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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Stuck on Floral Maxi Dress
Have a floral moment in this flowy maxi dress! Style it with hoops and wedges for the perfect day date look.
Fit & Features
- Off the Shoulder
- Double Front Slits
- Maxi Length
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-0632
Category Name: Maxi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tropical Getaway Sleeveless Asymmetrical Ruched Midi Dress
Head to the tropics in this midi dress that brings a tropical burst of color. This vacation-ready dress features a sleeveless bodice, a plunging V-neckline and adjustable spaghetti straps that lead to an X-back design. The relaxed fit waist leads to a midi length silhouette with a ruched side seam and an asymmetrical high slit to show off a hint of skin. The all-over tropical print features bright hues that perfectly complement the neutral background. The dress is composed of a smooth knit fabric that offers a form-hugging fit. Complete your look with a pair of heels and golden hoop earrings.
Fit & Features
- Plunging V-neckline
- Adjustable spaghetti straps
- X-back
- Midi length silhouette
- Tropical print
- Asymmetrical high side slit
- Form hugging fit
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0579
Category Name: Maxi Dresses
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Floral Beauty Sleeveless Chiffon Maxi Dress
Radiate beauty in a floral maxi dress that brings the charm. Perfect for that next bridal shower this maxi dress features a sleeveless plunging v-neckline, a crochet lace detailed lace, and an all-over floral print. Complete your romantic outfit with duster earrings and clear heels.
Fit & Features
- Sleeveless plunging v-neckline
- Crochet lace detailed waistband
- Floral print
- Maxi length silhouette
- Chiffon knit fabric
- Relaxed fit
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0596
Category Name: Maxi Dresses
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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On Your Radar Ruched Maxi Dress
Get on their radar in a sleek maxi dress that shows off curves in all the right places. The maxi dress features a square neckline, sleek spaghetti straps and ruched maxi length silhouette with a high side slit to show off glowing gams. Complete your look with clear heels and statement earrings.
Fit & Features
- Sleeveless square neckline
- Sleek spaghetti straps
- Maxi length silhouette
- Ruched side seams that streamline design
- High side slit
- Smooth knit fabric
- Form hugging fit, moderate stretch
Model is 5'8" with 32" bust, 24" waist and 36.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0332
Category Name: Maxi Dresses
Price: $15.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Adore You Floral High Slit Maxi Dress
Feel adored in a floral dress that brings some serious butterflies this season. The dress features a gorgeous floral print, a flattering cowl neckline, and a maxi length silhouette that is accented a high side slit. Complete your date-night ready outfit with sleek hoop earrings and strappy heels that mesmerize.
Fit & Features
- Sleeveless bodice
- Cowl neckline
- Spaghetti straps that cross at the back
- Floral print
- Maxi length silhouette
- High side slit
- Smooth knit fabric, form-hugging fit
Model is 5'8" with 32" bust, 24" waist and 36.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-0529
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Scooped In Style Sleeveless Cutout Ribbed Maxi Dress
Serve up a stylish look in a maxi dress that slays girl! Step out in this dress that features a sleeveless bodice, a scoop neckline with tank-like straps, a sexy mid-drift cutout to show off a hint of skin, and a maxi length silhouette with twist front accent to reveal a mini length skirt. Complete outfit with wedges and fringe earrings.
Fit & Features
- Sleeveless scoop neckline
- Tank-like straps
- Mid-drift cutout
- Maxi length silhouette overlay with twist front accent
- Mini length skirt
- Ribbed knit fabric
- Form hugging fit
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0462
Category Name: Maxi Dresses
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fresh Blooms Side Slit Maxi Dress
It's time to refresh and reset for the szn! This spring-ready maxi will be your go-to piece for daytime events! Slip into some mules and add some layered necklaces for a pretty OOTD!
Fits & Features
- Spaghetti Straps
- Scoop Neckline
- Thigh High Side Slit
- Maxi Length Silhouette
- Form Hugging Fit
- Zipper Not Included
Model is 5'9" with a 34" bust, 25" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-0289
Category Name: Maxi Dresses
Price: $9.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Tropical Surplice Wrap Maxi Dress
Wrap yourself in a floral maxi dress. Bring the vacation vibes this season in this dress that features an all-over tropical floral print, a sleeveless surplice wrap neckline, and spaghetti straps. The relaxed fit waist leads to a carefree maxi length silhouette. The dress is composed of a lightweight smooth knit fabric that offers a form hugging fit. Complete your outfit with dainty bracelets and face-framing sunglasses.
Fit & Features
- Sleeveless
- Wrap v-neckline
- Spaghetti straps
- Tropical floral print
- Maxi length silhouette
- Smooth knit fabric
- Form hugging fit
Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.
