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!

  • Breezy Babe Crochet Maxi Dress

    Enchant them all in this maxi dress! It's the perf vacay dress you need to pack before that trip! 

    Fits & Features

    • Adjustable Spaghetti Straps
    • V Neckline I Lined Crochet Front Design  
    • Tie Open Back 
    • Flowy Maxi Length Silhouette 
    • Textured Knit Fabric I Partial, Mini Length Knit Lining
    • Relaxed Fit I Moderate Stretch  

    Style Number/Barcode: 05102-0294

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Oh My Ruched Asymmetric Dress

    Oh my gawwwwd girl! Flaunt it in this form-hugging dress! We'd love to see you layer this look with rhinestone earrings and heels!

    Fits & Features

    • High Neckline 
    • Spaghetti Straps
    • Drawstring Ruching At The Side 
    • Asymmetric Midi Length Hemline 
    • Stretchy Jersey Knit Fabric I Partial, Mini Length Lining 
    • Form Hugging Fit I Moderate Stretch 

    Style Number/Barcode: 05101-0516

    Category Name: Maxi Dresses

    Price: $14.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Stunner Ruched Maxi Dress

    You'll be quite the stunner in this floral ruched maxi dress! Its stretchy knit fabric will hug and flatter your curves beautifully!

    Fit & Features

    • Spaghetti straps | Cross back
    • V neckline
    • Center ruched detailing
    • Front slit
    • Stretchy knit fabric
    • Floral print

    Style Number/Barcode: 05101-0073

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gal Lace Up Back Chiffon Floral A-Line Dress

    Special Occasion

    Glide along effortlessly in our beautiful Gal! Perfect for the springtime wedding guest, she's crafted from airy chiffon with beautiful rose print throughout. Features like her thigh-high slit let you show off your heels and dance throughout the night without any constrictions. Pair her with a crossbody clutch for a chic (and practical) touch! 

    Fits & Features

    • Buttoned Halter Straps 
    • Cross & Laces Up At The Back I Elastic Back Waistband
    • Plunging V Neckline I Padded Bust 
    • Floor Length Hemline I A-Line Silhouette 
    • Front Slit 
    • Fully Lined Chiffon Fabric I Floral Print 
    • Form Hugging Fit I Moderate Stretch 

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0430

    Category Name: Maxi Dresses

    Price: $31.97

    Availability: Out of Stock

    Product Badge:
  • Caralisa Floral Chiffon High Slit Dress

    Special Occasion

    Crafted from light chiffon, a scatter of floral and botanical prints deck out our lovely Caralisa. Her roomy long sleeves and airy chiffon skirt add on a layer of dreaminess to this utterly romantic dress. Slip into Caralisa for that spring wedding you've RSVP'ed to!

    Fits & Features

    • Unlined, Plunging Surplice V Neckline
    • Tie Waist
    • Sheer Long Sleeves With Gold-Tone Buttoned Cuffs
    • Floor Length Hem I Thigh-High Slit 
    • Lined Chiffon Fabric 
    • Relaxed Fit I Moderate Stretch 

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0809

    Category Name: Maxi Dresses

    Price: $29.97

    Availability: Out of Stock

    Product Badge:
  • Hila Floral Chiffon A-Line Dress

    Special Occasion

    Decked with pretty florals, our lovely Hila will have you feeling oh-so-fine. She's the perfect plus one for any spring-time soiree! Her breezy chiffon skirt will look and feel as though it's forever-flowing as you glide from room-to-room. Look even more enchanting by adding a pair of glistening earrings and heels to complete the look!

    Fits & Features

    • Adjustable Spaghetti Straps
    • Surplice V Neckline 
    • Back Zipper With Hook & Eye Closure
    • Floor Length Hemline I A-Line Silhouette
    • Fully Lined Chiffon Fabric 
    • Form Hugging Fit I Moderate Stretch

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0654

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Love Chiffon Ruffle Strap Maxi Dress

    Romance is in the air! Take everyone's breath away with this charming maxi dress! 

    Fits & Features

    • Ruffle-Trim Shoulder Straps 
    • Surplice V Neckline I Smocked Back 
    • Adjustable Waist Tie
    • Maxi Length Silhouette I Partial, Mini Length Knit Lining
    • Wrap Skirt Reveals Front Slit 
    • Chiffon Fabric 
    • Moderate Stretch 

    Style Number/Barcode: 05101-0781

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fab In Floral Brushed Knit Maxi Dress

    Walk right in like you own the place! This maxi dress features romantic florals throughout and a flowy, trailing skirt. Wear some bold earrings and block heels for a perfect 'fit! 

