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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The 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 everyday looks to formal events, each maxi dress offers the right mix of comfort and elegance, helping you stay warm and fashionable all season long. Whether you prefer mock neck, V-neck, or off-the-shoulder designs, we have the perfect styles for women to elevate your winter wardrobe. The best part? These dresses shift easily from day to night, making them essential for your seasonal festivities.

Maxi dresses are a great choice for everyday fall and winter outfits. Discover flowy dresses with chic cutouts, long sleeves, or high slits to keep you looking stylish and comfortable. Layer them with 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 a sophisticated vibe. Create a flattering look by cinching a flowy dress at the waist with a stylish belt and pairing it with ankle boots and statement earrings. For a fresh winter look, try a dark floral dress or an elegant sleeveless option.

You’ll love Windsor’s maxi dresses featuring bold prints and rich textures perfect for cooler weather. Keep it chic in ombre or dark floral patterns at winter weddings or holiday parties. For date nights, choose an elegant curve-hugging maxi dress in deep jewel tones like emerald, burgundy, or navy, adding a touch of allure. For a winter getaway, explore a selection of solid-colored maxi dresses in luxurious fabrics like velvet, satin, and knit, perfect for adding a touch of sophistication to your wardrobe. If you prefer patterns, check out dresses in subtle winter florals or geometric designs that will make you feel confident all season long.

Explore a stylish collection of maxi-length dresses in cozy, A-line, slim-fit, and bodycon silhouettes. Choose from asymmetrical or backless dresses for a polished look, or select a long sheer-sleeved style for warmth. Windsor offers formal dresses with intricate lace, velvet, or satin details, so you can find the perfect style for any winter occasion. Shop dresses with ruched seams to highlight your shape or tiered skirts for added texture. Our long dresses in warm fabrics like knit, satin, and chiffon will keep you comfortable and elegant throughout your winter events. Formal maxi dresses are perfect for winter weddings or anniversary celebrations, with flowing fabrics that move with you, creating a romantic and enchanting vibe. For winter brides, Windsor’s selection of white dresses includes gorgeous backless and sleeveless options, ideal for engagement parties, bridal showers, bachelorette parties, or rehearsal dinners.

Discover the best formal maxi dresses with high slits, sheer layers, stylish sleeves, luxe fabrics, and cozy knits at over 350 Windsor stores in the US and Canada, in-app, or online. Whether you're shopping for a long sleeve dress or a classic sundress, Windsor has the perfect options to refresh your winter wardrobe.

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. Maxi sundresses 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. 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!

  • Kenzie Formal Lace-Up Mermaid Dress

    Special Occasion

    Sleek and slinky, the Kenzie formal dress shines bright for galas and fancy parties! She features a V-neckline, spaghetti straps that create the sultry lace-up open back, and a mermaid silhouette that hugs your gorgeous curves down to the floor-length hem. The formal maxi dress is composed of a shimmering knit fabric with a stretchy lining and offers plenty of stretch. Complete the look with a sparkly clutch and heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Lace-up open back
    • Mermaid silhouette, floor-length hem
    • Shimmering knit fabric, stretchy knit lining, moderate stretch
    • Pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7667

    Category Name: Maxi Dresses

    Price: $635.00

    Availability: In Stock

    Available Color: GOLD

    Available Size: XS, S, M, L

  • Sheer Perfection Ruched Maxi Mesh Tube Dress

    Fit & Features

    • Sheer mesh fabric with mini-length knit lining, plenty of stretch
    • Strapless elasticized straight neckline
    • Ruched side seams, curve-hugging bodice
    • Maxi-length asymmetric shark hem
    • Flowy silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3675

    Category Name: Maxi Dresses

    Price: $380.00

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

  • Undeniable Beauty One-Shoulder High Slit Knit Maxi Dress

    Showcase your undeniable beauty in this chic one-shoulder high slit maxi dress! Designed with a double-lined knit fabric offering plenty of stretch, this long dress will hug your gorgeous curves with its bodycon silhouette. It features an asymmetric one-shoulder neckline with a trendy ruched overlay, a high-cut side slit to showcase some leg, and a maxi-length hem. Style with statement earrings and stiletto heels.

    Fit & Features

    • Stretchy double-lined knit fabric
    • Asymmetric one-shoulder neckline, ruched overlay
    • High side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3536

    Category Name: Maxi Dresses

    Price: $130.00 $295.00

    On Sale: Yes

    Availability: Out of Stock

  • Casual Chic Ruched Ribbed Knit Maxi Dress

    Effortlessly elevate your everyday looks with this casual chic ribbed knit maxi dress. It features a sleeveless boat neckline, tank shoulder straps with a trendy twist-back design, ruched side seams at the waist to accentuate your curves, and a fitted A-line silhouette with a maxi-length hem to flaunt your figure. Style with hoop earrings and strappy mules.

    Fit & Features

    • Stretchy ribbed knit
    • Boat neckline
    • Tank shoulder straps, twist-back design
    • Side ruching at the waist
    • Fitted A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5834

    Category Name: Maxi Dresses

    Price: $425.00

    Availability: In Stock

    Available Color: GRAY, BLACK

    Available Size: S, M, L

  • Gwen Sweetheart Ruffle Floral A-Line Formal Dress

    Special Occasion

    Become a vision of love in the Gwen floral A-line formal dress perfect for bridesmaids, wedding guests, or attending a garden party! Made from an airy floral print mesh fabric, this floor-length dress will make you feel so gorgeous. With delicate ruffled adjustable spaghetti straps and a flattering sweetheart neckline, this dress will beautifully accentuate your figure with padded bra cups. The ruffled A-line silhouette and front slit add a touch of sophistication to the floor-length hem. Complete the look with dangly earrings, a bracelet, and heels.

    Fit & Features

    • Floral print, mesh fabric, woven lining, no stretch
    • Sweetheart neckline
    • Ruffled adjustable spaghetti straps
    • Padded bra cups, back zipper and hook-eye closure
    • Front slit
    • A-line ruffled silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8501

    Category Name: Maxi Dresses

    Price: $425.00 $930.00

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Abbie Off-The-Shoulder Mermaid Ombre Formal Dress

    Special Occasion

    Turn heads with your significant allure in the Abbie ombre formal dress perfect for weddings or banquets! Made of ombre mesh fabric, this dress is a true work of art. Its off-the-shoulder neckline and side ruched seams flatter your figure, while the mermaid silhouette and floor-length hem give a sophisticated touch. Complete the look with sparkly rhinestone earrings, a clutch, and heels!

    Fit & Features

    • Ombre print mesh fabric, stretchy soft knit lining
    • Off-the-shoulder neckline
    • Back zipper and hook-eye closure
    • Mermaid silhouette
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-8567

    Category Name: Maxi Dresses

    Price: $550.00

    Availability: In Stock

    Available Color: MAUVE

    Available Size: XS, S, M, L

  • Sensational Sultry One-Shoulder Floral Satin Maxi Dress

    Make sure all eyes are on you stepping on the scene in this floral satin maxi dress at cocktail parties! The one-shoulder neckline and strappy open back exude sultriness, while the form-hugging fit and maxi-length hem create a flattering silhouette on the floral satin fabric. Complete the look in stiletto heels.

    Fit & Features

    • Floral print, satin fabric
    • One-shoulder neckline
    • Adjustable spaghetti strap
    • Strappy open back
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3397

    Category Name: Maxi Dresses

    Price: $510.00

    Availability: In Stock

    Available Color: BLACK

    Available Size: L

  • Showstoppin' Staple Long Sleeve Maxi Dress

    Put your curves on display in this basic maxi dress perfect for dressing up or down! The long dress features fitted long sleeves, a classic crew neck, and a flattering bodycon silhouette on hacci rib knit fabric. Complete the look with strappy heels and a purse!

    Fit & Features

    • Hacci rib knit fabric, plenty of stretch
    • Fitted long sleeves
    • Crew neckline
    • Bodycon silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5887

    Category Name: Maxi Dresses

    Price: $315.00

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L, XL

  • Melany Formal Dual Slit A-Line Dress

    Special Occasion

    Bring the fire and desire in the Melany formal dress to make every jaw drop! Stun at black-tie weddings, galas, and award banquets. She features a sleeveless one-shoulder neckline with a cutout bust and a cutout back tank strap, an empire waist, and a flattering A-line silhouette with sexy dual front slits along her faux wrap-style long hem. The formal dress is composed of a slinky and smooth knit fabric with moderate stretch. Complete the look with lace-up heels and earrings.

    Fit & Features

    • Sleeveless one-shoulder neckline, cutout bust
    • Cutout back tank strap
    • Empire waist
    • A-line silhouette, dual front slit, floor-length hem
    • Slinky and smooth knit fabric, moderate stretch
    • Strapless bra, sticky bra, or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-6898

    Category Name: Maxi Dresses

    Price: $510.00

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

  • Make Hearts Flutter Short Sleeve Cutout Maxi Dress

    You'll instantly be crushing on this maxi dress perfect for weekend dinner parties or vacation! The flutter sleeves and plunging neckline create a playful vibe, while the elasticized waist and side cutouts show a hint of skin along the flowy maxi-length silhouette. Complete the look in strappy sandals.

    Fit & Features

    • Gauze woven fabric, short knit stretchy lining
    • Flutter short sleeves
    • Plunge V-neckline and V-cut back
    • Elasticized strappy waist with side cutouts
    • Flowy maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5719

    Category Name: Maxi Dresses

    Price: $85.00 $425.00

    On Sale: Yes

    Availability: Out of Stock

  • Caterina Formal Strapless Faux Pearl Long Dress

    Special Occasion

    Step out in elevated luxury with the Caterina formal long dress adorning colored faux pearl embellishments for an opulent look! She features a strapless neckline with non-slip grip lining, a padded bust for support, and side ruched seams that accentuate your curves along the bodycon silhouette. The formal dress is finished with a center back slit for movement and a long-length hem on mesh fabric with a sewn-in knit lining. Complete the look with earrings for a wedding or school dance!

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Side ruched seams, bodycon silhouette
    • Center back slit, long-length hem
    • Colored faux pearl embellishments
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-8176

    Category Name: Maxi Dresses

    Price: $680.00

    Availability: In Stock

    Available Color: PERIWINKLE

    Available Size: XS

  • Whimsical Cutie Butterfly Polka Dot Satin Maxi Dress

    Soar toward any celebration in this whimsical and cute polka dot satin maxi dress! Featuring cap sleeves and a gorgeous butterfly lace trim sweetheart neckline, this dress adds a touch of elegance. The button-down back with a cutout accent completes the maxi silhouette, making you the center of attention! Complete the look in strappy block heels and a necklace.

    Fit & Features

    • Polka dot print, satin fabric, no stretch
    • Butterfly lace trim sweetheart neckline
    • Button-down back and zipper hook-eye closures
    • Cutout back accent
    • Maxi length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3555

    Category Name: Maxi Dresses

    Price: $380.00

    Availability: Out of Stock

  • Coastal Dream Lace-Up Ruffled Maxi Dress

    A dreamy sleeveless maxi dress perfect for styling for beach city days or coastal vacations! The scoop neckline and bust tie accentuate your figure, while adjustable spaghetti straps provide the perfect fit. The lace-up back adds a touch of charm, while the flowy ruffled silhouette and maxi-length hem exude effortless chicness! Complete the look with strappy sandals and sunglasses.

    Fit & Features

    • Woven fabric, short knit stretchy lining
    • Scoop neckline with bust tie
    • Adjustable spaghetti straps
    • Lace-up back
    • Flowy tiered ruffled maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5565

    Category Name: Maxi Dresses

    Price: $220.00 $485.00

    On Sale: Yes

    Availability: Out of Stock

  • Delia Formal Cowl Neck Long Dress

    Special Occasion

    Flattery will get you everywhere in the Delia formal long dress crafted from a smooth knit fabric that fits like a glove! Stun at school dances, cocktail soirees, and as a bridesmaid. She features a sleeveless cowl neck with pleating, spaghetti straps that lace up on the back, a mermaid silhouette, and a floor-length hem with a skin-showing front slit. The formal dress is composed of a lined knit fabric with a moderate stretch. Complete the look in a necklace and earrings set.

    Fit & Features

    • Sleeveless cowl neck, pleating
    • Spaghetti straps, lace-up back
    • Mermaid silhouette
    • High front slit, floor-length hem
    • Lined smooth knit fabric, moderate stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7146

    Category Name: Maxi Dresses

    Price: $510.00

    Availability: In Stock

    Available Color: BLACK

    Available Size: L

  • Ocean Breeze Cowl Neck Low Back Tropical Maxi Dress

    Relax poolside with a drink in hand and this tropical mesh maxi dress on! Featuring a playful cowl neckline, adjustable spaghetti straps, and a low back with criss-cross straps for a touch of intrigue. Its curve-hugging silhouette and maxi-length hem will make you feel like a tropical goddess on vacation! Complete the look in sunnies and sandals!

    Fit & Features

    • Tropical palm print, mesh fabric lined with stretchy knit
    • Cowl neckline
    • Adjustable spaghetti straps
    • Low back with criss-cross straps
    • Curve-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5645

    Category Name: Maxi Dresses

    Price: $85.00 $450.00

    On Sale: Yes

    Availability: Out of Stock

  • Melonie Corset Ruffled Mermaid Floral Formal Dress

    Special Occasion

    Arrive looking blissfully chic and dreamy in the Melonie floral formal dress as a gorgeous bridesmaid, wedding guest, or attending a garden party! Her sleeveless sweetheart neckline, shoulder straps, and padded bra cups provide a flattering fit. The flexible boning and mermaid silhouette accentuate your curves, while the ruffled floor-length hem adds an elegant touch. Complete the look with dainty earrings and high heels.

    Fit & Features

    • Floral print, mesh fabric, sewn-in knit lining, moderate stretch
    • Sweetheart neckline
    • Shoulder straps
    • Padded bra cups
    • Flexible boning
    • Ruffled mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8548

    Category Name: Maxi Dresses

    Price: $595.00

    Availability: Out of Stock

  • Blooming Beauty Floral Print Mesh Maxi Dress

    Let your beauty bloom with a mesh maxi dress that features a sleeveless sweetheart neckline with lace trim, a bodycon-fit silhouette, and a pretty floral print throughout! Complete your date night look with stiletto heels! 

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Floral print
    • Sleeveless sweetheart neckline, lace trim
    • Spaghetti straps
    • Bodycon-like fit
    • Long maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3785

    Category Name: Maxi Dresses

    Price: $380.00

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S, M, L, XL

  • The Best Yet Sleeveless Crew Neck Slit Maxi Dress

    The best has come with this stylish basic maxi dress perfect for dressing up or down for any occasion! Crafted from a soft knit fabric, you'll adore this sleeveless dress for its comfort and versatility. The crew neckline gives off a classic vibe while the bodycon silhouette flaunts your curves down to the maxi-length hem with a flirty side slit for movement. Complete the look with a jacket, heels, and a crossbody bag!

    Fit & Features

    • Soft knit fabric, short lining, plenty of stretch
    • Sleeveless crew neckline
    • Tank straps
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5588

    Category Name: Maxi Dresses

    Price: $280.00

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

  • Tatum Formal Glitter Mermaid Dress

    Special Occasion 

    Make a twirl-worthy entrance in a formal dress that makes a shine-stopping entrance! Tatum features a sleeveless square neckline, padded cups, adjustable spaghetti straps, and cross-straps that fasten with a slide hook closure. The slim-fit waist leads to a mermaid silhouette that is accented with ruching throughout. The dress is composed of a lined glitter mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels and a clutch.

    Fit & Features

    • Sleeveless square neckline
    • Padded cups
    • Cross-straps with slide hook fasten 
    • Ruching
    • Lined glitter mesh 
    • Mermaid silhouette
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1773

    Category Name: Maxi Dresses

    Price: $550.00

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M, L

  • Summer Vacay Lace-Up Tropical Maxi Dress

    Your summer vacay needs this tropical maxi dress! Made from a stretchy knit fabric adorned with a tropical print, this maxi dress features a flattering cowl neckline, spaghetti straps, and a lace-up back for head-turning allure. The form-hugging fit flaunts your figure while the high side slit offers a show of leg. Complete the look with sunglasses and a cocktail in hand!

    Fit & Features

    • Tropical print, stretchy knit fabric
    • Cowl neckline
    • Spaghetti straps, lace up back
    • Form-hugging fit
    • High side slit
    • Maxi length hem
    • Runs true to size

    Style Number/Barcode: 05102-5743

    Category Name: Maxi Dresses

    Price: $170.00 $380.00

    On Sale: Yes

    Availability: Out of Stock

  • Arya V-Neck Strappy A-Line Floral Chiffon Formal Dress

    Special Occasion

    A floral embroidered pattern romances the Arya chiffon formal dress making her ready to flourish at garden soirees and weddings! The plunging V-neckline creates a sultry silhouette, while the hidden hook-eye closure ensures a perfect fit. The adjustable spaghetti straps and strappy open back add a touch of elegance. With a pleated bust and A-line shape, this floor-length chiffon dress is perfect for any formal occasion. Complete the look with earrings and lace-up heels.

    Fit & Features

    • Floral embroidered pattern, chiffon fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Strappy back, zipper and hook-eye closure
    • Plunge V-neckline with hidden hook-eye closure
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8415

    Category Name: Maxi Dresses

    Price: $85.00 $680.00

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Favorite Strapless Cutout Floral Maxi Dress

    Create a stunning aurora in this floral maxi dress for summer cocktail hours! The strapless neckline and side cutout provide a flattering silhouette, while the form-hugging fit accentuates your curves, and the high side slit offers a show of leg. Complete the look in strappy stiletto heels.

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • Strapless neckline
    • Side cutout
    • Form-hugging fit
    • High side slit
    • Runs true to size

    Style Number/Barcode: 05101-3278

    Category Name: Maxi Dresses

    Price: $425.00

    Availability: Out of Stock

  • 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: $85.00 $450.00

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S

    Product Badge:
    • Sale
  • 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: $85.00 $635.00

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale