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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Romantic Flair Floral Lace-Up Maxi Dress
Bring the romantic flair in this gorgeous floral print maxi dress with a form-hugging silhouette to highlight your curves. The alluring open lace-up back will turn heads and capture all the attention.
Fit & Features
- Knit fabric, high stretch
- Floral print
- Sleeveless V-neckline
- Open back, cross-back lace-up design
- Maxi-length hem
- Form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05101-000055
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bold Beauty Floral Maxi Dress
Just as bold as it is beautiful, this maxi dress is designed with a statement floral print on a body-skimming silhouette. It's perfect for your next vacation or weekend plans!
Fit & Features
- Floral print, mesh fabric, soft stretchy knit lining
- Strapless neckline
- Form-hugging bodice
- Relaxed maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-6118
Category Name: Maxi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Into The Sun V-Neck Maxi Dress
Sun goddess maxi dress boasting a V-neckline with a unique metal accent and a body-skimming silhouette. Style with strappy sandals for a sunset dinner.
Fit & Features
- Textured knit fabric, soft knit stretchy lining
- V-neckline with metal accent
- Spaghetti straps
- Body-skimming silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000002
Category Name: Maxi Dresses
Price: $45.90
Availability: Out of Stock
Product Badge:- Ships Free
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Gorgeous Soul Floral Halter Bodycon Maxi Dress
This floral maxi dress is here to accentuate your gorgeous self for sunset cocktails while on vacation! The halter V-neck and bodycon silhouette accentuate your curves while the maxi-length hem adds a chic touch with a pair of sandals.
Fit & Features
- Floral print, mesh fabric lined with stretchy knit
- Halter V-neckline, tie straps
- Bodycon silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-4135
Category Name: Maxi Dresses
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Vacay Muse Floral Mesh Maxi Dress
You'll be a gorgeous vacay muse in this curve-flaunting maxi dress designed with a large floral print on airy mesh fabric. Perf for pairing with wedges!
Fit & Features
- Sheer mesh fabric, full-length knit lining, high stretch
- Large floral print
- Sleeveless V-neckline
- Spaghetti straps
- Maxi-length hem
- Form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05101-000056
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vacay Beauty Strappy Back Floral Maxi Dress
Aim to charm effortlessly in this floral maxi dress while on vacation for a sunset dinner! With its stunning strappy back and curve-hugging fit, this dress is a must to pack.
Fit & Features
- Floral print, mesh fabric, stretchy knit lining
- Square neckline, padded bra cups
- Spaghetti straps
- Strappy back, lower zipper and hook-eye closure
- Curve-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000026
Category Name: Maxi Dresses
Price: $39.90
Availability: Out of Stock
Product Badge:- Ships Free
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Now In Bloom Open Back Floral Maxi Dress
A sultry open back you'll adore with chic floral blooms! This maxi dress captures attention with its flattering cowl neckline and curve-hugging silhouette, perfect for shower celebrations and dressy events!
Fit & Features
- Floral print, mesh-lined fabric
- Cowl neckline
- Spaghetti strap ties
- Open back
- Curve-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000023
Category Name: Maxi Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Melany Formal Dual Slit A-Line Dress
Special Occasion
Bring the fire and desire in the Melany formal dress to make every jaw drop! Stun at black-tie weddings, galas, and award banquets. She features a sleeveless one-shoulder neckline with a cutout bust and a cutout back tank strap, an empire waist, and a flattering A-line silhouette with sexy dual front slits along her faux wrap-style long hem. The formal dress is composed of a slinky and smooth knit fabric with moderate stretch. Complete the look with lace-up heels and earrings.
Fit & Features
- Sleeveless one-shoulder neckline, cutout bust
- Cutout back tank strap
- Empire waist
- A-line silhouette, dual front slit, floor-length hem
- Slinky and smooth knit fabric, moderate stretch
- Strapless bra, sticky bra, or pasties recommended
- Runs true to size
Style Number/Barcode: 05002-6898
Category Name: Maxi Dresses
Price: $29.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sultry Mode Halter Cutout Maxi Dress
Amp up the sultry vibes of your summer 'fits with this sleek knit maxi dress featuring a halter square neck, an asymmetric waist cutout, and a curve-hugging silhouette.
