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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Wildly Fierce Leopard Floral Maxi Dress
Warning: this dress doesn’t do low profile. The leopard floral mesh print fabric and plunge halter neckline with bead inset sculpt a form-hugging maxi silhouette that’s made for vacations, birthday dinners, and any plan that deserves a little drama.
Fit & Features
- Floral, leopard print mesh-lined fabric
- Plunge halter neckline with tie and bead
- Form-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000365
Category Name: Maxi Dresses
Price: $46.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Out Of Office Abstract Maxi Dress
Booked, busy, and dressed for it. This abstract mesh strapless tube maxi dress hugs your curves with a sleek fit and side slit that brings just enough drama for vacations and sunset dinners with a view.
Fit & Features
- Abstract print, knit fabric
- Strapless neckline
- High side slit
- Form-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000305
Category Name: Maxi Dresses
Price: $39.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Island After Hours One Shoulder Maxi Dress
This is what you pack when the itinerary says “sunset drinks,” and you plan on being the view. The one-shoulder neckline with hardware detail gives elevates the look, while the tropical floral print and front slit keep it flowy, flirty, and very camera-ready.
Fit & Features
- Tropical floral print knit fabric
- One-shoulder neckline
- Statement hardware strap detail
- Front slit with ruffle accent
- Maxi length hem
- Runs true to size
Style Number/Barcode: 05102-000419
Category Name: Maxi Dresses
Price: $46.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, XL
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Bloom Agenda Floral Mesh Halter Maxi Dress
RSVP secured and outfit handled. This floral mesh halter maxi dress sculpts with high-stretch comfort, features a statement flower hardware accent, and serves a partially open back that’s perfect for photo ops.
Fit & Features
- Sheer mesh fabric with full-length knit lining, high stretch
- Large floral print
- Sleeveless halter neckline, tie-back design
- Metal flower hardware accent
- Partially open back
- Maxi-length form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05101-000881
Category Name: Maxi Dresses
Price: $54.90
Availability: In Stock
Available Color: PINK
Available Size: XS, S, M, L
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Soft Spoken Statement Linen V Neck Maxi Dress
Quiet luxury, but make it cool girl. This linen V-neck maxi dress skims the body with an easy drape, delicate straps, and lace panel details that feel effortless for dinner plans, gallery nights, or that last-minute RSVP.
Fit & Features
- Lightweight linen blend fabrication
- Sleeveless v-neckline
- Adjustable spaghetti straps
- Lace panel inserts
- Maxi-length silhouette
- Runs true to size
Style Number/Barcode: 05102-000614
Category Name: Maxi Dresses
Price: $64.90
Availability: In Stock
Available Color: BLACK, WHITE
Available Size: S, M
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Adriane Beaded Floral Lace-Up Formal Dress
Special Occasion
A gown made to captivate, the Adriane floor-length dress boasts delicate straps, a plunging neckline, and sculpted beaded floral embroidery that draws the eye. Finished with a lace-up open back, it’s the perfect balance of allure and elegance.
Fit & Features
- Mesh-lined fabric, moderate stretch
- Plunge V-neckline, spaghetti straps, padded bra cups
- Beaded floral embroidery
- Lace-up open back detail
- Curve-hugging silhouette
- Floor-length hem
- Runs true to size
Where to Wear:
Weddings, black-tie galas, formal celebrations, red-carpet events, fancy cocktail parties, dressed-up anniversaries, nights at the theatre, birthday events
Style Number/Barcode: 05002-001327
Category Name: Maxi Dresses
Price: $64.90
Availability: Out of Stock
Product Badge:- Ships Free
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Golden Glow Strapless Maxi Dress
Serving sunkissed confidence with every step. The strapless lace maxi dress contours through the bodice, highlights the neckline with hardware detail, and falls into a sleek, elongating shape that feels equal parts elevated and effortless.
Fit & Features
- Striped design, lace-lined fabric
- Strapless sweetheart neckline, hardware insert, non-slip grip lining
- Form-hugging
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000425
Category Name: Maxi Dresses
Price: $49.90
Availability: In Stock
Available Color: ORANGE
Available Size: XS, S, M, L
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Vacation Coded Floral Maxi Dress
This tropical floral print maxi drapes in airy mesh with a soft cowl neck and lace-up back, flowing into a floor grazing hem that moves like you planned this getaway all along. Perfect for weekend and long getaways, where the sun will shine on you in this gorgeous dress!
Fit & Features
- Tropical floral print, mesh fabric, soft knit lining
- Cowl neck, spaghetti straps
- Lace-up back
- Curve-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000990
Category Name: Maxi Dresses
Price: $46.90
Availability: In Stock
Available Color: LIGHT, BLUE
Available Size: XS, S, M, L, XL
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Major Charm Polka Dot Halter Maxi Dress
A little retro, a lot irresistible. This polka dot halter maxi dress hugs your shape with a plunging neckline and open back that brings effortless drama to dates, celebrations, and weekend brunch.
Fit & Features
- Polka dot print, mesh-lined fabric
- Fitted silhouette with plunging halter neckline
- Sewn-in padded bra cups
- Open back, zipper and hook-eye closure
- Floor length hem
- Runs true to size
Style Number/Barcode: 05102-000521
Category Name: Maxi Dresses
Price: $45.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Sunset Garden Floral Cowl Neck Maxi Dress
Serving soft glam with a flirty twist. This floral cowl neck maxi dress drapes effortlessly through the neckline and skims the body for a dreamy silhouette made for weddings, vacations, and any dressy event.
Fit & Features
- Floral print, knit-lined fabric
- Cowl neckline
- Curve-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-001147
Category Name: Maxi Dresses
Price: $46.90
Availability: In Stock
Available Color: PINK
Available Size: XS, S, M, L
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Soft Drama Chiffon Ruffle A-Line Maxi Dress
Float through the night like you planned it that way. This chiffon ruffle A-line maxi dress features a ruched sweetheart bust and tiered flowy silhouette that moves beautifully from dinner plans to late-night photos.
Fit & Features
- Sheer chiffon fabric with full-length lining
- Strapless sweetheart neckline, ruched bust
- Empire waist
- Back zipper closure
- Tiered ruffled design with pleating
- Maxi-length flowy A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-000857
Category Name: Maxi Dresses
Price: $64.90
Availability: In Stock
Available Color: BLACK
Available Size: XXS, XS, S, M
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Sweet Heat Tube Maxi Dress
This strapless rib knit bodycon maxi dress hugs you just right and features a side floral crochet accent that feels equal parts flirty and elevated for dinners, birthdays, and any weekend plans.
Fit & Features
- Rib knit fabric with stretch
- Strapless neckline
- Side floral crochet accent
- Bdoycon fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06005-000345
Category Name: Maxi Dresses
Price: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: M, L, XL
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Sunset Swirl Lace-Up Maxi Dress
Serve vacation glow from every angle in this striped maxi dress. This dress hugs your curves while the crisscross lace-up back and flared mermaid hem bring the drama for cocktails and dinners with a view.
Fit & Features
- Striped pattern, crochet knit lined fabric
- V-neckline with tie front detail
- Spaghetti straps shape the strappy lace-up back
- Mermaid flared maxi silhouette
- Runs true to size
Style Number/Barcode: 05102-000426
Category Name: Maxi Dresses
Price: $52.90
Availability: In Stock
Available Color: PINK
Available Size: XS, S, M, L, XL
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Bold Moves Fringe Bandage Maxi Dress
When the invite says dress to impress, this fringe bandage maxi dress understood the assignment. Designed in a sculpting bodycon fit with a strapless neckline and flowy maxi-length fringe, it hugs in all the right places and moves with you from dinner plans to the dance floor.
Fit & Features
- Structured bandage knit fabric, moderate stretch
- Strapless straight-across neckline
- Bodycon silhouette
- Mini-length hem
- Maxi-length fringe design
- Runs true to size
Style Number/Barcode: 05103-000865
Category Name: Maxi Dresses
Price: $52.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Double Take Floral Chiffon Ruffle Maxi Dress
Cue the double takes. This floral chiffon maxi dress brings the drama with ruffles, cutouts, a flirty slit, and breezy movement that shows up beautifully everywhere from brunch plans to sunset parties.
Fit & Features
- Sheer chiffon fabric with full-length stretchy knit lining
- Sleeveless sweetheart neckline, no-slip strip, padded bust, knotted center
- Halter tie-back straps, stretchy smocked back
- Asymmetric side cutouts leading to an open lower back
- Ruffled design, high-cut front slit
- Maxi-length flowy A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-000888
Category Name: Maxi Dresses
Price: $54.90
Availability: In Stock
Available Color: PINK
Available Size: M, L, XL
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High Impact Floral Mesh Maxi Dress
This floral mesh halter maxi dress features a draped cowl neckline and curve-hugging silhouette that flows into a sleek maxi length, perfect for date nights, vacations, and dressy events.
Fit & Features
- Floral print, mesh-lined fabric
- Cowl halter neckline
- Open back
- Curve-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000683
Category Name: Maxi Dresses
Price: $49.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S
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Paradise Ready Floral Maxi Dress
Unlock vacation energy in this floral maxi dress perfect for cocktail dinners, sunset strolls, and looking chic on the beach! This dress is designed in a flattering mermaid fit with a flared hem that brings effortless drama to every step.
Fit & Features
- Statement tropical floral print
- Mesh fabric lined with soft knit
- Tube strapless neckline
- Mermaid fit
- Flared maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-001141
Category Name: Maxi Dresses
Price: $42.90
Availability: In Stock
Available Color: NATURAL
Available Size: XS, S, M, L, XL
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Petal Drip Plunge Maxi Dress
Soft glam, but make it unforgettable. This plunging halter maxi dress features a flowy cowl neckline and statement floral detail for your next event or sunset dinner moment.
Fit & Features
- Soft floral print, knit fabric
- Cowl halter neckline with flower inset
- Strappy tie-back
- Curve-hugging maxi silhouette
- Runs true to size
Style Number/Barcode: 05101-000840
Category Name: Maxi Dresses
Price: $52.90
Availability: Out of Stock
Product Badge:- Ships Free
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Wild Plans Animal Print Cutout Maxi Dress
Not a subtle entrance kind of dress. This animal print maxi dress hugs your curves with a flirty open back and lace-up detail that’s made for vacations, sunset dinners, and cocktail bars with the girls.
Fit & Features
- Animal print, mesh fabric lined with knit
- Sweetheart neckline, twist bust
- Spaghetti straps
- Strappy open back
- Cutout bodice
- Curve-hugging, maxi hem
- Runs true to size
Style Number/Barcode: 05103-000611
Category Name: Maxi Dresses
Price: $46.90
Availability: In Stock
Available Color: MULTI
Available Size: XS, S, M, L
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Unforgettable In Floral Cutout Maxi Dress
This floral maxi dress was made for those nights that turn into memories. The halter neckline and front cutout bring the heat, while the flowy silhouette and thigh-high slit keep it effortlessly pretty.
Fit & Features
- Tropical floral print, knit-lined fabric
- Halter neckline with tie
- Open back
- Cutout bodice
- High front slit
- Form-hugging maxi-length silhouette
- Runs true to size
Style Number/Barcode: 05101-000729
Category Name: Maxi Dresses
Price: $49.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Soft Focus Muse Floral Lace-Up Maxi Tube Dress
Caught feelings for this one instantly. This floral maxi tube dress hugs just right with a lace-up back that brings a little extra drama for nights out or dressed-up day plans.
Fit & Features
- Smooth stretch knit fabrication
- Sleeveless ruched sweetheart neckline
- Large floral pattern
- Lace-up back design
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-001120
Category Name: Maxi Dresses
Price: $54.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
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Sunset Stunner Mesh Strapless Midi Dress
Hot plans, zero overthinking—this dress just gets it. A sleek strapless mesh midi that hugs in all the right places and shows up ready for every RSVP on your calendar.
Fit & Features
Style Number/Barcode: 05102-000611
Category Name: Maxi Dresses
Price: $42.90
Availability: In Stock
Available Color: ORANGE
Available Size: XS, S, M, L
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Curve Control Mesh Strapless Maxi Dress
This strapless maxi dress is RSVP ready! The ruched bodycon fit and draped sash contour your shape in all the right places—perfect for dressy plans.
Fit & Features
- Mesh-lined fabric
- Tube strapless neckline
- Ruched bodycon fit
- Draped sash detail
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-001221
Category Name: Maxi Dresses
Price: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: XS
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Sultry Vibe Paisley Print Bodycon Maxi Dress
The kind of dress that does all the talking the second you walk in. This paisley print bodycon maxi dress skims your shape with a soft, sculpting stretch—perfect for sultry nights out.
Fit & Features
- Sheer mesh fabric with knit lining, high stretch
- Paisley print
- Sleeveless square neckline
- Adjustable spaghetti straps
- High-cut side slit
- Maxi-length hem, bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-000664
Category Name: Maxi Dresses
Price: $42.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L