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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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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Ruffle Realness Denim Cutout Maxi Dress
Sweet from the front, spicy from the back. With bold cutout accents, a hoop insert, and ruffled tiered flow, this maxi is bringing the drama in the cutest way possible.
Fit & Features
- Denim fabric, sewn-in knit lining
- Sweetheart neckline
- Adjustable spaghetti straps
- Cutout bodice design, hoop insert
- Stretchy smocked back panel, cutout accent, lower zipper and hook-eye closure
- Ruffled tiered maxi-length silhouette
- Runs true to size
Style Number/Barcode: 05102-000131
Category Name: Maxi Dresses
Price: $30.97 $68.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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
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Hila Floral Chiffon A-Line Dress
Special Occasion
Decked with pretty florals, our lovely Hila will have you feeling oh-so-fine. She's the perfect plus one for any spring-time soiree! Her breezy chiffon skirt will look and feel as though it's forever-flowing as you glide from room-to-room. Look even more enchanting by adding a pair of glistening earrings and heels to complete the look!
Fits & Features
- Adjustable Spaghetti Straps
- Surplice V Neckline
- Back Zipper With Hook & Eye Closure
- Floor Length Hemline I A-Line Silhouette
- Fully Lined Chiffon Fabric
- Form Hugging Fit I Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0654
Category Name: Maxi Dresses
Price: $19.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Love Chiffon Ruffle Strap Maxi Dress
Romance is in the air! Take everyone's breath away with this charming maxi dress!
Fits & Features
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Ruffle-Trim Shoulder Straps
- Surplice V Neckline I Smocked Back
- Adjustable Waist Tie
- Maxi Length Silhouette I Partial, Mini Length Knit Lining
- Wrap Skirt Reveals Front Slit
- Chiffon Fabric
- Moderate Stretch
Style Number/Barcode: 05101-0781
Category Name: Maxi Dresses
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ruffle-Trim Shoulder Straps
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Fab In Floral Brushed Knit Maxi Dress
Walk right in like you own the place! This maxi dress features romantic florals throughout and a flowy, trailing skirt. Wear some bold earrings and block heels for a perfect 'fit!
Fits & Features
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Spaghetti Straps
- Square Neckline | Elastic Back
- Maxi Length Silhouette | Dual Front Slit
- Brushed Knit Fabric
- Form Hugging Fit | Plenty Of Stretch
- Zipper Not Featured
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05101-0409
Category Name: Maxi Dresses
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Spaghetti Straps
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Chiffon Tropical Floral Maxi Dress
You are bronzed and ready for vacay in this goddess-like tropical maxi dress!
Fit & Features
- V-neckline
- Spaghetti straps
- Drop shoulder detailing
- Long maxi hemline
- Chiffon material | Minimal stretch
- Tropical floral pattern
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-0036
Category Name: Maxi Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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She's A Vision Abstract Cowl Slit Maxi Dress
Make a statement and turn heads in this abstract maxi dress on vacation or at a chic pool party! The cowl neck, adorned with hoop trims, adds a touch of glamour, while the high side slit and maxi length hem elongate your silhouette and add a hint of allure.
Fit & Features
- Abstract print, stretchy knit fabric
- Cowl neckline with hoop trims, spaghetti strap
- Open strappy back
- High side slit, hoop insert
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-6084
Category Name: Maxi Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: In Stock
Available Color: RED
Available Size: S, M, L
Product Badge:- Sale
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Elisa Floral Chiffon Cross Back A-Line Dress
Special Occasion
You'll look as beautiful as a garden in our ethereal Elisa! Her wrap skirt is crafted from flowy chiffon, revealing a playful front slit that lets you show off your heels. Elisa is the perfect wedding guest dress for that special outdoor wedding.
Fits & Features
- Adjustable Spaghetti Straps That Cross At The Back
- Surplice V Neckline
- Back Zipper With Hook & Eye Closure
- Floor Length Hem I A-Line Silhouette
- Chiffon Lined, Wrap Skirt Reveals A Front Slit
- 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: 05002-0464
Category Name: Maxi Dresses
Price: $19.97 $66.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Blissful In Lace Maxi Dress
This gorge lace maxi dress will have you looking and feeling blissful! Don't forget to pair this dress with a fab mini purse and block heels!
Fits & Features
- Crew Neckline I Button Nape & Keyhole Opening At Back
- Sheer Fitted Long Sleeves I Smocked Cuffs
- Sheer Partially Lined Bodice
- Maxi Length Hem
- Lace Fabric I Mini-Length Lining
- Form Hugging Fit I Plenty Of Stretch
Style Number/Barcode: 05101-0760
Category Name: Maxi Dresses
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
- Crew Neckline I Button Nape & Keyhole Opening At Back
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Dreamy Meadow Chiffon Ruffle Maxi Dress
Look like a dreamy meadow in this flowy and sweet midi dress! Slip into some block heels and you'll be ready for your spring soiree!
Fits & Features
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Adjustable Spaghetti Straps
- Surplice V Neckline I V Back
- Back Zipper
- Maxi Length Silhouette I Ruffle-Trim Hem I Partial Lining
- Adjustable Drawstring & Ruching At Front Side
- Chiffon Fabric I Floral & Botanical Prints
- Minimal Stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05101-0769
Category Name: Maxi Dresses
Price: $21.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Adjustable Spaghetti Straps
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Fine In Florals High Neck Maxi Dress
Florals are DEF your color, bb girl! Show off your curves in our Fine In Florals maxi dress!
Fits & Features
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Spaghetti Straps That Cross & Lace-Up At The Back
- High Neckline
- Maxi Length Silhouette
- Dual Side Slits
- Smooth Jersey Knit Fabric
- Form Hugging Fit I Ample Stretch
Style Number/Barcode: 05102-0277
Category Name: Maxi Dresses
Price: $20.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Spaghetti Straps That Cross & Lace-Up At The Back
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Mesmerizing In Mesh Lace Dress
Show off a little skin in this sexy dress! The sleek inner bodysuit provides perf coverage against the mesh skirt!
Fits & Features
- Adjustable Spaghetti Straps
- Unlined, Lace & Mesh Bodice I Underwire Bust
- Elastic Waistband
- Maxi Length Silhouette I Mesh Skirt
- Built-In Bodysuit With Dual Snap Button Closure I Cheeky Coverage
- Moderate Stretch
Style Number/Barcode: 05101-0397
Category Name: Maxi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Carella Wrap Glitter Dress
Special Occasion
Crafted from a lightweight waffle knit fabric, glitter embellishments twinkle and shine from top to bottom on our stunning Carella. Her wrap skirt reveals a flirty front slit, letting you show off those heels and glide around comfortably!
Fits & Features
- Spaghetti Strap
- Surplice V Neckline
- Floor Length, Wrap Skirt
- Front Slit
- Waffle Knit Fabric With Glitter Embellishments
- Form Hugging Fit | Moderate Stretch
- Zipper Not Featured
Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0789
Category Name: Maxi Dresses
Price: $29.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Own Knit Open Back Midi Dress
Own your look bb! You know how to werk it, especially in this sultry open back knit midi dress!
Fit & Features
- Mock neckline
- Long fitted sleeves
- Open back | Twist back detail | Lower back cut out
- Curve hugging fit
- Ribbed knit fabric | Plenty of stretch
Style Number/Barcode: 05102-0656
Category Name: Maxi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Claudia Velvet Burnout Slim Gown
Velvet isn't going anywhere, it is timeless! We are loving this vintage inspired piece intricately designed with a stunning floral pattern and a floor length slim fit! Style with neutral heels, and soft curls!
Fit & Features
- V- neckline
- Adjustable spaghetti straps
- Full lining that cuts off slightly above hemline
- Floor length hemline
- Slip on fit | Moderate stretch
- Velvet with floral pattern
Model is 5'9" with 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: 05002-0771
Category Name: Maxi Dresses
Price: $14.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feelin' Bold Floral Mesh Strapless Maxi Dress
Be a bold babe in this airy mesh maxi dress designed with a large floral print pattern to turn heads. Featuring ruching at the bust, a high-cut side slit, and a form-hugging silhouette, style with wedges for a sunset dinner.
Fit & Features
- Sheer mesh fabric with full-length brushed knit lining, high stretch
- Large floral print
- Strapless straight-across neckline
- Ruched bust
- Thigh-high side slit
- Maxi-length hem, form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05101-000098
Category Name: Maxi Dresses
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free