Fit & Features
- Smooth knit fabric with knit lining, high stretch
- Sleeveless square neckline
- Tie-back halter spaghetti straps, partially open back
- Asymmetric side cutout
- Ruching
- Maxi-length form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05102-000051
Category Name: Maxi Dresses
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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With Love Lace Cutout Floral Slit Maxi Dress
Slip into this sultry floral maxi dress designed with a romantic lace sweetheart bust and bold back cutout with a flirty high side slit.
Fit & Features
- Floral print, mesh-lined fabric
- Lace sweetheart bust, cutout accent, lace shoulder straps
- Back cutout with hook closure
- Form-hugging silhouette
- High side slit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000043
Category Name: Maxi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Breath Of Fresh Air Smocked Maxi Tube Dress
Step out looking like a breath of fresh air in this maxi tube dress on vacay or weekend plans! The strapless, stretchy, smocked bodice ensures a perfect and comfortable fit that flatters your figure while the flowy, maxi-length hem creates an effortless look.
Fit & Features
- Woven fabric, bust knit lining
- Strapless V-wired neckline
- Stretchy smocked bodice
- Flowy maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-6076
Category Name: Maxi Dresses
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Slay All Day Paisley Mesh Maxi Dress
Look good from every angle—this paisley mesh dress understood the assignment. The halter square neckline and high side slit bring all the heat for a night out or glam rooftop vibes.
Fit & Features
- Paisley print, mesh-lined fabric, moderate stretch
- Halter square neckline with spaghetti straps
- Form-hugging silhouette
- High side slit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-6099
Category Name: Maxi Dresses
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Vacay Scandal Tropical Cutout Maxi Dress
Booked the trip? Now bring the drama in this tropical maxi dress! With metal hardware and skin-baring cutouts, this maxi is not for blending in—it's bold, body-hugging, and built for after-hours.
Fit & Features
- Tropical print, mesh fabric, smooth stretchy knit lining
- Halter neckline with hardware accents, spaghetti strap tie
- Bandeau-style cutout bodice with center metal U-ring
- Ruched high waist with hardware accent
- High front slit on a body-hugging maxi silhouette
- Runs true to size
Style Number/Barcode: 05102-000032
Category Name: Maxi Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sun And Spritz Tropical Cutout Maxi Dress
Just add sun and a spritz—this tropical print maxi is made for main character getaways. With side cutouts and breezy vibes, it’s giving effortlessly hot in every snap.
Fit & Features
- Lightweight woven fabric with tropical print, bust lining
- Square neck
- Cutout sides on the bodice
- Fitted bodice with trim detailing
- Bust tie, tank shoulder straps, back zipper and hook-eye closure
- Flowy maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000246
Category Name: Maxi Dresses
Price: $24.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Arianna Sleeveless Cutout Long Slim Formal Dress
Special Occasion
Achieve endless elegance in the gorgeous Arianna sleeveless long formal dress as a bridesmaid, wedding guest, or attending a banquet! Featuring a square neckline and adjustable spaghetti straps for a customizable fit. The cutout front and back design with an elasticized back strap with hook closure provides a perfect fit, while the high side slit and slim silhouette flatter your figure. Complete the look with earrings, a clutch, and heels!
Fit & Features
- Smooth knit fabric, stretchy knit lining
- Square neckline, adjustable spaghetti straps
- Cutout front and back
- Elasticized back strap with hook closure, zipper and hook-eye closure
- High side slit
- Slim silhouette
- Runs true to size
Style Number/Barcode: 05002-8535
Category Name: Maxi Dresses
Price: $9.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ella Cowl Neck Satin Dress
Special Occasion
Enchant the room instantly in this gorgeous floor-length gown! Ella features a stunning sleeveless cowl neck, flattering high slit, and sleek spaghetti straps.With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.
Fit & Features
- Stretch satin lined fabric
- Cowl neck, sleek spaghetti straps
- Form-fitting silhouette, high-side slit
- Floor-length hem
- Runs true to size
Where to Wear:
Prom, weddings, bridesmaids, fancy date nights, cocktail parties, engagement parties, rehearsal dinners
Style Number/Barcode: 05002-1728
Category Name: Maxi Dresses
Price: $54.90
Availability: In Stock
Available Color: MAUVE-2, ORANGE
Available Size: XS, S
Product Badge:- Sale
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Untamed Nights Zebra Print Maxi Dress
Go full wild mode in this zebra mesh dress—plunging cowl neckline, open back with tie straps, and a daring thigh-high slit. The hardware trim at the waist adds just the right amount of edge for a dress that owns every room.
Fit & Features
- Zebra print, mesh fabric, stretch knit lining
- Plunge halter cowl neckline
- Open back with ties
- Hardware waist trim
- High front slit
- Curve-hugging maxi silhouette
- Runs true to size
Style Number/Barcode: 05102-000292
Category Name: Maxi Dresses
Price: $46.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Garden Glam Floral Maxi Dress
This isn’t your garden-variety maxi dress, floral abstract print meets daring cutouts and sleek hardware trim for a look that’s equal parts sultry and statement. Perfect for casual celebrations, destination nights, or when you’re ready to own the room.
Fit & Features
- Floral Abstract print, mesh-lined stretch fabric
- Strapless sweetheart neckline, hardware trim
- Cutout bodice
- Side ruched seams
- Curve-hugging, maxi-length silhouette
- Runs true to size
Style Number/Barcode: 05102-000209
Category Name: Maxi Dresses
Price: $42.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Blush Hour Floral Ruffle Maxi Dress
Floaty, flirty, and made for golden-hour moments—this floral maxi is pure romance. With its V-neckline, layered ruffles, and breezy mesh, it’s made for weddings or any RSVP soiree.
Fit & Features
- Floral print, mesh fabric, sewn-in partial knit lining
- V-neckline
- Adjustable spaghetti straps
- Curve-hugging silhouette
- Layered ruffles
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000589
Category Name: Maxi Dresses
Price: $52.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L, XL
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Into the Wild Leopard Maxi Dress
Wild but make it chic—this mesh maxi dress drapes effortlessly with a sheer animal print finish. The sleek straps and body-skimming silhouette make it perfect for layering or styling with heels.
Fit & Features
- Leopard print, mesh-lined fabric
- V-neckline
- Spaghetti straps
- Curve-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000407
Category Name: Maxi Dresses
Price: $49.90
Availability: In Stock
Available Color: TAUPE
Available Size: XS, S, M, L
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Untamed Nights Halter Slit Maxi Dress
Glam meets wild in this sultry halter maxi dress. With its curve-hugging fit, statement hardware, and bold slit, it’s made for spotlight entrances and after-dark drama.
Fit & Features
- Animal print, knit-lined fabric with stretch
- Halter neckline, hardware insert, spaghetti strap tie
- Bodice cutout with hardware insert
- High front slit
- Form-hugging silhouette, maxi hem
- Runs true to size
Style Number/Barcode: 05102-000294
Category Name: Maxi Dresses
Price: $45.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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So Sleek Strappy Back Maxi Dress
A dress that does the flirting for you—sleek, slinky, and unforgettable. With a curve-loving fit and sultry strappy back, it’s your go-to for nights that demand a little drama.
Fit & Features
- Slinky knit fabric, high stretch
- Sleeveless V-neckline
- Dual bungee spaghetti straps
- Open back, cross-back strappy design
- Maxi-length form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05101-000368
Category Name: Maxi Dresses
Price: $54.90
Availability: In Stock
Available Color: OLIVE
Available Size: XS, S, M, L, XL
- Slinky knit fabric, high stretch
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Bloom Season Floral Mesh Maxi Tube Dress
Meet your new obsession for dinner dates and chic soirées. This floral mesh maxi dress hugs in all the right places with a strapless neckline that feels effortlessly elevated.
Fit & Features
- Sheer mesh fabric with knit lining, high stretch
- Floral print
- Strapless straight-across neckline
- Ruching
- Maxi-length hem, back slit
- Form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05101-000252
Category Name: Maxi Dresses
Price: $44.90
Availability: In Stock
Available Color: NATURAL
Available Size: XS, S, M, L, XL
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Ocean Eyes Halter Maxi Dress
Serving sultry mermaid vibes, this maxi dress is pure liquid allure. With its daring plunge, bold hardware detail, and sleek fit, it’s the statement dress that makes every entrance unforgettable.
Fit & Features
- Abstract tie-dye print, mesh-lined stretchy fabric
- Plunge halter cowl neckline with hardware insert
- Open back with tie closure
- Curve-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000674
Category Name: Maxi Dresses
Price: $49.90
Availability: In Stock
Available Color: BLUE
Available Size: XS, S, M, L