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.

SHOW FILTER

SORT:

MOST POPULAR
SIZE
COLOR
PRICE
ALL FILTERS
SORT
×
×
×
×



SEE RESULTS
Loading...
×
MAXI DRESSES
All Filters
Sort By:
MOST POPULAR
SEE RESULTS

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!

  • Layered In Glam Ribbed Knit Long Sleeve Maxi Dress

    Nail that layered look in a ribbed knit dress featuring a plunging square neckline, a bralette inset with lace trim, fitted long sleeves, and a maxi-length hem with a back slit accent. Complete the look with trendy ankle booties for the ultimate vibe.

    Fit & Features

    • Ribbed knit fabrication, plenty of stretch
    • Square neckline
    • Bralette inset with lace trim
    • Fitted long sleeves
    • Long hem length
    • Back slit
    • Runs true to size

    Style Number/Barcode: 05102-5848

    Category Name: Maxi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Fran Formal Crepe Sweetheart Long Dress

    Special Occasion

    Easy to impress and so chic, the Fran formal crepe long dress exudes sophistication on bridesmaids, wedding guests, and banquets! She features a classy sweetheart neckline with a pleated bust, spaghetti straps, and a flattering slim-fit silhouette with a high front slit and long-length hem. The formal dress is crafted from sleek crepe knit fabric offering plenty of stretch. Complete the look with a necklace and earring set!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Pleated bust, spaghetti straps
    • Slim fit silhouette
    • High front slit, long-length hem
    • Crepe knit fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-8542

    Category Name: Maxi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • Chic Choice Knit Off-The-Shoulder Maxi Dress

    This trendy ribbed knit maxi dress is a chic choice for the season offering plenty of stretch for comfortable wear. It features an off-the-shoulder fold-over neckline, long fitted sleeves, and a maxi-length bodycon silhouette accented with a back slit.

    Fit & Features

    • Ribbed knit fabric with plenty of stretch
    • Off-the-shoulder neckline, fold-over design
    • Long fitted sleeves
    • Back slit
    • Maxi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06005-2104

    Category Name: Maxi Dresses

    Price: $42.90

    Availability: Out of Stock

    Product Badge:
    • Best Seller
  • Fierce Allure Leopard Print Mesh Maxi Dress

    Flaunt a fierce allure in this curve-hugging leopard print maxi dress! The airy sheer mesh fabric lined with knit offers plenty of stretch and showcases a leopard print pattern for a sultry-chic vibe. The long dress features a sleeveless V-neckline, spaghetti straps, a form-fitting silhouette to accent your gorgeous curves, and a maxi-length hem. Style with strappy mules for a rooftop happy hour.

    Fit & Features

    • Leopard print
    • Sheer mesh fabric with knit lining, plenty of stretch
    • V-neckline
    • Spaghetti straps
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3328

    Category Name: Maxi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: S, M, L

  • Alisha Rhinestone Strap Formal Dress

    Special Occasion

    Sultry and stunning, the Alisha formal dress will definitely keep all eyes on you. She features a sleeveless cowl neckline, thin rhinestone detailed straps, a high waist seam, a floor-length, curve-hugging silhouette, and an alluring high slit. The smooth lined knit fabric offers plenty of stretch. Style with sparkly hoop earrings and embellished heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Rhinestone detailed straps
    • High waist seam
    • Floor-length hem, form-fitting silhouette, high slit
    • Lined knit fabric, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-2450

    Category Name: Maxi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Grandeur Blooms Strapless Slit Floral Maxi Dress

    Gorgeous blooms dance across this floral maxi dress making every entrance statement worthy! Perfect for cocktail parties or dressy dinners, this strapless dress boasts a form-hugging fit, a high side slit allowing for movement, and a maxi-length hem. Complete the look with a clutch purse and heels.

    Fit & Features

    • Floral print, mesh fabric, stretchy knit lining
    • Strapless neckline
    • High side slit
    • Form-hugging fit
    • Runs true to size
    • Please note flower placement may vary

    Style Number/Barcode: 05101-3763

    Category Name: Maxi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Striking Impression Sleeveless Slit Mesh Maxi Dress

    Impress with your striking style in this sleeveless mesh maxi dress perfect for dressy occasions! This dress will show off your curves with a square neckline, adjustable spaghetti straps, and a form-hugging fit. The sheer slit maxi-length hem adds a touch of elegance and allure. Complete the look with strappy stiletto heels.

    Fit & Features

    • Sheer mesh fabric, partial knit lining
    • Square neckline
    • Adjustable spaghetti straps
    • Form-hugging fit
    • Sheer slit mesh maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5583

    Category Name: Maxi Dresses

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

  • Work Of Art Abstract Marble Print Maxi Dress

    Fit & Features

    • Mesh fabrication
    • Halter neckline, cowl neck bust
    • Halter neck ties
    • Abstract marble print 
    • Long maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3787

    Category Name: Maxi Dresses

    Price: $45.90

    Availability: In Stock

    Available Color: BLACK

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

  • Haisley Formal Tulle And Satin Dress

    Special Occasion 

    Create a breathtaking entrance in our Haisley dress as you captivate with magical tulle and stunning satin! She features a sleeveless satin bodice,  plunge V-neckline, adjustable spaghetti straps that shape the strappy back design, and an airy A-line tulle silhouette with a floor-length hem and high-front slit. The formal dress is composed of a stretchy lined satin and tulle fabric. Complete the look with rhinestone earrings and a clutch for a formal dinner party or wedding!

    Fit & Features 

    • Plunging V-neckline, adjustable spaghetti straps
    • Strappy back design, lower zipper and hook-eye closure
    • Satin bodice, A-line tulle silhouette
    • Floor-length hem
    • Stretchy knit lining with a front high slit
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-0152

    Category Name: Maxi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Aura Floral Mesh Maxi Dress

    Showcase a gorgeous aura in this lightweight mesh maxi dress accented with a bold big floral print. It features a sleeveless cowl neckline, adjustable spaghetti straps for a customized fit, and a slim-fit silhouette to flaunt your curves.

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Big floral print
    • Cowl neckline
    • Adjustable spaghetti straps
    • Maxi-length hem
    • Slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3705

    Category Name: Maxi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: TAUPE

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

  • Basic Bae Crew Neck Slit Maxi Dress

    A cute basic maxi dress for looking trendy on your off-duty days! It features short sleeves, a crew neck, a bodycon silhouette, and a high side slit to show off some leg! The dress is composed of a brushed knit stretchy fabric. Complete the look in flat sandals and a handbag.

    Fit & Features

    • Short sleeves
    • Crew neck
    • High side slit
    • Bodycon silhouette
    • Maxi-length hem
    • Brushed knit stretchy fabric
    • Runs true to size

    Style Number/Barcode: 05102-4786

    Category Name: Maxi Dresses

    Price: $18.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

  • Gabby Formal Mesh Strapless Ruffle Long Dress

    Special Occasion

    The Gabby formal long dress gives an aurora of dreamy romance perfect for bridesmaids, weddings, or banquets, She features a strapless neckline with non-slip grip lining, asymmetrical ruffle trim throughout her flattering slim silhouette, and a sexy high side slit along the floor-length hem. The formal maxi dress is composed of an airy mesh fabric for an elevated style and has a sewn-in knit lining. Complete the look with dainty earrings.

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Side zipper and hook-eye closure
    • Asymmetrical ruffle trim throughout
    • Slim silhouette, floor-length hem
    • Mesh fabric, sewn-in knit lining
    • Strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-8566

    Category Name: Maxi Dresses

    Price: $64.90

    Availability: Out of Stock

  • Looking For The One Basic Long Sleeve Maxi Dress

    Dare to be bold this season and fall in love with this basic maxi dress! Its fitted long sleeves, crew neckline, and bodycon silhouette hug your figure in all the right places all the way down to the maxi-length hem. The dress is composed of a double-lined rib knit fabric with plenty of stretch. Complete the look in block heels and a handbag for any day or night occasion!

    Fit & Features

    • Fitted long sleeves
    • Crew neckline
    • Bodycon silhouette
    • Maxi-length hem
    • Double-lined rib knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5375

    Category Name: Maxi Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

  • Romance Era Floral Lace-Up Back Long Mermaid Dress

    Usher in the romance with a long mesh dress that features a sleeveless cowl neckline, spaghetti straps, a floral print, a bold lace-up back design, and a mermaid silhouette. Complete your gorge fit with platform heels for the ultimate date night look!

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Floral print
    • Sleeveless cowl neckline
    • Spaghetti straps
    • Lace-up back design
    • Long mermaid silhouette
    • Runs true to fit

    Style Number/Barcode: 05101-3810

    Category Name: Maxi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

  • Enchanting Entrance Chiffon Floral Maxi Dress

    Make an enchanting entrance into a tropical destination wedding in this effortless chiffon floral maxi dress! It features a sleeveless V-neckline, flirty ruffled spaghetti straps, a stretchy smocked back, a ruched bust, and a flowy tiered ruffled silhouette with a flattering front slit. Complete the look with a dainty layered choker necklace and heels.

    Fit & Features

    • Sleeveless V-neckline, ruffled spaghetti straps, adjustable
    • Stretchy smocked back, ruched bust
    • Flowy tiered ruffled silhouette, front slit
    • Maxi-length hem
    • Tropical floral print
    • Airy chiffon fabric, short smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5270

    Category Name: Maxi Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Aura Strapless Floral Tie-Dye Maxi Dress

    Shine bright and serve a gorgeous aura in this strapless floral tie-dye maxi dress perfect for summertime soirees! The strapless neckline and lace-up back design exude effortless elegance, while the form-hugging fit accentuates your curves. The ruffled maxi-length hem adds a playful touch to this stunning dress. Complete the look with a ring set and sandals.

    Fit & Features

    • Floral tie-dye print, smooth knit fabric, moderate stretch
    • Strapless neckline
    • Lace-up back design
    • Form-hugging fit
    • Ruffled maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3277

    Category Name: Maxi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: MAUVE

    Available Size: S, M, L

  • Swept Away Floral Chiffon Maxi Dress

    Get swept away in this dreamy floral chiffon maxi dress to serve romantic vibes at every brunch or baby shower! The dress features long peasant sleeves with ruffle trim along the shoulders, a sweetheart neckline, a lightly padded bust, a smocked back, and an A-line silhouette with a sultry side slit. The dress is composed of an airy chiffon fabric with a blooming floral print and a woven lining. Complete the look in strappy heels.

    Fit & Features

    • Long peasant sleeves, ruffle trim
    • Sweetheart neckline, lightly padded bust
    • Smocked back
    • A-line silhouette
    • Side slit, maxi-length hem
    • Blooming floral, non-stretch chiffon fabric, woven lining
    • Runs true to size

    Style Number/Barcode: 05101-2215

    Category Name: Maxi Dresses

    Price: $5.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Fave Halter Cowl Neck Floral Maxi Dress

    You'll always embody sultriness in this floral mesh maxi dress perfect for weddings or cocktail parties! The halter cowl neckline with tie adds a touch of charm, while the form-hugging silhouette highlights your curves. The maxi-length hem and floral print mesh fabric bring an elegant and romantic touch. Complete the look with rhinestone earrings and a clutch.

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • Halter cowl neckline with tie
    • Form-hugging silhouette
    • Maxi-length
    • Runs true to size

    Style Number/Barcode: 05101-3331

    Category Name: Maxi Dresses

    Price: $45.90

    Availability: Out of Stock

  • Pretty In Paradise Strappy Cutout Maxi Dress

    You'll be pretty in paradise in this stunning maxi dress for vacation or a bachelorette weekend! The dress features a sleeveless V-neckline, spaghetti straps that lace up along the open back, flirty waist cutouts, and a high front slit along the flowy hem. Complete the look with earrings and clear block heels for a chic style!

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Lace-up open back
    • Waist cutouts, high front slit
    • Maxi-length hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4752

    Category Name: Maxi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

  • Elevated Vibes Ribbed Knit High Slit Maxi Dress

    This ribbed knit high slit maxi dress will bring elevated vibes to your casual basics! Crafted from a stretchy ribbed knit fabric, this maxi dress features a scoop neckline, long fitted sleeves, a long-length hem with a thigh-high side slit, and a bodycon silhouette that will hug your curves. Style with a faux leather jacket and knee-high boots for a casual-chic date night look!

    Fit & Features

    • Scoop neckline
    • Long fitted sleeves
    • Long-length hem
    • Thigh-high side slit
    • Bodycon silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5342

    Category Name: Maxi Dresses

    Price: $26.90

    Availability: In Stock

    Available Color: CHARCOAL

    Available Size: S, M, L

  • Arianna Sleeveless Cutout Long Slim Formal Dress

    Special Occasion

    Achieve endless elegance in the gorgeous Arianna sleeveless long formal dress as a bridesmaid, wedding guest, or attending a banquet! Featuring a square neckline and adjustable spaghetti straps for a customizable fit. The cutout front and back design with an elasticized back strap with hook closure provides a perfect fit, while the high side slit and slim silhouette flatter your figure. Complete the look with earrings, a clutch, and heels!

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • Square neckline, adjustable spaghetti straps
    • Cutout front and back
    • Elasticized back strap with hook closure, zipper and hook-eye closure
    • High side slit
    • Slim silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8536

    Category Name: Maxi Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Chic Showstopper Abstract Print Mesh Maxi Dress

    Serve chic vibes in this airy-lined mesh maxi dress designed with a multi-colored abstract print for a bold allure. It features a strapless straight-across neckline, a high-cut side slit, and a long bodycon silhouette to showcase your stunning curves.

    Fit & Features

    • Abstract printed sheer mesh fabric with knit lining, plenty of stretch
    • Strapless straight neckline
    • High side slit
    • Maxi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5982

    Category Name: Maxi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: MULTI

    Available Size: S, M, L

  • Drama-Worthy Abstract Floral Mesh Maxi Dress

    Bring the drama to your dressy affair in this lined mesh maxi dress accented with an abstract floral print for a gorgeous vibe. The dress features a sleeveless cowl neckline, tie-back halter straps leading to an alluring open back, and a maxi-length mermaid silhouette to show off your curves.

    Fit & Features

    • Abstract floral printed sheer mesh fabric, soft knit lining, plenty of stretch
    • Cowl neckline
    • Halter tie-back straps
    • Open back
    • Maxi-length mermaid fit
    • Lettuce-edge hem
    • Runs true to size

    Style Number/Barcode: 05101-3713

    Category Name: Maxi Dresses

    Price: $45.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Gorgeous Bloom Floral Satin Maxi Dress

    Showcase a sexy-chic aura in this slim-fit maxi dress designed with silky satin woven fabric accented with a blooming floral print. The long dress features a sleeveless sweetheart neckline with a pleated bust and tie-front detail, adjustable spaghetti straps leading to a cross-back design, and a lower back cutout that extends to each side of the waist for a hint of allure.

    Fit & Features

    • Floral-printed satin woven fabric,
    • Sweetheart neckline with pleated bust, tie-front detail
    • Adjustable spaghetti straps, open-cross back design
    • Elastic back strap, back zipper with hook-eye closure
    • Lower back cutout, side cutouts
    • Maxi-length slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3574

    Category Name: Maxi Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M

    Product Badge:
    • Sale