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:

FEATURED
SIZE
COLOR
PRICE
ALL FILTERS
SORT
×
×
×
×



SEE RESULTS
Loading...
×
MAXI DRESSES
All Filters
Sort By:
FEATURED
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 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!

  • Jess Glitter Cowl Neck Maxi Formal Dress

    Special Occasion

    It's your time to sparkle in the jess formal dress that glistens under the dance floor lights. She's designed in a sleeveless, cowl neckline with spaghetti straps and a fitted, empire waist. Her high-cut side slit flaunts some legs while the bodycon-maxi silhouette effortlessly hugs your curves. Composed of glitter knit-lined fabric with a moderate stretch. Perfect for styling with a sleek clutch and duster earrings.

    Fit & Features

    • Sleeveless, spaghetti straps
    • Cowl neckline, empire waist
    • High-cut side slit
    • Bodycon, maxi length 
    • Glitter knit-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05002-1812

    Category Name: Maxi Dresses

    Price: $14.97

    Availability: Out of Stock

    Product Badge:
  • Catalina Twist Front Maxi Formal Dress

    Special Occasion

    Sultry and sophisticated, the Catalina formal dress leaves little to the imagination. She features an off-the-shoulder neckline with a twist front accent that effortlessly shapes the fitted, empire waist. Her curves have a moment in the form-fitting silhouette with side ruching, and a sexy slit for a show of skin along the maxi-length hem. Complete your show-stopping look with sparkly duster earrings and heels.

    Fit & Features

    • Off-the-shoulder neckline, twist front
    • Fitted empire waist
    • Side ruching, slit accent
    • Maxi-length hem
    • Smooth knit-lined fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05002-1972

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Presley Formal Halter A-Line Dress

    Special Occasion

    Make a head-turning entrance with a formal dress that brings radiance to your special occasion. Presley features a halter neck with a racer-style bust, a built-in padded bust, bungee spaghetti straps that cross at the back, ruching at the lower back, and a high side slit along the floor-length, A-line silhouette. The dress is composed of a lined crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels and a sphere clutch.

    Fit & Features

    • Halter neck, racer-style bust
    • Built-in padded bust
    • Bungee spaghetti straps, strappy open back
    • Back ruched seam, high side slit
    • A-Line silhouette
    • Lined crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1708

    Category Name: Maxi Dresses

    Price: $14.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mckenzie Velvet Heat Stone Formal Dress

    Special Occasion 

    Radiate the night in the Mckenzie formal dress! She's simply stunning in long sleeves, a V-neckline, and a wrapped slit skirt for a sexy show of leg. The luxe-lined velvet fabric offers a moderate stretch and features heat stone insets that glimmer under the light. Complete your look in dressy heels.

    Fit & Features

    • Long fitted sleeves, V-neckline
    • Wrapped skirt, high cut slit 
    • Floor-length hem
    • Form-fitting design
    • Back zipper and hook and eye closure
    • Lined velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1672

    Category Name: Maxi Dresses

    Price: $14.97

    Availability: Out of Stock

    Product Badge:
  • Britt Off-The-Shoulder Chiffon Formal Dress

    Special Occasion

    Effortlessly chic, the Britt off-the-shoulder chiffon formal dress will create a gorgeous flowy A-line silhouette. She features a wrap-front V-neckline, long sheer bishop sleeves, a high-rise elastic banded waist with a tie-front accent, and a floor-length relaxed fit with a high side slit. The sheer chiffon fabric has a mini-length knit lining. Style this dress with block heels.

    Fit & Features

    • Off-the-shoulder design, elastic banded back
    • Wrap-front V-neckline
    • Long sheer bishop sleeves, elastic cinched hems
    • High-rise elastic banded waist, tie-front
    • Floor-length A-line silhouette, side slit
    • Sheer chiffon fabric, mini-length knit lining
    • Runs true to size

    Style Number/Barcode: 05002-1759

    Category Name: Maxi Dresses

    Price: $14.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sophia High-Slit Mermaid Dress

    Special Occasion

    Radiate chic elegance in the simply stunning Sophia formal dress. She features a sleeveless V-neckline with a center keyhole cutout, spaghetti straps that lead to an open back with a cross-strap design, a high waistband, back ruched detailing, and a floor-length fitted mermaid silhouette with a thigh-high side slit. Complete the look with shimmering rhinestone earrings.

    Fit & Features

    • Sleeveless V-neckline, princess seams, center keyhole cutout
    • Spaghetti straps
    • Open back, cross-strap design
    • High waistband
    • Back ruched detailing
    • Floor-length mermaid silhouette, high side slit
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1795

    Category Name: Maxi Dresses

    Price: $14.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Silhouette Long Sleeve Maxi Dress

    Create a chic silhouette in this curve-hugging maxi dress. It features a crew neckline, long fitted sleeves, a stylish cutout at the lower back, and a floor-length form-hugging fit with a side slit. Style this dress with clear heels.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cutout at the lower back
    • Floor-length, form-hugging fit
    • Side slit
    • Cotton fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4137

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
  • Adora Formal One-Shoulder Ruched Dress

    Special Occasion

    An elegant formal long dress that captivates! The Adora floor-length dress features a one-shoulder neckline, ruching throughout, a high side slit, and a wrap-styled silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels and a tennis bracelet.

    Fit & Features

    • One-shoulder neckline
    • Strapless or sticky bra recommended
    • Ruching
    • High side slit
    • Wrap-styled silhouette
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-6999

    Category Name: Maxi Dresses

    Price: $14.97

    Availability: Out of Stock

    Product Badge:
  • New Heights Chiffon Cutout Maxi Dress

    Take your look to new heights in a maxi dress that slays your look! The dress features a plunging V-neckline with padded cups, a large O-Ring at the center of the bodice, dual cutouts at the waist, long sleeves with elastic cuff, a double-row of tie-back ties, and a flowy A-line silhouette with a high side slit. The dress is composed of a lined chiffon fabric that offers a minimal stretch. Complete look with wedges and a snake charm necklace.

    Fit & Features 

    • V-neckline, padded cups
    • O-Ring, dual waist cutouts
    • Long sleeves with elastic cuff
    • Double-row of tie-back ties
    • A-line silhouette, high side slit
    • Lined chiffon fabric, mini skirt length knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1265

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
  • Stephanie One-Shoulder Cutout Formal Dress

    Special Occasion

    Sleek and sexy, the Stephanie formal dress will have all eyes on you. She features an asymmetrical one-shoulder neckline with a single short cap sleeve, a chic waist cutout, and a fitted floor-length silhouette with a sultry thigh-high side slit. Style this dress with hoop earrings and clear heels.

    Fit & Features

    • Asymmetrical one-shoulder neckline
    • Single cap sleeve
    • Waist cutout
    • Fitted floor-length silhouette
    • High side slit
    • Runs true to size

    Style Number/Barcode: 05002-1652

    Category Name: Maxi Dresses

    Price: $14.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Isla Formal High Slit Floral Dress

    Special Occasion

    Bring the romance with a formal floral dress that makes an enchanting entrance. Isla features a gorge floral print, a sleeveless V-neckline, adjustable spaghetti straps, ruching, a high side slit, and an A-line silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with nude heels and a clear clutch for your special event. 

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Floral print
    • Ruching 
    • High side slit, A-line silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05002-1425

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Meara Formal Cutout Crepe Dress

    Special Occasion 

    Dare to go bold with a formal dress that shows off a hint of skin in all the right places. Meara features a sleeveless V-neckline with a notched bodice, spaghetti straps, dual cutouts at the waist, and a high side slit. The dress is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels and a rhinestone headband. 

    Fit & Features 

    • Sleeveless V-neckline, notched bodice
    • Spaghetti straps
    • Dual cutouts at the waist
    • High side slit
    • Lined crepe fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05002-1753

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Irene Sequin Floor-Length Formal Dress
    Special Occasion 

    Dazzle the night away in this enchanting floor-length dress! Irene is designed with shimmering iridescent sequin details, a low-cut back with crisscross straps, and a plunging neckline. Keep your look glam with a sparkling evening bag and matching earrings. 

    Fit & Features
    • Plunging neckline
    • Thin spaghetti straps
    • Low-cut back with crisscross straps
    • Form-hugging fit
    • Runs true to size


    Style Number/Barcode: 05002-1679

    Category Name: Maxi Dresses

    Price: $14.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Oh-So-Fab Tie-Dye Maxi Dress

    Keep your look trendy and fab in this curve-hugging tie-dye maxi dress. It features a sleeveless asymmetrical one-shoulder neckline, a single spaghetti strap, a flattering high waist seam, and a form-fitting maxi-length silhouette with a sultry thigh-high side slit. Complete the outfit with clear heels.

    Fit & Features

    • Sleeveless asymmetrical one-shoulder neckline
    • Single spaghetti strap
    • High waist seam
    • Maxi-length silhouette, form-hugging fit
    • High side slit, ruched detailing
    • Knit fabric, tie-dye print
    • Runs true to size

    Style Number/Barcode: 05102-4277

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
  • Quinn Formal Floral Ruffled A-Line Dress

    Special Occasion 

    Make a sweet impression with a formal dress that brings gorgeous details to your special event! The dress features a floral print, a sleeveless V-neckline with a ruffled trim, adjustable spaghetti straps that lead to a cross-back design, tiered ruffles, and a flowy A-line silhouette. The dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with wedges to have yourself bridal shower ready! 

    Fit & Features

    • Floral print
    • Sleeveless V-neckline, ruffled trim
    • Adjustable spaghetti straps, cross-back 
    • Tiered ruffles
    • A-line silhouette
    • Lined chiffon fabric, mini skirt length knit lining
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 05002-1523

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tropical Dream Asymmetrical Maxi Dress

    Live out a tropical dream with a maxi dress that will have you totally vacay ready! The dress features a tropical floral print, a sleeveless V-neckline, adjustable spaghetti straps that cross at the back, ruching at the side, and a maxi length silhouette with a high side slit. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with sandals

    Fit & Features

    • Tropical floral print
    • Sleeveless V-neckline
    • Adjustable spaghetti straps, cross at back
    • Ruching 
    • Maxi length silhouette
    • Smooth knit fabric, form-hugging fit
    • Moderate stretch 

    Style Number/Barcode: 05101-1200

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aubrey Floral Mesh A-Line Dress

    Special Occasion

    Enchant them all with your stunning beauty in the Aubrey formal dress! She features a sleeveless deep V-neckline, adjustable spaghetti straps that lead to a cross-back design, a high waistband, and a flowy, floor-length A-line silhouette. The sheer mesh fabric has a gorgeous all-over floral print and includes a knit lining with dual high front slits. Style this dress with strappy heels.

    Fit & Features

    • Sleeveless deep V-neckline
    • Adjustable spaghetti straps
    • Open back, cross-back design
    • Back zipper and hook and eye closure
    • High waistband, floor-length A-line silhouette
    • Sheer mesh fabric, floral print, knit lining with dual front slits
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1444

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Glam Ribbed Knit Maxi Dress

    Keep it casually glam with a maxi dress that is perf to dress up or down for brunch! The dress features a sleeveless V-neckline, a cute tie-front, adjustable spaghetti straps, a button-down front, and a maxi-length silhouette accented with a high center slit. The dress is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with wedges and a floppy hat.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, tie-front 
    • Button-down front
    • Maxi-length silhouette, high center slit
    • Ribbed knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-1347

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Boho Vibes Maxi Dress

    Bring on the stunning boho vibes with this effortlessly chic maxi dress. It features a sleeveless V-neckline, spaghetti straps, a tie-front bust with a sexy waist cutout, and a curve-hugging floor-length silhouette with a sultry thigh-high side slit. Style this dress with trendy earrings and cute mules.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Tie-front bust, waist cutout
    • Floor-length, form-hugging fit
    • High side slit
    • Knit fabric, paisley print
    • Runs true to size

    Style Number/Barcode: 05102-4159

    Category Name: Maxi Dresses

    Price: $6.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Sunsets Maxi Dress

    Your dream vacation is calling! Pack this stunning tropical floral printed maxi dress for a gorgeous look. It features an off-the-shoulder square neckline, a fitted smocked bodice, short ruffled sleeves, a tie-front accent to highlight the waist, and a flowy, floor-length silhouette with a wrap-front design. Style this dress with sleek hoop earrings and strappy sandals.

    Fit & Features

    • Off-the-shoulder square neckline
    • Fitted smocked bodice
    • Short ruffled sleeves
    • Tie-front detail
    • Flowy, floor-length silhouette, wrap-front design
    • Woven fabric, tropical floral print
    • Runs true to size

    Style Number/Barcode: 05102-4068

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes On Me Floral Eyelet Maxi Dress

    Draw all eyes on you in this bold maxi dress! The dress features a vibrant floral print, an eyelet pattern, a sleeveless V-neckline, spaghetti straps, dual waist cutouts, and a maxi-length silhouette with a flared hem. The dress is composed of a lightweight woven fabric that offers a form hugging fit with minimal stretch. Includes a mini skirt-length knit lining. Complete look with sandals and hoops. 

    Fit & Features

    • Floral print 
    • Sleeveless V-neckline, spaghetti straps
    • Dual waist cutouts
    • Eyelets
    • Maxi length silhouette
    • Lightweight woven fabric, mini skirt knit lining
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05102-4123

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
  • Carefree Bohemian Chic Cutout Maxi Dress

    Channel a carefree vibe with a maxi dress that is so bohemian chic! The dress features a bohemian print, a sleeveless V-neckline, spaghetti straps, dual cutouts at the waist, and a maxi-length silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit. Complete look with sandals and tassel earrings.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Dual cutouts at the waist
    • Knit fabric, bohemian print
    • Maxi-length silhouette
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4063

    Category Name: Maxi Dresses

    Price: $6.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Dream Lace-Up Maxi Dress

    Get carried away in this tropical maxi dress that will have you ready for that cabana life! The dress features a tropical floral print, a sleeveless V-neckline, a double row of spaghetti straps that cross at the back, a lace-up back, and a maxi-length silhouette with a high side slit. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with sandals and hoops. 

    Fit & Features

    • Tropical floral print
    • Sleeveless V-neckline
    • Double-row of spaghetti straps, cross at back
    • Lace-up back
    • High side slit
    • Maxi length silhouette
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-2104

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
  • Raise The Stakes High Slit Cutout Dress

    Raise the stakes in a bold maxi dress that dares to stun! The dress features a sleeveless halter neck with a racer bust, a sexy cutout at the midriff, ruching at the waist, and a high-side slit. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with hoops

    Fit & Features

    • Halter neck with racer bust
    • Cutout at the midriff
    • Ruching at waist
    • High side slit
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4108

    Category Name: Maxi Dresses

    Price: $6.97

    Availability: Out of Stock

    Product Badge: