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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Dreamy Maxi Dresses for Every Spring & Summer Occasion

Step into effortless elegance with Windsor’s collection of maxi dresses, designed for everything from breezy daytime outings to glamorous evening events. Whether you're searching for a flowy sundress, a chic formal gown, or a casual floor-length dress, these styles bring a perfect balance of comfort and sophistication.

For a relaxed yet stylish look, explore casual long dresses with high slits, airy sheer layers, or delicate sleeves. Lightweight fabrics like chiffon, satin, and jersey ensure a flattering fit, whether you're strolling along the beach or heading to brunch. Midaxi dresses offer a trendy in-between length, ideal for creating a polished yet laid-back ensemble. For a picture-perfect look, check out how to style a maxi dress for Insta-worthy outfits on the Windsor fashion blog!

Attending a wedding or special occasion? Make an entrance in a full-length formal maxi dress featuring luxe fabrics, romantic ruffles, or curve-hugging silhouettes. Opt for sleek satin designs with waist-defining details or flowy gowns with elegant sheer accents. Bump-friendly styles provide comfort without compromising on style, making them perfect for maternity shoots or baby showers.

No matter the event, Windsor’s collection of maxi dresses offers styles that move with you, whether you prefer a boho-inspired look, a sultry cutout design, or a timeless wrap silhouette. Find your perfect maxi-length dress and embrace the beauty of effortless styling this season. Shop online, in-app, or visit a Windsor store to find your next go-to maxi dress!

Can I Wear Maxi Dresses Year-Round?

Absolutely! Maxi dresses are a versatile style that you can wear in any season. The key is how you style them. In warmer months, breezy maxi sundresses make the perfect go-to outfit—you can effortlessly transition from a poolside lunch to an evening dinner by swapping sandals for heeled mules and adding statement jewelry.

For cooler or transitional weather, layering is essential. Pair your maxi dress with a tie-front crop top or a short-sleeve graphic tee for a trendy, laid-back look. When temperatures drop, opt for a cozy knot-back sweater, leggings or tights, and knee-high boots with either a low or high heel, depending on your style. Floral prints and solid-colored maxis easily transition across seasons, making them a must-have piece in your wardrobe.

What Is the Difference Between a Midi and a Maxi Dress?

The main difference between midi and maxi dresses is their length. Midi dresses, also known as mid-length dresses, fall below the knee and above the ankle, creating a chic, in-between silhouette. Maxi dresses, on the other hand, are full-length styles that typically graze the floor, with the exception of designs featuring high slits for added movement.

Both styles work beautifully for a variety of occasions, from casual outings to formal events like weddings, parties, dates, and graduations. Whether you prefer the elegance of a flowing maxi or the playful charm of a midi, these dresses offer endless styling possibilities.

  • Chic Passion V-Neck Color Block Maxi Dress

    Dress to impress in this V-neck maxi dress to make a chic impression at parties or rehearsal dinners! The flowy silhouette and color block panels give you a stunning look, while the spaghetti straps and neck tie add a trendy touch. Complete the look with a clutch and heels.

    Fit & Features

    • Woven fabric, no stretch
    • V-neck
    • Spaghetti straps, spaghetti strap neck tie
    • Color block panels, flowy silhouette
    • Maxi length
    • Runs true to size

    Style Number/Barcode: 05102-5803

    Category Name: Maxi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L, XS

  • Summer Dreams Halter V-Neck Boho Chiffon Maxi Dress

    Summer dreams are made of this boho chiffon maxi dress perfect for your vacation or weekend getaway! The halter V-neckline and spaghetti strap tassel ties provide an effortlessly chic touch, while the stretchy smocked bodice and hidden side pockets offer convenience. The flowy ruffled silhouette adds a touch of romance! Complete the look in sandals and a bracelet.

