Maxi Dresses
Maxi dresses are the definition of effortless style—perfect from casual to cocktail plans. Wear them on vacation getaways, to brunch, or as a chic wedding guest look. Bodycon shapes turn up the heat, while flowy silhouettes keep it soft. Plunging necklines, cowl neck, strapless styles, and cutouts make a statement. Choose floral, animal, tropical, or abstract swirls in printed mesh, buttery jersey knit, silky satin, chiffon, or crochet knits for a more bohemian vibe.
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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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Soft Spoken Stunner Floral Mesh Maxi Dress
Soft, sculpting, and quietly unforgettable. This floral mesh maxi dress hugs in all the right places with a sleek mermaid shape that looks dressed up without trying too hard.
Fit & Features
- Sheer mesh fabric with full-length knit lining, high stretch
- Large floral print throughout
- Sweetheart neckline, pleated bust
- Adjustable spaghetti straps
- Side zipper and hook-eye closure
- Open back, lower back twisted bar strap design
- Mermaid silhouette with maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000832
Category Name: Maxi Dresses
Price: $54.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L, XL
- Sheer mesh fabric with full-length knit lining, high stretch
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All Eyes On You Floral Ruffle Maxi Dress
Romantic, confident, and made to be noticed. This floral mesh maxi dress flows effortlessly with soft ruffles, an open back, and a silhouette that feels bold without feeling overdone—perfect for parties, vacations, or sunset dates that turn into stories.
Fit & Features
- Lined floral mesh fabric
- V-neckline with ruffle trim at bust
- Adjustable spaghetti straps
- Open back design
- Fitted through bodice and hips
- Tiered ruffle hem with maxi length
- Runs true to size
Style Number/Barcode: 05101-000775
Category Name: Maxi Dresses
Price: $59.90
Availability: In Stock
Available Color: RED
Available Size: XS, S, M, L, XL
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Love Language Floral Lace Slit Maxi Dress
Romantic at first glance, unforgettable once you turn around. This floral mesh maxi dress mixes delicate lace with a subtle cutout that feels equal parts soft and confident—perfect for dinner dates, dressy celebrations, and brunch with the girls.
Fit & Features
- Mesh fabric with floral print, lined
- V-neckline with lace trim bust detail
- Tank straps with open back accent
- Front cutout detail at bust
- Body-skimming maxi silhouette
- Runs true to size
Style Number/Barcode: 05101-000585
Category Name: Maxi Dresses
Price: $49.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Save the Date Lace Halter Ruffle Maxi Dress
This is the kind of entrance people remember. The lace halter maxi dress balances sheer moments and soft ruffles with a sweetheart neckline that feels elevated, confident, and ready for RSVP occasions and dressed-up date nights.
Fit & Features
- Chiffon-lined fabric with sheer lace paneling
- Fitted bodice with a flowy maxi skirt
- Sweetheart neckline with a halter strap, padded bra cups
- Side zipper and hook-eye closure
- Lace inset at the waist for a subtle peek effect
- Tiered ruffle detailing through the skirt
- Runs true to size
Style Number/Barcode: 05101-000828
Category Name: Maxi Dresses
Price: $23.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bold Confidence Floral Print Cowl Neck Maxi Dress
Soft drape, bold confidence. This floral print maxi dress hugs in all the right places with a plunging cowl neckline that feels effortless and a mermaid silhouette that turns heads.
Fit & Features
- Knit fabric with high stretch
- Large-scale floral print
- Halter neckline with plunging cowl front, bar strap detail
- Open back with adjustable tie closures
- Fitted bodice with mermaid silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000830
Category Name: Maxi Dresses
Price: $49.90
Availability: In Stock
Available Color: LIGHT, BLUE
Available Size: S, L, XL
Product Badge:- Best Seller
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Weekend Wandering Open Back Maxi Dress
Light, airy, and made for unhurried afternoons that turn into early evenings. This gauze maxi drapes effortlessly, skims the body just right, perfect for shower celebrations, vacation, or a brunch.
