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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Island Time Tropical Floral Mesh Maxi Dress
Get ready to be on island time in this gorg tropical floral mesh maxi dress perf for vacay. Featuring a strapless neckline and high side slit, style with heels.
Fit & Features
- Sheer mesh fabric with full-length knit lining, high stretch
- Large tropical floral print
- Strapless straight neckline
- High-cut side slit
- Maxi-length hem
- Form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05102-000102
Category Name: Maxi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Gorgeous Arrival Rose Floral Chiffon Maxi Dress
Make a gorgeous arrival in this rose floral chiffon maxi dress for showers, birthdays, or family parties! The sweetheart neckline and adjustable spaghetti straps provide a flattering and comfortable fit, while the padded bra cups offer support and shape. The maxi-length hem and high front slit add a touch of sultry, making you feel so beautiful! Complete the look in chic wedge sandals and sunnies.
Fit & Features
- Rose floral print
- Chiffon fabric lined with stretchy knit
- Padded bra cups, adjustable spaghetti straps
- Back zipper and hook-eye closure
- High front slit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-3128
Category Name: Maxi Dresses
Price: $6.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortless Enchantment Floral Pleated Maxi Dress
This floral maxi dress brings the effortless, enchanted vibes to any occasion! With a sweetheart neckline and a pleated, flowy silhouette, you'll adore this dress all season long.
Fit & Features
- Floral print, chiffon fabric, stretchy knit lining
- Sweetheart neckline
- Adjustable spaghetti straps
- Tie-back detail, lower hidden zipper and hook-eye closure
- Pleated flowy silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-3914
Category Name: Maxi Dresses
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Corrie Lace-Up Floral Satin A-Line Formal Dress
Special Occasion
A garden floral print transforms the Corrie satin formal dress into a gorgeous beauty at garden parties and weddings! She features a flattering square neckline with a lace-up back and ruffled adjustable spaghetti straps giving you a customizable fit. The A-line silhouette and high front slit boasts elegance along the floor-length hem that elongates your figure. Complete the look with rhinestone earrings and a ring set.
Fit & Features
- Garden floral print, satin fabric lined with stretchy knit
- Ruffled adjustable spaghetti straps
- Lace up, back zipper and hook-eye closure
- High front slit
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05002-8140
Category Name: Maxi Dresses
Price: $9.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vacay Mode Tropical Floral Mesh Maxi Dress
Activate vacay mode and radiate dreamy vibes in this alluring tropical maxi dress! Designed with an airy sheer mesh fabric with a mini-length knit lining, this maxi-length dress is accented with a blooming tropical floral print for a stunning look. It features a sleeveless square neckline, spaghetti straps, ruched detailing at the waist to accentuate your curves, and a bodycon silhouette with a thigh-high side slit to showcase some leg. Style with stiletto heels for a sunset dinner!
Fit & Features
- Tropical floral print
- Sheer mesh fabric with mini-length knit lining, plenty of stretch
- Square neckline
- Spaghetti straps
- Ruched waist, side slit
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5543
Category Name: Maxi Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Weekend Vibes High Slit Striped Knit Maxi Dress
This casual-chic striped knit maxi dress is perfect for your laid-back weekend vibes! Designed with stretchy ribbed knit with a thin striped pattern, it features a sleeveless scoop neckline with spaghetti straps, high-cut side slits on each side for added movement, and a form-hugging slim fit on the maxi-length silhouette. Style this long dress with strappy sandals.
Fit & Features
- Striped ribbed knit fabric, short knit lining, moderate stretch
- Scoop neckline
- Spaghetti straps
- High side slits
- Slim-fit silhouette
- Runs true to size
Style Number/Barcode: 05102-5778
Category Name: Maxi Dresses
Price: $19.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lina Flocked Velvet A-Line Formal Dress
Special Occasion
Dramatic with a chic flair, the Lina formal dress knows how to make an entrance! She features a sleeveless V-neckline with a sheer mesh overlay, padded cups to eliminate the need for a bra, adjustable spaghetti straps, and an alluring open back with a cross-back strap design. Her high waist seam flows out to a floor-sweeping hem with an A-line silhouette. The sheer mesh fabric features an elevated flocked velvet floral pattern and includes a full knit lining with dual thigh-high front slits. Style this long dress with rhinestone statement earrings for your next gala.
Fit & Features
- Sleeveless V-neckline, sheer mesh overlay, padded bust
- Adjustable spaghetti straps, open back, cross-back strap design
- High waistband, lower back zipper, hook and eye closure
- Floor-length hem, A-line silhouette
- Flocked velvet floral pattern
- Sheer mesh fabric, full knit lining, dual front slits, minimal stretch
- Runs true to size
Style Number/Barcode: 05002-7513
Category Name: Maxi Dresses
Price: $9.97 $84.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Hot Spotlight Cutout Maxi Dress
Bring the fire—this maxi is all drama with its daring cutout, luxe gold detail, and thigh-high slit. Sleek, sultry, and made for the nights when subtle just isn’t in your vocabulary.
Fit & Features
- Stretch knit fabric
- Spaghetti straps, scoop neckline
- Front cutout with hardware accent detail
- High side slit
- Form-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000494
Category Name: Maxi Dresses
Price: $39.90
Availability: In Stock
Available Color: RED
Available Size: XS, S, M, L
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Island It Girl One-Shoulder Cutout Maxi Dress
Giving tropical baddie with a side of luxury, this one-shoulder maxi brings the heat with a bold leaf print, cutout waist, and gold hardware that says, "I didn’t come to play." It's made for vacation slays, beach weddings, or poolside parties!
Fit & Features
- Tropical leaf print, smooth stretchy knit fabric, short lining
- One-shoulder neckline with hardware trim
- Side cutout bodice
- High side slit
- Bodycon silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000082
Category Name: Maxi Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: In Stock
Available Color: NATURAL
Available Size: XS
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Catch Attention Cowl Neck Abstract Floral Maxi Dress
Catch everyone's attention in this abstract floral maxi dress at cocktail hour! The cowl neckline adds a touch of sophistication while the adjustable spaghetti straps provide a perfect fit. The form-hugging silhouette flatters your figure and the maxi-length hem offers a chic finish. Complete the look with a clutch and heels.
Fit & Features
- Abstract floral print, mesh fabric lined with stretchy knit
- Cowl neckline
- Adjustable spaghetti straps
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 05101-3323
Category Name: Maxi Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Special Stunner One-Shoulder Cutout Ombre Maxi Dress
Leave everyone in awe when you're in this ombre maxi dress for sunset cocktails! Featuring a unique one-shoulder neckline with an adjustable spaghetti strap and flirty side cutout, this dress hugs your curves and shows off your legs with a high-side slit along the maxi-length hem and form-hugging silhouette. Complete the look with sparkly bracelets.
Fit & Features
- Ombre mesh fabric, stretchy knit lining
- One-shoulder neckline, adjustable spaghetti strap
- Side cutout
- High side slit
- Form-hugging, maxi-length silhouette
- Runs true to size
Style Number/Barcode: 05102-5708
Category Name: Maxi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Anne Marie Lace-Up Ruffle A-Line Chiffon Formal Dress
Special Occasion
Cut to flatter and flaunt! The Anne Marie chiffon formal dress showcases your best features as a stunning bridesmaid, wedding guest, or banquet. This dress will accentuate your figure with a stunning V-neckline and structured ruffled shoulder straps. The cutout waist and lace-up back add a touch of allure, while the chiffon fabric creates a flowing A-line silhouette. Perfect for any formal occasion, this floor-length dress will make you feel like a true fashion icon! Complete the look with a necklace and strappy heels.
Fit & Features
- Chiffon fabric lined with stretchy knit
- Ruffled structured shoulder straps
- Lace-up, back zipper and hook-eye closure
- Pleated bust, padded bra cups
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05002-8059
Category Name: Maxi Dresses
Price: $9.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortlessly Trendy Striped Slit Maxi Dress
A trendy maxi dress features a flattering square neckline, form-hugging fit, and a high front slit to show off your shoes. Perfect for styling with a denim jacket and sandals.
Fit & Features
- Striped pattern, stretchy knit fabric
- Square neckline, spaghetti straps
- High front slit
- Form-hugging maxi-length fit
- Runs true to size
Style Number/Barcode: 05102-5867
Category Name: Maxi Dresses
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Garden Goddess Floral Lace-Up Maxi Dress
Serving major romance vibes—this maxi dress was made for twirling into the night. The floral print and lace-up back keep it equal parts sweet and sultry, perfect for weddings, dates, or any RSVP-worthy event.
Fit & Features
- Sheer mesh fabric with knit lining, high stretch
- Large floral print
- Sleeveless sweetheart neckline
- Spaghetti straps, open lace-up design
- Maxi-length hem
- Curve-hugging silhouette
- Runs true to size
Style Number/Barcode: 05101-000218
Category Name: Maxi Dresses
Price: $52.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L, XL
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A Little Wild One-Shoulder Zebra Print Maxi Dress
Your next night out just got a little wild in this sassy zebra print maxi dress perfect for vacation or the weekend! This form-hugging dress features a one-shoulder neckline and spaghetti strap, with a side drawstring cutout to show some skin. The high side slit and maxi-length hem add a flirty touch to this fierce and flattering piece. Complete the look with heeled sandals and earrings.
Fit & Features
- Zebra printed knit fabric, plenty of stretch
- One-shoulder neckline, spaghetti strap
- Side drawstring cutout
- High side slit
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 05102-5821
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic And Sheer Chiffon High Slit Maxi Dress
Flaunt your gorgeous curves in this effortlessly chic ponte knit maxi dress featuring a sleeveless V-neckline and a halter strap that leads to a partially open back. The airy sheer mesh floor-length hem is accented with a front slit and offers a stunning flowy silhouette.
Fit & Features
- Ponte knit fabric, moderate stretch
- V-neckline, dart seams
- Halter strap, partially open back
- Bodycon silhouette
- Sheer mesh maxi-length hem, front slit, flowy fit
- Runs true to size
Style Number/Barcode: 05101-3699
Category Name: Maxi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Ponte knit fabric, moderate stretch
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Sienna Floral Bodycon Slit Formal Dress
Special Occasion
The Sienna floral formal dress blooms with beauty! This dress is designed with a bodycon fit and side ruched seams that enhance your silhouette with an elegant high side slit detail.
Fit & Features
- Floral print, sleek knit fabric, stretchy knit lining
- Strapless neckline
- Side ruched seams
- High side slit
- Bodycon silhouette, floor-length hem
- Runs true to size
Where to Wear:
Weddings, garden parties, dinner parties, milestone celebrations, vacations, dressy date nights
Style Number/Barcode: 05002-000167
Category Name: Maxi Dresses
Price: $69.90
Availability: In Stock
Available Color: PINK, BLUE
Available Size: M, XS, S, L, XL
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Madalyn One-Shoulder High Slit Formal Dress
Special Occasion
The sleek and sultry style of the Madalyn formal dress makes it the perfect option for parties, weddings, or fancy date nights! She features a sleeveless asymmetric one-shoulder neckline with a single spaghetti strap, a high waist seam, ruching down one side seam leading to a thigh-high slit, a floor-length hem, and a slim-fit silhouette. The smooth knit fabric offers plenty of stretch. Complete the look with strappy stilettos.
Fit & Features
- Sleeveless asymmetric one-shoulder neckline, spaghetti strap
- High waist seam, ruched side seam
- Thigh-high side slit
- Floor-length hem, slim-fit silhouette
- Knit fabric, lined bust, plenty of stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-7213
Category Name: Maxi Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Romance That Wows Large Blossom Floral Maxi Dress
Make a stunning entrance in this large blossom floral maxi dress at dinner while on vacation or the weekend! Showcasing a statement blossoming floral print, this maxi dress is designed to turn heads. With a flattering V-neckline and delicate spaghetti straps, this dress hugs your curves in a bodycon silhouette and is finished with a maxi-length hem. Complete the look in strappy sandals and earrings!
Fit & Features
- Large blossoming floral print
- Mesh fabric lined with stretchy knit
- Spaghetti straps
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-3343
Category Name: Maxi Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Outside The Lines Tie Back Slit Marble Maxi Dress
Color outside the lines and rock this chic marble print maxi dress for dressy showers or summer events! With a square neckline and spaghetti straps, this dress flatters your figure with a form-hugging fit. The tie-back design adds a touch of unique style while the front slit showcases your legs along the maxi-length hem. Complete the look with earrings and heels.
Fit & Features
- Marble print, smooth knit fabric with stretchy lining
- Spaghetti straps
- Square neckline
- Tie back design
- Form-hugging fit
- Front slit
- Runs true to size
Style Number/Barcode: 05101-3455
Category Name: Maxi Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Untamed Aura Animal Print Halter Maxi Dress
Giving wild energy in the sleekest way possible—this maxi dress is pure confidence wrapped in an abstract animal print. The halter neckline and curve-hugging fit make it perfect for nights when subtle just isn’t on the agenda.
Fit & Features
- Sheer mesh fabric with knit lining, high stretch
- Abstract animal print
- Sleeveless plunging V-neckline, cutout below the bust
- Halter tie-back spaghetti straps, open back, lower back bar strap
- Maxi-length hem
- Curve-hugging silhouette
- Runs true to size
Style Number/Barcode: 05102-000253
Category Name: Maxi Dresses
Price: $45.90
Availability: In Stock
Available Color: PURPLE
Available Size: XS, S, M, L
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Perfect Always Strapless Cutout Ruffle Maxi Dress
Have all eyes on you in this strapless maxi dress boasting a sweetheart twist neckline and a cutout bodice. The smooth knit fabric hugs your curves along the form-hugging silhouette and creates a front center ruffle design.
Fit & Features
- Smooth knit lined fabric, moderate stretch
- Strapless sweetheart twist neckline
- Cutout bodice
- Center front ruffle design
- Form-hugging, maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-3601
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Out Of Office One Shoulder Tropical Maxi Dress
This tropical maxi dress says it's time for vacation! Switch your email to out of office and enjoy a sunny destination in this sleeveless dress featuring a one-shoulder neckline adorned with a knotted shoulder strap, a flattering mermaid silhouette, and a maxi-length hem. Complete the look with sunglasses and a cocktail in hand!
Fit & Features
- Tropical palm leaf print, stretchy knit fabric
- One-shoulder neckline
- Knotted shoulder strap
- Mermaid silhouette
- Runs true to size
Style Number/Barcode: 05102-5695
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fierce Stripes Strapless Zebra Print Satin Maxi Dress
Awaken your fierceness in this zebra print satin maxi dress for a sunset cocktail hour! Featuring a strapless neckline and a curve-hugging silhouette, this maxi-length dress is designed to make a statement. Complete the look in wedge sandals.
Fit & Features
- Zebra print, satin woven fabric, chiffon lining
- Strapless neckline
- Curve-hugging fit
- Maxi-length silhouette
- Runs true to size
Style Number/Barcode: 05101-3419
Category Name: Maxi Dresses
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale