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.

  • Flower Power Chiffon Maxi Dress
    Power through the day with gorgeous florals! This navy blue maxi dress features a sleeveless bodice, a V neckline with narrow straps, princess seams and a waistband accent. The back features an unlined floral lace accent with an open lower back. The slim fit bodice leads to a flowing carefree maxi length. The all over navy blue hue is accented with a teal hued floral design. Dress is composed of a slightly sheer chiffon fabric that offers a relaxed fit with minimal stretch. Includes thin knit lining. 

    Model is 5'7" with a 32.5" bust, 22.5" waist and 34.5 hips. She is wearing a size small.

    Style Number/Barcode: 05101-0019

    Category Name: Maxi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Delena Formal Chiffon Tendril Dress
    Special Occasion 

    Create a twirl worthy moment in our charming Delena dress! She features an all over emerald green hue, a halter neckline with wide neck tie straps, a plunging V neck bust and an open back. Her slim fit bodice leads to a sweeping floor length silhouette accented with dreamy tendril accents and a high slit. She includes a built in bodysuit lining with a thong bottom and snap button closure. Dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Includes a lower back zipper closure.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-6763

    Category Name: Maxi Dresses

    Price: $30.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

  • Plus Helena Formal Sleeveless Chiffon Dress
    Special Occasion 

    Keep it simply gorgeous in the effortlessly charming Helena dress! She features a sleeveless bodice, a plunging wrap V neckline and adjustable narrow straps. Her relaxed fit bodice leads to a flowing partially sheer floor length silhouette that is accented with a tie waist belt. She features a gorgeous floral print. Dress is composed of an airy chiffon fabric that offers a relaxed fit with minimal stretch. Includes an additional mini skirt length knit lining and back zipper closure.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 15002-0098

    Category Name: Maxi Dresses

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Online Only
  • Plus Galilea Formal High Slit Dress
    Special Occasion 

    Raise the bar in our sophisticated Galilea black dress! She features a sleeveless bodice, a plunging V neckline, adjustable narrow straps and floor length silhouette with double high slits. She is composed of a smooth knit fabric that offers a curve flattering fit with plenty of stretch.

    Model is 5'11" with a 38" bust, 37" waist and 48.5" hips. She is wearing a 1X

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 15002-0102

    Category Name: Maxi Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plus Fab In Floral Maxi Dress
    Keep it fab in florals! The maxi dress features a sleeveless bodice, a square neckline, narrow straps that cross at the back and a maxi length accented with a high side slit. The all over floral print features pink and natural hues that complement the black background. Dress is composed of a smooth knit fabric that offers a curve flattering fit with a moderate stretch.

    Model is 5'11" with a 38" bust, 37" waist and 48.5" hips. She is wearing a 1X.

    Style Number/Barcode: 15102-0036

    Category Name: Maxi Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Online Only
  • Plus Elisabeth Pleated Tulle Formal Dress
    Special Occasion

    Dress yourself as the princess you are with our breath-taking Elisabeth dress! She is a floor length evening gown with a plunging V neckline and thin adjustable straps that create an X back. Her wide empire waist leads to a floor length skirt that dances around your ankles. She is composed of a pleated tulle fabric with a sheer appearance and a thin knit lining that features a two front slits. Elisabeth offers a moderate stretch and includes a hidden zipper.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 15002-0105

    Category Name: Maxi Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plus Floral Fiesta Maxi Dress
    This beautiful floral maxi dress is perfect for your spring and summer occasions! It features a stretchy off the shoulder neckline with a ruffle pop over, a stretchy high waist seam, and a flowy floor-length skirt. Dress is composed of an unlined crepe fabric with no stretch. 

    Model is 5'8 with a 42" bust, 35" waist, and 45" hips. She is wearing a size 1X.

    Style Number/Barcode: 15102-0033

    Category Name: Maxi Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Luxe Ruched Maxi Dress

    Make a statement in this wowing maxi dress! It features a luxe light gold color, a sleeveless bodice, a V neckline, narrow shoulder straps, a ruched left side seam and an asymmetrical high slit. Dress is composed of a lined smooth knit fabric with a metallic sheen that offers a form hugging fit with a moderate stretch.

    Style Number/Barcode: 05103-0065

    Category Name: Maxi Dresses

    Price: $15.00 $36.90

    On Sale: Yes

    Availability: Out of Stock

  • Twist In Florals Maxi Dress
    Give your look a pretty twist in this navy maxi dress! It features a sleeveless bodice, a plunging V neckline, narrow shoulder straps and an open back with tie strap accent. The slim fit bodice leads to a curve hugging maxi length silhouette accented with a high side slit. The all over floral print features pink hues to contrast with the navy background. Dress is composed of a lightweight woven fabric that offers a form hugging fit with a minimal stretch.

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small

    Style Number/Barcode: 05102-4015

    Category Name: Maxi Dresses

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

  • Buttoned And Striped Maxi Dress
    Give yourself a cute and casual look with this buttoned and striped maxi dress! It features a sleeveless bodice, spaghetti straps, a scoop neckline, a faux button down front, and a front slit. The black and white dress is composed of a knit fabric with plenty of stretch.

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

    Style Number/Barcode: 05102-4028

    Category Name: Maxi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

  • Casual Cutie Linen Maxi Dress
    Go for casual and cute in this taupe dress! It features a V neckline, adjustable narrow straps and a maxi length silhouette with hidden side pockets. Dress is composed of a double lined linen knit fabric that offers a relaxed fit with minimal stretch.

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

    Style Number/Barcode: 05102-3966

    Category Name: Maxi Dresses

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

  • Artist's Muse Chiffon Maxi Dress
    Steal the show in this bold, abstract-print maxi dress. Dress features a deep V neckline, side cutouts, a spaghetti strap crisscross back with tie, and a full, gently pleated skirt with front slits. Dress is made from a lightweight, chiffon-like material and has moderate stretch at the back waist.

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-3953

    Category Name: Maxi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

  • Casually Chic Maxi Dress
    This black maxi dress is the perfect base piece to dress up or down for a casually chic look! Dress features a scoop neckline, adjustable spaghetti straps, and a comfortable slim fit. Dress includes a full lining and is composed of a soft, lightweight knit fabric that offers a moderate stretch. 

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-3931

    Category Name: Maxi Dresses

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

  • Bohemian Feels Maxi Dress
    Get those boho vibes going in this summer ready maxi dress! It features an ivory hue, a sleeveless bodice, a plunging V neckline, sexy waist cut outs and narrow adjustable straps that lead to an open back design. The back features a smocked elastic band and a tie back accent. The waist leads to a sweeping maxi length silhouette accented with a high side slit. The navy blue bohemian design is perfectly complemented with the ivory background. Dress is composed of lightweight woven fabric that offers a relaxed fit with 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: 05102-3878

    Category Name: Maxi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

  • Laced In Floral Maxi Dress
    Lace yourself up in pretty florals! This blue maxi dress features a sleeveless bodice, a plunging V neckline and narrow straps that lead to an open back with lattice design. The relaxed fit bodice leads to a curve hugging maxi length silhouette. The all over rose print features white and pink hues for a perfectly spring look! Dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch.

    Model is 5'6" with a 34" bust, 24" waist and 37" hips. She is wearing a size small.

    Style Number/Barcode: 05102-3873

    Category Name: Maxi Dresses

    Price: $10.00 $42.90

    On Sale: Yes

    Availability: Out of Stock

  • Spring Stunner Maxi Dress
    Lace up in this pretty dress for those spring time vibes! It features a white hue, a sleeveless bodice, a V neckline, adjustable narrow straps, a tie back accent and a lower back keyhole. The waist features an unlined crochet floral detail and leads to a sweeping maxi floor length skirt. Dress is composed of a combination crochet and linen fabric that offers a form hugging fit with minimal stretch.

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

    Style Number/Barcode: 05102-0052

    Category Name: Maxi Dresses

    Price: $21.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

  • Floral To The Maxi Dress
    This gorgeous printed maxi dress is floral to the max! It features an off the shoulder neckline, short flutter sleeves, a square neckline, a stretchy smocked top, a tie front waist, and a high low wrap front. The mauve dress is composed of a woven fabric with a flowy fit.

    Model is 5'8" with a 32" bust, 24.5" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-3742

    Category Name: Maxi Dresses

    Price: $17.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

  • Stylish Stunner Maxi Dress
    Look at you stylish stunner! This berry hued maxi dress was made for you! It features a sleeveless bodice, tank-like shoulder straps, a deep V neckline and back, a high elastic banded waist with side cut out details, and a flowy, maxi length. The dress is composed of a linen fabric with no stretch.

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

    Style Number/Barcode: 05102-3655

    Category Name: Maxi Dresses

    Price: $19.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flowy Vibes Maxi Dress
    Get those pretty flowy vibes this spring with this off the shoulder maxi dress! It features short ruffle sleeves, a square neckline, a hidden back zipper and hook and eye closure, a tie front belt, two front slits, and a long maxi length. The mauve dress is composed of a lightweight crepe fabric with a short knit lining.

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

    Style Number/Barcode: 05102-3571

    Category Name: Maxi Dresses

    Price: $10.00 $45.90

    On Sale: Yes

    Availability: Out of Stock

  • Crochet Cutie Maxi Dress
    Keep it cute in crochet! This no fuss maxi dress features a pewter hue, a sleeveless crochet bodice, a V neckline and adjustable narrow straps that lead to an open back design. Her relaxed fit bodice leads to an elongating maxi length skirt. Dress is composed of a lined lightweight woven fabric that offers minimal stretch. 

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

    Style Number/Barcode: 05102-3572

    Category Name: Maxi Dresses

    Price: $10.00 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Stylish To The Maxi Dress
    Be a fab fashionista and stylish to the max in this red maxi dress! It features a sleeveless bodice, a strapless square neckline, a high waist seam, slanted front pockets, pleated details, and a long, maxi fit. The dress is composed of a knit fabric and offers moderate stretch and a flowy, relaxed fit.

    Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05102-3557

    Category Name: Maxi Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

  • Floral Frenzy Open Back Maxi
    Get caught up in pretty florals! This gray maxi dress features a sleeveless bodice, a square neckline, narrow shoulder straps and an open back with a narrow bar strap accent. The relaxed fit bodice leads to a curve hugging maxi length silhouette. The all over floral print is all you need to create a sweet look! Dress is composed of a knit fabric that offers a moderate stretch.

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

    Style Number/Barcode: 05102-0004

    Category Name: Maxi Dresses

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

  • Spring With Florals Maxi Dress
    Step out this season in pretty florals to make a charming impression! The ivory maxi dress features an off the shoulder neckline with the off the shoulder strap accents, a straight bust, a cinching tie waist belt and maxi length silhouette with a high side slit. The back features a lower back keyhole. The all over floral print features pink hues. Dress is composed of a lightweight woven fabric that offers a form hugging fit with minimal stretch. Includes an additional mini skirt length lining.

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

    Style Number/Barcode: 05101-8699

    Category Name: Maxi Dresses

    Price: $19.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

  • Skye Chiffon High Low Skater Dress
    Special Occasion

    Skye is airy, angelic, and will feel like you're walking on cloud 9! She features a slim fitting bodice with a V neckline, narrow shoulder straps that lead to a sheer lace back and a gold zipper closure, a banded waist, and a flowy, wrap, high-low skater skirt with a short skirt lining. Skye is composed of a light blue chiffon fabric with no stretch. 

    Model is 5'8" with a 32" bust, 23" waist, and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05101-8679

    Category Name: Maxi Dresses

    Price: $10.00 $48.90

    On Sale: Yes

    Availability: Out of Stock