Fit & Features
- Soft gauze fabric with lightweight drape, knit lining
- V-neckline with cutout detail
- Spaghetti straps
- Open back with tie, zipper and hook-eye closure
- Fitted waist flowing into a relaxed maxi skirt
- Runs true to size
Style Number/Barcode: 05102-000416
Category Name: Maxi Dresses
Price: $56.90
Availability: In Stock
Available Color: PINK
Available Size: S, M, L
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Unforgettable Entrance Plunge Neck Maxi Dress
This maxi dress doesn’t blend in—it arrives. This plunging cowl neck maxi dress drapes smoothly through the body with a halter neckline that feels bold, polished, and intentionally striking. Pair with heels for date night, dressy celebrations, or a sultry vacation look.
Fit & Features
- Smooth knit-lined fabric with high stretch
- Halter neckline with plunging cowl front
- Open back with adjustable tie closure
- Fitted bodice that skims the waist and hips
- High side slit for movement
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000736
Category Name: Maxi Dresses
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Getaway Mood Tropical Floral Halter Maxi Dress
Lightweight, curve-loving, and made to move with you. The airy sheer mesh fabric and tropical floral print bring a bold edge that feels right for nights out and getaway moods.
Fit & Features
- Sheer mesh fabric with knit lining, high stretch
- Tropical floral print
- Sleeveless V-neckline
- Metal flower hardware accent, keyhole cutout
- Tie-back halter spaghetti straps, partially open back
- Maxi-length hem, form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05102-000464
Category Name: Maxi Dresses
Price: $44.90
Availability: In Stock
Available Color: ORANGE
Available Size: XS, S, M, L
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Vacation Mode Abstract Open Back Maxi Dress
This dreamy mesh maxi dress was made for golden hour plans, tropical cocktails, and dancing 'til dinner. Designed in an abstract print that brings the ocean and desert sky together, this halter dress features a draped cowl neckline, hardware straps, and open tie-back.
Fit & Features
- Abstract print, mesh-lined fabric
- Plunge cowl halter neckline with hardware
- Open tie-back design
- High side slit
- Form-hugging maxi-length silhouette
- Runs true to size
Style Number/Barcode: 05102-000409
Category Name: Maxi Dresses
Price: $49.90
Availability: In Stock
Available Color: NAVY
Available Size: XS, S, M, L
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Garden After Dark Plunge Halter Maxi Dress
This is the kind of entrance that doesn’t need explaining. With a plunging neckline, open back, and butterfly chain detail, this floral maxi dress is equal parts romance and edge—made for date nights and rooftop hotel bars.
Fit & Features
- Floral abstract print, mesh-lined fabric
- Plunge halter V-neckline with tie closure
- Butterfly hardware with draped chain accent
- Open back with adjustable strappy detail
- Form-hugging floor-length hem
- Runs true to size
Style Number/Barcode: 05103-000568
Category Name: Maxi Dresses
Price: $49.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L, XL
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Golden Hour Groove Crochet Halter Maxi Dress
Vacation energy, locked in. This striped texture crochet knit maxi dress features a plunge halter neckline with wooden hoop inserts and an open back that feels equal parts effortless and elevated. Pair with strappy sandals for your upcoming getaway.
Fit & Features
- Crochet striped texture knit, smooth knit lining
- Plunge halter neckline with wood hoop inserts, tie closure
- Open back
- Side slit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000461
Category Name: Maxi Dresses
Price: $46.90
Availability: In Stock
Available Color: RED
Available Size: XS, S, M, L
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Wild Bloom Cowl Halter Maxi Dress
Bold print, barely-there feel perfect for vacations. This maxi dress blends leopard and tropical florals with a plunging cowl halter and open back, finished with a statement floral hardware that stands out.
Fit & Features
- Tropical floral and leopard print
- Sheer mesh fabric, soft knit short lining
- Plunge cowl halter neckline
- Open back, lower ruched seam
- Front tropical floral hardware piece
- Flowy maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000401
Category Name: Maxi Dresses
Price: $48.90
Availability: Out of Stock
Product Badge:- Ships Free
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Effortless Bloom Floral Open Back Maxi Dress
Floaty, fitted, and impossible to ignore. This floral mesh maxi skims the body with a draped cowl neckline and an open tie-back design perfect for serving dreamy looks on vacations, sunset cocktails, and date nights.
Fit & Features
- Floral bloom print, mesh-lined fabric
- Cowl halter neckline
- Spaghetti strap tie-back closure
- Open back with lower ruched seam
- Curve-hugging silhouette
- Floor-length hem
- Runs true to size
Style Number/Barcode: 05101-000845
Category Name: Maxi Dresses
Price: $52.90
Availability: In Stock
Available Color: LIGHT, BLUE
Available Size: XS, S, M, L, XL
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All Eyes On Me Floral Open Back Maxi Dress
This floral mesh maxi dress features a plunging cowl halter neckline and an open back that feels equal parts romantic and intentional—made for weddings, date nights, and birthday cocktails.
Fit & Features
- Sheer mesh fabric with full-length knit lining, high stretch
- Floral garden print
- Sleeveless plunge cowl neckline
- Tie-back halter straps, open back design
- Curve-hugging silhouette
- Flared floor-length hem
- Runs true to size
Style Number/Barcode: 05101-000677
Category Name: Maxi Dresses
Price: $49.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M, L, XL
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Late Arrival Abstract Maxi Dress
Moody, sculpted, and impossible to ignore. This maxi dress hugs in all the right places with a plunging neckline and statement ring detail that feels made for vacations, sunset dinners, and GNOs!
Fit & Features
- Abstract print, mesh-lined fabric
- Strapless neckline with cutout and hardware inserts
- Form-hugging silhouette
- Maxi-length hemline
- Runs true to size
Style Number/Barcode: 05102-000348
Category Name: Maxi Dresses
Price: $44.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Made for the Moment Floral Maxi Dress
Floaty, romantic, and made to move. This floral midi dress features cascading ruffles and a front slit that brings just enough drama while still feeling light, polished, and wearable for dressed-up plans.
Fit & Features
- Lightweight chiffon fabric with floral pattern
- Slim-fit sweetheart bodice with spaghetti straps
- Adjustable tie-back detail for customizable fit
- Front slit with cascading ruffle trim
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000951
Category Name: Maxi Dresses
Price: $59.90
Availability: Out of Stock
Product Badge:- Ships Free
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Joanna Rhinestone Two-Piece Formal Set
Special Occasion
Designed to turn formal moments into lasting impressions, the Joanna rhinestone two-piece formal set moves with confidence and intention. A lace-up corset top meets a long mermaid maxi skirt for a silhouette that feels sculpted, refined, and ready for the spotlight.
Fit & Features
- Two-piece formal set
- Rhinestone embellished fabric with a structured feel
- Lace up corset top, flexible boning for shaping, padded bra cups
- Long high-rise mermaid maxi skirt
- Runs true to size
Where to Wear:
Prom, black tie gala, formal celebrations, red-carpet event, fashion-forward soirees, milestone birthdays, upscale cocktail parties, award shows, special date nights
Style Number/Barcode: 05006-000002
Category Name: Maxi Dresses
Price: $149.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M
Product Badge:- Ships Free
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Pretty Agenda Floral Woven Ruffle Maxi Dress
Soft, flowy, and ready for every RSVP on your calendar. This pretty floral woven maxi dress brings effortless drama with tiered ruffles and a flattering sweetheart neckline that looks just as good in photos as it does in motion.
Fit & Features:
- Lightweight woven fabric with full-length stretchy knit lining
- All-over floral print
- Sleeveless sweetheart neckline with ruched bust, adjustable tank straps
- Open back with self-tie detail, lower back zipper with hook-eye closure
- Tiered ruffled design
- Maxi-length A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-000876
Category Name: Maxi Dresses
Price: $54.90
Availability: In Stock
Available Color: PINK
Available Size: M
- Lightweight woven fabric with full-length stretchy knit lining
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Sunset Plans Chevron Crochet Maxi Dress
This chevron crochet knit maxi dress features a flattering V-neck and lace-up back that feels equal parts stylish and unforgettable—perfect for beachside restaurants or warm nights out.
Fit & Features
- Chevron striped pattern
- Crochet knit lined fabric
- V-neck, spaghetti straps
- Lace-up back
- Maxi-length silhouette
- Runs true to size
Style Number/Barcode: 05102-000418
Category Name: Maxi Dresses
Price: $54.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L, XL
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Lace Obsession Cutout Maxi Dress
All eyes, all night. This lace halter maxi dress brings sultry sophistication with a deep V-neckline, corset-seamed bodice, and side cutouts that contour your shape. Perfect for flaunting at cocktail parties or a date night.
Fit & Features
- Lace-lined fabric with stretch
- Halter V-neckline, tie closure
- Corset-seam bodice, side cutouts
- Back zipper and hook-eye closure
- Form-hugging silhouette
- Center back slit, maxi-length hem
- Runs true to size
Style Number/Barcode: 05103-000463
Category Name: Maxi Dresses
Price: $24.97 $54.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Sale
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Soft Focus Florals Mesh Maxi Dress
Soft-focus florals, but make it a statement. This floral mesh maxi dress hugs just right with a sleek, fitted silhouette that’s ready for weddings, date nights, and every dressed-up plan on your calendar.
Fit & Features
- Sheer mesh fabric with knit lining, high stretch
- Large floral print
- Sleeveless scoop neckline
- Adjustable spaghetti straps
- Fitted silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000363
Category Name: Maxi Dresses
Price: $22.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Sheer mesh fabric with knit lining, high stretch
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Love in Layers Ruffle Chiffon Maxi Dress
Floaty, feminine, and made for golden-hour plans. This chiffon maxi dress brings effortless romance with soft movement and a breezy silhouette that feels perfect for bridal events, dressy brunches, and spring celebrations.
Fit & Features
- Airy chiffon fabric, sewn-in lining
- Square neckline, adjustable spaghetti straps
- Stretch smocked bodice, tie waist belt
- Tiered ruffled maxi-length silhouette
- Runs true to size
Style Number/Barcode: 05101-000921
Category Name: Maxi Dresses
Price: $64.90
Availability: In Stock
Available Color: IVORY, SAGE
Available Size: S, L, XS
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Blossom Beauty Floral Lace Maxi Dress
Romance is fully in bloom with this floral maxi dress that knows how to make an entrance. The sculpting mesh fit, delicate lace bust, and side slit give it that dressed-up, spring-event energy perfect for brunches, garden parties, and shower celebrations!
Fit & Features
- Floral print, mesh-lined fabric
- Lace sweetheart bust with wide straps
- Cutout front and back accent
- High side slit
- Form-hugging, maxi-length silhouette
- Runs true to size
Style Number/Barcode: 05101-000656
Category Name: Maxi Dresses
Price: $49.90
Availability: Out of Stock
Product Badge:- Ships Free
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Postcard Pretty Halter Cutout Maxi Dress
Booked the dinner, ordered the spritz, now you need the dress. This halter maxi dress brings the drama with a rose detail, front cutout, and tiered skirt that moves like you planned this all along.
Fit & Features
- Lightweight woven fabric with abstract print
- Halter neckline with rosette detail
- Front cutout with twist front bodice
- Smocked back for stretch
- Tiered ruffled maxi skirt
- Runs true to size
Style Number/Barcode: 05102-000411
Category Name: Maxi Dresses
Price: $62.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, L