    Fit & Features

    • Bohemian print, chiffon fabric with woven lining, no stretch
    • Halter V-neckline
    • Spaghetti strap tassel ties
    • Stretchy smocked bodice
    • Hidden side pockets
    • Flowy ruffled maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5777

    Category Name: Maxi Dresses

    Price: $6.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ella Cowl Neck Satin Dress

    Special Occasion

    Enchant the room instantly in this gorgeous floor-length gown! Ella features a stunning sleeveless cowl neck, flattering high slit, and sleek spaghetti straps. 

    Fit & Features

    • Stretch satin lined fabric
    • Cowl neck, sleek spaghetti straps
    • Form-fitting silhouette, high-side slit
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, bridesmaids, fancy date nights, cocktail parties, engagement parties, rehearsal dinners

    Style Number/Barcode: 05002-1728

    Category Name: Maxi Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: MAUVE-2, ORANGE

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

    Product Badge:
    • Best Seller
  • Breezy Look Ruffled Cutout Woven Maxi Dress

    Create a breezy-chic look with this woven maxi dress that will prove to be a summer staple! Designed with a lightweight woven fabric accented with ruffled trims, the long dress features a sleeveless square neckline with a keyhole cutout and tie-front detail, adjustable spaghetti straps for a customized fit, and dual cutouts at the stretchy smocked waist that lead to an open lower back. The tiered flowy A-line silhouette will give you an effortlessly pretty look. Style with strappy sandals.

    Fit & Features

    • Woven fabric, ruffled trims, short knit stretchy lining
    • Square neckline, keyhole cutout with tie-front
    • Adjustable spaghetti straps
    • Stretchy smocked waist
    • Dual cutouts leading to open lower back
    • Tiered flowy A-line fit
    • Runs true to size

    Style Number/Barcode: 05102-5729

    Category Name: Maxi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Morgan Formal Flocked Velvet Dress

    Special Occasion

    Enchant in this long tulle formal dress featuring a sultry plunge V-neckline and empire waist that leads to dual high front slits along the sweeping floor-length silhouette. Perfect for weddings or black tie soirees.

    Fit& Features

    • Floral flocked velvet, semi-sheer mesh with lining
    • Plunge V-neckline, adjustable spaghetti straps, cross-back design
    • High front slits, pleat details, back zipper, hook and eye closure
    • Empire waist
    • Sweeping floor-length silhouette
    • Runs true to size

    Style Number/Barcode: 05002-6274

    Category Name: Maxi Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Paradise Pick V-Neck Cutout Tropical Maxi Dress

    Enjoy the fun and sun on your paradise vacay in this tropical maxi dress! This flowy maxi silhouette features adjustable spaghetti straps, a flirty V-neckline with a keyhole, and a sultry cutout back. With a front slit, you'll steal the show with every step. Complete the look with sunnies and a straw handbag.

    Fit & Features

    • Tropical print, mesh fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • V-neckline, keyhole
    • Cutout back
    • Front slit
    • Flowy maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5692

    Category Name: Maxi Dresses

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feel The Romance Sweetheart Button Lace Trim Maxi Dress

    Instantly feel the romance of this sleeveless maxi dress for a chic and breezy look at showers or parties! It has a sweetheart neckline, adjustable straps, and a ruched bust, so it effortlessly highlights your figure. The button accents and sheer lace trims add delicate touches, while the high waist and flowy maxi silhouette create a flattering and ethereal look. Style this maxi dress with trendy sandals and earrings.

    Fit & Features

    • Airy woven fabric, short woven lining, no stretch
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Button and sheer lace trim accents
    • Flowy maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5706

    Category Name: Maxi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Taylor Corset Rhinestone Mesh Formal Dress

    Special Occasion  

    Look and feel like a sexy goddess in the Taylor formal dress! She dares to bare in a mesh corset-style bodice with a sweetheart neckline and adjustable straps. The rhinestone embellishments catch glimmers of light while her high-cut slit allows for a display of leg. The formal dress is composed of a mesh fabric and has a stretchy short knit lining. Complete your look with a choker and clutch. 

