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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Sahara Lace Up Back Wrap Dress
Special Occasion
Strike a pose in our sizzling Sahara wrap dress! She features a deep V neckline with bar accent detailing, a wrap front and a thigh-high slit. Pair this gorgeous formal dress with some strappy heels and dazzling rhinestone duster earrings.
Fits & Features
- Adjustable spaghetti straps
- Plunging V neckline with three bar accents
- Lace-up back
- Floor length hem with a wrap skirt and front slit
- Smooth tricot fabric
- Form-hugging fit
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0685
Category Name: Maxi Dresses
Price: $14.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- Adjustable spaghetti straps
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Tori Floral Chiffon A-Line Dress
Spring forward in our twirl-worthy Tori dress! Her all over floral print on sheer chiffon fabric will make for a stunning look.
Fit & Features
- Adjustable spaghetti straps | Cross back
- Plunging wrap front V neckline
- High waist
- Back zipper | Hook and eye closure
- Flowy sheer A-line chiffon skirt | Short knit lining
- Floral print
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0664
Category Name: Maxi Dresses
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Alina Chiffon Floral Dress
Special Occasion
Adorn yourself in pretty floral prints in our lovely Alina! She'd be the perfect look for attending weddings!
Fits & Features
- Adjustable Spaghetti Straps
- Wrap V Neckline
- Square Back I Back Zipper
- Floor Length Hemline I Slit At The Side
- Lined, Chiffon Fabric I Floral Prints Throughout
- Form Hugging Fit I Moderate Stretch
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0423
Category Name: Maxi Dresses
Price: $29.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Evie Floral Chiffon Two Piece Dress
Special Occasion
Create an enchanting moment with gorge florals as you enter the room in our dreamy Evie two piece dress!
Fit & Features
- Lined Floral Lace Bodice | V-Neckline
- Padded Cups | Double Row Spaghetti Straps
- Glitter
- High Waist Floor Length Silhouette
- Lined Chiffon
- Floral Print
- Relaxed Fit | Minimal Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05006-0081
Category Name: Maxi Dresses
Price: $58.97 $129.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Daisy Off Shoulder A-Line Dress
Special Occasion
Make an enchanting and stunning appearance in our beautiful Daisy!
Fits & Features
- Adjustable Spaghetti Straps
- Off Shoulder Straps I Deep Wire V Neckline I Princess Seams
- Back Zipper With Hook & Eye Closure
- Flowy, Floor Length Skirt I A-Line Silhouette I Side Slit
- Chiffon Fabric I Fully Lined
- Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0293
Category Name: Maxi Dresses
Price: $14.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plant One On Floral Maxi Dress
Flaunt your florals in this gorge maxi dress! It's the perfect dress for the winery or as a wedding guest!
Fits & Features
- Spaghetti Straps
- V-Neckline
- Maxi Length Silhouette With Gathering & Slit Detail At Side
- Smooth Jersey Knit Fabric I Floral Prints Throughout
- Curve Hugging Fit
- Ample Stretch
Style Number/Barcode: 05102-0251
Category Name: Maxi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lydia Floral A-Line Dress
Special Occasion
Enchant them all as you walk right past them in our beautiful Lydia! Her flowy silhouette enhances the way you enter (and exit!) a room.
Fits & Features
- Deep V Neckline I Pleating Accents At The Bust
- Adjustable Spaghetti Straps Cross At The Back
- Back Zip With Hook & Eye Closure
- Flowy, Floor Length Skirt I A-Line Silhouette I Mini Length Lining
- Chiffon Fabric I Floral Prints Throughout
- Relax Fit
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0663
Category Name: Maxi Dresses
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Wow Factor Cutout Maxi Dress
In this strapless maxi dress, you'll be checking yourself out in every mirror you pass! It boasts a metal square accent with a chic drape, a cutout bodice to show some skin, and a high front slit for effortless movement.
