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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Lucilla V-Neck Tiered Mesh Dress
Special Occasion
Ooh la la, Lucilla is here! Make a dramatic entrance in this eye-catching formal dress for your next fancy gathering. She features a trendy, sleeveless, surplice V-neck, adjustable spaghetti straps, and mesh straps that lace up along her open-back design. The voluminous ruffled tiered mesh skirt is designed in an A-line silhouette that gently sweeps across the floor. Complete the look in a glam rhinestone hairpiece for a stunning updo.
Fit & Features
- Sleeveless, surplice V-neck, adjustable spaghetti straps
- Open-back, lace-up, zipper closure
- A-line silhouette, floor-length hem
- Ruffled tiered mesh skirt, stretchy knit lining
- Sticky bra or pasties recommended
- Fits true to size
Style Number/Barcode: 05002-2184
Category Name: Maxi Dresses
Price: $59.97 $139.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Veronica Formal Floral Chiffon A-Line Dress
Special Occasion
Fresh, floral, and ready for your spring formal! The Veronica chiffon a-line dress is all romance in her effortless, sleeveless bodice with delicate details everyone will be swooning for. She features a plunge v-neckline with pleating and adjustable spaghetti straps that cross in the back on the open design. Her a-line silhouette flows into a floor-length hem to elongate your figure while creating an hourglass appearance. The formal dress is composed of an airy chiffon overlay with an inner knit lining. Complete the look in an elegant hairpiece for a stunning updo.
Fit & Features
- Plunge v-neckline, pleating, adjustable spaghetti straps
- Adhesive bra recommended
- Open-back design, cross straps, zipper closure
- A-line silhouette
- Floor-length hem
- Airy floral chiffon overlay, inner lining, no stretch
- Fits true to size
Style Number/Barcode: 05002-1886
Category Name: Maxi Dresses
Price: $14.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Siesta Keys Tropical Maxi Dress
Take a vacation to Siesta Keys looking fab in this tropical maxi dress! It features a sleeveless, v-neck, spaghetti straps, and a tie-front bust atop a cutout bodice leading to the form-fitting silhouette with a sultry side slit. Complete your vacay look in a straw hat and your fave sunglasses.
Fit & Features
- Sleeveless, v-neck, spaghetti straps
- Tie-front bust
- Cutout bodice
- Form-fitting silhouette
- Side slit, maxi hem
- Tropical print
- Fits true to size
Style Number/Barcode: 05102-4377
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Serve Sultry Vibes Halter Cowl Neck Maxi Dress
Serve sultry vibes only in this sleek knit maxi dress at your next rooftop party. The halter cowl neckline, alluring open back, and curve-hugging mermaid silhouette will steal all the glances.
Fit & Features
- Slinky knit fabric, high stretch
- Sleeveless cowl neckline, halter strap
- Open back
- Ruching
- Maxi-length hem
- Curve-hugging mermaid silhouette
- Runs true to size
Style Number/Barcode: 05101-4110
Category Name: Maxi Dresses
Price: $44.90
Availability: In Stock
Available Color: BROWN
Available Size: XS
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Life Made Easy Linen Halter Maxi Dress
Look effortlessly put together in this breezy striped linen maxi dress for a Duffy boat cruise or beachside brunch! It features a sleeveless, halter v-neck with tie-closure, a partial open-back with tie, hidden side pockets, and a flowy, maxi-length silhouette with a sultry front slit. Complete the look in a straw floppy hat and sandals.
Fit & Features
- Sleeveless, halter v-neck, tie-closure
- Partial open-back with tie
- Hidden side pockets
- Flowy silhouette
- Front high-cut slit
- Maxi-length hem
- Striped linen fabric, lining, no stretch
- Fits true to size
Style Number/Barcode: 05102-4468
Category Name: Maxi Dresses
Price: $6.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Total Beauty Floral Maxi Dress
Radiate your beauty in this blooming floral printed maxi dress! It features a romantic off-the-shoulder neckline, short ruffled drape sleeves, an empire waist, and a flowy floor-length silhouette with dual high front slits. Style this dress with strappy sandals.
Fit & Features
- Off-the-shoulder neckline
- Short ruffled drape sleeves
- Empire waist
- Floor-length silhouette, flowy fit, dual front slits
- Floral print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4535
Category Name: Maxi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Summer Frolic Crochet Maxi Dress
Frolic around this summer in this breezy sleeveless maxi dress featuring a delicate crochet trim, a plunge v-neckline, and a flowy, tiered floor-length hem on gauze woven fabric with a knit lining and no stretch. Complete your sunny day look in a floppy straw hat.
Fit & Features
- Sleeveless, plunge v-neckline, wide straps
- Empire waistline
- Back zipper closure
- Flowy, tiered maxi-length hem
- Crochet trim throughout
- Gauze woven fabric, knit lining, no stretch
- Fits true to size
Style Number/Barcode: 05101-1573
Category Name: Maxi Dresses
Price: $9.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Rosalynn Formal Sweetheart Dress
Special Occasion
Have yourself a renaissance romance in the Rosalynn formal dress sure to sweep your date off their feet. She features a sweetheart neckline, long bishop sleeves with button closures, and a twisted bodice with sultry cutout accents that lead to her floor-length a-line silhouette. The formal dress is composed of flowy chiffon fabric with lining. Complete the look in statement earrings for a touch of glam.
Fit & Features
- Sweetheart neckline, long bishop sleeves, button closure
- Padded cups
- Twisted bodice, cutout accents
- A-line silhouette, floor-length hem
- Back zipper closure
- Flowy chiffon fabric, lining
- Fits true to size
Style Number/Barcode: 05002-2077
Category Name: Maxi Dresses
Price: $19.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tie Dye For One Shoulder Dress
This maxi dress is totally tie-dye for your next beach day or vacay! Featuring a sleeveless, one-shoulder neck, tank-style strap, high waist seam, and a form-fitting silhouette with a side knot accent atop an asymmetrical hem. Complete the look in cute wedges and shades.
Fit & Features
- Sleeveless, one-shoulder neck, tank-style strap
- High waist seam
- Form-fitting silhouette
- Side knot accent
- Asymmetrical maxi-length hem
- Tie-dye print, brushed knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-4622
Category Name: Maxi Dresses
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Kris Formal Floral Chiffon Dress
Special Occasion
Romance the room in the Kris floral chiffon dress is perfect for a summertime soiree. She features a sleeveless, V-neck, adjustable spaghetti straps, and a delicately pleated bust atop an empire waist. Create a lovely look in her tiered A-line silhouette that gracefully sweeps along the floor with each step. The formal dress is composed of airy chiffon with an inner lining and no stretch. Complete your dressy look in chandelier earrings.
Fit & Features
- Sleeveless, V-neck, adjustable spaghetti straps
- Strapless bra recommended
- Pleated bust, empire waist, smocked back
- Tiered A-line silhouette
- Floor-length hem
- Floral chiffon fabric, inner lining, no stretch
- Runs true to size
Style Number/Barcode: 05002-2185
Category Name: Maxi Dresses
Price: $19.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Rue Formal Floral Wrap Dress
Special Occasion
Lace up in a formal dress that brings the romance! Rue features a pretty floral pattern, a sleeveless square neckline with padded cups, spaghetti straps that lead to a cross-back, and a lace-up back. Her slim fit bodice leads to a flowy wrap silhouette with a high side slit that is accented with a ruffled trim. The dress is composed of a lined of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with wedges and a straw hat.
Fit & Features
- Sleeveless square neckline
- Padded cups
- Spaghetti straps, cross-back
- Lace-up back
- High side slit, ruffled trim
- Floral pattern
- Lightweight woven fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 05002-2078
Category Name: Maxi Dresses
Price: $14.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stop and Stun Floral Slit Maxi Dress
Serving petal power with every step. This floral print maxi stuns with a draped cowl neckline and a high front slit that brings the drama (and the legs).
Fit & Features
- Floral print, mesh-lined fabric
- Cowl neckline
- Spaghetti straps
- Form-hugging fit
- High front slit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000348
Category Name: Maxi Dresses
Price: $52.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S
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Sonia Formal Halter Cutout Chiffon Long Dress
Special Occasion
Show some skin! Feel so sultry in the Sonia Formal Halter Cutout Chiffon Long dress for your next evening out. She features an alluring, sleeveless halter neck with tie-back closure, a ruched cutout bust, and a pleated empire waist. Her airy silhouette leads to a floor-length hem with a high-cut front slit for a sexy show of leg. The formal dress is composed of a flowy chiffon texture-lined fabric with no stretch. Finish the look in stiletto heels.
Fit & Features
- Halter neck with tie-back closure
- Disposable pasties recommended
- Ruched cutout bust, pleated empire waist
- Airy silhouette, floor-length hem
- High-cut front slit
- Chiffon texture lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 05002-2101
Category Name: Maxi Dresses
Price: $14.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Boho Breeze Crochet Maxi Dress
Look and feel like a daydream in this boho maxi dress designed in a breezy, silhouette featuring a sleeveless, crochet lace v-neck bodice, spaghetti straps, and a sultry open-back with a tie closure that leads to the flowy long hem. Complete the look in strappy sandals.
Fit & Features
- Sleeveless, crochet lace v-neck bodice, spaghetti straps
- Open-back, tie closure
- Flowy maxi silhouette
- Long-length hem
- Partially lined woven fabric
- Fits true to size
Style Number/Barcode: 05102-4449
Category Name: Maxi Dresses
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bora Bora Floral Chiffon Maxi Dress
Got vacay on the mind? This floral chiffon maxi dress is perfect for a trip to Bora Bora! Features a sleeveless, halter neck with tie-closure, ruched bust, and a cutout bodice atop a flowy, tiered maxi skirt. Complete the look in wedges and chic sunglasses.
Fit & Features
- Sleeveless, halter neck, tie-closure
- Ruched bust
- Cutout bodice
- Flowy, tiered maxi skirt
- Floral print
- Airy chiffon fabric, inner lining, no stretch
- Fits true to size
Style Number/Barcode: 05102-4391
Category Name: Maxi Dresses
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Date Night Chic Floral Maxi Dress
You'll be totally chic for date night in this floral maxi dress that brings the romantic vibes. It features a sleeveless cowl neckline, spaghetti straps that lead to a lace-up back design for a customized fit, and a fitted floor-length silhouette with a thigh-high front slit. Complete the look with cute mules.
Shop Midi Dress: Chic Romance Floral Midi Dress
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- Open back, strappy lace-up design, tie closure
- Floor-length fitted silhouette, high front slit
- All-over floral print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1443
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Zaya Formal Floral Chiffon Dress
Special Occasion
Let love bloom in a formal dress that brings the charm to your event! Zaya features a beautiful floral print, a sleeveless V-neckline, adjustable spaghetti straps that cross at the back, pleating throughout, and a high waist that leads to a flowy A-line silhouette. The dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with a rhinestone bracelet and heels.
Fit & Features
- Sleeveless V-neckline
- Adhesive bra recommended
- Adjustable spaghetti straps, cross at back
- Empire waist, lower back zipper
- Floral print, pleats
- A-line
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 05002-1884
Category Name: Maxi Dresses
Price: $14.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Swept Away Floral Ruffled Maxi Dress
Get swept up in a pretty maxi dress that brings the romance! The dress features a sleeveless sweetheart neckline, tie-up spaghetti straps, tiered ruffles, a floral print, and a maxi-length silhouette. The dress is composed of a lined lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with sandals and butterfly earrings.
