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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Painted Muse Tube Slit Maxi Dress
Like wearing a work of art, this strapless maxi dress stuns with a marbled print and a curve-hugging silhouette. The sleek side slit adds just the right touch of drama for gallery nights, rooftop hotel bars, or dinner downtown.
Fit & Features
- Marbled print stretchy mesh fabric, sewn-in lining
- Tube strapless neckline
- High side slit
- Curve-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000247
Category Name: Maxi Dresses
Price: $42.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L, XL
Product Badge:- New Arrival
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Romantic Drama Floral Rhinestone Maxi Dress
This floral mesh maxi dress stuns with a plunging halter neckline, open back, and sparkling gem detail that catches the light. Perfect for cocktail parties, dressy celebrations, or nights that call for elegance.
Fit & Features
- Floral print, rhinestone-embellished
- Mesh fabric lined with stretch knit
- Halter plunge neckline, gemstone charm, tie closure
- Open back with adjustable strap
- Curve-hugging maxi silhouette
- Center back slit
- Runs true to size
Style Number/Barcode: 05101-000429
Category Name: Maxi Dresses
Price: $44.90
Availability: In Stock
Available Color: NAVY
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Artful Drama Floral Open Back Maxi Dress
Serve artful drama in this halter maxi dress featuring a draped cowl neckline, sultry open back, and a watercolor-inspired floral print. Made for cocktail receptions, weddings, and statement entrances into parties.
Fit & Features
- Watercolor floral print, mesh-lined fabric, stretchy
- Cowl halter neckline, tie closure
- Open back with tie closure
- Curve-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000690
Category Name: Maxi Dresses
Price: $52.90
Availability: In Stock
Available Color: BLUE
Available Size: S, M, L
Product Badge:- New Arrival
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Rooftop Romance Floral Mesh Halter Maxi Dress
Made for rooftop nights and lingering glances. This floral mesh halter maxi dress drapes effortlessly with a body-skimming fit that feels sultry yet effortless.
Fit & Features
- Sheer mesh fabric with knit lining, high stretch
- Large floral print
- Sleeveless cowl neckline
- Tie-back halter spaghetti straps, partially open back
- Maxi-length hem
- Form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05101-000631
Category Name: Maxi Dresses
Price: $44.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L, XL
Product Badge:- New Arrival
- Sheer mesh fabric with knit lining, high stretch
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Wine And Dine Floral Open Back Maxi Dress
Bold blooms meet a sultry silhouette. With its plunging cowl neckline, open back, and sweeping floral print, this gown is pure elegance with a daring allure. Perfect for date nights, weddings, or nights you want to stand out.
Fit & Features
- Floral print, mesh-lined fabric, moderate stretch
- Plunge cowl halter neckline
- Open back design
- Curve-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000617
Category Name: Maxi Dresses
Price: $52.90
Availability: In Stock
Available Color: RAISIN
Available Size: XS, S, M, L, XL
Product Badge:- New Arrival
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Blaire Satin Keyhole Slip Formal Dress
Special Occasion
Minimalist yet striking, the Blaire satin slip gown flows with a liquid-like sheen and a streamlined silhouette. A delicate keyhole accent at the neckline adds a modern allure, perfect for occasions where understated glam makes the boldest statement.
Fit & Features
- Premium satin fabric
- Contrast trim scoop neckline, keyhole accent
- Adjustable spaghetti straps
- Curve-skimming silhouette
- Floor-length hem
- Runs true to size
Where to Wear:
Weddings, cocktail parties, galas, rehearsal dinners, engagement parties, birthday dinners, fancy date nights, formal celebrations
Style Number/Barcode: 05002-000404
Category Name: Maxi Dresses
Price: $59.90
Availability: In Stock
Available Color: DENIM, BROWN
Available Size: XS, S, M, L, XL
Product Badge:- New Arrival
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Sunset Glow Satin Midi Dress
Bring the golden hour with you—this satin midi dress turns heads with its fluid cowl neckline, curve-hugging fit, and dreamy ombré effect. A luxe pick for celebrations, weddings, or dressy champagne brunches.
Fit & Features
- Ombre print, smooth satin fabric, woven lining
- Cowl halter neckline, tie closure
- Side zipper and hook-eye closure
- Open back with adjustable strap
- Curve-hugging fit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-000520
Category Name: Maxi Dresses
Price: $52.90
Availability: In Stock
Available Color: RUST
Available Size: XS, S, M, L, XL
Product Badge:- New Arrival
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Alluring Bloom Flocked Floral Mesh Maxi Dress
This dress is giving sultry garden goddess. The strapless neckline and body-hugging mesh silhouette keep it sleek, while the flocked floral detail adds just the right amount of romance. Perfect for whenever you want to turn a subtle moment into the moment.
Fit & Features
- Sheer mesh fabric with knit lining, high stretch
- Flocked floral print pattern
- Strapless straight-across neckline
- Back zipper closure
- Ruching
- Fitted silhouette, midi-length flared hem
- Runs true to size
Style Number/Barcode: 05101-000180
Category Name: Maxi Dresses
Price: $54.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L, XL
Product Badge:- New Arrival
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Off-The-Shoulder Moments Slit Maxi Dress
This off-the-shoulder maxi dress features ruched details that contour your shape, plus a high side slit for effortless allure. Perfect for shower celebrations, formal dinners, or anytime you want all eyes on you.
Fit & Features
- Smooth knit stretchy fabric
- Folded off-the-shoulder neckline
- Fitted long sleeves
- High side slit
- Form-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000344
Category Name: Maxi Dresses
Price: $45.90
Availability: In Stock
Available Color: RUST
Available Size: XS, S, M, L, XL
Product Badge:- New Arrival
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Midnight Romance Floral Mesh Maxi Dress
A dress made for dreamy nights and picture-perfect entrances. The strapless neckline keeps it sleek, while the floral print adds that touch of romance. With its curve-skimming fit and floor-length hem, this maxi is made to wow at weddings, dinners, or any elegant night out.
Fit & Features
- Floral print, mesh-lined fabric with stretch
- Strapless neckline
- Form-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000562
Category Name: Maxi Dresses
Price: $52.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L, XL
Product Badge:- New Arrival
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Jungle Luxe Backless Maxi Dress
Unapologetically bold, this maxi dress is made for making an entrance. The plunging halter neckline and curve-hugging fit keep it sleek, while the strappy lace-up back and animal print bring all the wild energy.
Fit & Features
- Animal multi-print design, stretchy knit fabric
- Halter plunge neckline
- Strappy back with hard trim insets
- Curve-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000473
Category Name: Maxi Dresses
Price: $49.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L, XL
Product Badge:- New Arrival
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Merlot Nights Halter Maxi Dress
Rich, sultry, and unforgettable—this halter maxi dress stuns with a draped cowl neckline, curve-hugging fit, and open back detail that brings the drama for any formal affair. Complete the look with jewelry and stiletto heels.
Fit & Features
- Slinky knit stretch fabric
- Cowl halter neckline
- Open strappy back
- Curve-hugging silhouette
- Relaxed maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000632
Category Name: Maxi Dresses
Price: $48.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Midnight Mirage Mesh Strapless Maxi Dress
All eyes on you. This strapless maxi dress features a ruched bust and hip detail with a sheer mesh skirt that flows for maximum drama. Finished with a gold accent at the neckline, it’s pure allure.
Fit & Features
- Partially lined sheer mesh fabric
- Strapless sweetheart neckline, hardware trim
- Curve-hugging sheer silhouette
- Sheer flowy maxi-length hem
- Runs true to size
Style Number/Barcode: 05103-000541
Category Name: Maxi Dresses
Price: $39.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Serving Fierce Vibes Cowl Neck Maxi Dress
Dripping in glam, this cowl neck maxi dress stuns with its luxe sheen, sultry high slit, and open back detail. A statement piece that feels made for rooftop cocktail bars, birthday parties, and every unforgettable entrance.
Fit & Features
- Metallic animal print knit fabric with stretch
- Cowl neckline
- Spaghetti straps
- High side slit with ring detail
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05103-000551
Category Name: Maxi Dresses
Price: $49.90
Availability: Out of Stock
Product Badge:- Ships Free