Fit & Features
- Texture knit fabric, stretchy knit lining
- Strapless sweetheart neckline, metal square accent, drape design
- Padded bra cups
- Cutout bodice, back zipper and hook-eye closure
- High front slit
- Maxi-length silhouette
- Runs true to size
Style Number/Barcode: 05102-000116
Category Name: Maxi Dresses
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Kendra Two Piece Lace & Chiffon Dress
Special Occasion
Take everyone's breath away as you walk out in our beautiful Kendra!
Fits & Features
- Glitter Lace Top With Full Knit Lining I Glitter May Transfer
- Tank-Inspired Straps I Back Zip With Hook & Eye Closure
- Scallop V Neckline & Crop Hem I Padded Bust
- Lined Chiffon Skirt With All Over Floral Print
- A-Line Silhouette I High Rise Waist
- Floor Length Hem I Back Zip With Hook & Eye Closure
- Form Hugging Fit I Slight Stretch
Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size 3.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05006-0084
Category Name: Maxi Dresses
Price: $9.97 $129.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Grace Two Piece Lace & Chiffon Dress
Special Occasion
Make a standout statement in our gorge Grace! Her solid glittery top and flowy floral skirt is just the combo you need for all your special soirees!
Fits & Features
- Sleeveless Lace Crop Top I Padded, Lined Bust I Glitter Throughout
- Crew Neckline I Back Zipper
- High Waist Skirt With Floral Prints Throughout
- Flowy, Floor Length Hem I A-Line Silhouette
- Back Zipper With Hook & Eye Closure
Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size 3.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05006-0509
Category Name: Maxi Dresses
Price: $19.97 $124.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Polly Formal High Slit Dress
Special OccasionBring the glamour in the ever so lovely Polly dress! She features a vibrant yellow hue, a sleeveless bodice, a plunging V neckline, padded cups, princess seams and adjustable narrow straps. Her slim fit bodice leads to an elongating sweeping floor length A-Line skirt that is accented with a high side slit to show off your heel game! She offers a form hugging fit with minimal stretch.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0089
Category Name: Maxi Dresses
Price: $9.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Kateri Crepe Midi Dress
Special Occasion
Our Kateri is a show-stopper! Her body-lovin' fit will hug your every curve.
Fits & Features
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Spaghetti Straps That Lace Up & Cross At The Back
- Plunging V Neckline
- Midi Length Silhouette With Front Slit
- Crepe Fabric
- Curve Hugging Fit
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0310
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Spaghetti Straps That Lace Up & Cross At The Back
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Danya Scuba Floral A-Line Dress
Special Occasion
Sway and sashay your way around the dance floor with our beautiful Danya! Her delicate floral prints add a flirty feminine touch.
Fits & Features
- Spaghetti Straps
- Plunging V Neckline I Princess Seams
- Zipper With Hook & Eye Closure At The Back
- A-Line, Floor Length Hem I High Slit At The Front
- Smooth Scuba Knit Fabric With Floral Prints Throughout
- Form-Hugging Fit I Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0355
Category Name: Maxi Dresses
Price: $19.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Jordan Chiffon Wrap Dress
Special Occasion
Channel your inner princess and leave them breathless with the ever-so-lovely Jordan!
Fits & Features
- Deep V Neckline
- Unlined, Long Sleeves I Elasticized Cuffs
- Self Tie Wrap Design At The Waist
- Elongated & Flowy Floor Length Hem
- Fully Lined, Chiffon Fabric
- Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0810
Category Name: Maxi Dresses
Price: $19.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Justina Floral Velvet Burnout Chiffon Dress
Special Occasion
Get swept away in this dreamy floral dress!
Fits & Features
- Plunging V Neckline I Empire Waist
- Adjustable Spaghetti Straps That Cross At The Back
- Zipper With Hook & Eye Closure At Back
- A-Line, Floor Length, Flowy Fit Skirt
- Chiffon Fabric With Velvet Burnout Floral Detailing I Fully Lined
- Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0452
Category Name: Maxi Dresses
Price: $9.97 $124.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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In Tulum One-Shoulder Tropical Maxi Dress
Perfect for your vacay in Tulum, this one-shoulder tropical maxi dress was made for sunset dinners and dancing!
Fit & Features
- Tropical print, smooth knit fabric with short stretchy lining
- One-shoulder neckline
- One shoulder strap with metal accents
- Front ruffled slit
- Bodycon silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-6073
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Vanna High Slit Velvet Dress
Special Occasion
You'll look smooth and sleek in our lovely Vanna. Captivate every room you walk into!
Fits & Features
- Plunging V Neckline With Halter Top Design
- Open Back I Zipper With Hook & Eye Closure
- Self Tie Belt
- Floor Length Silhouette With Thigh-High Slit
- Velvet-Like Composition I Fully Lined
- Form-Flattering Fit I Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0548
Category Name: Maxi Dresses
Price: $21.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Eliana Formal Plunging Wrap Dress
Special Occasion
Take the plunge in romantic florals! Eliana features a plunging wrap V neckline, long bishop sleeves with single button cuff and a high waist that leads to a sweeping A-line silhouette. Her all over airy chiffon fabric is semi-sheer and adored with a trendy floral print. She includes a mini skirt length knit lining. Dress offers a relaxed fit with minimal stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0297
Category Name: Maxi Dresses
Price: $25.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bridget Double Slit Dress
Special Occasion
Dream of a romantic getaway in our ravishing Bridget gown! She features a deep V neck and back, a banded waistline, and a pleated bodice. Her high waist flows to a floor-length skirt with an A-line design, a back zipper closure, and two thigh-high slits. She is fully lined with a smooth knit fabric that offers moderate stretch, and she has a tulle overlay that offers a dreamy angelic flow. Complete the look with cascading rhinestone duster earrings and a sleek clutch.
Fit & Features
- Tank shoulder straps
- V neck and back
- Back zipper and hook and eye closure
- High banded waist
- Floor-length skirt, A-line silhouette
- Sheer tulle fabric
- Full knit lining with dual high slits
- Runs true to size
Style Number/Barcode: 05002-0318
Category Name: Maxi Dresses
Price: $14.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plus Crochet In Color Dress
This cute crochet dress is perfect for a day out! It features a V neckline, adjustable spaghetti straps that create an X back, a sheer crochet waist, and a short flared skirt with a full lining.
Style Number/Barcode: 15102-0018
Category Name: Maxi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chanel Formal Pleated Chiffon Dress
Special OccasionTake the plunge in pretty pleats as you wow in our Chanel dress! She features an all over emerald green hue, a deep V neckline with wide tank-like straps, mini lattice strap accents on each side, an open back and a flowing floor length silhouette. Her all over pleated detailing truly makes her a one of a kind! Dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Includes a hidden lower back zipper closure with fish hook clasp.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6084
Category Name: Maxi Dresses
Price: $39.94 $109.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Rainbow Wave Maxi Dress
You love color, so embrace the rainbow! All eyes will be on you in this vibrantly chic maxi dress, which features a multi-hued stripe pattern, spaghetti straps, scoop neck, pockets at either hip, and plenty of stretch. Don't forget to pair it with the matching head wrap!
Style Number/Barcode: 05102-0244
Category Name: Maxi Dresses
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Life's A Beach Mesh Dress
Hit the pool, bask by the beach, or prep to party in this colorful mesh maxi! Dress features a vibrant tropical print in turquoise, blue, and rust, a strapless neckline, dramatic ruffle trim running from bust to hem, a high front slit, and built-in briefs. Dress bodice is semi-sheer and does not include a top. Maxi is made from a mesh blend material with moderate stretch.Style Number/Barcode: 05102-0286
Category Name: Maxi Dresses
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sun Coast Dream Paisley Bodycon Slit Maxi Dress
Enjoy a vacay or day out by the sunshine coast in this paisley maxi dress with a flattering bodycon fit and side slit for effortless movement!
Fit & Features
- Paisley boho print, mesh fabric, sewn-in brushed knit lining
- Square neckline
- Spaghetti straps, criss cross back
- Bodycon silhouette
- High side slit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-5928
Category Name: Maxi Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: In Stock
Available Color: NATURAL
Available Size: M, L
Product Badge:- Sale