Style Number/Barcode: 05102-0194
Category Name: Maxi Dresses
Price: $21.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Tropical Print Cowl Neck Maxi Dress
Head to the tropics in a maxi dress. The vacation-worthy maxi dress features a draped cowl neck, spaghetti straps that lead to a bold open back and an all-over tropical palm leaf print. The relaxed fit waist leads to a sweeping maxi length silhouette that is accented with a daring high slit. Complete your look with clear heels to let the print speak for itself and a floppy hat.
Fit & Features
- Cowl neck
- Spaghetti straps
- Open back
- High slit, maxi length silhouette
- Tropical palm leaf print
- Smooth knit fabric
- Form hugging fit, moderate stretch
Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.
Style Number/Barcode: 05101-0446
Category Name: Maxi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Get The Scoop Maxi Dress
Get the scoop on the hottest new style in this sleek maxi dress! It features a sleeveless scoop neck, spaghetti straps that lead to a cross back, and a maxi length with a thigh-high slit along the asymmetrical hem. Complete the look in glitzy heels for your formal event.
Fit & Features
- Sleeveless, scoop neck, spaghetti straps
- Cross back design
- Thigh-high slit
- Bodycon silhouette
- Asymmetrical hem
- Jersey knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05101-0291
Category Name: Maxi Dresses
Price: $19.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Moment Maxi Dress
Create a charming moment in florals in this sweet maxi dress! Perfect for brunch when paired with fab heels and a neutral handbag!
Fit & Features
- Wrap V-Neckline
- Spaghetti Straps
- Elastic Waist
- Floral Print
- Maxi Silhouette
- Lined Knit Fabric | Mini Skirt Length Lining
- Relaxed Fit | Moderate Stretch
Style Number/Barcode: 05101-0530
Category Name: Maxi Dresses
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Slit Floral Knit Maxi Dress
Upgrade your dress with a floral print. The floral maxi dress features a sleeveless bodice, a plunging V-neckline, and spaghetti straps that lead to a partially open back with a square neck. The relaxed fit waist leads to a curve-hugging maxi length silhouette that is accented with a high side slit to reveal a hint of leg. The dress is composed of a smooth knit fabric that offers a form hugging fit. Complete your brunch-ready look with statement heels and extra-large hoops.
Fit & Features
- Sleeveless v-neckline
- Spaghetti straps
- Partially open back
- Floral print
- Maxi length silhouette
- High side slit
- Knit fabric
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0645
Category Name: Maxi Dresses
Price: $21.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bloom With Beauty Maxi Dress
Be a stunning blooming beauty in this floral printed maxi dress!
Fits & Features
- V Neckline
- Spaghetti Straps
- Sheer Lace Back With Zipper I Elastic Back Cut-Out
- High Waist Seam
- Flowy, Maxi Length
- Sheer Chiffon Fabric I Knit Lining
- Relaxed Fit I Minimal Stretch
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
*Also available in Plus.Style Number/Barcode: 05102-3887
Category Name: Maxi Dresses
Price: $24.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Getaway Girl Floral Smocked Tube Maxi Dress
Girl, you'll look stunning on your weekend getaway in this floral tube maxi dress! It features a strapless square neckline, a smocked bodice, and a flowy maxi-length silhouette with a ruffle bottom hem. Don't forget to add a pair of wedges and a wide brim hat to your cart as well!
Fit & Features
- Strapless square neckline
- Stretchy smocked bodice
- Maxi-length silhouette, mini-length lining
- Ruffle bottom hem
- Floral printed woven fabric
- No stretch
- Runs true to size
Style Number/Barcode: 05101-0033
Category Name: Maxi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Strapless square neckline
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Serving Up Sass Maxi Dress
Serve up some major sass in this slay-worthy maxi dress that brings the drama! Pair this beauty with strappy heels and a luxe clutch for a look that's ready for a night out with the squad!
Fit & Features
- Wrap V-Neckline
- Spaghetti Straps
- Ruched Side Seam
- Asymmetrical High Side Slit
- Lined Smooth Knit Fabric
- Form Hugging Fit
- Moderate Stretch
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0519
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ava Formal Floral Pleated Dress
Special Occasion
Bloom into the season in charming florals as you make a dreamy impression in our Ava formal floral dress! Her florals and pleats are bring a sweet attention to detail that we love for a bridal shower or spring wedding. Complete Ava with a pair of clear heels to let the print really standout!
Fit & Features
- V-Neckline
- Ruffled Should Straps
- Open Back
- Floral Print
- Pleated A-Line Silhouette
- Lined Chiffon Fabric
- Relaxed Fit
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05002-1033
Category Name: Maxi Dresses
Price: $14.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Slit Decision Ruched Maxi Dress
Yesssss, we stan a dress with a slit and stretchy fit! It's a no-brainer girl. Slip into this dress and show off that body in this curve-hugging maxi!
Fits & Features
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Scoop Neckline I Square Back
- Adjustable Spaghetti Straps
- Maxi Length Silhouette
- Slit At The Side With Adjustable Drawstring
- Smooth Jersey Knit Fabric
- Form Hugging Fit
- Plenty Of Stretch
Style Number/Barcode: 05101-0441
Category Name: Maxi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Scoop Neckline I Square Back
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Malie Formal Floral Chiffon Dress
Special Occasion
Bring the romance in florals as you make a dreamy entrance in our mesmerizing Malie floral chiffon dress! Pair her with sleek strappy stilettos and a pair of rhinestone embellished earrings for an unforgettable look!
Fit & Features
- Sleeveless Plunging V-Neckline
- Adjustable Spaghetti Straps } Cross Back Straps
- Floral Print
- A-Line Silhouette
- Chiffon Fabric
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0687
Category Name: Maxi Dresses
Price: $14.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flaunt Those Florals Waist Tie Dress
Work that springtime magic in this pretty and sweet maxi dress! Add a woven bag and wedges for a completed look!
Fits & Features
- Plunging V Neckline
- Waist Tie Design
- Sleeveless Bodice
- Maxi Length Silhouette
- Woven Fabric I Ditsy Floral Print Design
- Relax Fit I Minimal Stretch
Style Number/Barcode: 05102-0739
Category Name: Maxi Dresses
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Breezy Babe Crochet Maxi Dress
Enchant them all in this maxi dress! It's the perf vacay dress you need to pack before that trip!
Fits & Features
- Adjustable Spaghetti Straps
- V Neckline I Lined Crochet Front Design
- Tie Open Back
- Flowy Maxi Length Silhouette
- Textured Knit Fabric I Partial, Mini Length Knit Lining
- Relaxed Fit I Moderate Stretch
Style Number/Barcode: 05102-0294
Category Name: Maxi Dresses
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Oh My Ruched Asymmetric Dress
Oh my gawwwwd girl! Flaunt it in this form-hugging dress! We'd love to see you layer this look with rhinestone earrings and heels!
Fits & Features
- High Neckline
- Spaghetti Straps
- Drawstring Ruching At The Side
- Asymmetric Midi Length Hemline
- Stretchy Jersey Knit Fabric I Partial, Mini Length Lining
- Form Hugging Fit I Moderate Stretch
Style Number/Barcode: 05101-0516
Category Name: Maxi Dresses
Price: $14.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Floral Stunner Ruched Maxi Dress
You'll be quite the stunner in this floral ruched maxi dress! Its stretchy knit fabric will hug and flatter your curves beautifully!
Fit & Features
- Spaghetti straps | Cross back
- V neckline
- Center ruched detailing
- Front slit
- Stretchy knit fabric
- Floral print
Style Number/Barcode: 05101-0073
Category Name: Maxi Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Gal Lace Up Back Chiffon Floral A-Line Dress
Special Occasion
Glide along effortlessly in our beautiful Gal! Perfect for the springtime wedding guest, she's crafted from airy chiffon with beautiful rose print throughout. Features like her thigh-high slit let you show off your heels and dance throughout the night without any constrictions. Pair her with a crossbody clutch for a chic (and practical) touch!
Fits & Features
- Buttoned Halter Straps
- Cross & Laces Up At The Back I Elastic Back Waistband
- Plunging V Neckline I Padded Bust
- Floor Length Hemline I A-Line Silhouette
- Front Slit
- Fully Lined Chiffon Fabric I Floral Print
- Form Hugging Fit I Moderate Stretch
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: 05002-0430
Category Name: Maxi Dresses
Price: $31.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Caralisa Floral Chiffon High Slit Dress
Special Occasion
Crafted from light chiffon, a scatter of floral and botanical prints deck out our lovely Caralisa. Her roomy long sleeves and airy chiffon skirt add on a layer of dreaminess to this utterly romantic dress. Slip into Caralisa for that spring wedding you've RSVP'ed to!
Fits & Features
- Unlined, Plunging Surplice V Neckline
- Tie Waist
- Sheer Long Sleeves With Gold-Tone Buttoned Cuffs
- Floor Length Hem I Thigh-High Slit
- Lined Chiffon Fabric
- Relaxed Fit I Moderate Stretch
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: 05002-0809
Category Name: Maxi Dresses
Price: $29.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free