Fit & Features
- Sleeveless sweetheart neckline
- Tie-up spaghetti straps
- Tiered ruffles
- Floral print
- Maxi length silhouette
- Lined lightweight woven fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 05101-1101
Category Name: Maxi Dresses
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Geneviève Floral Chiffon Wrap Dress
Special Occasion
Wrap yourself in a floral dress that brings romance to your event! Geneviève features a darling floral print, a sleeveless V-neckline, and adjustable spaghetti straps that cross at the back. Her back features a lace-up strap design and an elastic stretch at the lower back that leads to a zipper closure. Her slim-fit waist leads to a flowy wrap silhouette that is accented with a high side slit. She is composed of a lined chiffon fabric that offers a form hugging fit with minimal stretch. Complete look with wedges and a clutch for the perfect wedding guest outfit.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps, lace-up back
- Back zipper closure
- Floral print
- Wrap silhouette, high side slit
- Lined chiffon fabric
- Form hugging fit, minimal stretch, runs true to size
Style Number/Barcode: 05002-1889
Category Name: Maxi Dresses
Price: $19.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Own the Moment Tube Floral Slit Bodycon Maxi Dress
This strapless bodycon maxi dress brings major drama with a bold floral print and side thigh-high slit made to steal the spotlight at a beach brunch or on vacation!
Fit & Features
- Statement floral print, slinky knit stretchy fabric
- Tube neckline
- Side slit
- Bodycon silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000286
Category Name: Maxi Dresses
Price: $19.97 $46.90
On Sale: Yes
Availability: In Stock
Available Color: TAUPE
Available Size: S, M, L
Product Badge:- Sale
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Rose Above It V-Neck Slit Maxi Dress
Rise to a sophisticated and chic style in this rose floral maxi dress for your next dressy occasion! It features a sleeveless, v-neck, spaghetti straps that cross in the back, and a form-fitting silhouette with a sultry front slit to showcase some leg. Complete the look in heels and a clutch.
Fit & Features
- Sleeveless, v-neck, spaghetti straps
- Cross back straps
- Form-fitting silhouette
- Front slit, maxi-length hem
- Rose floral pattern. moderate stretch
- Fits true to szie
Style Number/Barcode: 05101-1509
Category Name: Maxi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Mailyn Chiffon Ruffled Formal Dress
Special Occasion
Leave them all entranced as you enter the room in the Mailyn chiffon formal dress that brings the ethereal vibes! She features a sleeveless scoop neckline, a ruffled trim overlay, adjustable spaghetti straps so you can customize the fit, an empire waist, and a flowy, floor-length silhouette. Dress her up in sparkly rhinestone heels and a matching clutch.
Fit & Features
- Scoop neck, adjustable spaghetti straps
- Strapless or adhesive bra recommended
- Ruffled trim overlay, empire waist
- Flowy silhouette
- Floor-length hem
- Sheer chiffon fabric, inner knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05002-2040
Category Name: Maxi Dresses
Price: $14.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Beachside Brunch Swim Coverup Dress
Strut down the pier looking so fab in this maxi coverup dress featuring a sleeveless V-neckline, tank straps, and a form-fitting silhouette with a sultry front slit. The coverup dress is composed of an unlined semi-sheer knit fabric that offers a form-hugging fit. Perf for layering over your bikinis, complete the look in sandals.
Shop More Sweater Dresses: Sweater Dress Collection
Fit & Features
- Sleeveless V-neckline, tank straps
- Surplice accent
- Form-fitting silhouette
- Front slit
- Maxi-length hem
- Unlined, semi-sheer sweater-knit fabric, no stretch
- Runs true to size
Style Number/Barcode: 06005-1250
Category Name: Maxi Dresses
Price: $7.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Catch The Bouquet Chiffon Maxi Dress
Tis' the season for weddings! Catch the bouquet in this floral chiffon maxi dress featuring cute long peasant sleeves, ruffled shoulders, and a sweetheart neck with a built-in padded bust. The fitted bodice leads to a maxi-length hem with a sultry side slit. Complete the look in strappy mules.
Fit & Features
- Long peasant sleeves, ruffled shoulders
- Sweetheart neck, built-in padded bust
- Fitted bodice, back smocked panel
- Side slit, maxi-length hem
- Floral pattern
- Chiffon-lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 05101-1521
Category Name: Maxi Dresses
Price: $26.97 $58.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free