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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Trina Floral Mermaid Formal Dress
Special Occasion
Float through the soirée like a total dream in the Trina floral formal dress! With soft ruching, a strapless neckline, and a sculpted mermaid silhouette, this gown was made for golden hour glam and picture-perfect moments.
Fit & Features
- Floral print, mesh fabric, stretchy knit lining
- Strapless neckline, padded bra cups
- Flexible boning inserts
- Back zipper and hook-eye closure
- Side ruched seams, mermaid silhouette
- Floor-length hem
- Runs true to size
Where to Wear:
Weddings, summer galas, garden parties, date nights, fancy celebration parties, formal soirees
Style Number/Barcode: 05002-000095
Category Name: Maxi Dresses
Price: $79.90
Availability: In Stock
Available Color: PINK
Available Size: XS, S, L
Product Badge:- Ships Free
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Free Flowing Cutie V-Neck Ruffle Eyelet Maxi Dress
Flattering and breezy come together on this charming eyelet lace maxi dress perfect for spring days and summer cuteness! This dreamy dress features a flattering V-neckline, adjustable spaghetti straps, and charming button accents. The cutout waist and flowy silhouette accentuate your figure, while the tiered ruffled maxi hem adds a whimsy touch. Complete the look in wedge sandals and a floppy hat!
Fit & Features
- Eyelet lace fabric lined with woven fabric
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Cutout waist
- Ruffled maxi length hem
- Runs true to size
Style Number/Barcode: 05101-3286
Category Name: Maxi Dresses
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Charming Presence Strapless Slit Floral Maxi Dress
Your presence will always be charming in this ditsy floral maxi dress at wedding showers, brunch, or casual parties! Adorned in a stunning disty floral print, this strapless dress features a ruffle trim neckline and padded bra cups for flattering support. The curve-hugging silhouette, front slit, and maxi-length hem create a captivating look, while the brushed knit stretchy fabric ensures comfort. Pair with earrings and strappy sandals.
Fit & Features
- Ditsy floral print
- Brushed knit stretchy fabric
- Padded bra cups
- Front slit
- Curve-hugging silhouette
- Runs true to size
Style Number/Barcode: 05102-5541
Category Name: Maxi Dresses
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet Mood High Slit Floral Knit Maxi Dress
This adorable high slit floral knit maxi dress is a sweet addition to your spring wardrobe! The dainty floral print on the stretchy knit fabric will create an effortlessly chic look for your casual weekend plans. The dress is shaped with a sleeveless V-neckline and spaghetti straps, while the flowy A-line fit on the maxi-length hem will give you that breezy silhouette you love. Style with hoop earrings and strappy mules.
Fit & Features
- Knit fabric with moderate stretch
- Dainty floral print
- Sleeveless V-neckline
- Spaghetti straps
- High front slit
- Flowy A-line fit
- Runs true to size
Style Number/Barcode: 05102-5518
Category Name: Maxi Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortless Beauty Chiffon Burnout Floral Maxi Dress
Showcase your effortless beauty in this dreamy chiffon burnout floral maxi dress! Designed with a sheer chiffon fabric with a pretty burnout floral pattern, this airy maxi dress is perfect for romantic dates. The sleeveless bodice is shaped with a V-neckline and adjustable spaghetti straps that lead to a partially smocked back for added stretch. The button-down front leads to a high center slit for a chic detail on the flowy A-line silhouette. Style this long dress with a dainty charm necklace and stud earrings.
Fit & Features
- Sheer non-stretch chiffon fabric with burnout floral pattern, mini-length knit lining
- Sleeveless V-neckline
- Adjustable spaghetti straps, partially smocked back
- Button-down front, center slit
- Flowy A-line silhouette
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05101-3200
Category Name: Maxi Dresses
Price: $7.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Paisley Babe Cowl Neck Slit Maxi Dress
Get ready to turn heads in this paisley maxi dress! This sleeveless dress features a flirty cowl neckline, delicate spaghetti straps, and a flowy silhouette that's perfect for a day out or a backyard dinner party. With a high front slit and stunning paisley print, this maxi dress is sure to become a staple in your wardrobe. Complete the look in flat sandals.
Fit & Features
- Paisley print, stretchy knit fabric
- Spaghetti straps
- High front slit
- Flowy silhouette
- Runs true to size
Style Number/Barcode: 05102-5513
Category Name: Maxi Dresses
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Getaway Bound Tropical Print Woven Maxi Dress
Jet set to your gorgeous getaway in this tropical woven maxi dress! The lightweight gauze woven fabric features a bold tropical print to bring the allure to your dreamy vacay. The maxi-length dress is shaped with a strapless straight-across neckline with a ruffled fold-over design to add a flirty flair. The fitted high waist seam has an elasticized design for added stretch and a thin tie-front belt with cute tassel accents. The dress flows out to a floor-length hem with an effortless A-line silhouette. Style this maxi dress with strappy sandals.
Fit & Features
- Tropical printed gauze woven fabric with short knit lining, minimal stretch
- Strapless straight neckline with no-slip strip, ruffled fold-over design
- Fitted elasticized high waist seam
- Tie-front belt with tassels
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5678
Category Name: Maxi Dresses
Price: $6.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Weekend Getaway Tropical Print Flowy Maxi Dress
This tropical print flowy maxi dress is giving major weekend getaway energy! The breezy lightweight woven fabric is detailed with a tropical leaf-outlined print, perf for your next vacay. The maxi-length dress features a sleeveless square neckline and adjustable spaghetti straps for a customized fit. The high waist leads to a cute tie-back design, followed by a lower back cutout for a hint of skin. The dress flows out in an A-line silhouette with a stylish tiered design. Complete your look with gold hoops and strappy sandals.
Fit & Features
- Tropical printed woven fabric
- Sleeveless square neckline
- Adjustable spaghetti straps
- High waist with tie-back design, lower back cutout
- Flowy A-line fit with a tiered design
- Runs true to size
Style Number/Barcode: 05102-5609
Category Name: Maxi Dresses
Price: $21.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All Eyes On The Floral Maxi Dress
All eyes on the floral. This strapless maxi dress turns up the heat with a bold bloom moment and a high side slit that knows how to make an entrance at parties and on vacay!
Fit & Features
- Statement floral print
- Mesh fabric lined with stretchy knit
- Strapless tube neckline
- High side slit
- Curve-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000083
Category Name: Maxi Dresses
Price: $14.97 $44.90
On Sale: Yes
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L, XL
Product Badge:- Sale
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Dreamy Destination Cutout Tropical Print Maxi Dress
Get ready to jet set to your dreamy destination with this sexy tropical maxi dress! The lightweight woven fabric showcases an abstract tropical print to bring that bold allure to your next getaway. The maxi-length dress features a sleeveless halter neckline with tie-back straps that can be styled as a criss-cross high neck or a sultry plunging design according to your fashion mood! The long dress has a chic center O-ring accent and eye-catching waist cutouts with thin straps that lead to an open back with a tie-back design. The flowy A-line fit will bring those breezy vibes, while the dual thigh-high side slits add a sexy silhouette. Complete your look with heeled sandals!
Fit & Features
- Tropical printed woven fabric
- Sleeveless halter neckline, tie-back straps
- Waist cutouts, O-ring accent
- Open back, lower tie-back straps
- Dual high-cut side slits
- Flowy A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5356
Category Name: Maxi Dresses
Price: $23.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Irresistible Blooms Floral Strapless Maxi Dress
Steal all the stares in this floral mesh maxi dress for an irresistible look! This dreamy maxi-length dress features a sleek strapless neckline with non-slip grip lining, flexible boning inserts, side ruched seams that accentuate your curves, and a flattering bodycon silhouette. Complete the look with earrings and stiletto heels for a birthday or date night!
Fit & Features
- Strapless neckline, non-slip grip lining
- Side zipper and hook-eye closure
- Flexible boning inserts
- Side ruched seams, bodycon silhouette, maxi-length hem
- Floral garden print, mesh fabric, sewn-in knit lining
- Minimal stretch
- Runs true to size
Style Number/Barcode: 05101-3024
Category Name: Maxi Dresses
Price: $6.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Carolina Formal Fringe High Neck Maxi Dress
Special Occasion
Old Hollywood with flapper flair, the Carolina formal fringe maxi dress sways with every move you make! She brings modern glamour with her sleeveless high neckline, spaghetti halter straps, a form-hugging silhouette, and a curved long-length hem. The formal maxi dress is designed with fringe detailing throughout a smooth knit fabric that enhances your curves and adds some drama to the night. Complete the look with rhinestone PVC pumps for a cocktail party or banquet!
Fit & Features
- Sleeveless high neckline, spaghetti halter straps
- Back zipper and hook-eye closure
- Form-hugging silhouette
- Curved maxi-length hem
- Fringe detailing, smooth knit fabric, slight stretch
- Pasties recommended
- Runs true to size
Style Number/Barcode: 05001-2126
Category Name: Maxi Dresses
Price: $59.97 $119.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fashionable Chic Sweater Maxi Dress
Perfect for any occasion, this fashion-forward sweater maxi dress delivers the perfect blend of comfort and style. Featuring a flattering bodycon silhouette, tank straps, and a sweetheart neckline for added appeal, this luxuriously soft sweater knit maxi dress will take your look to the next level. Layer on a faux leather jacket for an effortless and cool style!
Fit & Features
- Sleeveless sweetheart neckline
- Spaghetti straps
- Bodycon silhouette
- Maxi-length hem
- Sweater ribbed knit fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1898
Category Name: Maxi Dresses
Price: $3.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Total Feels Sleeveless Maxi Sweater Dress
You'll love how you feel in this sleeveless maxi sweater dress perfect for casual day-to-night occasions! The maxi-length dress features a mock neckline, a form-hugging fit, and a flirty high slit along the hem. Complete the look in booties.
Fit & Features
- Sleeveless mock neck
- Form-hugging fit
- High slit
- Maxi-length hem
- Sweater ribbed knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1900
Category Name: Maxi Dresses
Price: $3.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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One Last Dance Glitter Asymmetric Ruffled Maxi Dress
Have the last dance out on the floor in this glitter mesh maxi dress perfect for celebrations! It features a V-neckline, spaghetti straps, a form-hugging silhouette, and an asymmetrical ruffled maxi-length hem. The glitter mesh fabric includes a stretchy knit lining. Complete the look with stylish stiletto heels.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Form-hugging silhouette
- Asymmetric ruffled maxi-length hem
- Glitter mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2673
Category Name: Maxi Dresses
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stunning Destination Tropical Ruffle Maxi Dress
Arrive at your destination in this tropical maxi dress looking stunning and ready for fun! The maxi dress features a strapless neckline, non-slip grip lining, flexible boning, a form-hugging fit, and an effortless high front slit and ruffled flowy hem. Complete your vacation look with a handbag and sandals!
Fit & Features
- Strapless neckline, non-slip grip lining
- Back zipper and hook-eye closure
- Flexible boning
- Form-hugging fit
- High front slit, ruffled flowy maxi hem
- Tropical print, airy mesh fabric, partial knit lining
- Runs true to size
Style Number/Barcode: 05102-5383
Category Name: Maxi Dresses
Price: $22.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Megan Formal Square Neck Slim Long Dress
Special Occasion
Simplicity is bliss on the Megan formal dress that flaunts your gorgeous figure! She features a classy sleeveless square neckline adorned with shoulder straps, a flattering curve-hugging slim silhouette, and a high front slit and long hem. The formal dress is crafted from a sleek and smooth knit fabric designed to fit like a glove while offering plenty of stretch. Complete your look for weddings or holiday galas with statement earrings and heels!
Fit & Features
- Sleeveless square neckline, shoulder straps
- Back zipper closure
- Curve-hugging, slim silhouette
- Front slit, long hem
- Smooth knit fabric, moderate stretch
- Bra friendly design
- Runs true to size
Style Number/Barcode: 05002-7800
Category Name: Maxi Dresses
Price: $24.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Vacay Dream Floral Strappy Maxi Dress
POV: You just entered the group chat looking like a vacay dream. This mesh maxi dress hugs in all the right places with a strappy back that turns heads on vacation and summer parties!
Fit & Features
- Tropical floral print, mesh-lined fabric, moderate stretch
- V-neckline
- Bungee spaghetti straps
- Strappy open back
- Form-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000389
Category Name: Maxi Dresses
Price: $49.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L, XL
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Amber Formal Satin Halter Open Back Long Dress
Special Occasion
Take everyone's breath away in the Amber formal satin long dress. This chic maxi dress features a luxe halter neckline, secure hook and eye back fasteners, an eye-catching open back, a slim silhouette, and an elegant floor-length hem. The formal long dress is composed of a smooth and silky satin woven fabric. Complete the look with earrings for a black tie gala, banquet, or anniversary party!
Fit & Features
- Sleeveless halter neckline, hook and eye back fasteners
- Open back, side zipper and hook-eye closure
- Slim silhouette
- Floor-length hem
- Satin woven fabric, no stretch
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05002-7621
Category Name: Maxi Dresses
Price: $39.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Shayna Formal Strapless Ruffled Long Dress
Special Occasion
Cascading ruffles bring the perfect dose of drama to the Shayna formal long dress! She features a strapless neckline with non-slip grip lining, front ruffles going down the front, a slim silhouette, and a floor-length hem with a flirty side slit. The formal maxi dress is crafted from a smooth knit fabric that hugs your body like an hourglass! Complete the look with a glam hair accessory for a wedding or fancy celebration!
Fit & Features
- Strapless neckline, non-slip grip lining
- Ruffles down the front
- Slim silhouette
- Side slit, floor-length hem
- Smooth knit fabric, moderate stretch
- Strapless bra recommended
- Runs true to size
Style Number/Barcode: 05002-7766
Category Name: Maxi Dresses
Price: $29.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lilian Formal Glitter Velvet Strappy Back Long Dress
Special Occasion
The Lilian formal glitter velvet long dress is the perfect evening wear choice for black tie parties or galas! Crafted from luxurious glitter velvet fabric, the maxi dress features a one-shoulder neckline, sleeveless design, a padded bust, spaghetti straps, and a head-turning strappy open back. Its slim silhouette and side slit offer a flattering fit, while its long hem and exquisite shimmer lend an air of sophistication to the dress. Complete the look with a bracelet and earrings.
Fit & Features
- Sleeveless one-shoulder neckline
- Padded bust, back zipper and hook-eye closure
- Spaghetti straps, open strappy back design
- Slim silhouette, high side slit, long hem
- Glitter velvet fabric, stretchy knit lining
- No bra required
- Runs true to size
Style Number/Barcode: 05002-7645
Category Name: Maxi Dresses
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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See Through Me X-Ray Graphic Maxi Dress
See through the ordinary and showcase your unique style! This graphic maxi dress features a scoop neckline, adjustable spaghetti straps, an X-ray graphic bust and front design, a flattering bodycon silhouette, and a back slit on smooth knit fabric. Complete the look in a sassy crop denim jacket for day or night plans!
Fit & Features
- Sleeveless scoop neckline
- Adjustable spaghetti straps,
- Back zipper and hook-eye closure
- X-ray graphic bust and front design
- Bodycon silhouette, maxi-length hem, back slit
- Smooth knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5297
Category Name: Maxi Dresses
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Smooth Silhouette Long Sleeve Bodycon Maxi Dress
The perfect maxi dress for looking sultry on casual outings! The long dress features fitted long sleeves, a square neckline, a flattering bodycon silhouette, and a fitted maxI-length hem on smooth modal knit fabric with a mesh lining. Complete the look with simple hoop earrings and a choker.
Fit & Features
- Fitted long sleeves
- Square neckline
- Bodycon silhouette
- Maxi-length hem
- Smooth modal knit fabric, mesh lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5339
Category Name: Maxi Dresses
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Kaiya Formal Satin Floral Mermaid Slip Dress
Special Occasion
Gorgeous floral blooms decorate the Kaiya formal satin slip dress perfect for bridesmaids, wedding guests, or fancy soirees! She features a V-neckline adorned with adjustable spaghetti straps, a flattering mermaid silhouette, and a high-side slit that leads to her long-length hem. The formal dress showcases floral blooms on silky satin woven fabric and has a stretchy knit lining. Complete the look in a ring set and heels.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps
- Mermaid silhouette, high side slit
- Long-length hem
- Floral print, satin woven fabric, stretchy knit lining
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05002-7724
Category Name: Maxi Dresses
Price: $24.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free