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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Weekend Away Strapless Maxi Dress
This chevron maxi dress hugs in all the right places with a sleek strapless neckline and leg-baring side slit that was practically made for resort dinners, sunset cocktails, and strolling the beachside town.
Fit & Features
- Chevron pattern, crochet fabric, smooth knit lining
- Strapless neckline
- Side slit
- Form-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000595
Category Name: Maxi Dresses
Price: $46.90
Availability: In Stock
Available Color: MULTI
Available Size: XS, S, M, L
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Midnight Coast Halter Maxi Dress
This dress makes every head turn. The sleek halter neckline, hardware detail, and curve-skimming silhouette bring allure to weddings, cocktail parties, and dressy date nights.
Fit & Features
- Slinky knit fabric, smooth knit lining
- Halter neckline, tie straps, hardware insert, cutout accent
- Partial open back
- Curve-hugging maxi silhouette
- Runs true to size
Style Number/Barcode: 05101-001469
Category Name: Maxi Dresses
Price: $54.90
Availability: In Stock
Available Color: NAVY-2
Available Size: XS, S, M, L, XL
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Rynlee Strapless Mermaid Formal Dress
Special Occasion
Made for the kind of evening that lingers long after the last dance, Rynlee slinky knit mermaid gown blends sleek glamour with striking detail. The strapless neckline, wooden hoop insert cutout bust, and flowing center front sash create a sculpted silhouette that feels equal parts polished and unforgettable.
Fit & Features
- Slinky knit fabric, knit lining
- Strapless neckline
- Wooden hoop insert, cutout, center front sash
- Mermaid floor-length silhouette
- Runs true to size
Where to Wear:
Destination weddings, engagement parties, vacations, honeymoons, resort getaways, cocktail parties, date nights, birthday dinners, formal celebrations
Style Number/Barcode: 05002-001603
Category Name: Maxi Dresses
Price: $69.90
Availability: In Stock
Available Color: SAGE, BROWN
Available Size: XS, S, M, L, XL
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Rooftop In Santorini Maxi Dress
The dress equivalent of a first class upgrade. With a plunging halter neckline, statement bead details, and a low open back, this maxi dress was made for resort dinners, oceanfront cocktails, and making every entrance feel a little more unforgettable.
Fit & Features
- Mesh fabric, knit lining
- Plunge halter neckline
- Open back design, lower zipper and hook-eye closure
- Front colored stone button accents
- Ruched drop waist panel
- Side slit
- Flowy maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-001163
Category Name: Maxi Dresses
Price: $48.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Make Them Stare Mesh Slit Maxi Dress
This is the dress that captures all the attention on vacations and weekend escapes. Featuring a bold floral print, curve-hugging fit, and a leg-baring side slit, it's equal parts sultry and unforgettable.
Fit & Features
- Statement floral print, mesh-lined fabric
- Strapless tube neckline
- High side slit
- Curve-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-001170
Category Name: Maxi Dresses
Price: $42.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L, XL
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Center Of Attention Floral Maxi Dress
This is the dress that gets the double-take. Designed with a curve-hugging mermaid silhouette and oversized floral print, it brings major romance with a little bit of drama.
Fit & Features
- Statement floral print, lined mesh fabric, high stretch
- Strapless tube neckline
- Curve-hugging, mermaid fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000593
Category Name: Maxi Dresses
Price: $42.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L, XL
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Coconut Coast Cutout Maxi Dress
Booked the trip and packed this tropical maxi dress that brings vacay vibes with a smocked fit, breezy skirt, and just the right amount of skin-baring detail. Pair with sandals and sunnies.
Fit & Features
- Tropical palm print, gauze-woven fabric
- Strapless sweetheart neckline
- Ruched drawstring tie-front bodice
- Cutout accent
- Flowy maxi silhouette
- Runs true to size
Style Number/Barcode: 05102-000601
Category Name: Maxi Dresses
Price: $59.90
Availability: In Stock
Available Color: NATURAL
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Rare Find Animal Print Maxi Dress
A little wild, a little glamorous, and impossible to scroll past. This animal print mesh maxi dress pairs a sweetheart neckline, cutout details, hardware accents, and a dramatic front sash for the kind of entrance people remember.
Fit & Features
- Multi-animal print, lined mesh fabric
- Strapless sweetheart neckline
- Hardware bust insert with cascading sash
- Cutout bodice
- Curve-hugging, maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000803
Category Name: Maxi Dresses
Price: $54.90
Availability: In Stock
Available Color: MULTI
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Sleek Hardware Cutout Halter Maxi Dress
Consider this your shortcut to a sharper going-out look. Metallic ring accents and angled front openings give this body-skimming dress a sculpted finish made for dressy occasions.
Fit & Features
- Lined smooth stretch knit fabric
- Halter tie neckline
- Front cutouts with metal hardware accents
- Body-skimming fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000807
Category Name: Maxi Dresses
Price: $44.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Sunkissed Chic Cutout Crochet Maxi Dress
Resort plans just got a plot twist. This beaded crochet maxi dress serves sculpted curves with a sweetheart neckline, waist cutout, and chic bead details made for walking in and turning heads.
Fit & Features
- Crochet knit fabric with knit lining, moderate stretch
- Sleeveless sweetheart neckline, U-wired metal insert, beaded fringe design
- Padded bust, waist cutout
- Adjustable spaghetti straps
- Back zipper with hook-eye closure
- Maxi-length hem, bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-001474
Category Name: Maxi Dresses
Price: $59.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Alison Striped Chiffon Formal Dress
Special Occasion
When the invite calls for something light, polished, and memorable, this one understands the assignment. The striped halter dress moves in airy chiffon with a front slit, open tie back, and A-line maxi shape. It gives your plans a statement finish while keeping the look effortless.
Fit & Features
- Striped chiffon fabric, knit lining, built-in knit shorts lining
- A-line maxi silhouette
- Halter neckline with open tie back, zipper and hook-eye closure
- Side cutouts and ruched waist
- Front thigh-high slit detail
- Runs true to size
Where to Wear:
Destination weddings, vacations, honeymoons, resort getaways, birthday dinners, date nights, brunch celebrations, cocktail parties, bachelorette trips, cruises
Style Number/Barcode: 05002-001688
Category Name: Maxi Dresses
Price: $79.90
Availability: In Stock
Available Color: GREEN
Available Size: XS, S, M, L, XL
Product Badge:- Ships Free
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After Hours Bloom Halter Maxi Dress
Dinner plans just got dangerously well dressed. This halter maxi dress hugs through the hips with sleek ruching, a statement floral accent, and a high slit made for entrances and exit shots.
Fit & Features
- Smooth stretch knit fabric
- Plunging V-neckline with halter straps
- Open back with adjustable tie closure
- Ruched hip with floral applique
- High side slit
- Maxi length silhouette
- Runs true to size
Style Number/Barcode: 05102-000822
Category Name: Maxi Dresses
Price: $52.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Untamed Animal Print Halter Maxi Dress
Mixed animal print brings bold impact with a strappy open back. The plunging neckline and front slit add movement and shape, making this maxi dress ready for dinner dates, parties, and standout vacation looks.
Fit & Features
- Mixed animal print, lined chiffon fabric
- Plunging halter neckline
- Adjustable spaghetti straps
- Open back with adjustable straps, lower zipper and hook-eye closure
- Front high slit detail
- Flowy A-line floor-length maxi silhouette
- Runs true to size
Style Number/Barcode: 05103-001046
Category Name: Maxi Dresses
Price: $69.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
- Mixed animal print, lined chiffon fabric
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Penny Crochet Mermaid Formal Dress
Special Occasion
The crochet texture gives this formal dress its handcrafted, standout feel. This crochet mermaid formal dress pairs floral openwork panels with beaded multi-strap detail and a floor-length silhouette for a dimensional finish. The fitted mermaid shape keeps the look sleek from neckline to hem.
Fit & Features
- Floral openwork crochet fabric, partial lining
- Halter V-neckline with tie straps
- Beaded multi-strap detail
- Fitted mermaid silhouette
- Floor-length hem
- Runs true to size
Where to Wear:
Bridal celebrations, bachelorettes, vacations, honeymoons, destination celebrations, birthday dinners, resort getaways, cruises, brunch celebrations, summer date nights
Style Number/Barcode: 05002-001733
Category Name: Maxi Dresses
Price: $89.90
Availability: In Stock
Available Color: NATURAL
Available Size: XS, S, M, L
Product Badge:- Ships Free
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Escape Plan Tropical Satin Halter Maxi Dress
Vacation mode starts here. This tropical satin maxi dress pairs a draped cowl halter neckline with a curve-skimming silhouette and a lace-up open back for sunset dinners and destination plans.
Fit & Features
- Smooth satin woven fabric
- Draped cowl halter neckline
- Tropical palm leaf pattern
- Lace up open back with adjustable ties
- Maxi length hem
- Runs true to size
Style Number/Barcode: 05101-001302
Category Name: Maxi Dresses
Price: $64.90
Availability: In Stock
Available Color: NATURAL
Available Size: S, M, L
Product Badge:- New Arrival
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Floral Moment Halter High Slit Maxi Dress
Fit & Features
- Floral printed mesh fabric with high stretch
- Sleeveless deep V-neckline
- Tie-back halter straps, open back
- Ruched front design
- Maxi-length asymmetric hem, high-cut front slit
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 05101-001446
Category Name: Maxi Dresses
Price: $46.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
- Floral printed mesh fabric with high stretch