    Fit & Features

    • Sleeveless, adjustable spaghetti straps
    • Sweetheart neckline, padded cups
    • Mesh corset bodice, flexible boning, back zipper, hook and eye closure
    • High-cut slit, long hem, form-hugging
    • Rhinestone embellishments
    • Sheer mesh fabric, partial short knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1735

    Category Name: Maxi Dresses

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Covetable Charm V-Neck Ruffled Maxi Dress

    You'll covet the charm of this sleeveless maxi dress all season!  With a flattering V-neckline and adjustable spaghetti straps, this dress will hug you in all the right places. The crisscross and smocked back add a trendy touch, while the flowy silhouette and ruffled long-length hem offer a breezy style. Complete the look in sandals.

    Fit & Features

    • Woven fabric, bust lining, no stretch
    • Adjustable spaghetti straps
    • Crisscross and smocked back
    • Flowy silhouette
    • Ruffled hem
    • Runs true to size

    Style Number/Barcode: 05102-5546

    Category Name: Maxi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Arabella High Slit Cowl Neck Dress

    Special Occasion

    Radiate elegance in this long formal dress made with a high-shine, smooth fabric. Designed to hug your curves, this floor-length bodycon dress accentuates an hourglass figure for a simply irresistible look. A sultry side slit elegantly elongates the legs, while the dress impresses from every angle with its low-back design. The flattering cowl neckline at the front creates the perfect display for a sparkly rhinestone necklace so your gorgeous selfies pop and shine.

    Fits & Features

    • Sleeveless cowl neckline, spaghetti straps, cross at back
    • A-line silhouette, ruched detailing
    • High side slit
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size 

    Style Number/Barcode: 05002-3001

    Category Name: Maxi Dresses

    Price: $29.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

  • Layne Off-The-Shoulder Mermaid Formal Dress

    Special Occasion

    Flaunt your figure and showcase your stunning curves in the Layne mermaid formal dress, perfect for weddings! Bare your shoulders in her off-the-shoulder neckline with a fold-over design that shapes the fitted bodice leading to a form-hugging mermaid silhouette. She features ruched side seams and a floor-sweeping hem. Composed of sleek and smooth knit fabric with plenty of stretch. Style this formal long dress with rhinestone hoops.

    Fit & Features

    • Off-the-shoulder neckline, fold-over design
    • Empire waist, fitted bodice
    • Ruched side seams 
    • Floor-sweeping hem, mermaid silhouette
    • Stretchy smooth knit fabric
    • Strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-1885

    Category Name: Maxi Dresses

    Price: $29.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

  • Kensie Formal Surplice V-Neck Dress

    Special Occasion

    To make a grand entrance, all you need to do is wear the Kensie formal dress! She showcases style and grace with a hint of sultry in her sleeveless, surplice V-neck atop a form-fitting silhouette with a front slit. The formal dress is composed of a sleek knit fabric with moderate stretch. Complete the look in rhinestone heels for a glam touch.

    Fit & Features

    • Sleeveless, surplice V-neck, spaghetti straps
    • Bra-friendly design
    • Form-fitting silhouette
    • Front high slit
    • Floor-length hem
    • Sleek knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2300

    Category Name: Maxi Dresses

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kimberly Formal Flocked Mesh A-Line Dress

    Special Occasion

    Beautifully bold and stunning! The Kimberly formal dress will capture every heart at galas and black tie functions! She stuns in a sleeveless V-neckline with a sheer mesh insert, a padded and pleated bust, adjustable spaghetti straps that cross along the open back, and an empire waist that leads to her flattering A-line silhouette with a floor-length hem. The formal dress is composed of a flocked velvet pattern mesh fabric with a stretchy knit lining and dual front slits. Complete the look with dangly rhinestone earrings.

    Fit & Features

    • Sleeveless V-neckline, sheer mesh insert
    • Padded and pleated bust, back zipper and hook-eye closure
    • Adjustable spaghetti straps, open back, cross back straps
    • Empire waist, A-line silhouette, floor-length hem
    • Flocked velvet pattern on sheer mesh
    • Stretchy knit lining, dual front slits
    • Runs true to size

    Style Number/Barcode: 05002-6819

    Category Name: Maxi Dresses

    Price: $29.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Vibes High Slit Tropical Knit Maxi Dress

    Give off effortless vacay vibes in this high slit tropical knit maxi dress. The tropical palm leaf print on the lightweight knit fabric will have you looking like you're ready for a getaway, even if you're just grabbing drinks at a local happy hour! The dress is shaped with a sleeveless V-neckline and spaghetti straps, and features a high-cut side slit to showcase some leg on the form-hugging mid-length silhouette. Style with gold hoops and strappy wedges!

    Fit & Features

    • Stretchy knit fabric with a bust lining
    • Tropical print
    • Sleeveless V-neckline
    • Spaghetti straps
    • High side slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-5537

    Category Name: Maxi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jessica Formal Lace Slit Long Dress

    Special Occasion

    Delightfully alluring and effortless! Unveil your beauty in the Jessica formal lace dress for your walk down the aisle as a bride or graduate! She brings the romance in her sleeveless V-neckline with scallop trim, adjustable spaghetti straps, a lightly padded bust, and a slim curve-hugging silhouette with a sultry high side slit and long hem. The formal dress is composed of a lace fabric with a stretchy knit lining. Style with earrings and simple block heels.

    Fit & Features

    • Sleeveless V-neckline, scallop trim
    • Adjustable spaghetti straps, lightly padded bust
    • Slim, curve-hugging silhouette
    • High side slit, long hem
    • Lace fabric, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05002-5577

    Category Name: Maxi Dresses

    Price: $29.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Weekend Plans Ribbed Knit Maxi Dress

    This casual-chic maxi dress is perfect for your upcoming weekend plans. It features a sleeveless one-shoulder neckline for an effortless and trendy vibe, a single tank shoulder strap, an open back with a dual strap design, a fitted, maxi-length silhouette, and a high side slit. Style this dress with hoop earrings.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single tank shoulder strap
    • Open back, dual strap design
    • Maxi-length hem, form-hugging fit, side slit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4737

    Category Name: Maxi Dresses

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jetset Babe One Shoulder Tropical Maxi Dress

    Jetset off on vacation like a babe in this tropical maxi dress! With a flirty and flattering one-shoulder neckline, ruched seams, and a bodycon silhouette, you'll be turning heads. Plus, the side slit and maxi-length hem add a touch of allure. Complete the look in sandals and sunglasses.

    Fit & Features

    • Tropical palm leaf print, stretchy knit
    • One shoulder neckline
    • Bodycon silhouette
    • Side slit
    • Runs true to size

    Style Number/Barcode: 05102-5702

    Category Name: Maxi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beauty So Unique Lace-Up Floral Chiffon Maxi Dress

    Give off undeniable grace and beauty in this floral chiffon maxi dress on vacation or at parties! Featuring delicate adjustable spaghetti straps, a V-neckline, and a stunning lace-up back, this dress will accentuate your curves and create a flattering silhouette with a front slit and maxi-length hem. Complete the look in heeled sandals and earrings!

    Fit & Features

    • Floral print, chiffon fabric, stretchy knit lining
    • Adjustable spaghetti straps
    • V-neckline
    • Lace-up back, zipper and hook-eye closure
    • Front slit
    • Maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3389

    Category Name: Maxi Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charming Vibe Tie-Back Flowy Floral Woven Maxi Dress

    Give off a charming vibe at summer parties in this simply stunning floral woven maxi dress! The breezy lightweight woven fabric is detailed with a gorgeous floral print pattern and includes a mini-length lining for coverage. The sleeveless bodice is shaped with a sweetheart neckline, a dainty tie-front bust design for a cute detail, and spaghetti straps leading to an open back with a cross-back strappy design and a customized tie closure. The fitted high waist flows out to a maxi-length hem with an effortlessly chic A-line silhouette. Style with hoop earrings and slip-on sandals.

    Fit & Features

    • Floral print
    • Lightweight woven fabric, mini-length woven lining, no stretch
    • Sweetheart neckline with tie-front bust, spaghetti straps
    • Open back, cross-back strappy design, tie closure
    • High waist seam
    • Flowy A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3048

    Category Name: Maxi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Follow Your Heart Sleeveless Ruffled Lace Maxi Dress

    Follow your heart and it'll lead you to this lace maxi dress! Perfect for bridal showers, dressy brunches, or parties. This sleeveless dress brings an allure of romance in a square neckline with adjustable spaghetti straps, a stretchy smocked bodice, and a tiered ruffled silhouette. Complete the look in strappy heeled sandals.

    Fit & Features

    • Lace fabric, stretchy knit lining
    • Adjustable spaghetti straps
    • Square neckline
    • Tiered ruffled maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3382

    Category Name: Maxi Dresses

    Price: $28.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sheryl Formal Floral Chiffon Ruffle Dress

    Special Occasion

    Get swept away into the dreamy romance of the Sherly formal dress showcasing a vibrant floral pattern perfect for outdoor weddings, garden parties, and formal soirees! She features a sleeveless sweetheart neckline with a padded bust, ruched elastic straps, and a ruffle-tiered A-line silhouette with a front slit and long hem. The special occasion dress is composed of an airy chiffon fabric with a stunning floral print and a smooth woven lining with no stretch. Complete the look with a beaded clutch and lace-up heels.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Ruched elastic straps, back zipper and hook-eye closure
    • Ruffled, tiered A-line silhouette
    • Front slit, long hem
    • Vibrant floral print, airy chiffon fabric, smooth woven lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-7124

    Category Name: Maxi Dresses

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Attitude V-Neck Floral Tropical Maxi Dress

    Book those tickets and pack a bag cause vacation is calling and this floral tropical maxi dress is ready to answer! Made from an airy floral tropical printed chiffon fabric with a short woven lining, this dress is perfect for summer days. Featuring spaghetti strap tassel ties and V-neckline, cutout sides add a touch of flirty fun, while the flowy maxi-length silhouette and front slit provide style. Complete the look with a straw tote bag and sandals!

    Fit & Features

    • Tropical floral print, chiffon fabric, short woven lining
    • Spaghetti strap tassel ties
    • V-neckline
    • Cutout sides
    • Front slit
    • Flowy maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3446

    Category Name: Maxi Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiate Romantic Vibes Strapless Floral Chiffon Maxi Dress

    Radiate romantic vibes in this strapless floral chiffon maxi dress at garden parties or showers! The long ruffled silhouette adds flow and movement while the floral chiffon fabric adds a touch of femininity. Perfect for any occasion, this dress will make you stand out with its playful and flirty style! Complete the look with teardrop earrings.

    Fit & Features

    • Floral printed chiffon fabric with stretchy knit lining
    • Strapless neckline
    • Back zipper and hook-eye closure
    • Ruffled flowy silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3044

    Category Name: Maxi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Irresistibly Sweet V-Neck Floral Chiffon Maxi Dress

    You'll be irresistibly sweet in this floral chiffon maxi dress at showers, graduations, or semi-formal events! The V-neckline and spaghetti strap tie accentuate your frame while the flowy maxi silhouette adds a touch of elegance. With a front slit and floor-length hem, this dress is perfect for any occasion. Complete the look in espadrille wedges.

    Fit & Features

    • Floral print, chiffon fabric lined with woven fabric
    • V-neckline
    • Spaghetti strap ties
    • Front slit
    • Flowy maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3301

    Category Name: Maxi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale