Maxi Dresses
Embrace versatility and style with our collection of maxi dresses, designed for every occasion. Our assortment features relaxed, breezy styles perfect for casual beach days to romantic A-line dresses for formal weddings. Our maxi dresses come in various styles, including dreamy bohemian looks with flutter sleeves, romantic off-the-shoulder designs, and elegant halter necklines. Whether you’re dressing for a laid-back afternoon or a formal evening, find a maxi dress that combines comfort with chic appeal, ensuring you look effortlessly stylish no matter the setting.
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FEATUREDThe Latest Maxi Dresses In Style For Fall and Winter 2024
Embrace the colder months in style with Windsor's collection of chic and versatile maxi dresses for Fall and Winter 2024! From casual to formal, our maxi dresses offer the perfect blend of comfort and sophistication, ensuring you stay warm and stylish for all your seasonal events. Whether you love turtleneck, mock neck, V-neck, or off-the-shoulder designs, we have the perfect maxi dress to elevate your cold-weather wardrobe. The best part? These dresses transition seamlessly from day to night, making them a must-have for your seasonal festivities.
Maxi dresses are the ideal casual dress to wear for everyday fall and winter outfits. Discover flowy maxi dresses with chic cutouts, long sleeves, or high slits to keep you stylish and comfortable. Layer them under your favorite faux fur coats, chunky knit cardigans, or tailored blazers for added warmth on chilly days. And when the evening arrives, switch to a sleek faux leather jacket and complete the look with heeled boots for an effortlessly edgy vibe. Create a flattering silhouette by cinching your flowy maxi dresses at the waist with a stylish belt and pairing them with ankle boots and statement earrings!
You’ll fall in love with Windsor’s maxi dresses featuring bold prints and rich textures perfect for the cooler seasons. Keep it chic in ombre or dark floral print maxi dresses at winter weddings or holiday parties. For date nights, choose curve-hugging maxi dresses in deep jewel tones like emerald, burgundy, or navy, bringing a touch of allure and sophistication. For a winter getaway, shop a trendy assortment of solid-colored maxi dresses in luxurious fabrics like velvet, satin, and knit, perfect for adding a touch of elegance to your seasonal wardrobe. If you prefer patterns, explore dresses in subtle winter florals or geometric prints that will have you feeling confident and stunning all season long!
Explore a stylish collection of maxi-length dresses in cozy, A-line, slim-fit, and bodycon silhouettes. Choose from one-shoulder or off-the-shoulder maxi dresses or long sheer-sleeved maxi dresses for a polished and warm look. Windsor offers formal dresses in maxi lengths with intricate lace, velvet, or satin details, so you can find the perfect style to match your winter vibe. Shop dresses with ruched side seams to accentuate your gorgeous curves or ruffled accents for a touch of whimsy. Our long dresses in warm fabrics like knit, satin, and chiffon will keep you comfortable and elegant through all your winter events. Formal maxi dresses are perfect for winter weddings or anniversary celebrations, with elevated fabrics that move with you, creating a romantic and enchanting vibe. For winter brides, Windsor offers a stunning selection of white long dresses, ideal for your engagement party, bridal shower, bachelorette party, or rehearsal dinner.
Get formal to casual maxi dresses with high slits, sheer layers, stylish sleeves, luxe fabrics, and soft knits at over 350 Windsor stores in the US and Canada or online here!
Can I Wear Maxi Dresses Year-Round?
Maxi dresses are a dress style you can wear year-round. Styling a maxi dress with the right accessories or pairing it with other trendy apparel will determine if your look fits the occasion. It’s common to see summer dresses in a maxi style because you can go from the pool to dinner by switching out sandals for heeled mules and adding some bling jewelry to dress up your look. Vacation maxi dresses hit all right notes regardless of the season because you can style them in multiple ways like with tie-front crop tops or short sleeve graphic tees. Maxis in floral prints or solid colors also transition effortlessly from warm weather to cooler temps when you layer knot-back sweaters, leggings or tights, and knee-high boots with a low or high heel depending on your vibe.
What is the difference between a midi and a maxi dress?
The main difference between midi and maxi dresses is the length. Midis, or mid-length dresses, hit below the knee and above the ankle. Maxi dresses are floor-length styles that typically do not show the legs unless there are slits. Both silhouettes are stunning casual and formal options for weddings, parties, dates, and graduations, or casual everyday wear!
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Ruched To The Maxi Knit Dress
This sultry long summer-ready dress is ruched to the max! It features a sleeveless bodice, spaghetti straps, a square neck and back, a front and back waist cutout, ruched detailing along the sides, and a floor-length hem with a knee-high side slit. The dress is composed of a stretchy knit with a short knit skirt lining and offers a flattering, curve-hugging fit. Complete your look with wedges and statement earrings.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Front and back cutouts
- Ruched dealing
- Maxi length silhouette
- Knee-high slit
- Form hugging fit, stretchy knit fabric
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-0886
Category Name: Maxi Dresses
Price: $14.97
Availability: Out of Stock
Product Badge:- Clearance
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Brighter Vibes Lace-Up Chiffon Maxi Dress
Bring on brighter vibes in this maxi dress that brings a burst of color this season. The maxi dress features a plunging v-neckline, sexy waist cutout to show off a hint of skin, a lace-up back, and a high side slit. Complete your look with fab cork wedges and sunnies for those ultimate summer vibes.
Fit & Features
- Sleeveless v-neckline with spaghetti straps
- Waist cutouts
- Lace-up back
- High side slit
- Maxi length silhouette
- Chiffon fabric
Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05101-0505
Category Name: Maxi Dresses
Price: $9.97
Availability: Out of Stock
Product Badge: -
Breanne Printed Floral Chiffon A-Line Dress
Special Occasion
Give our gorgeous Breanne dress a twirl with her flowy floral A-line skirt! She features a wrap front V neckline, a flattering high waist, and a sheer skirt with a short lining. Stun as the guest of honor at your next fall wedding and pair with some sleek heels and gold hoop earrings.
Fit & Features
- Thin shoulder straps
- Wrap front
- Deep V neck and back with a zipper closure
- High waist
- Flowy overlap A-line skirt
- Short lining
- Floral printed chiffon fabric
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0703
Category Name: Maxi Dresses
Price: $9.97
Availability: Out of Stock
Product Badge:- Sale
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Ribbed Knit Crew Neck Maxi Dress
This simple yet stunning ribbed knit maxi dress is a must for your fab fall look. Featuring a high crew neckline and a flattering curve-hugging silhouette, this dress can easily be dressed up with some strappy heels or down with a pair of chunky sneakers. Wear on a casual date night with bae.
Fit & Features
- High crew neckline
- Tank-like shoulder straps
- Form-hugging fit
- Side slit
- Maxi length
- Ribbed knit fabric
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0870
Category Name: Maxi Dresses
Price: $9.97
Availability: Out of Stock
Product Badge:- Clearance
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Button Down Beauty Maxi Dress
Button-down in a casual maxi dress for a cute day-out outfit the next time you're picking up a must-have iced coffee! This maxi dress features a plunging sweetheart neckline with a tie-front accent, mini cutout at the bodice, and a button-down front with a high center slit. Complete your look with sleek sandals for those low-key vibes.
Fit & Features
- Plunging sweetheart neckline
- Tie-front accent with a small cutout at the bodice
- Adjustable spaghetti straps
- Multi-button down front
- High center slit
- Maxi length silhouette
- Ribbed knit fabric, form-hugging fit
Navy Dress: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Mustard Dress: Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0746
Category Name: Maxi Dresses
Price: $9.97
Availability: Out of Stock
Product Badge: -
Stuck on Floral Maxi Dress
Have a floral moment in this flowy maxi dress! Style it with hoops and wedges for the perfect day date look.
Fit & Features
- Off the Shoulder
- Double Front Slits
- Maxi Length
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-0632
Category Name: Maxi Dresses
Price: $9.97
Availability: Out of Stock
Product Badge:- Clearance
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Tropical Getaway Sleeveless Asymmetrical Ruched Midi Dress
Head to the tropics in this midi dress that brings a tropical burst of color. This vacation-ready dress features a sleeveless bodice, a plunging V-neckline and adjustable spaghetti straps that lead to an X-back design. The relaxed fit waist leads to a midi length silhouette with a ruched side seam and an asymmetrical high slit to show off a hint of skin. The all-over tropical print features bright hues that perfectly complement the neutral background. The dress is composed of a smooth knit fabric that offers a form-hugging fit. Complete your look with a pair of heels and golden hoop earrings.
Fit & Features
- Plunging V-neckline
- Adjustable spaghetti straps
- X-back
- Midi length silhouette
- Tropical print
- Asymmetrical high side slit
- Form hugging fit
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0579
Category Name: Maxi Dresses
Price: $9.97
Availability: Out of Stock
Product Badge:- Clearance
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Floral Beauty Sleeveless Chiffon Maxi Dress
Radiate beauty in a floral maxi dress that brings the charm. Perfect for that next bridal shower this maxi dress features a sleeveless plunging v-neckline, a crochet lace detailed lace, and an all-over floral print. Complete your romantic outfit with duster earrings and clear heels.
Fit & Features
- Sleeveless plunging v-neckline
- Crochet lace detailed waistband
- Floral print
- Maxi length silhouette
- Chiffon knit fabric
- Relaxed fit
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0596
Category Name: Maxi Dresses
Price: $9.97
Availability: Out of Stock
Product Badge: -
On Your Radar Ruched Maxi Dress
Get on their radar in a sleek maxi dress that shows off curves in all the right places. The maxi dress features a square neckline, sleek spaghetti straps and ruched maxi length silhouette with a high side slit to show off glowing gams. Complete your look with clear heels and statement earrings.
Fit & Features
- Sleeveless square neckline
- Sleek spaghetti straps
- Maxi length silhouette
- Ruched side seams that streamline design
- High side slit
- Smooth knit fabric
- Form hugging fit, moderate stretch
Model is 5'8" with 32" bust, 24" waist and 36.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0332
Category Name: Maxi Dresses
Price: $15.97
Availability: Out of Stock
Product Badge:- Clearance
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Adore You Floral High Slit Maxi Dress
Feel adored in a floral dress that brings some serious butterflies this season. The dress features a gorgeous floral print, a flattering cowl neckline, and a maxi length silhouette that is accented a high side slit. Complete your date-night ready outfit with sleek hoop earrings and strappy heels that mesmerize.
Fit & Features
- Sleeveless bodice
- Cowl neckline
- Spaghetti straps that cross at the back
- Floral print
- Maxi length silhouette
- High side slit
- Smooth knit fabric, form-hugging fit
Model is 5'8" with 32" bust, 24" waist and 36.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-0529
Category Name: Maxi Dresses
Price: $9.97
Availability: Out of Stock
Product Badge: -
Scooped In Style Sleeveless Cutout Ribbed Maxi Dress
Serve up a stylish look in a maxi dress that slays girl! Step out in this dress that features a sleeveless bodice, a scoop neckline with tank-like straps, a sexy mid-drift cutout to show off a hint of skin, and a maxi length silhouette with twist front accent to reveal a mini length skirt. Complete outfit with wedges and fringe earrings.
Fit & Features
- Sleeveless scoop neckline
- Tank-like straps
- Mid-drift cutout
- Maxi length silhouette overlay with twist front accent
- Mini length skirt
- Ribbed knit fabric
- Form hugging fit
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0462
Category Name: Maxi Dresses
Price: $14.97
Availability: Out of Stock
Product Badge:- Clearance
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Fresh Blooms Side Slit Maxi Dress
It's time to refresh and reset for the szn! This spring-ready maxi will be your go-to piece for daytime events! Slip into some mules and add some layered necklaces for a pretty OOTD!
Fits & Features
- Spaghetti Straps
- Scoop Neckline
- Thigh High Side Slit
- Maxi Length Silhouette
- Form Hugging Fit
- Zipper Not Included
Model is 5'9" with a 34" bust, 25" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-0289
Category Name: Maxi Dresses
Price: $9.97
Availability: Out of Stock
Product Badge:- Sale
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Floral Tropical Surplice Wrap Maxi Dress
Wrap yourself in a floral maxi dress. Bring the vacation vibes this season in this dress that features an all-over tropical floral print, a sleeveless surplice wrap neckline, and spaghetti straps. The relaxed fit waist leads to a carefree maxi length silhouette. The dress is composed of a lightweight smooth knit fabric that offers a form hugging fit. Complete your outfit with dainty bracelets and face-framing sunglasses.
Fit & Features
- Sleeveless
- Wrap v-neckline
- Spaghetti straps
- Tropical floral print
- Maxi length silhouette
- Smooth knit fabric
- Form hugging fit
Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.
Style Number/Barcode: 05102-0194
Category Name: Maxi Dresses
Price: $21.97
Availability: Out of Stock
Product Badge:- Back In Stock
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Tropical Print Cowl Neck Maxi Dress
Head to the tropics in a maxi dress. The vacation-worthy maxi dress features a draped cowl neck, spaghetti straps that lead to a bold open back and an all-over tropical palm leaf print. The relaxed fit waist leads to a sweeping maxi length silhouette that is accented with a daring high slit. Complete your look with clear heels to let the print speak for itself and a floppy hat.
Fit & Features
- Cowl neck
- Spaghetti straps
- Open back
- High slit, maxi length silhouette
- Tropical palm leaf print
- Smooth knit fabric
- Form hugging fit, moderate stretch
Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.
Style Number/Barcode: 05101-0446
Category Name: Maxi Dresses
Price: $9.97
Availability: Out of Stock
Product Badge:- Clearance
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Get The Scoop Maxi Dress
Get the scoop on the hottest new style in this sleek maxi dress! It features a sleeveless scoop neck, spaghetti straps that lead to a cross back, and a maxi length with a thigh-high slit along the asymmetrical hem. Complete the look in glitzy heels for your formal event.
Fit & Features
- Sleeveless, scoop neck, spaghetti straps
- Cross back design
- Thigh-high slit
- Bodycon silhouette
- Asymmetrical hem
- Jersey knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05101-0291
Category Name: Maxi Dresses
Price: $9.97
Availability: Out of Stock
Product Badge:- Sale
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Floral Moment Maxi Dress
Create a charming moment in florals in this sweet maxi dress! Perfect for brunch when paired with fab heels and a neutral handbag!
Fit & Features
- Wrap V-Neckline
- Spaghetti Straps
- Elastic Waist
- Floral Print
- Maxi Silhouette
- Lined Knit Fabric | Mini Skirt Length Lining
- Relaxed Fit | Moderate Stretch
Style Number/Barcode: 05101-0530
Category Name: Maxi Dresses
Price: $14.97
Availability: Out of Stock
Product Badge:- Clearance
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High Slit Floral Knit Maxi Dress
Upgrade your dress with a floral print. The floral maxi dress features a sleeveless bodice, a plunging V-neckline, and spaghetti straps that lead to a partially open back with a square neck. The relaxed fit waist leads to a curve-hugging maxi length silhouette that is accented with a high side slit to reveal a hint of leg. The dress is composed of a smooth knit fabric that offers a form hugging fit. Complete your brunch-ready look with statement heels and extra-large hoops.
Fit & Features
- Sleeveless v-neckline
- Spaghetti straps
- Partially open back
- Floral print
- Maxi length silhouette
- High side slit
- Knit fabric
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0645
Category Name: Maxi Dresses
Price: $21.97
Availability: Out of Stock
Product Badge:- Sale
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Bloom With Beauty Maxi Dress
Be a stunning blooming beauty in this floral printed maxi dress!
Fits & Features
- V Neckline
- Spaghetti Straps
- Sheer Lace Back With Zipper I Elastic Back Cut-Out
- High Waist Seam
- Flowy, Maxi Length
- Sheer Chiffon Fabric I Knit Lining
- Relaxed Fit I Minimal Stretch
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
*Also available in Plus.Style Number/Barcode: 05102-3887
Category Name: Maxi Dresses
Price: $24.97
Availability: Out of Stock
Product Badge:- Sale
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Getaway Girl Floral Smocked Tube Maxi Dress
Girl, you'll look stunning on your weekend getaway in this floral tube maxi dress! It features a strapless square neckline, a smocked bodice, and a flowy maxi-length silhouette with a ruffle bottom hem. Don't forget to add a pair of wedges and a wide brim hat to your cart as well!
Fit & Features
- Strapless square neckline
- Stretchy smocked bodice
- Maxi-length silhouette, mini-length lining
- Ruffle bottom hem
- Floral printed woven fabric
- No stretch
- Runs true to size
Style Number/Barcode: 05101-0033
Category Name: Maxi Dresses
Price: $9.97
Availability: Out of Stock
Product Badge:- Sale
- Strapless square neckline
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Serving Up Sass Maxi Dress
Serve up some major sass in this slay-worthy maxi dress that brings the drama! Pair this beauty with strappy heels and a luxe clutch for a look that's ready for a night out with the squad!
Fit & Features
- Wrap V-Neckline
- Spaghetti Straps
- Ruched Side Seam
- Asymmetrical High Side Slit
- Lined Smooth Knit Fabric
- Form Hugging Fit
- Moderate Stretch
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0519
Category Name: Maxi Dresses
Price: $9.97
Availability: Out of Stock
Product Badge:- Clearance
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Ava Formal Floral Pleated Dress
Special Occasion
Bloom into the season in charming florals as you make a dreamy impression in our Ava formal floral dress! Her florals and pleats are bring a sweet attention to detail that we love for a bridal shower or spring wedding. Complete Ava with a pair of clear heels to let the print really standout!
Fit & Features
- V-Neckline
- Ruffled Should Straps
- Open Back
- Floral Print
- Pleated A-Line Silhouette
- Lined Chiffon Fabric
- Relaxed Fit
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05002-1033
Category Name: Maxi Dresses
Price: $14.97
Availability: Out of Stock
Product Badge: -
Slit Decision Ruched Maxi Dress
Yesssss, we stan a dress with a slit and stretchy fit! It's a no-brainer girl. Slip into this dress and show off that body in this curve-hugging maxi!
Fits & Features
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Scoop Neckline I Square Back
- Adjustable Spaghetti Straps
- Maxi Length Silhouette
- Slit At The Side With Adjustable Drawstring
- Smooth Jersey Knit Fabric
- Form Hugging Fit
- Plenty Of Stretch
Style Number/Barcode: 05101-0441
Category Name: Maxi Dresses
Price: $9.97
Availability: Out of Stock
Product Badge: -
Scoop Neckline I Square Back
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Malie Formal Floral Chiffon Dress
Special Occasion
Bring the romance in florals as you make a dreamy entrance in our mesmerizing Malie floral chiffon dress! Pair her with sleek strappy stilettos and a pair of rhinestone embellished earrings for an unforgettable look!
Fit & Features
- Sleeveless Plunging V-Neckline
- Adjustable Spaghetti Straps } Cross Back Straps
- Floral Print
- A-Line Silhouette
- Chiffon Fabric
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0687
Category Name: Maxi Dresses
Price: $14.97
Availability: Out of Stock
Product Badge:- Sale
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Flaunt Those Florals Waist Tie Dress
Work that springtime magic in this pretty and sweet maxi dress! Add a woven bag and wedges for a completed look!
Fits & Features
- Plunging V Neckline
- Waist Tie Design
- Sleeveless Bodice
- Maxi Length Silhouette
- Woven Fabric I Ditsy Floral Print Design
- Relax Fit I Minimal Stretch
Style Number/Barcode: 05102-0739
Category Name: Maxi Dresses
Price: $19.97
Availability: Out of Stock
Product Badge:- Online Only