    Fits & Features

    • Spaghetti Straps
    • Square Neckline | Elastic Back
    • Maxi Length Silhouette | Dual Front Slit
    • Brushed Knit Fabric 
    • Form Hugging Fit | Plenty Of Stretch 
    • Zipper Not Featured 

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Style Number/Barcode: 05101-0409

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chiffon Tropical Floral Maxi Dress

    You are bronzed and ready for vacay in this goddess-like tropical maxi dress!

    Fit & Features

    • V-neckline
    • Spaghetti straps
    • Drop shoulder detailing
    • Long maxi hemline
    • Chiffon material | Minimal stretch
    • Tropical floral pattern

    Model is 5'7" with a 34" bust,  24" waist and 34" hips. She is wearing a size small.  

    Style Number/Barcode: 05101-0036

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elisa Floral Chiffon Cross Back A-Line Dress

    Special Occasion

    You'll look as beautiful as a garden in our ethereal Elisa! Her wrap skirt is crafted from flowy chiffon, revealing a playful front slit that lets you show off your heels. Elisa is the perfect wedding guest dress for that special outdoor wedding. 

    Fits & Features 

    • Adjustable Spaghetti Straps That Cross At The Back 
    • Surplice V Neckline 
    • Back Zipper With Hook & Eye Closure
    • Floor Length Hem I A-Line Silhouette
    • Chiffon Lined, Wrap Skirt Reveals A Front Slit
    • Moderate Stretch 

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0464

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
  • Blissful In Lace Maxi Dress

    This gorge lace maxi dress will have you looking and feeling blissful! Don't forget to pair this dress with a fab mini purse and block heels!

    Fits & Features

    • Crew Neckline I Button Nape & Keyhole Opening At Back
    • Sheer Fitted Long Sleeves I Smocked Cuffs 
    • Sheer Partially Lined Bodice 
    • Maxi Length Hem 
    • Lace Fabric I Mini-Length Lining 
    • Form Hugging Fit I Plenty Of Stretch 

    Style Number/Barcode: 05101-0760

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dreamy Meadow Chiffon Ruffle Maxi Dress

    Look like a dreamy meadow in this flowy and sweet midi dress! Slip into some block heels and you'll be ready for your spring soiree! 

    Fits & Features

    • Adjustable Spaghetti Straps
    • Surplice V Neckline I V Back 
    • Back Zipper 
    • Maxi Length Silhouette I Ruffle-Trim Hem I Partial Lining
    • Adjustable Drawstring & Ruching At Front Side 
    • Chiffon Fabric I Floral & Botanical Prints 
    • Minimal Stretch 

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Style Number/Barcode: 05101-0769

    Category Name: Maxi Dresses

    Price: $21.97

    Availability: Out of Stock

    Product Badge:
    • Online Only
  • Fine In Florals High Neck Maxi Dress

    Florals are DEF your color, bb girl! Show off your curves in our Fine In Florals maxi dress! 

    Fits & Features

    • Spaghetti Straps That Cross & Lace-Up At The Back 
    • High Neckline 
    • Maxi Length Silhouette 
    • Dual Side Slits 
    • Smooth Jersey Knit Fabric 
    • Form Hugging Fit I Ample Stretch 

    Style Number/Barcode: 05102-0277

    Category Name: Maxi Dresses

    Price: $20.97

    Availability: Out of Stock

    Product Badge:
  • Mesmerizing In Mesh Lace Dress

    Show off a little skin in this sexy dress! The sleek inner bodysuit provides perf coverage against the mesh skirt! 

    Fits & Features

    • Adjustable Spaghetti Straps
    • Unlined, Lace & Mesh Bodice I Underwire Bust
    • Elastic Waistband 
    • Maxi Length Silhouette I Mesh Skirt 
    • Built-In Bodysuit With Dual Snap Button Closure I Cheeky Coverage
    • Moderate Stretch 

    Style Number/Barcode: 05101-0397

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
  • Carella Wrap Glitter Dress

    Special Occasion

    Crafted from a lightweight waffle knit fabric, glitter embellishments twinkle and shine from top to bottom on our stunning Carella. Her wrap skirt reveals a flirty front slit, letting you show off those heels and glide around comfortably! 

    Fits & Features

    • Spaghetti Strap
    • Surplice V Neckline
    • Floor Length, Wrap Skirt
    • Front Slit
    • Waffle Knit Fabric With Glitter Embellishments
    • Form Hugging Fit | Moderate Stretch 
    • Zipper Not Featured

    Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0789

    Category Name: Maxi Dresses

    Price: $29.97

    Availability: Out of Stock

    Product Badge:
  • Own Knit Open Back Midi Dress

    Own your look bb! You know how to werk it, especially in this sultry open back knit midi dress!

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Open back | Twist back detail | Lower back cut out
    • Curve hugging fit
    • Ribbed knit fabric | Plenty of stretch

    Style Number/Barcode: 05102-0656

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Claudia Velvet Burnout Slim Gown

    Velvet isn't going anywhere, it is timeless! We are loving this vintage inspired piece intricately designed with a stunning floral pattern and a floor length slim fit! Style with neutral heels, and soft curls!

    Fit & Features

    • V- neckline
    • Adjustable spaghetti straps
    • Full lining that cuts off slightly above hemline
    • Floor length hemline
    • Slip on fit | Moderate stretch
    • Velvet with floral pattern

    Model is 5'9" with 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: 05002-0771

    Category Name: Maxi Dresses

    Price: $14.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sahara Lace Up Back Wrap Dress

    Special Occasion

    Strike a pose in our sizzling Sahara wrap dress! She features a deep V neckline with bar accent detailing, a wrap front and a thigh-high slit. Pair this gorgeous formal dress with some strappy heels and dazzling rhinestone duster earrings.

    Fits & Features 

    • Adjustable spaghetti straps
    • Plunging V neckline with three bar accents
    • Lace-up back 
    • Floor length hem with a wrap skirt and front slit
    • Smooth tricot fabric 
    • Form-hugging fit 

     

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0685

    Category Name: Maxi Dresses

    Price: $14.97

    Availability: Out of Stock

    Product Badge:
  • Tori Floral Chiffon A-Line Dress

    Spring forward in our twirl-worthy Tori dress! Her all over floral print on sheer chiffon fabric will make for a stunning look.

    Fit & Features

    • Adjustable spaghetti straps | Cross back
    • Plunging wrap front V neckline
    • High waist
    • Back zipper | Hook and eye closure
    • Flowy sheer A-line chiffon skirt | Short knit lining
    • Floral print

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0664

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
  • Alina Chiffon Floral Dress

    Special Occasion 

    Adorn yourself in pretty floral prints in our lovely Alina! She'd be the perfect look for attending weddings! 

    Fits & Features 

    • Adjustable Spaghetti Straps
    • Wrap V Neckline
    • Square Back I Back Zipper 
    • Floor Length Hemline I Slit At The Side
    • Lined, Chiffon Fabric I Floral Prints Throughout 
    • Form Hugging Fit I Moderate Stretch

     

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0423

    Category Name: Maxi Dresses

    Price: $29.97

    Availability: Out of Stock

    Product Badge:
  • Evie Floral Chiffon Two Piece Dress

    Special Occasion 

    Create an enchanting moment with gorge florals as you enter the room in our dreamy Evie two piece dress! 

    Fit & Features

    • Lined Floral Lace Bodice | V-Neckline
    • Padded Cups | Double Row Spaghetti Straps
    • Glitter
    • High Waist Floor Length Silhouette  
    • Lined Chiffon 
    • Floral Print
    • Relaxed Fit | Minimal Stretch 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05006-0081

    Category Name: Maxi Dresses

    Price: $58.97

    Availability: Out of Stock

    Product Badge:
  • Daisy Off Shoulder A-Line Dress

    Special Occasion

    Make an enchanting and stunning appearance in our beautiful Daisy! 

    Fits & Features

    • Adjustable Spaghetti Straps 
    • Off Shoulder Straps I Deep Wire V Neckline I Princess Seams 
    • Back Zipper With Hook & Eye Closure 
    • Flowy, Floor Length Skirt I A-Line Silhouette I Side Slit
    • Chiffon Fabric I Fully Lined 
    • Moderate Stretch 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0293

    Category Name: Maxi Dresses

    Price: $14.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plant One On Floral Maxi Dress

    Flaunt your florals in this gorge maxi dress! It's the perfect dress for the winery or as a wedding guest! 

    Fits & Features

    • Spaghetti Straps
    • V-Neckline
    • Maxi Length Silhouette With Gathering & Slit Detail At Side  
    • Smooth Jersey Knit Fabric I Floral Prints Throughout 
    • Curve Hugging Fit 
    • Ample Stretch

    Model is 5'4" with a 33" bust, 24.5" waist and 39" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0251

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lydia Floral A-Line Dress

    Special Occasion

    Enchant them all as you walk right past them in our beautiful Lydia! Her flowy silhouette enhances the way you enter (and exit!) a room. 

    Fits & Features

    • Deep V Neckline I Pleating Accents At The Bust
    • Adjustable Spaghetti Straps Cross At The Back 
    • Back Zip With Hook & Eye Closure 
    • Flowy, Floor Length Skirt I A-Line Silhouette I Mini Length Lining
    • Chiffon Fabric I Floral Prints Throughout 
    • Relax Fit 

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0663

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge: