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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Fierce And Refined Leopard Cowl Maxi Dress
Fierce meets refined with this leopard maxi dress made to command attention. Designed with a plunge cowl neckline and a daring high slit, it turns every step into a moment- finished with an open back and sleek hoop that makes it unforgettable from every angle.
Fit & Features
- Leopard print, mesh-lined fabric, moderate stretch
- Plunge cowl neckline, tie closure
- Open back with hoop insert
- High front slit
- Curve-hugging silhouette, maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000319
Category Name: Maxi Dresses
Price: $46.90
Availability: In Stock
Available Color: LEOPARD
Available Size: XS, S, M, L
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Strike Again Snake Print Maxi Dress
Wild, sleek, and just the right amount of daring. This snake print halter maxi dress slips over your curves with a sultry drape and open back made for nights that don’t end early.
Fit & Features
- Soft stretch knit fabric, snake print, clear sequin embellishments
- Cowl halter neckline with tie closure
- Open back with strap detail
- Body-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05103-000565
Category Name: Maxi Dresses
Price: $48.90
Availability: In Stock
Available Color: SNAKE
Available Size: XS, S, M, L
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Spotlight Moment Open Back Maxi Dress
Elegant, effortless, and made for the spotlight. This maxi dress flows with quiet confidence. Crafted from soft jersey knit, it features a draped cowl neckline and an open tie-back design that catches every eye from the moment you walk in.
Fit & Features
- Slinky knit-lined stretch fabric
- Plunge halter neckline
- Open back with tie
- Curve-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000675
Category Name: Maxi Dresses
Price: $42.90
Availability: In Stock
Available Color: HUNTER
Available Size: XS, S, M, L
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Kassandra Lace-Up Formal Dress
Special Occasion
Bold. Sultry. Unapologetic. The Kassandra lace-up formal dress brings a high-shine finish and a daring slit that does all the talking—made for moments that call for a little danger and a lot of confidence.
Fit & Features
- Foiled mesh fabric with snake print texture
- Strapless neckline
- Lace-up front design
- Bodycon silhouette
- Front slit accent
- Maxi-length hem
- Runs true to size
Where to Wear:
Cocktail soirees, bachelorettes, date nights, birthdays, Vegas, glamorous parties, fashion-forward events
Style Number/Barcode: 05002-000841
Category Name: Maxi Dresses
Price: $79.90
Availability: Out of Stock
Product Badge:- Ships Free
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Effortless Allure Satin Polka Dot Maxi Dress
Smooth, silky, and made to move. This satin polka dot maxi drapes beautifully with a soft cowl neckline, adjustable straps, and a curve-hugging silhouette that flatters every figure. Perfect for dressy occasions or a chic brunch.
Fit & Features
- Silky smooth satin fabric, chiffon lining
- Cowl neckline
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Curve-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000687
Category Name: Maxi Dresses
Price: $52.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Midnight Mischief Chain Maxi Dress
Made to steal the spotlight, this dress is designed to stun with a strapless bandeau bodice with an O-ring center and cascading chain details that frame the waist, finishing with a curve-hugging maxi skirt and side slit for that perfect mix of edge and allure.
Fit & Features
- Sleek knit fabric, short knit stretch lining
- Strapless sweetheart bandeau top, padded bra cups
- Hoop insert
- Detachable cascading chains
- High side slit
- Form-hugging fit, long-length hem
- Runs true to size
Style Number/Barcode: 05103-000555
Category Name: Maxi Dresses
Price: $49.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Marlyne Halter Open Back Formal Dress
Special Occasion
Effortless and ethereal, the Marlyne formal dress moves like a warm breeze. Designed in airy organza fabric with a halter neckline and chic O-ring accent, its free-flowing A-line silhouette and open back create an easy elegance that’s perfect for sunset dinners or coastal soirées.
Fit & Features
- Lightweight organza shimmer woven fabric, woven lining
- Halter neckline with hoop insert, tie straps
- Open back design
- Hidden side pockets
- Flowy A-line silhouette
- Floor-length hem
- Runs true to size
Where to Wear:
Destination weddings, garden ceremonies, sunset dinner parties, resort vacations, cocktail events, bridal showers, wedding showers, rehearsal dinners, birthday celebrations
Style Number/Barcode: 05002-000751
Category Name: Maxi Dresses
Price: $79.90
Availability: In Stock
Available Color: BROWN, BEIGE
Available Size: XS, S, M, L
Product Badge:- Ships Free
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Bold Curve One-Shoulder Maxi Dress
Sleek, sculpted, and a little daring—this one-shoulder maxi dress turns heads with its bold cutout and dramatic draped sash. The soft stretch fabric hugs just right, giving you that effortlessly confident, made-for-the-spotlight at parties or cocktail soirees!
Fit & Features
- Slinky knit stretch fabric
- One-shoulder neckline
- Side and back cutout detail
- Draped wrap sash at the hip
- Curve-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000718
Category Name: Maxi Dresses
Price: $49.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M, L
Product Badge:- New Arrival