4875
Category Name: Maxi Dresses
Price: $5.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual Plans Rib Knit Bodycon Maxi Dress
Casual plans? Look amazing in this sleeveless maxi dress for everything on your social calendar! It features a square neckline, spaghetti straps, a bodycon silhouette, and a fitted long hem on stretchy rib knit fabric. Complete the look in cute flower earrings and sandals.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Bodycon silhouette
- Maxi, fitted long-length hem
- Stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 05102-5195
Category Name: Maxi Dresses
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Slice Of Summer V-Neck Tank Maxi Dress
Break yourself off a slice of this summer-ready rib knit maxi dress you'll love taking on vacation or around town! It features a sleeveless plunge V-neckline, tank shoulder straps, a form-hugging slim silhouette, and a sexy high-side slit. Complete the look with statement earrings and sandals.
Fit & Features
- Sleeveless plunge V-neckline
- Tank shoulder straps
- Form-hugging, slim silhouette
- High side slit
- Maxi-length hem
- Soft and stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 05102-5080
Category Name: Maxi Dresses
Price: $5.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Easy Decision V-Neck Cutout Maxi Dress
A maxi dress you can style up or down? That's an easy decision! It features a sleeveless V-neckline, spaghetti straps, a knotted bust with cutout sides and back, and a hip-hugging slim silhouette with a sultry high-side slit on stretchy rib knit fabric. Complete the look in trendy sandals for a beach club or vacation!
Fit & Features
- Sleeveless V-neckline, knotted bust, spaghetti straps
- Side and back cutouts
- Hip-hugging, slim silhouette
- High side slit
- Stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 05102-5094
Category Name: Maxi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cute And Casual Moment High Slit Maxi Dress
Have a cute and casual moment in this high slit maxi dress that will give you a streamlined bodycon silhouette. It features a sleeveless square neckline, bungee spaghetti straps, an asymmetric maxi-length hem creating a trendy thigh-high side slit, and a curve-hugging fit. The smooth knit fabric includes a full lining and offers plenty of stretch. Style with a crossbody bag and clear mules for dinner with the girls.
Fit & Features
- Sleeveless square neckline
- Bungee spaghetti straps
- Asymmetric maxi-length hem
- High side slit
- Bodycon fit
- Smooth knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5105
Category Name: Maxi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Miami Mood Tropical Print Cutout Maxi Dress
This alluring tropical print maxi dress is an iconic pick for a summer vacay to Miami! It features a sleeveless halter neckline with cross-front straps, a sultry center bust cutout followed by a chic O-ring accent, dual waist cutouts on each side, a backless design with dual tie-back straps, a floor-length hem with dual thigh-high front slits, and a flowy A-line silhouette. The lightweight woven fabric showcases an all-over tropical palm leaf pattern. Style with hoop earrings and clear mules.
Fit & Features
- Sleeveless halter neckline, cross-front straps, tie-back design
- Center bust cutout, O-ring accent, dual waist cutouts
- Backless design, dual tie-back straps, elasticized back waistband
- Floor-length hem, dual high front slits, A-line silhouette
- Tropical palm leaf print
- Woven fabric, lined bust, no stretch
- Runs true to size
Style Number/Barcode: 05102-5087
Category Name: Maxi Dresses
Price: $5.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vacay Babe Tropical Print Maxi Dress
Create an iconic vacay babe look with this alluring tropical print maxi dress! It features a sleeveless square neckline, spaghetti straps, a flattering high waist seam, ruching down one side leading to a thigh-high slit, and a long-length hem with a curve-hugging silhouette. The lightweight knit fabric features an all-over tropical palm leaf print. Complete the 'fit with strappy sandals and sleek shades.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- High waist seam, ruched side seam, thigh-high slit
- Long-length hem, curve-hugging fit
- Tropical palm leaf print
- Knit fabric, lined bust, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5178
Category Name: Maxi Dresses
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual-Chic Style Muse High Slit Maxi Dress
Show off your elevated casual-chic style in this high slit maxi dress. Featuring a sleeveless crew neckline with tank shoulder straps, trendy side cutouts at the waist, a maxi-length hem, and a thigh-high side slit, this dress will get you major compliments. The ribbed knit fabric offers plenty of stretch. Complete the look with sleek hoops and strappy heels.
Fit & Features
- Sleeveless crew neckline
- Tank shoulder straps
- Dual side cutouts at the waist
- Maxi-length hem
- High side slit
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4866
Category Name: Maxi Dresses
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sunkissed Beauty Tropical Print Cutout Maxi Dress
You'll be a stunning sunkissed beauty in this tropical print maxi dress that will give off alluring energy. It features a sleeveless asymmetric one-shoulder neckline with a single bungee spaghetti strap, a bold asymmetric side cutout at the waist with a chic O-ring accent, a hip-hugging fit, a sultry thigh-high side slit, and a floor-length hem. The smooth and stretchy knit fabric features an all-over tropical palm leaf print. Style with strappy sandals.
Fit & Features
- Sleeveless asymmetric one-shoulder neckline
- Single bungee spaghetti strap
- Asymmetric side cutout at the waist, O-ring accent
- Hip-hugging fit, high side slit, floor-length hem
- Tropical palm leaf print
- Knit fabric, mini-length lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5091
Category Name: Maxi Dresses
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Touch Of Sexy Slim-Fit High Slit Maxi Dress
Add a touch of sexy to your evening out in this sleeveless maxi dress! It features a sweetheart neckline with cowl draping, spaghetti straps, a slim curve-hugging silhouette, a high side slit, and a long-length hem on smooth knit fabric. Complete the look in statement heels.
Fit & Features
- Sleeveless sweetheart neckline, cowl draping
- Spaghetti straps
- Slim curve-hugging silhouette
- High side slit
- Long-length maxi hem
- Smooth knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2436
Category Name: Maxi Dresses
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vacay Happy Hour Tropical Print Maxi Dress
This tropical print maxi dress was made for sippin' margaritas and enjoying the ocean breeze! It features a sleeveless V-neckline with the cutest tie-front design, adjustable spaghetti straps, a stretchy smocked back panel, a high waist seam, and a flowy floor-length hem with a thigh-high front slit. The lightweight gauze fabric features an all-over palm leaf print to capture those vacay vibes. Style with slip-on sandals.
Fit & Features
- Sleeveless V-neckline, tie-front
- Adjustable spaghetti straps, stretchy smocked back
- High waist seam
- Flowy floor-length hem, high front slit
- Tropical palm leaf print
- Gauze fabric, no stretch
- Runs true to size
Style Number/Barcode: 05102-5117
Category Name: Maxi Dresses
Price: $10.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pick Me Floral Lace-Up Maxi Dress
This floral maxi dress will be the first pick in your closet! It features a sleeveless V-neckline with a knotted bust, spaghetti straps that creates the open lace-up back design, and a flowy slim silhouette. Complete the look in cute new sandals for a baby shower or casual lunch out!
Fit & Features
- Sleeveless V-neckline, knotted bust
- Spaghetti straps
- Lace-up open back
- Flowy slim silhouette
- Maxi-length hem
- Floral print, breezy woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 05102-4947
Category Name: Maxi Dresses
Price: $5.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Marvelous Style Marble Print Maxi Dress
Showcase a marvelous style in this trendy marble print maxi dress! It features a sleeveless square neckline, spaghetti straps, an asymmetric side cutout at the waist to add a sultry vibe, ruching down one side seam with an adjustable drawstring, an asymmetric maxi-length hem creating a thigh-high side slit, and a curve-hugging silhouette. The all-over eye-catching marble print pattern on the smooth and stretchy knit fabric will draw all the attention to you! Complete your summer party look with clear heels.
Fit & Features
- Sleeveless square neckline, spaghetti straps
- Asymmetric side cutout at the waist
- Ruching down one side seam, adjustable drawstring
- Asymmetric maxi-length hem, high side slit, curve-hugging fit
- Marble print
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5119
Category Name: Maxi Dresses
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Casual Sultry Vibes Cutout Maxi Dress
Bring the casual sultry vibes to your weekend plans with this curve-hugging maxi dress. It features a sleeveless sweetheart neckline with a twist-front design, spaghetti straps, a bold waist cutout at the front, a maxi-length hem with a chic back slit accent, and a bodycon silhouette. The ribbed knit fabric offers plenty of stretch. Style with clear mules for drinks with the girls.
Fit & Features
- Sleeveless sweetheart neckline, twist-front design
- Spaghetti straps
- Waist cutout
- Maxi-length hem, back slit
- Bodycon fit
- Ribbed knit fabric, lined bust, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5186
Category Name: Maxi Dresses
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Getaway Bound Tropical Cowl Neck Maxi Dress
You'll be ready for your getaway with this tropical maxi dress in your carry-on! It features a sleeveless cowl neckline, spaghetti straps that crisscross in the back, a curve-hugging slim silhouette, and a flirty front slit. Complete the look in espadrille wedges and sunnies!
Fit & Features
- Sleeveless cowl neckline, bust lining
- Spaghetti straps, crisscross back
- Curve-hugging, slim silhouette
- Front slit
- Maxi-length hem
- Tropical print, smooth knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4999
Category Name: Maxi Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dinner With A View Tropical Slit Maxi Dress
You may be on vacay with incredible views but you'll be the main attraction in this tropical maxi dress perfect for dining on the island! It features a sleeveless square neck, adjustable spaghetti straps, a front adjustable ruched drawstring that lets you customize the style, a sultry front slit, and a flattering slim curve-hugging silhouette. The maxi dress is composed of a slinky knit fabric with a tropical print and a short stretchy knit lining. Complete the look in strappy heels.
Fit & Features
- Sleeveless square neck, adjustable spaghetti straps
- Front adjustable ruched drawstring
- Slim curve-hugging silhouette
- Front high slit
- Maxi-length hem
- Tropical print, slinky knit fabric, short stretchy knit lining
- Runs true to size
Style Number/Barcode: 05102-5031
Category Name: Maxi Dresses
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vacation Awaits Tropical Print Cutout Maxi Dress
Be sure to pack this bold tropical print maxi dress in your carry-on for your next warm-weather vacay! It features a sleeveless V-neckline with a twist-front design at the bust, a sultry waist cutout at the front, adjustable spaghetti straps, a floor-length hem with a thigh-high front slit, and a flowy A-line silhouette. The smooth and stretchy knit fabric features an all-over tropical palm leaf print for an island vibe. Style with strappy sandals.
Fit & Features
- Sleeveless V-neckline, twist-front design
- Front waist cutout
- Adjustable spaghetti straps
- Floor-length hem, high front slit
- Flowy A-line silhouette
- Tropical palm leaf print
- Knit fabric, mini-length lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4928
Category Name: Maxi Dresses
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sunset Romance Tropical Print Maxi Dress
Give off a romantic allure at your sunset dinner date in this form-hugging maxi dress! It features a sleeveless cowl neckline, spaghetti straps, an open back with a cross-back lace-up strappy design, a floor-length hem with a sultry asymmetric high side slit to showcase some leg, ruched detailing, and an all-over tropical palm leaf print. Style with hoop earrings and espadrille wedges.
Fit & Features
- Sleeveless cowl neckline, spaghetti straps
- Open back, cross-back lace-up strappy design, tie closure
- High waist seam, floor-length hem, asymmetric high side slit
- Form-hugging fit, ruched detailing
- Tropical palm leaf print
- Knit fabric. lined bust, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4996
Category Name: Maxi Dresses
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance